Which statement is correct for the conversion of ROH to RX by reagents R(SOCl2,PBr3,PCl3 and PI3) compared to using HX?
A
No rearrangement occurs with predictable stereochemistry by reagents (R)
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B
Reagents (R) are not useful for 3∘ alcohols, while HX reacts easily with 3∘ alcohols involving rearrangement
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C
Reagents (R) must be used in anhydrous conditions because they react with water to form gases (SO2,HCl,HBr, and HI)
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D
All of the above are correct
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Solution
The correct option is D All of the above are correct Alcohols can be converted to alkyl halide by the reagents (R) without undergoing rearrangement. However reaction with HX proceeds through rearrangement having most stable carbocation intermediate. Reagent (R) must be used in anhydrous condition because it will undergo hydrolysis and lost the required chemical activity. Ex: SOCl2+H2O→SO2+HCl PCl3+H2O→H3PO3+HCl