CORK INSTITUTE OF TECHNOLOGY INSTITIÚID TEICNEOLAÍOCHTA CHORCAÍ

Save this PDF as:
 WORD  PNG  TXT  JPG

Size: px
Start display at page:

Download "CORK INSTITUTE OF TECHNOLOGY INSTITIÚID TEICNEOLAÍOCHTA CHORCAÍ"

Transcription

1 CORK INSTITUTE OF TECHNOLOGY INSTITIÚID TEICNEOLAÍOCHTA CHORCAÍ Module Title: Topics in Organic Chemistry Module Code: CHEO 7003 School : Science Programme Title: Bachelor of Science in Analytical & Pharmaceutical Chemistry Stage 3 BSc. in Analytical Chemistry with Quality Assurance Stage 3 Programme Code: SCHEM_7_Y3 SCQUA_8_Y3 External Examiner(s): Internal Examiner(s): Dr Claire Lennon Dr W O Doherty Instructions: Answer four question in total. Each question carries equal marks Duration: 2 hours Sitting: Christmas 2013 Date: Requirements for this exam: Chemical Shift Tables Note to Candidates: Please check the Programme Title and the Module Title to ensure that you have received the correct examination paper. If in doubt please contact an Invigilator.

2 Q1. (a) Explain what is meant by keto-enol tautomerisation. Give an example of such tautomerism. (b) (i) List the component reactions of the Robinson annulation reaction. [4 marks] (ii) Give the product, A, of the Robinson annulation reaction for the following reagents [8 marks] (iii) The Robinson annulation is often not carried out as a single pot reaction in particular when using the above conditions. One of the products of the component reactions is isolated first. At what stage is this isolation carried out? Why is this done, what complications/side reactions can occur? [8 marks] Q2. (a) Tartaric acid has a structure as given in the following diagram. It has two chiral centres. (i) (ii) How many possible stereoisomers can be drawn for any molecule with two chiral centres? Highlight the chiral centres in tartaric acid with an asterisk* (redraw in your answer book). [4 marks] Draw the 2S,3R and 2R,3S stereoisomers of tartaric acid. In your answer, explain your use of the Cahn-Ingold-Prelog sequence rules. [6 marks]

3 (b) (iii) What is the relationship between the 2S,3R and 2R,3S stereoisomers of tartaric acid. [3 marks] The following product is a result of a mixed aldol condensation reaction. (i) What are the two carbonyl starting materials? [4 marks] (ii) Identify which is the nucleophile and which is the electrophile. [2 marks] (iii) What are the other possible structures that could be formed from the two carbonyl starting materials that you have indicated in part (i). Why can these other products be formed? [6 marks] Q3. (a) Explain what is meant by the term effective magnetic field strength. [4 marks] (b) (i) Explain the origin of splitting in an NMR spectrum. [3 marks] (ii) Construct the splitting pattern you would expect to see for the Ha protons in the following molecule. Assume 3 J ac ~ 3 J ab. [8 marks] (c) Deduce the structure of the compound with molecular formula C 11 H 22 O 2 from the following IR and 1 H NMR data:

4 IR: 1740cm -1 strong 1250cm -1 strong NMR: (ppm) multiplicity peak area Coupling constant(s) (Hz) 0.86 s d t m / t d [10 marks] Q4. (a) Write the mechanism for the solid-state Merrifield peptide synthesis. In answer clearly identify the role of blocking and activating groups. [10 marks] (b) Explain how Edman s Reagent is used to determine the amino acid sequence in a peptide chain. Show a general reaction mechanism detailing the cleavage of the peptide bond. [9 marks] (c) What is the isoelectric point and how is it determined for an amino acid? [6 marks]

5 Q5 (a) The following pyridine can be synthesized using the Hantzsch synthesis method. (b) (i) Detail the starting materials, and reagents required. (ii) This is a multi-step process, which involves an ester enamine as a key intermediate. Draw the mechanism for reaction that produces this ester enamine, using the reagents above. [10 marks] (iii) What is the driving force for the production of the pyridine from the dihydropyridine derivative? To prevent side reactions in a mixed aldol reaction, it is necessary for one of the reagents to be electrophilic only. Give an example of such a reagent and explain why it can only act as an electrophile. Q6 (a) (i) Detail the reagents used in the haloform test and the characteristic product that indicates a positive test result. [3 marks] (ii) Give a structure of an alcohol with the formula C 5 H 11 OH that would give a positive haloform result. (b) Discuss the difference between kinetic and thermodynamic enolate anions and their formation. Give examples of the relevant structures of these enolates anions and reagents that would be used to produce the relevant anions. [9 marks] (c) What is meant by optically active molecules? [3 marks] (d) What is meant by the terms absolute configuration and relative configuration of a molecule

6

H NMR (proton NMR): determines number and type of H atoms 13. C NMR (proton NMR): determines number and type of C atoms

H NMR (proton NMR): determines number and type of H atoms 13. C NMR (proton NMR): determines number and type of C atoms 14.1 An Introduction to NMR Spectroscopy A. The Basics of Nuclear Magnetic Resonance (NMR) Spectroscopy nuclei with odd atomic number have a S = ½ with two spin states (+1/2 and -1/2) 1 H NMR (proton NMR):

More information

Problem Set Chapter 13 Solutions

Problem Set Chapter 13 Solutions Problem Set Chapter 13 Solutions 13.27 Draw and name the eight isomeric alcohols with formula C 5 H 12 O. Which are chiral? February 28, 2013 To figure out which ones have a chiral center, look for a carbon

More information

A Grignard reagent formed would deprotonate H of the ethyl alcohol OH.

