Name Key 215 F12-Exam No. 2 Page 2

Size: px
Start display at page:

Download "Name Key 215 F12-Exam No. 2 Page 2"

Transcription

1 ame Key 15 F1-Exam o. Page. (9 points) For each of the following sets of molecules, rank the molecules in order of to least acidic. ompare the underlined s for each set. (a) (b) (c). (11 points) Draw in the box below the structures of the three possible conjugate acids of methylguanidine and explain as to which of the three conjugate acids is most stable and would be expected to form preferentially. Use drawings of pertinent resonance forms and several words to explain your answer. Three possible conjugate acid structures: methylguanidine 1... The most stable conjugate acid is: 1 (circle one that applies) Explanation: n conjugate acid, there are three major resonance contributors shown above. These are either identical or close in the structure and energy and the positive charge is delocalized among three nitrogen atoms over a wider range, thus making conjugate acid quite stable.

2 ame Key 15 F1-Exam o. Page. (18 points) Draw in the box below a step-by-step mechanism for the a -catayzed formation of sodium enolate from diethyl malonate (1) and epoxide, using the curved-arrow convention. a a 1 enantiomer a 1 pts for each intermediate; pts for each set of mechanistic arrows The other enolate or carbanion form acceptable. V. (1 points) Treatment of aldehyde with a followed by acidic work-up results in the formation of ester 5. Draw in the box below a step-by-step, curved-arrow mechanism for this transformation. a a a more electrophilic than the ester = carbon. 5 pts for each intermediate pts for each set of mechanistic arrows 5 ote: - is far more acidic than R-. 1

3 ame Key 15 F1-Exam o. Page V. (1 points) The a-mediated intramolecular condensation reaction of yields sodium enolate 7 [J. rg. hem. 01, 77, 98]. Provide in the box below a step-by-step mechanism using the curved-arrow convention for this transformation. a a TF a 7 The other enolate or carbanion form acceptable. pts for each intermediate; pts for each set of mechanistic arrows V. (10 points). There are, in principle, three different intramolecular aldol condensation reaction products that could form from dione 8 by its treatment with % a/ /. (1) ( points) Draw in the boxes below the structures of these three potential aldol condensation products. a % a/ () ( points) n the box below indicate as to which of these three compounds is expected to be the major product from the reaction and provide a brief explanation for your choice.,, or (circle one) would be the major product from the reaction ( points). Explanation for your choice ( points): oth Enones and have the highly strained cyclobutene ring. ccordingly, as the aldol condensation reaction is thermodynamically driven, the most stable enone should be the major product.

4 ame Key 15 F1-Exam o. Page 5 V. (17 points) omplete the following reactions by providing in each of the boxes the structure of the starting compound, intermediate, or product. ndicate stereochemistry for the product/intermediate and if more than one stereoisomer is formed, draw one structure and write enantiomer or diastereomer. (1) [J. rg. hem. 01, in press] heat () [Eur. J. rg. hem. 011, 19] K () a (1 mol equiv) a LD (1 mol equiv) a Li cceptable even w/o a cceptable even w/o a/li mono-anion or mono-enolate di-anion or di-enolate The other enolate and/or carbanion form(s) acceptable. r r Lir ar enantiomer

5 ame Key 15 F1-Exam o. Page V. (0 points) omplete the following reactions by providing in each of the boxes the structure of the intermediate or product. ndicate stereochemistry for the product/intermediate and if more than one stereoisomer is formed, draw one structure and write enantiomer or diastereomer. (1) [rg. Lett. 01, 1, 0] Si 1. LMDS (1.1 mol equiv)* -0. Si *Li[Si( ) ] : a strong, bulky base () [J. rg. hem. 01, 77, 805] a (catalytic) () [rg. Lett. 01, 1, ] Mgr l, rmg 1 1 chelate intermediate eed not to indicate stereochem here. l () [rg. iomol. hem. 01, 10, 80] K-( ) (catalytic) enantiomer

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

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

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

Suggested solutions for Chapter 7

Suggested solutions for Chapter 7 s for Chapter 7 7 PRBLEM 1 Are these molecules conjugated? Explain your answer in any reasonable way. C Et C Et C Et Revision of the basic kinds of conjugation and how to show conjugation with curly arrows.

