Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Textbook Question
Chapter 4, Problem 62P
Which of the following has an achiral stereoisomer?
- A. 2,3-dichlorobutnne
- B. 2,3-dichloropentane
- C. 2,3-dichloro-2,3-dimethylbutane
- D. 1,3-dichlorocyclopentane
- E. 1,3-dibromocyclobutane
- F. 2,4-dibromopentane
- G. 2,3-dibromopentane
- H. 1,4-dimethylcyclohexane
- I. 1,2-dimethylcyclopentane
- J. 1,2-dimethylcyclobutane
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a. The following compounds have the same molecular formula as benzene. How many monobrominated products could each form? 1. HC‚CC‚CCH2CH3 2. CH2“CHC‚CCH“CH2 b. How many dibrominated products could each of the preceding compounds form? (Do not include stereoisomers.) c. How many dibrominated products could each of the compounds form if stereoisomers are included?
Draw all the stereoisomers for each of the following:
a. 1-chloro-3-methylpentane
b. 2-methyl-1-propanol
c. 2-bromo-1-butanol
d. 3-bromo-2-butanol
e. 3,4-dichlorohexanef. 1,2-dichlorocyclobutane
g. 1,3-dichlorocyclohexane
h. 1,4-dichlorocyclohexane
i. 1-bromo-2-chlorocyclobutane
j. 1-bromo-3-chlorocyclobutane
Using solid or dashed wedges to show
stereochemistry, identify the (R), (S)
configuration. You must draw the molecule,
identify the chiral carbon, and then draw both
molecules in the correct orientation.
a. 2-lodobutane
b. 2-Bromopropanoic
c. 3-Bromo-2-methylpentane
d. 3(Bromomethyl)-5-chloropentane
Chapter 4 Solutions
Organic Chemistry
Ch. 4.1 - Prob. 2PCh. 4.1 - Prob. 3PCh. 4.1 - Prob. 4PCh. 4.1 - Prob. 5PCh. 4.1 - Which of the roll owing compounds have a dipole...Ch. 4.2 - Prob. 7PCh. 4.3 - Prob. 8PCh. 4.4 - Prob. 10PCh. 4.4 - Prob. 11PCh. 4.6 - Prob. 12P
Ch. 4.7 - Prob. 14PCh. 4.7 - Prob. 16PCh. 4.7 - Prob. 17PCh. 4.7 - Draw a perspective formula for each or the...Ch. 4.8 - Prob. 20PCh. 4.9 - Prob. 21PCh. 4.9 - (S)-(+)-Monosodium glutamate (MSG) is a flavor...Ch. 4.10 - Prob. 23PCh. 4.10 - Prob. 24PCh. 4.11 - Prob. 26PCh. 4.11 - Prob. 27PCh. 4.11 - Prob. 28PCh. 4.11 - The stereoisomer of cholesterol found in nature is...Ch. 4.11 - Prob. 30PCh. 4.12 - Prob. 31PCh. 4.12 - Draw all possible stereoisomers for each of the...Ch. 4.12 - Prob. 33PCh. 4.12 - Of all the possible cyclooctanes that have one...Ch. 4.12 - Prob. 35PCh. 4.12 - Prob. 36PCh. 4.13 - Which of the following compounds has a...Ch. 4.13 - Prob. 39PCh. 4.14 - Prob. 40PCh. 4.14 - Name the isomers you drew in Problem 52.Ch. 4.14 - Chloramphenicol is a broad-spectrum antibiotic...Ch. 4.14 - Draw a perspective formula for each of the...Ch. 4.14 - Name the following:Ch. 4.14 - Prob. 45PCh. 4.14 - Prob. 48PCh. 4.14 - Prob. 50PCh. 4.15 - Limonene exists as two different stereoisomers....Ch. 4.16 - Prob. 52PCh. 4 - a. Draw three constitutional isomers with...Ch. 4 - Prob. 53PCh. 4 - Prob. 54PCh. 4 - Which of the following has an asymmetric center?...Ch. 4 - Prob. 56PCh. 4 - Prob. 57PCh. 4 - Prob. 58PCh. 4 - Which of the following are optically active?Ch. 4 - Prob. 60PCh. 4 - Prob. 61PCh. 4 - Which of the following has an achiral...Ch. 4 - Prob. 63PCh. 4 - Prob. 64PCh. 4 - Prob. 65PCh. 4 - Prob. 66PCh. 4 - Prob. 67PCh. 4 - Prob. 68PCh. 4 - Prob. 69PCh. 4 - Prob. 70PCh. 4 - Prob. 71PCh. 4 - Prob. 72PCh. 4 - Prob. 73PCh. 4 - a. Draw all the isomers with molecular formula...Ch. 4 - Prob. 75PCh. 4 - Prob. 76PCh. 4 - Draw structures for the following: a....Ch. 4 - Prob. 78PCh. 4 - Prob. 79PCh. 4 - Prob. 80PCh. 4 - a. Using the wedge-and-dash notation, draw the...Ch. 4 - Prob. 82PCh. 4 - Prob. 83PCh. 4 - Prob. 84PCh. 4 - a. Draw the two chair conformers for each of the...Ch. 4 - Prob. 86PCh. 4 - Is the following compound optically active?
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