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What is the maximum number of stereoisomers possible for each compound?

a.

b.

c.

Short Answer

Expert verified

a. The maximum number of possible stereoisomers in compound a is 4.

b. The maximum number of possible stereoisomers in compound b is 0.

c. The maximum number of possible stereoisomers in compound c is 16.

Step by step solution

01

Stereoisomers

Isomers exhibiting an alteration in atomic arrangement but possess equivalent molecular formulas are stereoisomers.Stereoisomers can be of various kinds, and they include enantiomers and diastereomers.

02

Formula to evaluate the count of stereoisomers

The number of stereoisomers can be found by the formula as follows:

Numberofsteroeisomers=2n

Here, n is the number of chiral centers.

03

Stereoisomers in compounds a, b, and c

a. The number of chiral centers in compound a is two.

The chiral centers in the molecule a are represented as asterisk as follows:

Chiral centers in the molecule a

So, the number of stereoisomers can be given as follows:

Numberofstereosimers=2n=22=4

Hence, the maximum number of possible isomers for compound a is four.

b. The number of chiral centers in compound b is zero.

Hence, the given compound cannot form stereoisomers.

c. The number of chiral centers in compound c is four.

The chiral centers in molecule c can be represented as asterisk as follows:

Chiral centers in the molecule c

So the number of stereoisomers in compound c can be given as follows:

Numberofstereosimers=2n=24=16

Hence, the maximum number of possible isomers for compound c is 16.

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Most popular questions from this chapter

Determine if each compound is identical to or an enantiomer of A.

a.

b.

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Amygdalin, a compound isolated from the pits of apricots, peaches, and wild cherries, has been used as an unsanctioned anticancer drug both within and outside of the United States. One hydrolysis product formed from amygdalin is mandelic acid, used in treating common skin problems caused by photo-aging and acne.

a. How many stereogenic centres are present in amygdalin? What is the maximum number of stereoisomers possible?

b. Draw both enantiomers of mandelic acid and label each stereogenic centre as R or S.

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d. Calculate the ee of a solution of mandelic acid having [α] = +50. What is the percentage of each enantiomer present?

Draw both enantiomers of clopidogrel (trade name Plavix), a drug given to prevent the formation of blood clots in persons who have a history of stroke or coronary artery disease. Plavix is sold as a single enantiomer with the S configuration. Which enantiomer is Plavix?

Label each compound as R or S.

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