A Grignard reagent formed would deprotonate H of the ethyl alcohol OH. 216 S11-E2 Page 2 Name Key I. (9 points) Answer in the boxes below the following questions for the Grignard reagent C 3 -Mg. (1) (2 points) Is the carbon atom associated with magnesium electrophilic or

More information

NMR and other Instrumental Techniques in Chemistry and the proposed National Curriculum.

NMR and other Instrumental Techniques in Chemistry and the proposed National Curriculum. NMR and other Instrumental Techniques in Chemistry and the proposed National Curriculum. Dr. John Jackowski Chair of Science, Head of Chemistry Scotch College Melbourne john.jackowski@scotch.vic.edu.au

More information

O O HO, H 2 O. OR (2) One of the pair must form an enol MUCH more easily than the other

O O HO, H 2 O. OR (2) One of the pair must form an enol MUCH more easily than the other Carbonyl Condensation Reactions (Conjugate Addition) If we look at resonance structures for conjugated carbonyl compounds (often called α,β-unsaturated compounds), we ll see that there are TW sites for

More information

(3)

(3) 1. Organic compounds are often identified by using more than one analytical technique. Some of these techniques were used to identify the compounds in the following reactions. C 3 H 7 Br C 3 H 8 O C 3

More information

The Four Questions to Ask While Interpreting Spectra. 1. How many different environments are there?

The Four Questions to Ask While Interpreting Spectra. 1. How many different environments are there? 1 H NMR Spectroscopy (#1c) The technique of 1 H NMR spectroscopy is central to organic chemistry and other fields involving analysis of organic chemicals, such as forensics and environmental science. It

More information

Tuesday 19 June 2012 Afternoon

Tuesday 19 June 2012 Afternoon Tuesday 19 June 2012 Afternoon A2 GCE CEMISTRY A F324 Rings, Polymers and Analysis *F314730612* Candidates answer on the Question Paper. CR supplied materials: Data Sheet for Chemistry A (inserted) ther

More information

Chapter 22 Carbonyl Alpha-Substitution Reactions

Chapter 22 Carbonyl Alpha-Substitution Reactions John E. McMurry www.cengage.com/chemistry/mcmurry Chapter 22 Carbonyl Alpha-Substitution Reactions The α Position The carbon next to the carbonyl group is designated as being in the α position Electrophilic

More information

CHEM 208(Organic Chemistry I) Instructor: Dr. Niranjan Goswami. Tel: (618)545-3361. Email: Ngoswami@kaskaskia.edu. Web: www.kc.cc.il.

CHEM 208(Organic Chemistry I) Instructor: Dr. Niranjan Goswami. Tel: (618)545-3361. Email: Ngoswami@kaskaskia.edu. Web: www.kc.cc.il. CHEM 208(Organic Chemistry I) Instructor: Dr. Niranjan Goswami Tel: (618)545-3361 Email: Ngoswami@kaskaskia.edu Web: www.kc.cc.il.us/ngoswami CHEM 208 COURSE SYLLABUS KASKASKIA COLLEGE NAME TERM YEAR TEXT:

More information

3. Semester Completion date: May 9, 2016. a. You can finish early, and you can start early (or late), but you MUST FINISH BY MAY 9

3. Semester Completion date: May 9, 2016. a. You can finish early, and you can start early (or late), but you MUST FINISH BY MAY 9 4 Dates, Flexible Schedules: Go-At-Your-Own-Pace Asynchronous. 1. FLEXIBILITY. You can schedule your own test dates (so long as you finish all by May 9, 2016) 2. The Official semester start date is January

More information

Protonation. favored H 3 O + R O O H

Protonation. favored H 3 O + R O O H arboxylic Acids arboxylic acids have one property that distinguishes them from most other organic compounds they re acidic. Now not as acidic as fuming sulfuric acid, but still pretty darned acidic. The

More information

2814 hains, Rings and Spectroscopy June 2003 Mark Scheme 2814 Mark Scheme June 2003 The following annotations may be used when marking: X = incorrect response (errors may also be underlined) ^ = omission

More information

Combinatorial Chemistry and solid phase synthesis seminar and laboratory course

Combinatorial Chemistry and solid phase synthesis seminar and laboratory course Combinatorial Chemistry and solid phase synthesis seminar and laboratory course Topic 1: Principles of combinatorial chemistry 1. Introduction: Why Combinatorial Chemistry? Until recently, a common drug

More information

Sample exam questions for First exam CHM 2211

Sample exam questions for First exam CHM 2211 Sample exam questions for First exam CM 2211 1. The IR absorption due to the stretching of which of these carbon-hydrogen bonds occurs at the highest frequency? I II III E) V IV V 2. ow many signals would

More information

Isomers Have same molecular formula, but different structures

Isomers Have same molecular formula, but different structures Isomers ave same molecular formula, but different structures Constitutional Isomers Differ in the order of attachment of atoms (different bond connectivity) Stereoisomers Atoms are connected in the same

More information

The Aldol Condensation

The Aldol Condensation The Aldol ondensation Synthesis and Analysis of 2,3,4,5-Tetraphenylcyclopentadienone Yakety Sax Bennie ill theme song TPP eactions of Aldehydes and Ketones ' 1. Nucleophilic Addition. 2. Substitution at

More information

Organic Chemistry II / CHEM 252 Chapter 16 Aldehydes and Ketones I. Nucleophilic Addition to the Carbonyl Group

