Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 5, Problem 24P
Interpretation Introduction
Interpretation:
The most stable configuration of
Concept introduction:
Cyclohexane is present in chair form as it is a non-planar ring.
The chair form of cyclohexane has axial and equatorial bonds.
When a cyclohexane bears two or more substituents on different carbons, then the conformation that has the larger substituent in an equatorial position is most stable.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Below are isomers of tert-butylcyclohexanol in conformational structures. Two are cis-2-tert-
butylcyclohexanol and two are cis-3-tert-butylcyclohexanol. Indicate which is the more stable conformation
for each pair, and indicate which of all four conformations is the most stable.
A
OH
Ex
HO
B
D
OH
OH
•
--
H
(b)
H,C
3-methylhexane
CH,
(c)
B
கூ
CH, CH,
HgCG;
சீகூ
H₂CH H
3-ethyl-1-methyloctane
3,3 diethyl pentane
5Å, Å,CH,
W
CH3
CH2
CH₂
W21 Su2...
CH3
X
-CH3
G
b
F
E
L
c
- The Newman projections of 1,1-dichloro-2-bromoethane are shown.
H
H
CI
[] B
0 A
00
H
A
C
[] D
Br
Select the most stable conformation(s).
CI
H
Br
B
CI
Br
CI
Br
Chapter 5 Solutions
Organic Chemistry - Standalone book
Ch. 5.1 - Prob. 1PCh. 5.1 - Prob. 2PCh. 5.1 - Many compounds contain more than one functional...Ch. 5.2 - Prob. 4PCh. 5.3 - Prob. 5PCh. 5.4 - Classify the isomeric C4H10O alcohols as being...Ch. 5.5 - Bromine is less electronegative than chlorine, yet...Ch. 5.6 - Prob. 8PCh. 5.7 - Prob. 9PCh. 5.8 - Prob. 10P
Ch. 5.8 - Prob. 11PCh. 5.9 - Carbocations are key intermediates in petroleum...Ch. 5.9 - Prob. 13PCh. 5.9 - Prob. 14PCh. 5.11 - Prob. 15PCh. 5.13 - Prob. 16PCh. 5.14 - For the reaction of a primary alcohol RCH2OH with...Ch. 5.15 - Prob. 18PCh. 5 - Write structural formulas for each of the...Ch. 5 - Prob. 20PCh. 5 - Prob. 21PCh. 5 - Write structural formulas for all the...Ch. 5 - Prob. 23PCh. 5 - Prob. 24PCh. 5 - Epichlorohydrin is the common name of an...Ch. 5 - Prob. 26PCh. 5 - Prob. 27PCh. 5 - Prob. 28PCh. 5 - Some of the most important organic compounds in...Ch. 5 - Prob. 30PCh. 5 - Prob. 31PCh. 5 - Prob. 32PCh. 5 - Prob. 33PCh. 5 - Prob. 34PCh. 5 - Prob. 35PCh. 5 - Prob. 36PCh. 5 - Prob. 37PCh. 5 - Prob. 38PCh. 5 - Prob. 39PCh. 5 - Prob. 40PCh. 5 - The reaction of 2,2-dimethyl-1-propanol...Ch. 5 - (a) Assuming that the rate-determining elementary...Ch. 5 - The reaction of 3-tert-butyl-3-pentanol with...Ch. 5 - Prob. 44PCh. 5 - Prob. 45PCh. 5 - Prob. 46DSPCh. 5 - Prob. 47DSPCh. 5 - Prob. 48DSPCh. 5 - Prob. 49DSPCh. 5 - Prob. 50DSPCh. 5 - Prob. 51DSPCh. 5 - Prob. 52DSP
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Following is the Structural formal of Chloropropane H H H 2. H Draw Newman projections for all staggered and eclipsed conformation formed by rotation about C1 - C2 bond from 0° to 360°. b) Which Staggered conformation(s) has the lowest energy; which has the highest energy? c) Which eclipsed conformation(s) has the lowest energy, which has thhe highest energy?arrow_forwardThe Newman projections of 1,1-dichloro-2-bromoethane are shown. H H H Br Br H H. Br ☀ ☀ ☀ A -H CI CI CI H Br A B D Select the most stable conformation(s). U A Barrow_forward5-54 Ribose, an essential part of ribonucleic acid (RNA), has the following structure: H H H OH CHO Ribose Но но н но н (a) How many chirality centers does ribose have? Identify them. (b) How many stereoisomers of ribose are there? (c) Draw the structure of the enantiomer of ribose. (d) Draw the structure of a diastereomer of ribose.arrow_forward
- What are the relative energy levels of the three staggered conformations of 2,3-dimethylbutane when looking down the C2-C3 bond? Me Me H Me Me Me Me Me. Me Conformation: 191 1ක් පුදා H Me Me Me H H H A B C Me A is the highest energy conformation and C is the lowest (energy level of B is in between the two) O A and B are equal energy, and C is the highest energy conformation A and B are equal energy, and C is the lowest energy conformation C is the highest energy conformation and A is the lowest (energy level of B is in between the two) O B is the highest energy conformation and C is the lowest (energy level of A is in between the two)arrow_forward13 Which of the following conformational structures is 2-methylpentane? * H CH H/CHs HCHS H CH H3C CH, H,CH C,H, H H,C II III IV IV None of the abovearrow_forwardWhich of the following structures is the trans configuration of 1,2-dimethylcyclohexane with both bonds in the axial position? CH, CH3 CH3 CH CH,CH2CH3 CH3 SKI SIS ARM CH2CH,CH3 CH3 H,C CH3 CH3 CH3 RAM ARC SAM ARM SKI RAM ARC SIS SAM ENarrow_forward
- Q2 Give the stereochemical relationships between each pair of structures. Examples are same compound, structural isomers, enantiomers, diastereomers. (a) CH, CH, CHOH CHOH CH, CH, H OH HO-H H OH HO H H--CH HO- HO H H- OH HO- OH HO H H-OH CH, CH, CH, CH, CH, CH,arrow_forwardIdentify the least stable chair conformation of the most stable isomer of 1,4-diethylcyclohexane OI O II O III O IV OV 11 IVarrow_forwardChoose all compounds shown below (A-F) that can exist as pairs of cis-trans isomers: CH3CH2CH=C(CH3)2 CH3CH=C(CH3)CH2CH3 BrCH=CHCI CH2=CHCH3 C B D A OA Ов C D ОЕ OF BrCH2CH=CHCH2Br CH3CH=C(CH2CH3)2 E Farrow_forward
- Draw the structure for the most stable chair conformation of cis-1-isopropyl-3-methylcyclohexane. Use the cyclohexane conformation drawing tool and guide points to draw each structure. Click and drag to start drawing a structure. E C C X E Smy ct C с 002 18 Ararrow_forward2) Elimination reaction of alkyl halide is regioselective. Predict and name the major and minor product for the following elimination reaction. Justify your answer.arrow_forwardComplete the Newman projection below to draw the most stable conformation of 3-methylpentane, looking down the C2-C3 bond. Identify each substituent using "H" for hydrogen and "Me" for methyl. a= b= c= d=arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Chapter 4 Alkanes and Cycloalkanes Lesson 2; Author: Linda Hanson;https://www.youtube.com/watch?v=AL_CM_Btef4;License: Standard YouTube License, CC-BY
Chapter 4 Alkanes and Cycloalkanes Lesson 1; Author: Linda Hanson;https://www.youtube.com/watch?v=PPIa6EHJMJw;License: Standard Youtube License