Chapter 3: Q18P (page 168)
Give IUPAC names for the following cycloalkanes.
(a)
(b)
(c)
Short Answer
(a)cis-1-ethyl-3-methylcyclobutane
(b)trans-1-tert-butyl-3-ethyl cyclohexane
(c)trans-1,2-dimethyl cyclopropane
Chapter 3: Q18P (page 168)
Give IUPAC names for the following cycloalkanes.
(a)
(b)
(c)
(a)cis-1-ethyl-3-methylcyclobutane
(b)trans-1-tert-butyl-3-ethyl cyclohexane
(c)trans-1,2-dimethyl cyclopropane
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Get started for freeTable 3-6 shows that the axial-equatorial energy difference for methyl, ethyl, and isopropyl groups increases gradually: 7.6, 7.9 and 8.8 kJ/mol (1.8, 1.9, and 2.1 kcal/mol). The tert-butyl group jumps to an energy difference of 23 kJ/mol (5.4 kcal/mol), over twice the value for the isopropyl group. Draw pictures of the axial conformations of isopropylcyclohexane and tert-butylcyclohexane and explain why the tert-butyl substituent experiences such a large increase in axial energy over the isopropyl group.
Question: Using the general formula for alkanes
Write structures for a homologous series of alkyl chlorides having from one to six carbons.
Draw the structure and give the molecular formula for each of the following compounds.
(a) 1-ethyl-3-methylcycloheptane
(b) isobutylcyclohexane
(c) cyclopropylcyclopentane
(d) 3-ethyl-1,1-dimethylcyclohexane
(e) 3-ethyl-2,4-dimethylhexane
(f) 1,1-diethyl-4-(3,3-dimethylbutyl)cyclohexane
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.
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