Organic Chemistry II / CHEM 252 Chapter 16 Aldehydes and Ketones I. Nucleophilic Addition to the Carbonyl Group Organic Chemistry II / CHEM 252 Chapter 16 Aldehydes and Ketones I. Nucleophilic Addition to the Carbonyl Group Bela Torok Department of Chemistry University of Massachusetts Boston Boston, MA 1 Nomenclature

More information

Chapter 15 NMR Spectroscopy

Chapter 15 NMR Spectroscopy Chempocalypse Now! Chapter 15 NMR Spectroscopy Page 1 Chapter 15 NMR Spectroscopy Parts of Topics A5 and A9 from the IB HL Chemistry Curriculum A5 A.5.1 Nuclear magnetic resonance (NMR) spectrometry (2

More information

CHEMISTRY 251 Spectroscopy Problems

CHEMISTRY 251 Spectroscopy Problems EMISTRY 251 Spectroscopy Problems The IR below is most likely of a: aldehyde alkane alkene alkyl bromide alkyne The IR below is most likely of a: acyl chloride alcohol 3 amide ether nitrile The IR spectrum

More information

Alkynes contain a C C triple bond

Alkynes contain a C C triple bond Chapter 8: Alkynes: an introduction to organic synthesis Alkynes contain a C C triple bond Acetylene: H-C C-H is the common name for ethyne, used as a torch fuel Alkyne nomenclature follows normal hydrocarbon

More information

By far the most important and useful technique to identify organic molecules. Often the only technique necessary.

By far the most important and useful technique to identify organic molecules. Often the only technique necessary. Chapter 13: NMR Spectroscopy 39 NMR Spectroscopy By far the most important and useful technique to identify organic molecules. Often the only technique necessary. NMR spectrum can be recorded for many

More information

Resonance Structures Arrow Pushing Practice

Resonance Structures Arrow Pushing Practice Resonance Structures Arrow Pushing Practice The following is a collection of ions and neutral molecules for which several resonance structures can be drawn. For the ions, the charges can be delocalized

More information

Organometallics Study Seminar Chapter 13: Metal-Ligand Multiple Bonds

Organometallics Study Seminar Chapter 13: Metal-Ligand Multiple Bonds Organometallics Study Seminar Chapter 13: Metal-Ligand Multiple Bonds Contents 1. Carbene Complexes 2. Silylene Complexes 3. Metal-Heteroatom Multiple Bonds 1. Carbene Complexes 1.1 Classes of Carbene

More information

Organic Chemistry Tenth Edition

Organic Chemistry Tenth Edition Organic Chemistry Tenth Edition T. W. Graham Solomons Craig B. Fryhle Welcome to CHM 22 Organic Chemisty II Chapters 2 (IR), 9, 3-20. Chapter 2 and Chapter 9 Spectroscopy (interaction of molecule with

More information

Chapter 25 The Chemistry of Life: Organic Chemistry. 25.1 Some General Characteristics of Organic Molecules

Chapter 25 The Chemistry of Life: Organic Chemistry. 25.1 Some General Characteristics of Organic Molecules Chapter 25 The Chemistry of Life: Organic Chemistry general characteristics of organic molecules introduction to hydrocarbons alkanes unsaturated hydrocarbons functional groups: alcohols and ethers compounds

More information

Peptides: Synthesis and Biological Interest

Peptides: Synthesis and Biological Interest Peptides: Synthesis and Biological Interest Therapeutic Agents Therapeutic peptides approved by the FDA (2009-2011) 3 Proteins Biopolymers of α-amino acids. Amino acids are joined by peptide bond. They

More information

Homework Chapter 21 Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions mandatory problems are highlighted (up to page 16)

Homework Chapter 21 Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions mandatory problems are highlighted (up to page 16) Homework Chapter 21 Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions mandatory problems are highlighted (up to page 16) SHORT ANSWER IUPAC Naming Instructions: Provide proper IUPAC

More information

CHEM1002 Worksheet 4: Spectroscopy Workshop (1)

CHEM1002 Worksheet 4: Spectroscopy Workshop (1) CHEM1002 Worksheet 4: Spectroscopy Workshop (1) This worksheet forms part of the Spectroscopy Problem Solving Assignment which represents 10% of the assessment of this unit. You should use the support

More information

Determination of Equilibrium Constants using NMR Spectrscopy

Determination of Equilibrium Constants using NMR Spectrscopy CHEM 331L Physical Chemistry Laboratory Revision 1.0 Determination of Equilibrium Constants using NMR Spectrscopy In this laboratory exercise we will measure a chemical equilibrium constant using key proton

More information

IR Applied to Isomer Analysis

IR Applied to Isomer Analysis DiscovIR-LC TM Application Note 025 April 2008 Deposition and Detection System IR Applied to Isomer Analysis Infrared spectra provide valuable information about local configurations of atoms in molecules.

