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Chapter 4: Q14. (page 146)

Draw the staggered and eclipsed conformations that result from rotation around the C-C bond inCH3-CH2Br.

Short Answer

Expert verified

The staggered and eclipsed conformations are shown below:

Step by step solution

01

Step 1. Newman projection

In the Newman projection, the dot represents the front carbon, whereas the circle represents the back carbon.

02

Step 2. Staggered conformation

In the staggered conformation, the dihedral angle between the atom of front carbon and the atom of back carbon is 60o. The staggered conformation is shown below:

Staggered conformation

03

Step 3. Eclipsed conformation

In the eclipsed conformation, the dihedral angle between the atom of front carbon and the atom of back carbon is 0o. The eclipsed conformation is shown below:

Eclipsed conformation

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Most popular questions from this chapter

Question: Draw the three constitutional isomers having molecular formula C7H14that contain a five-membered ring and two methyl groups as substituents. For each constitutional isomer that can have cis and trans isomers, draw the two stereoisomers.

Question: Convert each of the following structures into its more stable chair form. One structure represents menthol and one represents isomenthol. Menthol, the more stable isomer, is used in lip balms and mouthwash. Which structure corresponds to menthol?

Question:Give IUPAC name of each compound.

a. (CH3)3-CH2-CH-(CH2CH3)2

b.

c.CH3(CH2)3CH(CH2CH2CH3)CH(CH3)2

d.

Question: Consider the tricyclic structure B.

(a) Label each substituent on the rings as axial or equatorial.

(b) Draw B using chair conformations for each six-membered ring.

(c) Label the atoms on the ring fusions (the carbons that join each set of two rings together) as cis or trans to each other.

B

Question: Give the IUPAC name for each of the five constitutional isomers of molecular formula C6H14 in Problem 4.3.
See all solutions

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