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Chapter 4: Q-89P (page 184)

Question:What is the configuration of the asymmetric centers in the following compounds?

Short Answer

Expert verified
  1. The configuration of the centre is R.

Step by step solution

01

Definition of asymmetric centre

Asymmetric centres are those which has 4 different groups attached to them, that is,the chiral centres are called asymmetric centre.

02

determination of R, S nomenclature

  1. The naming should be done according to the priority series.
  2. If lowest group is in below the plane, the name of the chiral centre will be according to the direction of rotation.
  3. If lowest group is in above the plane, the name of the chiral centre will be reversed to the direction of rotation.
  4. Double bond will an atom has more priority than single bond.
03

explanation

asymmetric center must have four different groups attached to it, and only sp3 carbons

can be asymmetric centers. Therefore, we start by locating all the sp3 carbons in the following structures and name them according to rules,

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Most popular questions from this chapter

a. 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.

Do the following compounds have the R or the S configurations?

1-Bromo-2-methylcyclopentane has four pairs of diastereomers. Draw the four pairs

Convert the Fischer projection to a perspective formula.

The stereoisomer of cholesterol found in nature is shown here.

a. How many asymmetric centers does cholesterol have?

b. What is the maximum number of stereoisomers that cholesterol can have?
See all solutions

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