More information

CNAS ASSESSMENT COMMITTEE CHEMISTRY (CH) DEGREE PROGRAM CURRICULAR MAPPINGS AND COURSE EXPECTED STUDENT LEARNING OUTCOMES (SLOs)

CNAS ASSESSMENT COMMITTEE CHEMISTRY (CH) DEGREE PROGRAM CURRICULAR MAPPINGS AND COURSE EXPECTED STUDENT LEARNING OUTCOMES (SLOs) CNAS ASSESSMENT COMMITTEE CHEMISTRY (CH) DEGREE PROGRAM CURRICULAR MAPPINGS AND COURSE EXPECTED STUDENT LEARNING OUTCOMES (SLOs) DEGREE PROGRAM CURRICULAR MAPPING DEFINED PROGRAM SLOs Course No. 11 12

More information

Suggested solutions for Chapter 3

Suggested solutions for Chapter 3 s for Chapter PRBLEM Assuming that the molecular ion is the base peak (00% abundance) what peaks would appear in the mass spectrum of each of these molecules: (a) C5Br (b) C60 (c) C64Br In cases (a) and

More information

For example: (Example is from page 50 of the Thinkbook)

For example: (Example is from page 50 of the Thinkbook) SOLVING COMBINED SPECTROSCOPY PROBLEMS: Lecture Supplement: page 50-53 in Thinkbook CFQ s and PP s: page 216 241 in Thinkbook Introduction: The structure of an unknown molecule can be determined using

More information

Alkynes: An Introduction to Organic Synthesis

Alkynes: An Introduction to Organic Synthesis Alkynes: An Introduction to Organic Synthesis Alkynes Hydrocarbons that contain carbon-carbon triple bonds Acetylene, the simplest alkyne is produced industrially from methane and steam at high temperature

More information

Quality. Now Certified to ISO 9001:2008

Quality. Now Certified to ISO 9001:2008 Quality Now Certified to ISO 90012008 Quality Policy It is Peptides International's goal is to achieve complete customer satisfaction by addressing customer needs and delivering what we promise. The company

More information

How to Quickly Solve Spectrometry Problems

How to Quickly Solve Spectrometry Problems How to Quickly Solve Spectrometry Problems You should be looking for: Mass Spectrometry (MS) Chemical Formula DBE Infrared Spectroscopy (IR) Important Functional Groups o Alcohol O-H o Carboxylic Acid

More information

Alkynes: An Introduction to Organic Synthesis. Based on McMurry s Organic Chemistry, 6 th edition, Chapter 8

Alkynes: An Introduction to Organic Synthesis. Based on McMurry s Organic Chemistry, 6 th edition, Chapter 8 Alkynes: An Introduction to Organic Synthesis Based on McMurry s Organic Chemistry, 6 th edition, Chapter 8 Alkynes! Hydrocarbons that contain carbon-carbon triple bonds! Acetylene, the simplest alkyne

More information

Chapter 16: NMR Spectroscopy (i.e., the most exciting thing on the planet)

Chapter 16: NMR Spectroscopy (i.e., the most exciting thing on the planet) Chapter 16: NMR Spectroscopy (i.e., the most exciting thing on the planet) ne day (soon), the following will make a lot of sense to you: 16.1-16.3 The Proton: An Unexpected Journey NMR: Like electrons,

More information

Aldol Condensation Notes

Aldol Condensation Notes Reminder: These notes are meant to supplement, not replace, the laboratory manual. Aldol Condensation Notes History and Application Many aldehydes have distinctive strong odors. Benzaldehyde smells like

More information

CEM, First in Microwave Peptide Synthesis

CEM, First in Microwave Peptide Synthesis CEM, First in Microwave Peptide Synthesis In 2002, a CEM biochemist named Jonathan Collins presented his concept of a microwave-assisted peptide synthesis system to several colleagues. Collins concept

More information

Organic Spectroscopy

Organic Spectroscopy 1 Organic Spectroscopy Second Year, Michaelmas term, 8 lectures: Dr TDW Claridge & Prof BG Davis Lectures 1 4 highlight the importance of spectroscopic methods in the structural elucidation of organic

More information

Note: See beginning of Section F for abbreviations, course numbers and coding.

Note: See beginning of Section F for abbreviations, course numbers and coding. CHEM CHEMISTRY Note: See beginning of Section F for abbreviations, course numbers and coding. CHEM 1041 General Chemistry I 3 ch (3C 1T) Introductory course designed primarily for B.Sc. students. Topics

More information

UNR Chemistry Courses Changes to implement the UCCSN Common Course Numbering Initiative Effective beginning with Summer 2003 term

UNR Chemistry Courses Changes to implement the UCCSN Common Course Numbering Initiative Effective beginning with Summer 2003 term UNR Chemistry Courses Changes to implement the UCCSN Common Course Numbering Initiative Effective beginning with Summer 2003 term Old CHEM courses (2002-2003 catalog) 100 MOLECULES AND LIFE IN THE MODERN

More information

KJM 3200 Required Reading (Pensum), Spring 2016

KJM 3200 Required Reading (Pensum), Spring 2016 KJM 3200 Required Reading (Pensum), Spring 2016 Paula Y. Bruice, Organic Chemistry 7 nd ed. as specified below, or John McMurry: Organic Chemistry 8 nd ed. as specified below. Lise-Lotte Gundersen KJM

More information

Alkynes and Their Reactions

Alkynes and Their Reactions Alkynes and Their Reactions Naming Alkynes Alkynes are named in the same general way that alkenes are named. In the IUPAC system, change the ane ending of the parent alkane name to the suffix yne. Choose

More information

A LEVEL. Type of resource H433 CHEMISTRY B. Theme: Carbon-13 MMR. October 2015

A LEVEL. Type of resource H433 CHEMISTRY B. Theme: Carbon-13 MMR. October 2015 A LEVEL Type of resource H433 CHEMISTRY B (SALTERS) Theme: Carbon-13 MMR October 2015 We will inform centres about any changes to the specification. We will also publish changes on our website. The latest

More information

SOLID SUPPORTS AND CATALYSTS IN ORGANIC SYNTHESIS

SOLID SUPPORTS AND CATALYSTS IN ORGANIC SYNTHESIS SOLID SUPPORTS AND CATALYSTS IN ORGANIC SYNTHESIS Editor Professor K. SMITH, M.SC,PhD. Head of Department of Chemistry University College of Swansea Wales ELLIS HORWOOD PTR PRENTICE HALL NEW YORK LONDON

More information

These instructions are for a classroom activity which supports OCR A Level Chemistry A.

