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Chapter 16: PROBLEM 16.39 (page 635)

Question: Label each pair of compounds as stereoisomers or conformations.

a.

b.

c.

Short Answer

Expert verified

Answer

a. Conformational isomers

b. Conformational isomers

c. Stereoisomers

Step by step solution

01

Stereoisomers

Compounds that have similar molecular formula but differ in their orientation in the 3D space are termed stereoisomers.

02

Conformational isomerism

Conformational isomers are a type of stereoisomers where the spatial arrangement of the atoms can be interchanged by rotation along a single bond.

03

Determination of stereoisomers and conformers

a.

Conformational isomers

Both are E-isomers; hence it can be said that they have different conformations.

b.

Conformational isomers

c. Both are Z-isomers; hence it can be said that they have different conformations.

Stereoisomers

Since one of the isomers is E and the other is Z, they can be termed stereoisomers.

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Most popular questions from this chapter

Question: One step in the synthesis of dodecahedrane (Section 4.11) involved reaction of the tetraene C with dimethylacetylene dicarboxylate (D) to afford two compounds having molecular formula C16H16O4 . This reaction has been called a domino Diels–Alder reaction. Identify the two products formed.

Question: Which of the following systems are conjugated?

a.

b.

c.

d.

e.

f.

Question: Why is the bond dissociation energy for the C-C bond in ethane much higher than the bond dissociation energy for the labeled C-C in but-1-ene?

Question: Classify each diene as isolated or conjugated.

a.

b.

c.

d.

Question. Draw the structure consistent with each description.

a. (2E,4E)-octa-2,4-diene in the s-trans conformation

b. (3E,5Z)-nona-3,5-diene in the s-cis conformation

c. (3Z,5Z)-4,5-dimethyldeca-3,5-diene. Draw both the s-cis and s-trans conformations.
See all solutions

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