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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) $$SOCl_2, PCl_3$$ and $$HCl$$ all converts an alcohol into alkyl halide
(b) Mechanism of all the three reagent are identical
(c) A mechanism for $$SOCl_2$$ and $$PCl_3$$ 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
$$R-OH \xrightarrow [ZnCl_2 anhy.]{HCl} R-Cl+H_2O$$

$$R-OH \xrightarrow []{SOCl_2} R-Cl+SO_2 \uparrow HCl \uparrow$$

$$R-OH \xrightarrow []{PCl_3} R-Cl+H_3PO_3$$
All of the reagents have different mechanism $$SOCl_2$$ and $$PCl_3$$ are used to convert acetic acid into acetyl chloride.
$$R-COOH \xrightarrow []{SOCl_2} RCOCl+HCl+SO_2$$
$$RCOOH \xrightarrow []{PCl_3} RCOCl+ H_3PO_3$$
The mechanism of $$HCl$$ to produce alkyl halide from alcohol involves $$SN_1$$ mechanism but $$SOCl_2$$ and $$PCl_3$$ involves $$SN_2$$ mechanism leading to inversion in product. So, the answer is Option C.

Chemistry

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