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Which of the following is the acceptable structure for (R)-5-bromohept-₂-yne?

a) CH₃-CH=CH-CH₂-CH(CH₃)-C≡CH
b) CH₃-CH₂-C≡C-CH(CH₃)-CH₂-Br
c) CH₃-CH₂-CH=CH-CH₂-C≡CH
d) CH₃-C≡C-CH₂-CH(CH₃)-CH₂-Br

1 Answer

4 votes

Final answer:

The acceptable structure for (R)-5-bromohept-2-yne is CH3-CH2-C≡C-CH(CH3)-CH2-Br which correctly reflects the placement of the alkyne and the bromine substituent, as well as the (R)-configuration at the chiral center.

Step-by-step explanation:

To determine the acceptable structure for (R)-5-bromohept-2-yne, we need to consider both the placement of the bromine atom and the configuration around the chiral center. The compound is an alkyne with seven carbon atoms (hept-) and a triple bond (yne) on the second carbon (2-). Additionally, a bromine substituent is located on the fifth carbon (5-bromo).

The correct structure must also match the (R)-configuration, which refers to the three-dimensional arrangement of the groups attached to the chiral center following the Cahn-Ingold-Prelog priority rules. In this case, the chiral center is the carbon bearing a methyl group (CH3) and two other different substituent groups.

With the given options, the correct structure for (R)-5-bromohept-2-yne is:

b) CH3-CH2-C≡C-CH(CH3)-CH2-Br

This structure has a triple bond between the second and third carbon atoms, a bromine atom on the fifth carbon, and a chiral center at the fourth carbon with the correct (R)-configuration.

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