Chapter 3: Q14P (page 165)
Draw a perspective representation of the most stable conformation of 3-methylhexane.
Short Answer
The most stable conformation of 3-methylhexane is;

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Chapter 3: Q14P (page 165)
Draw a perspective representation of the most stable conformation of 3-methylhexane.
The most stable conformation of 3-methylhexane is;

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Draw the structures of the following compounds.
(a) 4-(1,1-dimethylethyl)nonane
(b) 5-(1,2,2-trimethylpropyl)decane
(c) 3,3-diethyl-4-(2,2-dimethylpropyl)nonane
List each set of compounds in order of increasing boiling point.
(a) hexane, octane, and decane
(b) octane, (CH3)3C-C(CH3)3, and CH3CH2C(CH3)2CH2CH2CH3
(a) Draw both chair conformations of cis - 1,4 -dimethylcyclohexane and determine which conformer is more stable.
(b) Repeat for the trans isomer.
(c) Predict which isomer (cis or trans) is more stable.
Question: Conformational studies on ethane-1,2-diol (HOCH2 -CH2OHhave shown the most stable conformation about the central C-Cbond to be the gauche conformation, which is 9.6 KJ/mol (2.3 kcal/mol)more stable than the anti-conformation. Draw Newman projections of these conformers, and explain this curious result.
Draw the most stable conformation of
(a) ethylcyclohexane
(b) 3-isopropyl-1,1-dimethylcyclohexane
(c) cis - 1-tert- butyl - 4 - isopropylcyclohexane
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