Alcohols Phenols and Ethers - Result Question 22

####22. Propene, $CH_3 CH=CH_2$ can be converted into 1 -propanol by oxidation. Indicate which set of reagents amongst the following is ideal to effect the above conversion?

[1989]

(a) $KMnO_4$ (alkaline)

(b) Osmium tetraoxide $(OsO_4 / CH_2 Cl_2)$

(c) $B_2 H_6$ and alk. $H_2 O_2$

(d) $O_3 / Zn$

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Solution:

  1. (c) $KMnO_4$ (alkaline) and $OsO_4 / CH_2 Cl_2$ are used for hydroxylation of double bond while $O_3$ $/ Zn$ is used for ozonolysis. Therefore, the right option is (c), i.e.,

$ \begin{aligned} 3 CH_3 CH= & CH_2 \xrightarrow{BHOH_2 \text{ in THF }}(CH_3 CH_2 CH_2)_3 B \\ & \underset{\substack{\text{ 1-propanol }}}{3 H_2 O_2} 3 CH_3 CH_2 CH_2 OH+H_3 BO_3 \end{aligned} $



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