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

methyl RX example primary RX example secondary RX example secondary RX example tertiary RX example

methyl RX example primary RX example secondary RX example secondary RX example tertiary RX example ucleophilic Substitution & Elimination hemistry 1 eginning patterns to knowfor S and E eactions - horizontal and vertical templates for practice Example 1 - two possible perspectives (deuterium and tritium

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

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

Double Bonds. Hydration Rxns. Hydrogenation Rxns. Halogenation. Formation of epoxides. Syn addition of 2 OH. Ozonolysis

Double Bonds. Hydration Rxns. Hydrogenation Rxns. Halogenation. Formation of epoxides. Syn addition of 2 OH. Ozonolysis Double Bonds What do we do with double bonds? We do addition reactions. In an addition reaction, something is added to both carbons involved in a double bond (or not involved in the double bond, in the

More information

Preview For ACS-Sandardized Final Exam

Preview For ACS-Sandardized Final Exam Preview For S-Sandardized Final xam hem 360 Jasperse Final xam Notes. Special Topics 1 1. 70 Multiple hoice questions. ach has four possible answers. 2. Scoring is based on correct answers. If you don't

More information

Table 1: Requirements for Canonical Forms of Molecules with Resonance

Table 1: Requirements for Canonical Forms of Molecules with Resonance rganic Chemistry esonance Lecture eview esonance theory is a simplified alternative to rigorous mathematical descriptions of molecular structure and when used in qualitatively is a convenient method for

More information

Conjugation is broken completely by the introduction of saturated (sp3) carbon:

Conjugation is broken completely by the introduction of saturated (sp3) carbon: Chapter 16 Conjugation, resonance, and dienes Conjugation relies on the partial overlap of p-orbitals on adjacent double or triple bonds. A common conjugated system involves 1,3-dienes, such as 1,3-butadiene.

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

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

1 Lecture 5 Resonance 1. Lone pair next to empty 2p orbital

1 Lecture 5 Resonance 1. Lone pair next to empty 2p orbital 1 Lecture 5 esonance 1. Lone pair next to empty 2p orbital sp 2 + is more common sp + is less common + needs electrons, has to overlap with a. an adjacent 2p lone pair with electrons b. an adjacent pi

More information

Course Prerequisite: Chemistry 141 or 143.

Course Prerequisite: Chemistry 141 or 143. Instructor: Matthias Brewer; Office: Cook A316; email: Matthias.Brewer@uvm.edu BlackBoard Site: bb.uvm.edu Lecture: 10:40am 11:30am MWF, Angell B106 Review Sessions: 5:30pm Thur., Angell B106 Laboratory

More information

ORGANIC CHEMISTRY I PRACTICE EXERCISE Elimination Reactions and Alkene Synthesis

ORGANIC CHEMISTRY I PRACTICE EXERCISE Elimination Reactions and Alkene Synthesis RGANIC CEMISTRY I PRACTICE EXERCISE Elimination Reactions and Alkene Synthesis ) ne of the products that results when -bromo-,-dimethylcyclopentane is heated in ethanol is shown below. Give a mechanism

More information

Final Examination, Organic Chemistry 1 (CHEM 2210) December 2000 Version *A* A. B. C. D.

Final Examination, Organic Chemistry 1 (CHEM 2210) December 2000 Version *A* A. B. C. D. Final Examination, rganic hemistry 1 (EM 2210) December 2000 Version *A* 1. What are the hybridization of, and the geometrical shape around, the nitrogen atom in the following molecule? N 3 3 A. sp, linear

More information

Chapter 11 Homework and practice questions Reactions of Alkyl Halides: Nucleophilic Substitutions and Eliminations

Chapter 11 Homework and practice questions Reactions of Alkyl Halides: Nucleophilic Substitutions and Eliminations Chapter 11 Homework and practice questions Reactions of Alkyl Halides: Nucleophilic Substitutions and Eliminations SHORT ANSWER Exhibit 11-1 Circle your response in each set below. 1. Circle the least

