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Chapter 5: Q.17 (page 192)

Label the two stereogenic centers in each compound and draw all possible stereoisomers.

a.

b.

Short Answer

Expert verified

a.

stereogenic centers

b.

Step by step solution

01

Stereogenic center

The four different groups are bonded with a common carbon. The carbon point is known as stereogenic center.

02

Stereoisomers

The stereoisomers are the enantiomers or diastereomers. The enantiomers are non-superimposable mirror images, and the diastereomers are not part of mirror images.

The formula to calculate stereoisomers from stereogenic centers is:2n.

Where n is the stereogenic center number.

03

Explanation

a. The stereogenic centers in the given compound are 2 as shown below:

stereogenic centers

Therefore, the possible stereoisomers are 4, which are the non-superimposable mirror images as shown:

Stereoisomers

Stereoisomers

b. The stereogenic centers in the given compound are shown as:

Stereogenic centers

The possible stereoisomers are the non-superimposable mirror images as shown:

Stereoisomers

Stereoisomers

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Most popular questions from this chapter

Draw the mirror image of each compound. Label each molecule as chiral or achiral.

a.

b.

c.

d.

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

a.

b.

c.

Draw all possible constitutional and stereoisomers for a compound of molecular formulaC6H12 having a cyclobutane ring and two methyl groups as substituents. Label each compound as chiral or achiral.

Artemisinin and mefloquine are widely used antimalarial drugs. A ball-and-stick model of artemisinin appears on the cover of this text.

  1. Locate the stereogenic centers in both drugs.
  2. Label each stereogenic center in mefloquine as R or S.
  3. What is the maximum number of stereoisomers possible for artemisinin?
  4. How are the N atoms in mefloquine hybridized?
  5. Can two molecules of artemisinin intermolecularly hydrogen bond to each other?
  6. What product is formed when mefloquine is treated with HCl?

Rank the following groups in order of decreasing priority.

  1. -F,-NH2,-CH3,-OH
  2. -CH3,-CH2CH3,-CH2CH2CH3,-(CH2)3CH3
  3. -NH2,-CH2NH2,-CH3,-CH2NHCH3
  4. -COOH,-CH2OH,-H,-CHO
  5. -Cl,-CH3,-SH,-OH
  6. -颁鈮贬,-颁贬(颁贬3)2,-CH2CH3,-CH=CH2
See all solutions

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