These instructions are for a classroom activity which supports OCR A Level Chemistry A. Lesson Element Keyword activities Instructions for teachers These instructions are for a classroom activity which supports OCR A Level Chemistry A. Just a minute! To run this activity you will need a set

More information

Solving Spectroscopy Problems

Solving Spectroscopy Problems Solving Spectroscopy Problems The following is a detailed summary on how to solve spectroscopy problems, key terms are highlighted in bold and the definitions are from the illustrated glossary on Dr. Hardinger

More information

ORGANIC CHEMISTRY II: CHEMISTRY 360 SYLLABUS SPRING 2016 Classroom: Langseth 104 Dr. Craig P. Jasperse

ORGANIC CHEMISTRY II: CHEMISTRY 360 SYLLABUS SPRING 2016 Classroom: Langseth 104 Dr. Craig P. Jasperse ORGANIC CHEMISTRY II: CHEMISTRY 360 SYLLABUS SPRING 2016 Classroom: Langseth 104 Dr. Craig P. Jasperse Office Hours: M/W/F 9-10:30, 1:00-2:00, Mon 9-10:30, 1:00-2:00 web: http://www.mnstate.edu/jasperse/

More information

Chemistry 121 General Chemistry I. Course Competencies. 1. Gain a fundamental understanding of the nature of atoms, ions, and molecules.

Chemistry 121 General Chemistry I. Course Competencies. 1. Gain a fundamental understanding of the nature of atoms, ions, and molecules. Chemistry 121 General Chemistry I 1. Gain a fundamental understanding of the nature of atoms, ions, and molecules. 2. Gain a detailed understanding of the quantitative relationships governing chemical

More information

Assessment Method 1: Oral seminar presentation

Assessment Method 1: Oral seminar presentation 2013-2014 Assessment Report College of Sciences & Mathematics Chemistry & Biochemistry Chemistry, Master's Expected Outcome 1: Effective Oral Communication Skills Students in M.S. degree Program will demonstrate

More information

Molecule Projections

Molecule Projections Key Definitions ü Stereochemistry refers to the chemistry in 3 dimensions (greek stereos = solid). This science was created by Pasteur (1860), van Hoff et LeBel (1874). ü Stereisomers are isomeric molecules

More information

California State Polytechnic University, Pomona. Exam Points 1. Nomenclature (1) 30

California State Polytechnic University, Pomona. Exam Points 1. Nomenclature (1) 30 Chem 316 Final Exam Winter, 2008 Beauchamp ame: Topic Total Points Exam Points 1. omenclature (1) 30 Credit 2. Explanation of elative eactivities of Aromatic 20 Compounds or Carbonyl Compounds 3. eactions

More information

SIGNAL SPLITTING: Why are there so many peaks all in one area? This is called signal splitting. Example: (image from Illustrated Glossary, splitting)

SIGNAL SPLITTING: Why are there so many peaks all in one area? This is called signal splitting. Example: (image from Illustrated Glossary, splitting) Proton NMR Spectroscopy: Split the signals, not your brain! Before we can understand signal splitting, we have to understand what NMR is. This tutorial will first discuss a few concepts about NMR and then

More information

Previous lecture: Today:

Previous lecture: Today: Previous lecture: The energy requiring step from substrate to transition state is an energy barrier called the free energy of activation G Transition state is the unstable (10-13 seconds) highest energy

More information

j. SO 3, SO 2, NaCl, Na 2 O (1 mark each) Total 10 a) 525 kj mol -1 per mole of Mg (2 marks) (-1 for incorrect sign or unit)

j. SO 3, SO 2, NaCl, Na 2 O (1 mark each) Total 10 a) 525 kj mol -1 per mole of Mg (2 marks) (-1 for incorrect sign or unit) ANSWERS RUND 1 1. This is a question about trends in chemistry a. Na, S 8, Al, Si b. 2, 4, N 3, Li c. Mg, Na, a, K d. Mg 2+, Na +, F -, l - e. K, Na, l, F f. Si, S, P, l g. Br 2, l 2, 2, N 2 h. XeF 4,

More information

HOMEWORK PROBLEMS: IR SPECTROSCOPY AND 13C NMR. The peak at 1720 indicates a C=O bond (carbonyl). One possibility is acetone:

HOMEWORK PROBLEMS: IR SPECTROSCOPY AND 13C NMR. The peak at 1720 indicates a C=O bond (carbonyl). One possibility is acetone: HMEWRK PRBLEMS: IR SPECTRSCPY AND 13C NMR 1. You find a bottle on the shelf only labeled C 3 H 6. You take an IR spectrum of the compound and find major peaks at 2950, 1720, and 1400 cm -1. Draw a molecule

More information

Identifying an Unknown Substance using Infrared Spectroscopy (IR), Carbon-13 Nuclear Magnetic Resonance ( 13 C NMR), and Proton Nuclear Magnetic

Identifying an Unknown Substance using Infrared Spectroscopy (IR), Carbon-13 Nuclear Magnetic Resonance ( 13 C NMR), and Proton Nuclear Magnetic Identifying an Unknown Substance using Infrared Spectroscopy (I), arbon-13 Nuclear Magnetic esonance ( 13 NM), and Proton Nuclear Magnetic esonance ( 1 NM) Identifying an Unknown Substance using Infrared

