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Chapter 4: Q43E (page 167)

Which of the following compounds has one or more asymmetric carbons?

Short Answer

Expert verified

Compound A has one asymmetric center, C has 1 and E has 2 asymmetric centers.

Step by step solution

01

What is asymmetric center?

Asymmetric center is also called chiral center or chiral carbon. It is the carbon at which all the four groups are different where two are in plane, one is out of plane and one is inward of plane.

02

Explanation for compound A, C and E

Compound A has one chiral carbon which is attached to branched chain because at that carbon one is hydrogen, one is CH3, one is CH2CH2CH2-CHCH and last group is -CHCHCH2CH2CH2.

Compound C has one one chiral carbon which is attached to branched chain because at that carbon one group is hydrogen, one is CH3, one is CH2CHCHCH2CH2 and the last group is CH2CH2CHCHCH2.

Compound E has two chiral carbon which is attached to branched chain because at the first chiral carbon, one group is hydrogen, one group is -CH3, one is CH2CH2CH2CH2CH(CH3) and last group is CH(CH3)CH2CH2CH2CH2. While for second chiral carbon, arrangements of atoms are same.

03

Conclusion

Thus, compound A has one chiral center Carbon has also one chiral center while, E has two chiral centers.

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Most popular questions from this chapter

The reaction of (R)-1-iodo-2-methylbutane with hydroxide ion forms an alcohol without breaking any bonds to the asymmetric centre. The alcohol rotates the plane of polarization of plane-polarized light counter clockwise. What is the configuration of (+)-2-methyl-1-butanol?

Stereoisomers with two asymmetric centres are called ___ if the configuration of both asymmetric centers in one stereoisomer is the opposite of the configuration of the asymmetric centers in the other stereoisomer.

b. Stereoisomers with two asymmetric centers are called ___ if the configuration of both asymmetric centers in one stereoisomer is the same as the configuration of the asymmetric centers in the other stereoisomer.

c. Stereoisomers with two asymmetric centers are called ___ if one of the asymmetric centers has the same configuration in both stereoisomers and the other asymmetric center has the opposite configuration in the two stereoisomers.

Limonene exists as two different stereoisomers. The R enantiomer is found in oranges and lemons, and the S enantiomer is found in spruce trees. Which of the following is found in oranges and lemons?

Citrate synthase, one of the enzymes in the series of enzyme-catalyzed reactions known as the citric acid cycle (Section 24.9), catalyzes the synthesis of citric acid from oxaloacetic acid and acetyl-CoA. If the synthesis is carried out with acetyl-CoA that contains radioactive carbon (14C) in the indicated position (Section 1.1), the isomer shown here is obtained.

a. Which stereoisomer of citric acid is synthesized: Ror S?

b. If the acetyl-CoA used in the synthesis contains 12C instead of 14C, will the product of the reaction be chiral or achiral?

Draw the stereoisomers of the following amino acids. Indicate pairs of enantiomers and pairs of diastereomers.
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