Chapter 31: Q18P. (page 1256)
Convert each ball-and-stick model to a skeletal structure that clearly shows the stereochemistry at the ring fusion of these decalin derivatives.
A.

B.

Short Answer
A.

B.

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Chapter 31: Q18P. (page 1256)
Convert each ball-and-stick model to a skeletal structure that clearly shows the stereochemistry at the ring fusion of these decalin derivatives.
A.

B.

A.

B.

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Convert the ball-and-stick model of androsterone to (a) a skeletal structure using wedges and dashed wedges around all stereogenic centers; and (b) a three-dimensional representation using chair cyclohexane rings.

androsterone
The main fatty acid component of the triacylglycerols in coconut oil is lauric acid, . Explain why coconut oil is a liquid at room temperature even though it contains a large fraction of this saturated fatty acid.
Draw three-dimensional structures for each alcohol. Label the OH groups as occupying axial or equatorial positions.
a.

b.

c.

d.

(a) Draw a skeletal structure of the anabolic steroid 4-androstene-3, 17-dione, also called 鈥渁ndro,鈥 from the following description. Andro contains the tetracyclic steroid with carbonyl groups at C3 and C17, a double bond between C4 and C5, and methyl groups bonded to C10 and C13.
(b) Add wedges and dashed wedges for all stereogenic centers with the following information: the configuration at C10 is R, the configuration at C13 is S, and all substituents at ring fusions are trans to each other.
Question: A difficult problem in the synthesis of is the introduction of the OH group at C15 in the desired configuration.

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