Alkyl Halides - Result Question 54

####54. In the following monobromination reaction, the number of possible chiral product(s) is (are)…

$$ H \xrightarrow[CH _3]{\stackrel{CH _2 CH _2 CH _3}{-} Br \quad \xrightarrow[300^{\circ} C]{Br _2(1.0 \text { mole })}} $$

(1.0 mole) (Enantiomerically pure)

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Solution:

  1. Given compound undergoes free-radical bromination under given conditions, replacing $H$ by $Br$.

$C^{*}$ is chiral carbon.

I. Chiral

Achiral

III. Chiral

Chiral

V. Chiral

(III) has two chiral centres and can have two structures.

(III) A

(III) B (IV) has also two chiral centres and can have two structures.

It has plane of symmetry thus, achiral.

Thus, chiral compounds are five. I, III A, III B, IV B and V.



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