More information

Chemistry INDIVIDUAL PROGRAM INFORMATION 2015 2016. 866.Macomb1 (866.622.6621) www.macomb.edu

Chemistry INDIVIDUAL PROGRAM INFORMATION 2015 2016. 866.Macomb1 (866.622.6621) www.macomb.edu Chemistry INDIVIDUAL PROGRAM INFORMATION 2015 2016 866.Macomb1 (866.622.6621) www.macomb.edu Chemistry PROGRAM OPTIONS CREDENTIAL TITLE CREDIT HOURS REQUIRED NOTES Associate of Science Chemistry 64 CONTACT

More information

Table of contents. Bibliografische Informationen http://d-nb.info/1006571213. digitalisiert durch

Table of contents. Bibliografische Informationen http://d-nb.info/1006571213. digitalisiert durch 1. Research scope: The role of structure rigid'tf'ication in nature and chemistry 1 2. Establishing a Dha=Tap backbone scan in order to elucidate structural properties of the N-terminusofNPY 5 2.1 Introduction.

More information

Yin and Yang in Chemistry Education: The Complementary Nature of FT-IR and NMR Spectroscopies

Yin and Yang in Chemistry Education: The Complementary Nature of FT-IR and NMR Spectroscopies Yin and Yang in Chemistry Education: The Complementary Nature of FT-IR and NMR Spectroscopies Matthew Gundlach, Katherine Paulsen, Michael Garry, Steve Lowry, Thermo Fisher Scientific, Madison, WI USA

More information

NMR Spectroscopy. Introduction

NMR Spectroscopy. Introduction Introduction NMR Spectroscopy Over the past fifty years nuclear magnetic resonance spectroscopy, commonly referred to as nmr, has become the most important technique for determining the structure of organic

More information

Biochemistry - I. Prof. S. Dasgupta Department of Chemistry Indian Institute of Technology, Kharagpur Lecture-11 Enzyme Mechanisms II

Biochemistry - I. Prof. S. Dasgupta Department of Chemistry Indian Institute of Technology, Kharagpur Lecture-11 Enzyme Mechanisms II Biochemistry - I Prof. S. Dasgupta Department of Chemistry Indian Institute of Technology, Kharagpur Lecture-11 Enzyme Mechanisms II In the last class we studied the enzyme mechanisms of ribonuclease A

More information

EXPERIMENT 5: DIPEPTIDE RESEARCH PROJECT

EXPERIMENT 5: DIPEPTIDE RESEARCH PROJECT EXPERIMENT 5: DIPEPTIDE RESEARCH PROJECT Pre-Lab Questions: None. 64 I. Background Information DIPEPTIDE RESEARCH PROJECT Methods developed by organic chemists for the synthesis of biopolymers have had

More information

GCE. Chemistry A. Mark Scheme for June 2012. Advanced GCE. Unit F324: Rings, Polymers and Analysis. Oxford Cambridge and RSA Examinations

GCE. Chemistry A. Mark Scheme for June 2012. Advanced GCE. Unit F324: Rings, Polymers and Analysis. Oxford Cambridge and RSA Examinations GE hemistry A Advanced GE Unit F324: Rings, Polymers and Analysis Mark Scheme for June 2012 Oxford ambridge and RSA Examinations OR (Oxford ambridge and RSA) is a leading UK awarding body, providing a

More information

2. Couple the two protected amino acids.

2. Couple the two protected amino acids. General Considerations The Strategy of Peptide Synthesis Making peptide bonds between amino acids is not difficult. The challenge is connecting amino acids in the correct sequence. andom peptide bond formation

More information

Organic Chemistry Laboratory 2230 Final Exam Study Guide

Organic Chemistry Laboratory 2230 Final Exam Study Guide Organic Chemistry Laboratory 2230 Final Exam Study Guide Many students do not adequately prepare for the final exam in 2230L.The average grade is typically in the mid to upper 60 s. Each semester, some

More information

The Experiment Some nuclei have nuclear magnetic moments; just as importantly, some do not

The Experiment Some nuclei have nuclear magnetic moments; just as importantly, some do not Chemistry 2600 Lecture Notes Chapter 15 Nuclear Magnetic Resonance Spectroscopy Page 1 of 23 Structure Determination in Organic Chemistry: NMR Spectroscopy Three main techniques are used to determine the

More information

Chemical Shift (δ) 0 (by definition) 0.8-1.0 1.2-1.4 1.4-1.7 1.6-2.6 2.0-3.0 2.2-2.5 2.3-2.8 0.5-6.0 3.4-4.0 3.3-4.0 0.5-5.0

Chemical Shift (δ) 0 (by definition) 0.8-1.0 1.2-1.4 1.4-1.7 1.6-2.6 2.0-3.0 2.2-2.5 2.3-2.8 0.5-6.0 3.4-4.0 3.3-4.0 0.5-5.0 Chemical Shifts 1 H-NMR Type of Hydrogen (CH 3 ) 4 Si RCH 3 RCH 2 R R 3 CH R 2 C=CRCHR 2 RC CH ArCH 3 ArCH 2 R ROH RCH 2 OH RCH 2 OR R 2 NH O RCCH 3 O RCCH 2 R Chemical Shift (δ) 0 (by definition) 0.8-1.0

More information

Proton Nuclear Magnetic Resonance Spectroscopy

Proton Nuclear Magnetic Resonance Spectroscopy Proton Nuclear Magnetic Resonance Spectroscopy Introduction: The NMR Spectrum serves as a great resource in determining the structure of an organic compound by revealing the hydrogen and carbon skeleton.