More information

Chapter 18. Reactions of Aldehydes and Ketones

Chapter 18. Reactions of Aldehydes and Ketones hapter 18. Reactions of 1 Aldehydes and Ketones Reaction of a nucleophile with an aldehyde or ketone gives an alkoxide, and subsequent hydrolysis leads to an alcohol. This chapter will define differences

More information

CORK INSTITUTE OF TECHNOLOGY INSTITIÚID TEICNEOLAÍOCHTA CHORCAÍ

CORK INSTITUTE OF TECHNOLOGY INSTITIÚID TEICNEOLAÍOCHTA CHORCAÍ 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

More information

Chapter 22 (Enolate Chemistry) Reaction Summary

Chapter 22 (Enolate Chemistry) Reaction Summary Chem 360 Jasperse Ch. 22 Notes Answers. Enolate Chemistry 1 Chem 360-Jasperse Chapter 22 (Enolate Chemistry) eaction Summary PTN as ELECTPILE 1., -Base-catalyzed keto-enol equilibrium -know mech (either

More information

Benzene benzene aromatic hydrocarbons aromatic not not

Benzene benzene aromatic hydrocarbons aromatic not not Benzene 1 NT 87 90 ompound 87 has the formula 6 6, is known as benzene, and it is a hydrocarbon derived from petroleum distillates. Benzene is the parent compound for a class of compounds known as aromatic

More information

Chapter 8: Chemistry of Alkynes (C n H 2n-2 )

Chapter 8: Chemistry of Alkynes (C n H 2n-2 ) hapter 8: hemistry of Alkynes ( n 2n-2 ) Bonding & hybridization Both are sp-hybridized Bond angles = 180 o 1 σ + 2 π bonds Linear around lassification R R R' σ bond energy: 88 kcal/mol π bond energy:

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

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

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

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

Stereochemistry Tutorial: Drawing Enantiomers and Diastereomers

Stereochemistry Tutorial: Drawing Enantiomers and Diastereomers tereochemistry Tutorial: Drawing Enantiomers and Diastereomers Definitions for vocabulary words can be found in the Illustrated Glossary of rganic Chemistry, available on the course web site. A. Discussion

More information

It does not react N.R.

It does not react N.R. Benzene versus yclohexene versus yclohexadiene 1 l l cyclohexene l l cyclohexadiene l Expect this to react similarly "cyclohexatriene" It does not react l N.R. benzene Benzene is resonance stabilized,

More information

22.7 ALKYLATION OF ESTER ENOLATE IONS

22.7 ALKYLATION OF ESTER ENOLATE IONS 1084 CHAPTER THE CHEMITRY F ENLATE IN, ENL, AND a,b-unaturated CARBNYL CMPUND H H CA CL CoA + enol form of acetyl-coa _ C N NH acetyl-coa carboxylase H H R H carboxybiotin HN NH _ LC LCH LCLCoA + H H malonyl-coa

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

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

CYANIDE ION AND THIAMINE CATALYZED BENZOIN CONDENSATION

CYANIDE ION AND THIAMINE CATALYZED BENZOIN CONDENSATION A GEEE, BICATALYTIC BEZI YTEI Kenyon College CEM 234 rganic Chemistry Lab II Adapted from Mircoscale rganic Laboratory, 3 rd ed. by Mayo, Pike, and Trumper CYAIDE I AD TIAMIE CATALYZED BEZI CDEATI The

More information

RESONANCE, USING CURVED ARROWS AND ACID-BASE REACTIONS

RESONANCE, USING CURVED ARROWS AND ACID-BASE REACTIONS RESONANCE, USING CURVED ARROWS AND ACID-BASE REACTIONS A STUDENT SHOULD BE ABLE TO: 1. Properly use curved arrows to draw resonance structures: the tail and the head of every arrow must be drawn in exactly

More information

Ozonolysis of Alkenes

Ozonolysis of Alkenes zonolysis of Alkenes 1 When 2-methyl-2-pentene reacts with ozone, the initial 1,2,3-trioxolane product is 144, but this rearranges to ozonide 145. If 145 is treated with hydrogen peroxide as above, one

More information

Chapter 2 Polar Covalent Bonds: Acids and Bases

Chapter 2 Polar Covalent Bonds: Acids and Bases John E. McMurry www.cengage.com/chemistry/mcmurry Chapter 2 Polar Covalent Bonds: Acids and Bases Modified by Dr. Daniela R. Radu Why This Chapter? Description of basic ways chemists account for chemical

