Question

8. Which of the following would not be used to convert an -OH group into a better leaving group? A. PBr3 B. TsC1 C. SOC12 D. An acid E. PCC

Answer 1

The PCC would not convert the -OH group into the leaving group as it oxidise the alcohol group into the aldehyde group which is not leaving group. While others reagents converts the -OH to leaving group as shown below in the example.

Hence the answer is PCC.

H2 PCC Aldehyde/non-leaving group OH R H2 PBr3 H2 Bromide leaving group R OH Br H2 H2 TsCI Tosylate/ leaving group "OH OTS H2 H2 SOCI, Chloride leaving group CI OH H2 H2 Acid Ester/leaving group OH R

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