chm2210ps17sol

chm2210ps17sol - c How many double bonds 2 double bonds or...

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H H H H CH 3 H CH 3 Cl Br CH 3 Cl H CH=CH 2 Br OH CH 2 Cl Cl CH 2 CH CH 3 Br Br CH 3 F H Br CH 3 CH 2 CH 3 CH 2 =CH CH 3 CH 2 CH 2 Organic Chemistry I Problem Set 17 Answer Key Alkenes I. Name these: 1. 2. cis -1,3-pentadiene 2-chloro-3-methylcyclopentene 3. 4. (E)-1-bromo-1-chloropropene 5-vinyl-1,3-cyclopentadiene 5. 6. (Z)-4-methyl-3-propyl-1,3-hexadiene 4- t -butylcyclohexene II. Write structural formulas: 1. Isobutylene 2. vinyl bromide 3. allyl alcohol 4. methylene chloride 5. propylene bromide 6. (Z)-1-bromo-1-fluoropropene
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III. Answer the following questions: 1. A hydrocarbon of formula C 6 H 8 reacts with excess HBr to form C 6 H 10 Br 2 . a. Determine the degree of unsaturation in the original compound. 14 – 8 = 6 6/2 = 3 b. How many rings are there in the original compound? One - Only 2 mols of HBr add to the compound
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Unformatted text preview: c. How many double bonds? 2 double bonds or 1 triple bond – you can’t tell There are 2 pi bonds in the molecule. 2. Determine the degree of unsaturation in these molecules: a. C 5 H 9 N 2 With one N, the H content for saturation is (2 x 5.5) + 2 13–9 = 4 4/2 = 2 b. C 6 H 6 Cl 3 Br 2 Each halogen replaces one H 14–10 = 4 4/2 = 2 c. C 6 H 11 O 2 Br 1 Ignoring O and counting Br as one H 14–12 = 2 2/2 = 1 3. Rank these in order of heats of hydrogenation (the amount of heat released as H 2 is added to the pi bond). a. 1-pentene 126 kJ/mol b. trans-2-pentene 116 kJ/mol c. 2-methyl-2-butene 113 kJ/mol d. cis-2-pentene 120 kJ/mol a > d > b > c...
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chm2210ps17sol - c How many double bonds 2 double bonds or...

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