More information

11.4 NUCLEOPHILIC SUBSTITUTION REACTIONS OF EPOXIDES

11.4 NUCLEOPHILIC SUBSTITUTION REACTIONS OF EPOXIDES .4 NUEPII SUBSTITUTIN REATINS F EPXIDES 495 (d When tert-butyl methyl ether is heated with sulfuric acid, methanol and -methylpropene distill from the solution. (e Tert-butyl methyl ether cleaves much

More information

Glycolysis. January 22, 2003 Bryant Miles OH OH. β-d-glucose

Glycolysis. January 22, 2003 Bryant Miles OH OH. β-d-glucose Glycolysis 2 January 22, 2003 Bryant Miles 2 αdglucose 2 βdglucose Dglucose DGlucose is a major fuel for most organisms. DGlucose metabolism occupies the center position for all metabolic pathways. Glucose

More information

Chapter 7 - Alkenes and Alkynes I

Chapter 7 - Alkenes and Alkynes I Andrew Rosen Chapter 7 - Alkenes and Alkynes I 7.1 - Introduction - The simplest member of the alkenes has the common name of ethylene while the simplest member of the alkyne family has the common name

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

Chemistry 151 Final Exam

Chemistry 151 Final Exam Chemistry 151 Final Exam Name: SSN: Exam Rules & Guidelines Show your work. No credit will be given for an answer unless your work is shown. Indicate your answer with a box or a circle. All paperwork must

More information

The dipolar nature of acids

The dipolar nature of acids I. Introduction arboxylic Acid Structure and hemistry: Part 1 Jack Deuiter arboxylic acids are hydrocarbon derivatives containing a carboxyl () moiety. ecall that carbon has four valence electrons and

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

1. What is the hybridization of the indicated atom in the following molecule?

1. What is the hybridization of the indicated atom in the following molecule? Practice Final Exam, Chemistry 2210, rganic Chem I 1. What is the hybridization of the indicated atom in the following molecule? A. sp 3 B. sp 2 C. sp D. not hybridized 2. Name the functional groups in

More information

1. Classification of compounds and ligands. 3. Methods of determination of enatiomeric ratios based on diastereotopicity

1. Classification of compounds and ligands. 3. Methods of determination of enatiomeric ratios based on diastereotopicity NMR and chirality Lecture outline 1. Classification of compounds and ligands 2. NMR properties of stereoisomers 3. Methods of determination of enatiomeric ratios based on diastereotopicity NMR of diastereomers

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

Chapter 2 - Polar Covalent Bonds; Acids and Bases

Chapter 2 - Polar Covalent Bonds; Acids and Bases Chapter 2 - Polar Covalent Bonds; Acids and Bases For questions 1-10 give the letter of the term that best matches the given definition. a. Brønsted-Lowry Acid f. Ionic Bond b. Brønsted-Lowry Base g. Covalent

More information

ALCOHOLS: Properties & Preparation

ALCOHOLS: Properties & Preparation ALLS: Properties & Preparation General formula: R-, where R is alkyl or substitued alkyl. Ar-: phenol - different properties. Nomenclature 1. ommon names: Name of alkyl group, followed by word alcohol.

More information

CH 3 CH 2 ONa + H 2 O. CH 3 CH 2 NH 2 + CH 3 OLi

CH 3 CH 2 ONa + H 2 O. CH 3 CH 2 NH 2 + CH 3 OLi rganic Chemistry Jasperse Acid- Practice Problems A. Identify each chemical as either an acid or a base in the following reactions, and identify conjugate relationships. -You should have one acid and one

More information

NAME. EXAM I I. / 36 September 25, 2000 Biochemistry I II. / 26 BICH421/621 III. / 38 TOTAL /100

NAME. EXAM I I. / 36 September 25, 2000 Biochemistry I II. / 26 BICH421/621 III. / 38 TOTAL /100 EXAM I I. / 6 September 25, 2000 Biochemistry I II. / 26 BIH421/621 III. / 8 TOTAL /100 I. MULTIPLE HOIE (6 points) hoose the BEST answer to the question by circling the appropriate letter. 1. An amino

