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Identify the number of possible stereoisomers for 1,3-dimethylcyclohexane:

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter4: Organic Compounds: Cycloalkanes And Their Stereochemistry

Section4.SE: Something Extra

Problem 30AP: Tell whether the following pairs of compounds are identical, constitutional isomers, stereoisomers,...

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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.

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Identify the number of possible stereoisomers for 1,3-dimethylcyclohexane:
02
D3
04
06
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Q8 Conformational Analysis of Cycloalkanes In this question you will look at the conformations of the following molecule: CH3 C В F CH3 D -E A H3C F I II Energy Costs for Interactions in Alkane Conformers: Computed Energy Cost (kJ/mol)* 3.8 Interaction H+H eclipsed H+CH3 eclipsed CH3+CH3 eclipsed CH3+CH3 gauche H»CH(CH3)2 gauche H CH(CH:)2 eclipsed CH3+CH(CH3)2 gauche CH3+CH(CH3)2 eclipsed HeC(CH:)3 eclipsed CH3+C(CH3)3 gauche CH3+C(CH:)3 eclipsed H+I eclipsed I+CH3 gauche I+CH3 eclipsed "Values computed with Gaussian09 using B3LYP/6-31G(d) for structure optimization and B3LYP/6-311+G(2df,3p) for the conformation energy. The calculations were performed in the gas phase (no solvent). *This result for t-butyl is a bit peculiar given that the value is less than that for isopropyl, but there is an explanation that I can tell you about in office hours! 4.8 12.6 3.7 (0.0) 3.1 3.6 17.3 2.8 13.6 18.7 6.7 1.2 15.5 Steric Strain in Monosubstituted Cyclohexanes: 1,3-Diaxial strain Y (kJ/mol)…
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