Mr. Storie 30S Chemistry Organic Chem - Alkanes. Organic Chemistry

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1 Organic Chemistry 1

2 UNIT 5: ORGANIC CHEMISTRY All important vocabulary is in Italics and bold. Compare and contrast inorganic and organic chemistry. Describe the structural characteristics of carbon. Name, draw, and construct structural models of alkanes Include: branched alkanes, structural isomers Compare and contrast the molecular structures of alkanes, alkenes, and alkynes. Include: trends in melting points and boiling points Name, draw, and construct molecular models of alkenes and alkynes Include: branched alkenes and alkynes Outline the transformation of alkanes to alkenes or alkynes and vice versa. Include: dehydrogenation/hydrogenation Compare and contrast the structure of aromatic and aliphatic hydrocarbons. Include: molecular models, structural formulas, common uses Write condensed structural formulas for and name common alcohols. Include: uses of common alcohols Write condensed structural formulas for and name organic acids. Include: uses and functions of common organic acids Write condensed structural formulas for and name esters. Include: uses and functions of common esters Write condensed structural formulas for and name alkyl halides. Describe some common organic reactions. Including: esterification, halogenation, hydration, hydrogenation Describe the process of polymerization and identify important natural and synthetic polymers. Additional KEY Terms distillation alkyl group substituent cycloalkanes saturated unsaturated resonance functional group monomer HYDROCARBONS 2

3 ANSWER THE FOLLOWING QUESTIONS OF ALKANES: 3

4 1. If an alkane has: a) 6 carbons, how many H atoms will it have? b) 20 H atoms, how many C atoms will it have? c) 25 C atoms, how many H atoms will it have? d) 12 H atoms, how many C atoms will it have? 2. Identify each of the following as organic or inorganic. a) NaHCO 3 d) HCN b) CH 4 e) Ca 2 C c) HC 2 H 3 O 2 f) C 2 H 2 3. Name each of the following: a) C 7 H 16 b) CH 3 CH 2 CH 2 CH 3 4

5 4. Draw the structural formulas for each of the following: a) butane h) 2,2,3,4-tetramethylpentane b) decane i) 3-ethyl-2,2-dimethylhexane c) heptane j) 5-butyl-2,2-dimethylnonane d) 2,3-dimethylpentane k) 3-ethyl-2-methylpentane e) 3-ethylhexane l) 3,3-diethylheptane f) 3-ethylpentane m) 2,3,5-trimethylhexane g) 2,3-dimethybutane n) 3,4-diethyl-2,2,7-trimethyloctane 5. Determine if the is anything wrong with these compound names? Correct the error is found. (Hint: Draw the structures first) a) 5-methylhexane e) 4-methyloctane b) 2-ethyl-2-methylpropane f) 2,3-trimethylheptane c) 1-methylbutane g) 1,4-dimethylpentane d) 3,5-ethyl-2-methylheptane h) 1,3,5-trimethylnonane 5

6 ANSWER THE FOLLOWING QUESTIONS OF STRUCTURAL ISOMERS: 1. Draw and name 5 structural isomers of C 6 H Draw and name 9 structural isomers of C 7 H Indicate which straight-chain alkane is a structural isomer of each of the following. a) 4-ethyloctane b) 3-methylpentane c) 2,2,3,3-tetramethylpentane d) 2-methylbutane e) 3-ethylhexane f) 2-methylhexane g) 2,2-dimethylpentane 6

7 ANSWER THE FOLLOWING QUESTIONS ON ALKENES AND ALKYNES: 1. If you have an alkene with a) 6 carbons, how many H s do you have? b) 12 carbons, how many H s do you have? c) 20 H s, how many carbons do you have? d) 17 carbons, how many H s do you have? e) 6 H s, how many carbons do you have? 2. If you have and alkyne with a) 6 carbons, how many H s do you have? b) 12 carbons, how many H s do you have? c) 20 H s, how many carbons do you have? d) 17 carbons, how many H s do you have? e) 6 H s, how many carbons do you have? 3. What is the difference between saturated and unsaturated organic compounds? 4. What properties of hydrocarbons change as the length of the chain increases? 5. Draw the following structures: a) propyne f) 2,3,5-trimethyl-2-hexene b) 4-ethyl-2-nonene g) 3,5-dimethyl-1-heptyne c) 3-decyne h) 4,4-diethyl-7-methyl-2-decene d) 4,4-dimethyl-2-pentyne i) 3-methyl-1-butene e) 3-methyl-1-butyne j) 5-ethyl-2,2,4,6-tetramethyl-4-octene 7

8 6. Name the following compounds. 7. What, if anything, is wrong with the following names? a) 2-methyl-3-butene d) 2,2-dimethyl-1-hexene b) 2,2-dimethyl-3-pentyne e) 3-methyl-1-octyne c) 1-butene f) 5-octyne 8. Write the balanced equation, using structural formulas, for the following reactions. a) hydrogenation of 2-butene b) dehydrogenation of propane c) 4-methyl-2-hexyne + 1 H 2 8

