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For each compound, determine whether the molecule has an

Chapter 6, Problem 5P

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QUESTION:

For each compound, determine whether the molecule has an internal mirror plane of symmetry. If it does, draw the mirror plane on a three-dimensional drawing of the molecule. If the molecule does not have an internal mirror plane, determine whether or not the structure is chiral.

(a) methane                                         (b) cis-1,2-dibromocyclobutane

(c) trans-1,2-dibromocyclobutane                 (d) 1,2-dichloropropane

Equation Transcription:

Text Transcription:

HOCH_2-CH-OH-CHO

CH3-CH-NH_2-COOH

CH_3 CH_3 CH CH_3

Questions & Answers

QUESTION:

For each compound, determine whether the molecule has an internal mirror plane of symmetry. If it does, draw the mirror plane on a three-dimensional drawing of the molecule. If the molecule does not have an internal mirror plane, determine whether or not the structure is chiral.

(a) methane                                         (b) cis-1,2-dibromocyclobutane

(c) trans-1,2-dibromocyclobutane                 (d) 1,2-dichloropropane

Equation Transcription:

Text Transcription:

HOCH_2-CH-OH-CHO

CH3-CH-NH_2-COOH

CH_3 CH_3 CH CH_3

ANSWER:

Solution 5P

When there is an internal mirror plane the compound doesn’t exhibit chirality though it has asymmetric centers.

(Methane)

        It has internal mirror plane, so achiral.

(b)        cis-1,2-dibromocyclobutane

        It has internal mirror plane, so acrical.

(c)        -1,2-dibromocyclobutane

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