More information

Carbonyl Chemistry (12 Lectures)

Carbonyl Chemistry (12 Lectures) arbonyl hemistry (12 Lectures) Aim of ourse Professor Donna G. Blackmond d.blackmond@imperial.ac.uk tel. 41193 oom 639 1 To build upon elements of Dr E.. Smith s and Dr. D.. Braddocks s course. To introduce

More information

REDUCTIONS. Metal Hydrides

REDUCTIONS. Metal Hydrides EDUCTI Invaluable process Can be used to remove functionality from a molecule A versatile method for introducing stereocentres Formally reduction is the gain of electrons but it is more easy to visualise

More information

CHEM 211 CHAPTER 16 - Homework

CHEM 211 CHAPTER 16 - Homework CHEM 211 CHAPTER 16 - Homework SHORT ANSWER Consider the Friedel-Crafts alkylation reaction below to answer the following question(s): 1. Refer to the reaction above. Draw the structure of the electrophilic

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

Please read and sign the Honor Code statement below:

Please read and sign the Honor Code statement below: CHEM 3311 Exam #1 Name Dr. Minger June 8, 2015 Please read and sign the Honor Code statement below: I pledge that on my honor, as a University of Colorado at Boulder student, I have neither given nor received

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

Acids and Bases: Molecular Structure and Acidity

Acids and Bases: Molecular Structure and Acidity Acids and Bases: Molecular Structure and Acidity Review the Acids and Bases Vocabulary List as needed. Tutorial Contents A. Introduction B. Resonance C. Atomic Radius D. Electronegativity E. Inductive

More information

Chapter 2: Carbon-Carbon Bond Formation 11

Chapter 2: Carbon-Carbon Bond Formation 11 Contents Chapter 1: Introduction 1 1.1 What is Green 1 Principles of Green Chemistry 1 Planning a Green Synthesis 3 1.4 Introduction to Organic Synthesis 9 Chapter 2: Carbon-Carbon Bond Formation 11 2.1

More information

7-5.5. Translate chemical symbols and the chemical formulas of common substances to show the component parts of the substances including:

7-5.5. Translate chemical symbols and the chemical formulas of common substances to show the component parts of the substances including: 7-5.5 Translate chemical symbols and the chemical formulas of common substances to show the component parts of the substances including: NaCl [salt], H 2 O [water], C 6 H 12 O 6 [simple sugar], O 2 [oxygen

More information

Allyl Metals. oxidative addition. transmet. + M(n) η 1 -allyl. n = 0, 1. base. X η 3 -allyl. Nuc. insertion. insertion. M(n+2)X MgX + MX2 MX 2

Allyl Metals. oxidative addition. transmet. + M(n) η 1 -allyl. n = 0, 1. base. X η 3 -allyl. Nuc. insertion. insertion. M(n+2)X MgX + MX2 MX 2 Allyl tals Virtually all transition metals can form η 3 -allyl complexes, but few are synthetically useful. Pd is most widely studied and has broad utility. Allyl complexes of h, Ir, u and Mo are becoming

More information

Calculating Atoms, Ions, or Molecules Using Moles

Calculating Atoms, Ions, or Molecules Using Moles TEKS REVIEW 8B Calculating Atoms, Ions, or Molecules Using Moles TEKS 8B READINESS Use the mole concept to calculate the number of atoms, ions, or molecules in a sample TEKS_TXT of material. Vocabulary

More information

CHEM 341: Organic Chemistry I

CHEM 341: Organic Chemistry I EM 341: rganic hemistry I at North Dakota tate University Final Exam - tudy Guide Reactions to know ubstitution of Alcohols R X R X N 1 ubstitution - N 2 ubstitution 3 carbocation best 2 carbocation ok

More information

Carboxylic Acid Derivatives and Nitriles

Carboxylic Acid Derivatives and Nitriles Carboxylic Acid Derivatives and itriles Carboxylic Acid Derivatives: There are really only four things to worry about under this heading; acid chlorides, anhydrides, esters and amides. We ll start with

More information

Studying an Organic Reaction. How do we know if a reaction can occur? And if a reaction can occur what do we know about the reaction?