More information

Determining the Structure of an Organic Compound

Determining the Structure of an Organic Compound Determining the Structure of an Organic Compound The analysis of the outcome of a reaction requires that we know the full structure of the products as well as the reactants In the 19 th and early 20 th

More information

But in organic terms: Oxidation: loss of H 2 ; addition of O or O 2 ; addition of X 2 (halogens).

But in organic terms: Oxidation: loss of H 2 ; addition of O or O 2 ; addition of X 2 (halogens). Reactions of Alcohols Alcohols are versatile organic compounds since they undergo a wide variety of transformations the majority of which are either oxidation or reduction type reactions. Normally: Oxidation

More information

NMR Phenomenon. Nuclear Magnetic Resonance. µ A spinning charged particle generates a magnetic field.

NMR Phenomenon. Nuclear Magnetic Resonance. µ A spinning charged particle generates a magnetic field. NMR Phenomenon Nuclear Magnetic Resonance µ A spinning charged particle generates a magnetic field. A nucleus with a spin angular momentum will generate a magnetic moment (μ). If these tiny magnets are

More information

Catalyst is a compound that by its addition to a reaction increases

Catalyst is a compound that by its addition to a reaction increases Chapter 23: Catalysis 21-1 Catalyst and Catalysis: Introduction Catalyst is a compound that by its addition to a reaction increases the rate of the reaction without itself being consumed or changed at

More information

Syllabus for General Organic Chemistry M07A- Fall 2013 Prof. Robert Keil

Syllabus for General Organic Chemistry M07A- Fall 2013 Prof. Robert Keil Syllabus for General Organic Chemistry M07A- Fall 2013 Prof. Robert Keil Textbook and Materials What you must buy: Organic Chemistry 4 th Ed. Janice G. Smith, McGraw Hill. (Older edition is fine) Chem

More information

Interpreting Infrared Spectra Painlessly, Quickly, and Correctly

Interpreting Infrared Spectra Painlessly, Quickly, and Correctly Interpreting Infrared Spectra Painlessly, Quickly, and Correctly Knowing how to interpret infrared (IR) spectra is of immense help to structure determination. Not only will it tell you what functional

More information

NMR SPECTROSCOPY. Basic Principles, Concepts, and Applications in Chemistry. Harald Günther University of Siegen, Siegen, Germany.

NMR SPECTROSCOPY. Basic Principles, Concepts, and Applications in Chemistry. Harald Günther University of Siegen, Siegen, Germany. NMR SPECTROSCOPY Basic Principles, Concepts, and Applications in Chemistry Harald Günther University of Siegen, Siegen, Germany Second Edition Translated by Harald Günther JOHN WILEY & SONS Chichester

More information

CH101 Course Outline with Learning Outcomes

CH101 Course Outline with Learning Outcomes CH101 Course Outline with Learning Outcomes Staff: Dr. Fawaz Aldabbagh, Dr. David Cheung, Dr. Paul Kavanagh, Dr. Luca Ronconi (Coordinator) Module overview and general aims This Module lays a broad foundation

More information

Under acidic conditions, carbonyl compounds are protonated on O first, then weak base deprotonates at the α-c to give enol.

Under acidic conditions, carbonyl compounds are protonated on O first, then weak base deprotonates at the α-c to give enol. Substitution reactions of carbonyl compounds at the α-position Carbonyl compounds are acidic at α-c (e.g. C 2 C ); this is because of the electrophilic nature of carbonyl C= bond. The pka values of simple

More information

Prof. Dr. Burkhard König, Institut für Organische Chemie, Uni Regensburg 1. Enolate Chemistry

Prof. Dr. Burkhard König, Institut für Organische Chemie, Uni Regensburg 1. Enolate Chemistry Prof. Dr. Burkhard König, Institut für rganische Chemie, Uni Regensburg 1 1. Some Basics Enolate Chemistry In most cases the equilibrium lies almost completely on the side of the ketone. The ketone tautomer

More information

Boston University Dresden Science Program ORGANIC CHEMISTRY CAS CH 203 Lecture

Boston University Dresden Science Program ORGANIC CHEMISTRY CAS CH 203 Lecture Boston University Dresden Science Program ORGANIC CHEMISTRY CAS CH 203 Lecture Instructor: Professor Wolf D. Habicher, Professor Claus Rüger Meeting Times Lectures: twice a week at 90 minutes each Discussions:

More information

Chapter 13 Spectroscopy NMR, IR, MS, UV-Vis

Chapter 13 Spectroscopy NMR, IR, MS, UV-Vis Chapter 13 Spectroscopy NMR, IR, MS, UV-Vis Main points of the chapter 1. Hydrogen Nuclear Magnetic Resonance a. Splitting or coupling (what s next to what) b. Chemical shifts (what type is it) c. Integration

More information

Undergraduate Courses in Chemistry. Catalogue Descriptions and Course Syllabi

Undergraduate Courses in Chemistry. Catalogue Descriptions and Course Syllabi Undergraduate Courses in Chemistry Catalogue Descriptions and Course Syllabi This document presents the formal Undergraduate Catalog course description and the topic syllabus for each course in the Chemistry

