Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Question
Chapter 5, Problem 33P
Interpretation Introduction
Interpretation:
From the given options, molecules that are chiral and capable of existing as enantiomers are to be identified.
Concept introduction:
Enantiomers are a type of stereoisomers that are non-superposable mirror images of each other.
A chiral molecule is one that has non-superposa-ble mirror image and an achiral molecule is one that has superposable mirror image.
A chiral molecule and its mirror image are enantiomers.
Enantiomers exist only for chiral molecules.
For any molecule to have enantiomers, there must be one chiral center present.
A common chiral center present in molecules is a carbon atom attached to four different groups.
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Students have asked these similar questions
Which compounds contain chiral centers?
(a) 2-Chloropentane
(b) 3-Chloropentane
(c) 3- Chloro-1-pentene
(d) 1,2-Dichloropropane
(9) How many chiral centers are present in a molecule of 1,3-dimethylcyclohexane?
(C) 2
(D) 3
1
(A) O
(10) What is the percent composition of a mixture of (S)-(+)-2-butanol, [a] = +13.52°,
and (R)-(-)-2-butanol, [a] = -13.52°, with a specific rotation [a]D = -6.76°
(A) 75%R 25%S
(B) 25%R 75%S
(C) 50%R 50%S
67%R 33%S
Draw a bond-line diagram for the compounds below. Which of the following compounds is chiral?
(a) 2-bromobutane
(b) methylcyclohexane (draw a chair configuration)
Chapter 5 Solutions
Organic Chemistry
Ch. 5 - Prob. 1PPCh. 5 - Prob. 2PPCh. 5 - Prob. 3PPCh. 5 - Prob. 4PPCh. 5 - Prob. 5PPCh. 5 - Prob. 6PPCh. 5 - Prob. 7PPCh. 5 - Practice Problem 5.8 Write three-dimensional...Ch. 5 - Prob. 9PPCh. 5 - Prob. 10PP
Ch. 5 - Practice Problem 5.11 List the substituents in...Ch. 5 - Prob. 12PPCh. 5 - Practice Problem 5.13 Tell whether the two...Ch. 5 - Prob. 14PPCh. 5 - Prob. 15PPCh. 5 - Prob. 16PPCh. 5 - Prob. 17PPCh. 5 - Prob. 18PPCh. 5 - Prob. 19PPCh. 5 - Prob. 20PPCh. 5 - Practice Problem 5.21 The following are formulas...Ch. 5 - Practice Problem 5.22 Write three-dimensional...Ch. 5 - Prob. 23PPCh. 5 - Practice Problem 5.24 Give names chat include (R)...Ch. 5 - Prob. 25PPCh. 5 - Prob. 26PPCh. 5 - Prob. 27PPCh. 5 - Prob. 28PPCh. 5 - Practice Problem 5.29 Write formulas for all of...Ch. 5 - Prob. 30PPCh. 5 - Prob. 31PPCh. 5 - Prob. 32PPCh. 5 - Prob. 33PCh. 5 - Prob. 34PCh. 5 - 5.35 Designate the (R) or (S) configuration at...Ch. 5 - Prob. 36PCh. 5 - (a) Write the structure of...Ch. 5 - Shown below are Newman projection formulas for...Ch. 5 - 5.39 Write appropriate structural formulas...Ch. 5 - Discuss whether each of the following compounds...Ch. 5 - Prob. 42PCh. 5 - Prob. 43PCh. 5 - Compound F has the molecular formula C5H8 and is...Ch. 5 - Prob. 45PCh. 5 - Prob. 46PCh. 5 - Prob. 47PCh. 5 - For the following molecule, draw its enantiomer as...Ch. 5 - 5.49 (Use models to solve this...Ch. 5 - 5.50 (Use models to solve this...Ch. 5 - (Use models co solve this problem.) Write...Ch. 5 - 5.52 Tartaric acid was an important compound in...Ch. 5 - Prob. 53PCh. 5 - Prob. 54PCh. 5 - Prob. 55PCh. 5 - Prob. 1LGPCh. 5 - Prob. 2LGPCh. 5 - Prob. 3LGP
Knowledge Booster
Similar questions
- (a) (1R,2R)-1,2-dibromocyclohexane, label each structure you have drawn as chiral or achiral.arrow_forwardDraw the most stable conformation of cis-1-tert-butyl-3-ethylcyclohexane. (a) (b) trans-1-tert-butyl-2-methylcyclohexane. (c) trans-1-tert-butyl-3-(1,1-dimethylpropyl)cyclohexane.arrow_forward1. Which of the following is a chiral molecule? Encircle the substituents that make it chiral. H c=c=CCH3 'CO2OH (A) CH2OH CO2H H (B) (C) CH3 CH3 (D) poddnsarrow_forward
- 2. Identify the type of stereoisomerism in each of the following molecules and draw the stereoisomer pair. (a) CH;CH=CHCOH (b) CgH;CH2CH(NH2)CH3arrow_forward(A)Menthol, used to flavor various foods and tobacco, is the most stable stereoisomer of 2-isopropyl-5-methylcyclohexanol. Draw its most stable conformation. Is the hydroxyl group cis or trans to the isopropyl group? To the methyl group? (b) Neomenthol is a stereoisomer of menthol. That is, it has the same constitution but differs in the arrangement of its atoms in space. Neomenthol is the second most stable stereoisomer of 2-isopropyl-5methylcyclohexanol; it is less stable than menthol but more stable than any other stereoisomer. Write the structure of neomenthol in its most stable conformation.arrow_forwardDraw both cis- and trans-1,4-dimethylcyclohexane in their more stable chairconformations. (a) How many stereoisomers are there of cis-1,4-dimethylcyclohexane, and how many of trans-1,4-dimethylcyclohexane? (b) Are any of the structures chiral? (c) What are the stereochemical relationships among the various stereoisomers of 1,4-dimethylcyclohexane?arrow_forward
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- Draw each compound in its most stable conformation(s). Then draw it in its most symmetric conformation, and determine whether it is chiral.(a) 2-methylbutanearrow_forwardFor each alkene, indicate the direction of the dipole moment. For each pair, determine which compound has the largerdipole moment.(a) cis-1,2-difluoroethene or trans-1,2-difluoroethene(b) cis-1,2-dibromoethene or trans-2,3-dibromobut-2-ene(c) cis-1,2-dibromo-1,2-dichloroethene or cis-1,2-dichloroethenearrow_forwardDraw a Fischer projection for each of the following molecules shown in its zigzag conformation. (a) OH (b) OH (c) OH CI HO HO HO `CN HƠ CGH5 OH OH OH OHarrow_forward
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