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Chapter 5: Q.3 (page 180)

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

a.

b.

c.

d.

Short Answer

Expert verified

a. Achiral

b. Chiral

c. Achiral

d. Chiral

Step by step solution

01

Chiral molecule

Chiral molecules are the molecules that have “non-superimposable mirror images.”

Molecules having one stereogenic center are always chiral.

02

Achiral molecules

The molecules that have superimposable mirror images are termed achiral.

Achiral molecules have no stereogenic centers.

03

Chiral and achiral molecules

The mirror images of the given compounds are as follows:

a.

The mirror image of compound a

The mirror images are superimposable on each other and hence the compound is achiral.

b.

The mirror image of compound b

The given molecule consists of a stereocenter and its mirror images are non-superimposable.

Therefore, the compound is chiral.

c.

The mirror image of compound c

The mirror images are identical to each other and hence are superimposable.

Therefore, the compound is achiral.

d.

The mirror image of compound d

The given compound is chiral as it consists of a stereocenter (the carbon atom bonded to fluorine) and its mirror images are non-superimposable.

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Most popular questions from this chapter

Which group in each pair is assigned the higher priority in R,S nomenclature?

  1. -CD3,-CH3
  2. localid="1648446360910" -CH(CH3)2,-CH2OH
  3. localid="1648447310055" -CH2Cl,-CH2CH2CH2Br
  4. -CH2NH2,-NHCH3

Label each compound as chiral or achiral.

a.

b.

c.

d.

Consider Newman projections (A–D) for four-carbon carbohydrates. How is each pairof compounds related: (a) A and B; (b) A and C; (c) A and D; (d) C and D? Choose fromidentical molecules, enantiomers, or diastereomers.

What is the maximum number of stereoisomers possible for a compound with:

a. three stereogenic centers;

b. eight stereogenic centers?

The amino acid (S)-alanine has the physical characteristics listed under the structure.

a. What is the melting point of (R)-alanine?

b. How does the melting point of a racemic mixture of (R)- and (S)-alanine compare to the melting point of (S)-alanine?

c. What is the specific rotation of (R)-alanine, recorded under the same conditions as the reported rotation of (S)-alanine?

d. What is the optical rotation of a racemic mixture of (R)- and (S)-alanine?

e. Label each of the following as optically active or inactive: a solution of pure (S)-alanine; an equal mixture of (R)- and (S)-alanine; a solution that contains 75% (S)- and 25% (R)-alanine.
See all solutions

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