More information

Amino Acids, Peptides and Proteins

Amino Acids, Peptides and Proteins Amino Acids, Peptides and Proteins 1. α-amino Acids C (S) or L amino acids a) dipolar nature (isoelectric points) b) synthesis (racemic) i) from α-bromoacids ii) Strecker synthesis from aldehydes iii)

More information

1 General introduction

1 General introduction General introduction Peptides and peptidomimetics _ 1 1 General introduction 1.1 Peptides and peptidomimetics umerous small and large peptides, which are sequence and length-specific polymers composed

More information

II cm -1. Carbon hydrogen bonds absorb here. Alkanes absorb cm-1, Akene C-H cm-1 Aromatic C-H shorter and spikey

II cm -1. Carbon hydrogen bonds absorb here. Alkanes absorb cm-1, Akene C-H cm-1 Aromatic C-H shorter and spikey How to Interpret an IR Spectrum The IR may be broken down into 5 distinct regions. I. 3100-3600cm -1. Alcohols, Carboxylic Acids, Amines and Terminal Alkynes absorb here. The shape and exact location of

More information

Chemistry and Environmental Science

Chemistry and Environmental Science New Jersey Institute of Technology 1 Chemistry and Environmental Science NJIT's Department of Chemistry and Environmental Science provides a unique focus for addressing some of today's most pressing scientific

More information

Organic Spectroscopy

Organic Spectroscopy Organic Spectroscopy Chem 744 / 754 Spring 2013 Gregory R. Cook Web Page cook.chem.ndsu.nodak.edu 2 Resources Books on reserve in the Library Introduction to Spectroscopy 3rd Ed., Pavia, Lampman, Kriz;

More information

NMR for Organic Chemistry III

NMR for Organic Chemistry III NMR for rganic Chemistry III Lecture 1 Lecture 2 Lecture 3 Lecture 4 Recap of Key Themes from NMR II + Problems CSY + Problems HSQC + Problems HMBC and Solving Structures + Problems 1 1. Practical Aspects

More information

USP's Therapeutic Peptides Expert Panel discusses manufacturing processes and impurity control for synthetic peptide APIs.

USP's Therapeutic Peptides Expert Panel discusses manufacturing processes and impurity control for synthetic peptide APIs. Control Strategies for Synthetic Therapeutic Peptide APIs Part III: Manufacturing Process Considerations By Brian Gregg,Aleksander Swietlow,Anita Y. Szajek,Harold Rode,Michael Verlander,Ivo Eggen USP's

More information

Experimental procedures. Solid phase peptide synthesis (SPPS)

Experimental procedures. Solid phase peptide synthesis (SPPS) Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry This journal is The Royal Society of Chemistry 214 Experimental procedures Solid phase peptide synthesis (SPPS) Solid phase

More information

LifeTein in Industrial Production of Therapeutic Peptides. Phil Moore, PhD Director of Business Development LifeTein LLC, NJ, USA

LifeTein in Industrial Production of Therapeutic Peptides. Phil Moore, PhD Director of Business Development LifeTein LLC, NJ, USA LifeTein in Industrial Production of Therapeutic Peptides Phil Moore, PhD Director of Business Development LifeTein LLC, NJ, USA 1 Outline Market and Technology Trend LifeTein s Technology portfolio LifeTein

More information

Carboxylic Acids When a carbonyl carbon also bears a hydroxyl group, then these compounds are appreciably acidic, and are called carboxylic acids.

Carboxylic Acids When a carbonyl carbon also bears a hydroxyl group, then these compounds are appreciably acidic, and are called carboxylic acids. Carboxylic Acids When a carbonyl carbon also bears a hydroxyl group, then these compounds are appreciably acidic, and are called carboxylic acids. R Carboxylic acids are classified according to the substituent

More information

CHEMISTRY A. AS and A LEVEL Co-teach Guide. A Guide to co-teaching The OCR A and AS level Chemistry A Specifications. www.ocr.org.

CHEMISTRY A. AS and A LEVEL Co-teach Guide. A Guide to co-teaching The OCR A and AS level Chemistry A Specifications. www.ocr.org. Qualification Accredited Oxford Cambridge and RSA AS and A LEVEL Co-teach Guide CHEMISTRY A H032/H432 For first teaching in 2015 A Guide to co-teaching The OCR A and AS level Chemistry A Specifications

More information

F322: Chains, Energy and Resources 2.2.4 Alcohols

F322: Chains, Energy and Resources 2.2.4 Alcohols F322: hains, Energy and Resources 2.2.4 Alcohols 167 marks 1. This question is about the six alcohols below. butan-2-ol 2-methylpentan-3-ol propan-1-ol ethane-1,2-diol 2-methylpropan-2-ol propan-2-ol Which

More information

1) A compound gives a mass spectrum with peaks at m/z = 77 (40%), 112 (100%), 114 (33%), and essentially no other peaks. Identify the compound.

1) A compound gives a mass spectrum with peaks at m/z = 77 (40%), 112 (100%), 114 (33%), and essentially no other peaks. Identify the compound. 1) A compound gives a mass spectrum with peaks at m/z = 77 (40%), 112 (100%), 114 (33%), and essentially no other peaks. Identify the compound. First, your molecular ion peak is 112 and you have a M+2

More information

1) Technical informations. - a) How does it work? - b) Purification - c) Quality Control. 2) Standard synthesis

1) Technical informations. - a) How does it work? - b) Purification - c) Quality Control. 2) Standard synthesis 1) Technical informations - a) How does it work? - b) Purification - c) Quality Control 2) Standard synthesis - a) Standard peptides - b) Modified peptides - c) Shipment and Delivery Time - d) How to order?

More information