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Question

Compound A of molecular formula C4H10O on treatment with Lucas reagent at room temperature gives compound B. When compound B is heated with alcoholic KOH, it gives isobutene. Compound A and B are respectively:

A
2-methyl-2-propanol and 2-methyl-2-chloropropane
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B
2-methyl-1-propanol and 1-chloro-2-methylpropane
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C
2-methyl-1-propanol and 2-methyl-2-chloropropane
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D
butan-2-ol and 2-chlorobutane
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E
none of the above

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Solution

The correct option is A 2-methyl-2-propanol and 2-methyl-2-chloropropane
Lucas test is used to distinguish between primary, secondary and tertiary alcohols, where OH is replaced by Cl. Since tertiary forms the stable carbocation, reacts readily with the reagent while primary react slowly upon heating. Therefore, out of possible alcohols 3 and 4, 3 is tertiary and reacts at room temperature. And alc. KOH upon heating with alkyl halides removes X and betaH as HX resulting into alkene. Therefore compound 1 and 3 are A and B respectively.
Option A is correct.

785321_673471_ans_bdfc0ac7bfd345f7a7e32e2de27a6a1b.png

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