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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: For cis-1,3-diethylcyclobutane, draw (a) a stereoisomer; (b) a constitutional isomer.

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: Using the cyclohexane with the Cโ€™s numbered as shown, draw a chair form that fits each description.

a. The ring has an axial CH3group at C1 and an equatorial OH on C2.

b. The ring has an equatorial CH3group on C6 and an axial OH group on C4.

c. The ring has equatorial OH groups on C1, C2, and C5.

Question: Answer the following questions about compounds Aโ€“D.

a. How are the compounds in each pair related? Choose from constitutional isomers, stereoisomers, or identical molecules: A and B; A and C; B and D.

b. Label each compound as a cis or trans isomer.

c. Draw B as a hexagon with wedges and dashed wedges to show the stereochemistry of substituents.

d. Draw a stereoisomer of A as a hexagon using wedges and dashed wedges to show the orientation of substituents.

Question: Consider the substituted cyclohexane shown in the ball-and-stick model.

  1. Label the substituents on C1, C2, and C4 as axial or equatorial.
  2. Are the substituents on C1 and C2 cis or trans to each other?
  3. Are the substituents on C2 and C4 cis or trans to each other?
  4. Draw the second possible conformation in the chair form, and classify it as more stable or less stable than the conformation shown in the three-dimensional model.

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