Chapter 4: Q4-4-5 (page 89)
Draw the structures of the following molecules:
(a) trans-1-Bromo-3-methylcyclohexane
(b) cis-1,2-Dimethylcyclobutane
(c) trans-1-tert-Butyl-2-ethylcyclohexane
Short Answer
a)

b)

c)

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Chapter 4: Q4-4-5 (page 89)
Draw the structures of the following molecules:
(a) trans-1-Bromo-3-methylcyclohexane
(b) cis-1,2-Dimethylcyclobutane
(c) trans-1-tert-Butyl-2-ethylcyclohexane
a)

b)

c)

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Cis-decalin is less stable than trans-decalin. Assume that the 1,3-diaxial interactions in cis-decalin are similar to those in axial methylcyclohexane [that is, one CH H interaction costs 3.8 kJ/mol (0.9 kcal/mol)], and calculate the magnitude of the energy difference between cis- and trans-decalin.
Draw a stereoisomer of trans-1, 3-dimethylcyclobutane.
Glucose exists in two forms having a 36:64 ratio at equilibrium. Draw a Skeletal structure of each, describe the difference between them, and tell which of the two you think is more stable

Hydrocortisone, a naturally occurring hormone produced in the adrenal glands, is often used to treat inflammation, severe allergies, and numerous other conditions. Is the indicated group axial or equatorial?

Prostaglandin , a hormone that causes uterine contraction during childbirth,has the following structure. Are the two hydroxyl groups on thecyclopentane ring cis or trans to each other? What about the two carbon chainsattached to the ring?

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