Studying an Organic Reaction. How do we know if a reaction can occur? And if a reaction can occur what do we know about the reaction? Studying an Organic Reaction How do we know if a reaction can occur? And if a reaction can occur what do we know about the reaction? Information we want to know: How much heat is generated? How fast is

More information

Lecture Topics: I. IR spectroscopy

Lecture Topics: I. IR spectroscopy IR and Mass Spectrometry Reading: Wade chapter 12, sections 12-1- 12-15 Study Problems: 12-15, 12-16, 12-23, 12-25 Key Concepts and Skills: Given an IR spectrum, identify the reliable characteristic peaks

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

2.7 Acids and Bases: The Brønsted-Lowry Definition. Acids and Bases: The Brønsted-Lowry Definition. Acids and Bases: The Brønsted-Lowry Definition

2.7 Acids and Bases: The Brønsted-Lowry Definition. Acids and Bases: The Brønsted-Lowry Definition. Acids and Bases: The Brønsted-Lowry Definition 2.7 Acids and Bases: The Brønsted-Lowry Definition Two frequently used definitions of acidity The Brønsted-Lowry definition Lewis definition Brønsted-Lowry acid A substance that donates a hydrogen ion

More information

Principles of Drug Action 1, Spring 2005, Aromatics HYDROCARBON STRUCTURE AND CHEMISTRY: AROMATICS. Jack DeRuiter

Principles of Drug Action 1, Spring 2005, Aromatics HYDROCARBON STRUCTURE AND CHEMISTRY: AROMATICS. Jack DeRuiter I. Introduction YDOABON STUTUE AND EMISTY: AOMATIS Jack Deuiter ydrocarbons are organic compounds consisting of - and - bonds. arbon has a valence of four and thus requires four electrons or bonds to complete

More information

Electrophilic Aromatic Substitution Reactions

Electrophilic Aromatic Substitution Reactions Electrophilic Aromatic Substitution Reactions, Course Notes Archive, 1 Electrophilic Aromatic Substitution Reactions An organic reaction in which an electrophile substitutes a hydrogen atom in an aromatic

More information

ther common bonding patterns are shown below. YDRGE: Usually forms only one bond. F l ARB: Forms four bonds when neutral, but it can also have only th

ther common bonding patterns are shown below. YDRGE: Usually forms only one bond. F l ARB: Forms four bonds when neutral, but it can also have only th LEWIS FRMULAS, STRUTURAL ISMERISM, AD RESAE STRUTURES LEARIG BJETIVES: To understand the uses and limitations of Lewis formulas, to introduce structural isomerism, and to learn the basic concept of resonance

More information

Ligand substitution in square-planar complexes. Ligand substitution in octahedral complexes

Ligand substitution in square-planar complexes. Ligand substitution in octahedral complexes Chapter 20 Coordination chemistry: reactions of complexes Ligand substituton reactions Ligand substitution in square-planar complexes Ligand substitution in octahedral complexes Redox reactions Photochemical

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

REACTIONS OF AROMATIC COMPOUNDS

REACTIONS OF AROMATIC COMPOUNDS A STUDENT SHOULD BE ABLE TO: REACTIONS OF AROMATIC COMPOUNDS 1. Predict the product(s) of Electrophilic Aromatic Substitution (EAS), Nucleophilic Aromatic Substitution (S N Ar) and Elimination-Addition

More information

Name. Department of Chemistry and Biochemistry SUNY/Oneonta. Chem 322 - Organic Chemistry II Examination #2 - March 14, 2005 ANSWERS

Name. Department of Chemistry and Biochemistry SUNY/Oneonta. Chem 322 - Organic Chemistry II Examination #2 - March 14, 2005 ANSWERS Name INSTRUTINS --- Department of hemistry and Biochemistry SUNY/neonta hem 322 - rganic hemistry II Examination #2 - March 14, 2005 ANSWERS This examination has two parts. Part I is in multiple choice

More information

Worksheet # 8 Graham/09 Due

Worksheet # 8 Graham/09 Due CHE 100 Worksheet # 8 Graham/09 Name Key Due 1. According to the law of definite proportions, if a sample of a compound contains 7.00 grams of sulfur and 3.50 grams of oxygen, then another sample of the

More information

Organic Spectroscopy 1 Michaelmas Lecture 6 Dr Rob Paton.

