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Question

Give the correct order of initials T or F for following statements. Use T if statement is true and F if it is false.
(a) SOCl2,PCl3 and HCl all converts an alcohol into alkyl halide
(b) Mechanism of all the three reagent are identical
(c) A mechanism for SOCl2 and PCl3 are identical but different mechanism is followed in case of HCl
(d) They all are used commercially to convert acetic acid into acetyl chloride.

A
TTFT
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B
TFFF
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C
TFTF
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D
TFFT
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Solution

The correct option is C TFTF
ROHHCl−−−−−−ZnCl2anhy.RCl+H2O

ROHSOCl2−−−RCl+SO2HCl

ROHPCl3−−RCl+H3PO3
All of the reagents have different mechanism SOCl2 and PCl3 are used to convert acetic acid into acetyl chloride.
RCOOHSOCl2−−−RCOCl+HCl+SO2
RCOOHPCl3−−RCOCl+H3PO3
The mechanism of HCl to produce alkyl halide from alcohol involves SN1 mechanism but SOCl2 and PCl3 involves SN2 mechanism leading to inversion in product. So, the answer is Option C.

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