Problem: One possible stereoisomer of 2-bromopentane is pictured below. Assuming that sterically a CH3 is bigger than a Br, provide the following: a. A sawhorse representation, with C2 in the front and C3 in the back, with the Br on C2 and the CH2CH3 on C3 pointing UP. b. The Newman projection of the most stable conformer of this molecule with the CH2CH3 on C3 pointing UP on the back carbon. c. The Newman projection of the least stable conformer of this molecule with the CH2CH3 on C3 pointing UP on the back carbon. d. The Newman projection having the Br and Ha antiperiplanar. e. The sawhorse representation of what you drew in d.

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Problem Details

One possible stereoisomer of 2-bromopentane is pictured below. Assuming that sterically a CH3 is bigger than a Br, provide the following:

a. A sawhorse representation, with C2 in the front and C3 in the back, with the Br on C2 and the CH2CH3 on C3 pointing UP.
b. The Newman projection of the most stable conformer of this molecule with the CH2CH3 on C3 pointing UP on the back carbon.
c. The Newman projection of the least stable conformer of this molecule with the CH2CH3 on C3 pointing UP on the back carbon.
d. The Newman projection having the Br and Ha antiperiplanar.
e. The sawhorse representation of what you drew in d.

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