Organic Spectroscopy 1 Michaelmas Lecture 6 Dr Rob Paton. rganic Spectroscopy 1 Michaelmas 2011 Lecture 6 Dr ob Paton robert.paton@chem.ox.ac.uk http://paton.chem.ox.ac.uk 1 ecap of Lecture 5 UV-vis Spectroscopy Measures the gaps between electronic energy levels

More information

Learning Guide for Chapter 11 - Alkynes

Learning Guide for Chapter 11 - Alkynes Learning Guide for Chapter 11 - Alkynes Introduction to s - p 1 ybridization and geometry, Reactivity, Types of s, Cyclic s, Physical properties, Spectroscopy, Acidity, Natural occurrence and uses Nomenclature

More information

Reminder: These notes are meant to supplement, not replace, the textbook and lab manual. Electrophilic Aromatic Substitution notes

Reminder: These notes are meant to supplement, not replace, the textbook and lab manual. Electrophilic Aromatic Substitution notes Reminder: These notes are meant to supplement, not replace, the textbook and lab manual. Electrophilic Aromatic Substitution notes History and Application: The rate of a reaction directly impacts the commercial

More information

Everything You Need to Know About Mechanisms. First rule: Arrows are used to indicate movement of electrons

Everything You Need to Know About Mechanisms. First rule: Arrows are used to indicate movement of electrons Everything You eed to Know About Mechanisms A) The orrect Use of Arrows to Indicate Electron Movement The ability to write an organic reaction mechanism properly is key to success in organic chemistry

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

Matter, Elements, Compounds, Chemical Bonds and Energy

Matter, Elements, Compounds, Chemical Bonds and Energy Science of Kriyayoga IST 111-01, Spring 2005 Matter, Elements, Compounds, Chemical Bonds and Energy In our discussion so far, we have discussed human nervous system and cell biology, in addition to the

More information

Unexpected course of a Williamson ether synthesis

Unexpected course of a Williamson ether synthesis Issue in onor of Prof. Atta-ur-Rahman ARKIVC 2007 (vii) 291-300 Unexpected course of a Williamson ether synthesis Klaus-Peter Zeller, a * Peter aiss, a Meike artmann, a and Klaus Eichele b a Institut für

More information

2. Determine the product that would be formed from the S N 2 reaction of a. (R)-2-bromobutane and hydroxide ion (aprotic solvent) (S)-2-butanol

2. Determine the product that would be formed from the S N 2 reaction of a. (R)-2-bromobutane and hydroxide ion (aprotic solvent) (S)-2-butanol 1. Define and understand the following terms. (I will go over these if you have questions, but will expect that you have attempted to understand them on your own.) a. yperconjugation b. Basicity c. Nucleophile

More information

Aromaticity and Reactions of Benzene

Aromaticity and Reactions of Benzene Aromaticity and eactions of Benzene ark College Benzene is a unique molecule it is highly unsaturated with 6 carbons and 6 hydrogens, it is planar, and has a high degree of symmetry. These features explain

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 14. Practice Exercises

CHAPTER 14. Practice Exercises CHAPTER 14 Practice Exercises 14.1 White phosphorus consists of individual P 4 molecules. Red phosphorus consists of linear chains of P 4 molecules. Black phosphorus consists of crosslinked chains of P

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

CHEMICAL REACTIVITY AND MECHANISMS, AND SUBSTITUTION REACTIONS

CHEMICAL REACTIVITY AND MECHANISMS, AND SUBSTITUTION REACTIONS EMIAL REATIVITY AND MEANISMS, AND SUBSTITUTION REATIONS A STUDENT SOULD BE ABLE TO: 1. Understand the concepts of: enthalpy, entropy, free energy, equilibrium and kinetics. Given a reaction coordinate

More information

Assessment Schedule 2013 Chemistry: Demonstrate understanding of the properties of organic compounds (91391)

Assessment Schedule 2013 Chemistry: Demonstrate understanding of the properties of organic compounds (91391) NCEA Level 3 Chemistry (91391) 2013 page 1 of 8 Assessment Schedule 2013 Chemistry: Demonstrate understanding of the properties of organic compounds (91391) Evidence Statement Q Evidence Achievement Achievement