9 KNOW YOUR FATS! Your task is to complete the following research project using the website below as a resource. (Feel free to use and reference any other website you would like, for additional information) 1. Complete the following questions on page : # 67, 68, 69, Complete these questions below on fats: 1. What organic components must a molecule have to be a fat? 2. How are fat types different? 3. What does hydrogenated mean, and why do companies use hydrogenated fats? 4. Why do companies use partially-hydrogenated fats and how are they made? 5. Where do saturated fats come from? 6. What are Omega fats and why are they important? 7. Which geometric isomer is more naturally occurring and which is produced by man? 8. Name some products where you would find trans fats. 9. List the types of fat that are good and bad for you? 10. What are the health risks of eating too much bad fat? NAME: CATEGORY Amount of Information Quality of Information Organization All questions are addressed in complete sentences with proper grammar. Information is NOT copied directly from the website. It includes several supporting details and/or pictures. Information is very organized with wellconstructed paragraphs and subheadings. All questions are addressed, but some are not in complete sentences OR there are grammar mistakes. Information is NOT copied directly from the website, but no addition detail is provided. Information is well organized. Some questions are addressed quickly and in point form. Information is NOT copied; but questions are missing relevant information. No special care was taken to present the information. One or more questions were not addressed. All information is copied directly from the internet. The information appears to be disorganized. 9

10 ANSWER THE FOLLOWING QUESTIONS OF ALCOHOLS: 1. Compare and contrast the effect of the OH group in organic and inorganic chemistry. 2. What is the IUPAC name of each of the following alcohols? 10

11 3. Draw the structural formula of each alcohol. a) Methanol b) 1-pentanol c) 4-methyl-2-heptanol d) 9,9-dimethyl-6-propyl-4-decanol e) 3-ethyl-2-methyl-1-pentanol f) 2,4,5-trimethyl-2-hexanol g) 3,3-dimethyl-2-butanol h) 3,5-diethyl-3-octanol i) phenol j) 2,4-diethylphenol 11

12 ANSWER THE FOLLOWING QUESTIONS OF CARBOXYLIC ACIDS: 1. Give the IUPAC name for each of the following. 2. Draw the structure of each of the following. a) ethanoic acid b) octanoic acid c) 3-methylhexanoic acid d) 4,4-dimethylheptanoic acid e) 3,3-dimethyl-4-propyldecanoic acid f) 2,2,3-trimethylbutanoic acid g) 3-ethylheptanoic acid 12

13 ANSWER THE FOLLOWING QUESTIONS OF ESTERS: 1. Write the esterification equation for each of the following. Name and draw the structural formula for each reactant and product formed. a) propanoic acid and 1-butanol b) butanoic acid and 1-hexanol c) pentanoic acid and 1-octanol d) methanoic acid and ethanol e) hexanoic acid and 1-propanol f) butanoic acid and methanol 13

14 2. Draw the condensed formula that completes each of the following equations. Name each reactant and product. 14

15 COMPLETE THIS ASSIGNMENT TO GAIN A STRONGER UNDERSTANDING OF POLYMERS AND THEIR USAGE: 1. GO TO: Macrogalleria of Polymer Fun 2. Go to level 1: a. Go to three or four stores b. List SIX different polymers (skip duplicates) 3. Follow the links for each polymer (level 2) a. Draw polymer and name (draw) monomers b. List each polymers use in life Write a conclusion / summary about what you have learned about polymers, organic chemistry and life. Sample Work: Marks are based on completeness of polymer information, neatness of information and thoughtful conclusion. / 10 15

16 Organic Unit Review 1. Draw complete structural formulas for alkanes with two and six carbons. Name the structures. 2. Draw condensed structural formulas for pentane and heptane. 3. Name the compounds that follow: 4. Draw complete structural formulas for the following compounds: a. 3-ethyl-2,4-dimethyloctane b. 2,2,4-trimethylpentane c. 3-ethylhexane d. 3,5-diethyl-2,3-dimethyl-5-propyldecane e. Propyne f. cyclopentane 5. Draw the structural formulas for the following alkenes. If a compound has geometric isomers, draw both the cis and trans forms. a. 1-pentene b. 2-hexene c. 2-methyl-2-hexene d. 2,3-dimethyl-2-butene 16

17 6. Name the following compounds: 7. Why are the following names incorrect? a. 2-dimethylpentane b. 1,3-dimethylpropane c. 3-methylbutane d. 3,4-dimethylbutane 8. Explain the difference between saturated and unsaturated hydrocarbon compounds. 9. Draw all the possible alkenes with the molecular formula C 4 H 8. Name each compound. 10. Explain why alkenes have cis/trans isomers and alkanes don t. 11. Draw a structure for each compound. a. p diethylbenzene b. 2-methyl-3-phenylpentane c. p-xylene d. toluene 17

18 12. Write a complete balanced equation for the combustion of pentane. 13. Name the following compounds: 14. Name the following compounds: d. CH 3 CH 2 CH 2 CH 2 OH 15. Give the structural formula for each of the following compounds: a. 2-chloropropane b. 1-iodo-2,2-dimethylpentane c. p-bromobenzene. d. 2-methylphenol e. 1,2-dichlorocyclohexane f. 1,2-ethandiol 18

19 16. Give the name for the following carboxylic acids and esters: a. HCOOH b. CH 3 CH 2 COOH c. CH 3 COOCH 2 CH 3 d. CH 3 COOH e. CH 3 (CH 2 ) 4 COOH f. CH 3 CH 2 CH 2 COOCH 2 CH Use the ester from question 16c to show a complete de-esterification reaction. 18. Use 2-butene to show a hydration reaction. 19. Write the structure for the reactants and expected products from each reaction: a. propene + bromine gas b. 2-pentene + iodine gas c. 3-octyne + hydrogen gas d. trans 2-butene + hydrogen gas 20. Explain the difference between addition and condensation polymerization. 19

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