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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

Give the structure corresponding to each IUPAC name.

a. 1,2-dimethylcyclobutane

b. 1,1,2-trimethylcyclopropane

c. 4-ethyl-1,2-dimethylcyclohexane

d. 1-sec-butyl-3-isopropylcyclopentane

e. 1,1,2,3,4-pentamethylcycloheptane

Give the IUPAC name for each compound.

a

b.

c.

d.

e.

f.

Question: Which conformation in each pair is higher in energy? Calculate the energy difference between the two conformations using the values given in Table 4.3.

a.

b.

Question: The melting points and boiling points of two isomeric alkanes are as follows: CH3(CH2)6CH3, mp=-570C and bp=1260C;(CH3)3CC(CH3)3 , mp=1020C and bp=1060C.

a. Explain why one isomer has a lower melting point but higher boiling point.

b. Explain why there is a small difference in the boiling points of the two compounds but a huge difference in their melting points.

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.
See all solutions

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