More information

CHEM 322 Organic Chemistry II - Professor Kathleen V. Kilway

CHEM 322 Organic Chemistry II - Professor Kathleen V. Kilway CHEM 322 Organic Chemistry II - Professor Kathleen V. Kilway "Organic Chemistry" by Maitland Jones, 4th edition Chapter 12 Homework: 1, 2, 4, 5, 6, 7, 15, 16, 17, 19, 21, 24, 26, 28, 29, 30, 38, 39, 44,

More information

MULTIPLE CHOICE. Choose the one alternative that best completes the statement or answers the question.

MULTIPLE CHOICE. Choose the one alternative that best completes the statement or answers the question. QOI 0809 (REV) Name MULTIPLE CHOICE. Choose the one alternative that best completes the statement or answers the question. 1) The atomic number of boron is 5. The correct electronic configuration of boron

More information

Self Assessment_Ochem I

Self Assessment_Ochem I UTID: 2013 Objective Test Section Identify the choice that best completes the statement or answers the question. There is only one correct answer; please carefully bubble your choice on the scantron sheet.

More information

CHEMICAL EQUATIONS and REACTION TYPES

CHEMICAL EQUATIONS and REACTION TYPES 31 CHEMICAL EQUATIONS and REACTION TYPES The purpose of this laboratory exercise is to develop skills in writing and balancing chemical equations. The relevance of this exercise is illustrated by a series

More information

Cleavage of Cyclobutanols and Cyclobutanones

Cleavage of Cyclobutanols and Cyclobutanones Literature Report VII Transition Metal-Catalyzed Enantioselective C-C C Bond Cleavage of Cyclobutanols and Cyclobutanones Huang, W.-X. checker: Yu, C.-B. 2014-04-2904 29 1 Contents 1. Background Information

More information

An alkyne is a hydrocarbon that contain a Carbon carbon triple bond. Acetylene, the simplest alkyne, widely used in industry for the synthesis of

An alkyne is a hydrocarbon that contain a Carbon carbon triple bond. Acetylene, the simplest alkyne, widely used in industry for the synthesis of Alkynes An alkyne is a hydrocarbon that contain a Carbon carbon triple bond. Acetylene, the simplest alkyne, widely used in industry for the synthesis of acetaldehyde, acetic acid, vinyl chloride O O H

More information

DETERMINACIÓN DE ESTRUCTURAS ORGÁNICAS (ORGANIC SPECTROSCOPY) IR SPECTROSCOPY

DETERMINACIÓN DE ESTRUCTURAS ORGÁNICAS (ORGANIC SPECTROSCOPY) IR SPECTROSCOPY DETERMINACIÓN DE ESTRUCTURAS ORGÁNICAS (ORGANIC SPECTROSCOPY) IR SPECTROSCOPY Hermenegildo García Gómez Departamento de Química Instituto de Tecnología Química Universidad Politécnica de Valencia 46022

More information

Oxidation Reactions. NC State University. Burning magnesium to make magnesium oxide. Theory behind the observations. Formation of water

Oxidation Reactions. NC State University. Burning magnesium to make magnesium oxide. Theory behind the observations. Formation of water Oxidation Reactions Burning magnesium to make magnesium oxide Theory behind the observations Formation of water NC State University Burning magnesium metal Magnesium is a metal. It conducts electricity

More information

Infrared Spectroscopy 紅 外 線 光 譜 儀

Infrared Spectroscopy 紅 外 線 光 譜 儀 Infrared Spectroscopy 紅 外 線 光 譜 儀 Introduction Spectroscopy is an analytical technique which helps determine structure. It destroys little or no sample (nondestructive method). The amount of light absorbed

More information

Worksheet 14 - Lewis structures. 1. Complete the Lewis dot symbols for the oxygen atoms below

Worksheet 14 - Lewis structures. 1. Complete the Lewis dot symbols for the oxygen atoms below Worksheet 14 - Lewis structures Determine the Lewis structure of 2 oxygen gas. 1. omplete the Lewis dot symbols for the oxygen atoms below 2. Determine the number of valence electrons available in the

More information