Consider the three structures. 1,1-dimethylcyclobutane (a) Which of these structures has the most angle strain? 1,1-dimethylcyclobutane 1,1,3,3,5,5-hexamethylcyclohexane 1,1,3,3,5,5-hexamethylcyclohexane staggered butane (c) Which of these structures has the most torsional (eclipsing) strain? 1,1,3,3,5,5-hexamethylcyclohexane 1,1-dimethylcyclobutane staggered butane staggered butane H HI H3C staggered butane H H (b) Which of these structures has the most steric strain? 1,1-dimethylcyclobutane CH3 1,1,3,3,5,5-hexamethylcyclohexane

Consider the three structures. 1,1-dimethylcyclobutane (a) Which of these structures has the most angle strain? 1,1-dimethylcyclobutane 1,1,3,3,5,5-hexamethylcyclohexane 1,1,3,3,5,5-hexamethylcyclohexane staggered butane (c) Which of these structures has the most torsional (eclipsing) strain? 1,1,3,3,5,5-hexamethylcyclohexane 1,1-dimethylcyclobutane staggered butane staggered butane H HI H3C staggered butane H H (b) Which of these structures has the most steric strain? 1,1-dimethylcyclobutane CH3 1,1,3,3,5,5-hexamethylcyclohexane

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter2: Alkanes And Cycloalkanes

Section: Chapter Questions

Problem 2.49P: Use your answers from Problem 2.48 to complete the table showing correlations between cis,trans and...

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Concept explainers

Alkanes and Cycloalkanes

Alkanes are saturated organic compounds which are made up of C and H atoms. Alkanes have the general formula of CnH2n+2. Alkane contains sp3 hybridized carbon atoms with four sigmas (σ) bonds & every hydrogen atom is connected with one of the carbon atoms. The size of the alkane could be determined by the number of carbon atoms located in it.

Question

Consider the three structures.
1,1-dimethylcyclobutane
1,1,3,3,5,5-hexamethylcyclohexane
(a) Which of these structures has the most angle strain?
O 1,1-dimethylcyclobutane
O 1,1,3,3,5,5-hexamethylcyclohexane
staggered butane
(c) Which of these structures has the most torsional
(eclipsing) strain?
O 1,1,3,3,5,5-hexamethylcyclohexane
O 1,1-dimethylcyclobutane
staggered butane
staggered butane
H
HI
H3C
staggered butane
H
(b) Which of these structures has the most steric strain?
CH3
O 1,1-dimethylcyclobutane
1,1,3,3,5,5-hexamethylcyclohexane

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