Question
Chemistry Question on Alcohols, Phenols and Ethers
Propene, CH3−CH=CH2 can be converted into 1-propanol by oxidation. Indicate which set of reagents amongst the following is ideal to affect the above conversion?
A
KMnO4 (alkaline)
B
Osmium tetroxide (OsO4/CH2Cl2)
C
B2H6 and H2O2
D
O3/Zn
Answer
B2H6 and H2O2
Explanation
Solution
3CH3CH=CH2B2H6
\hspace40mm(CH_3- CH_2- CH_2)_3 B
\hspace10mm \xrightarrow{H_2 O_2/OH^-} CH_3- CH_2- CH_2- OH
\hspace50mm _{}^{Propan.1.o1}
Here, Half mol of (B2H6) diborane react with
propane by Markownikoffs addition it gives
tripropyl borane called hydroboration. In presence of
H2O2 in basic medium tripropyl borane gives
alcohol. Remember that product is
Anti-Markownikoffs rule that is 1-propanol.
Reaction is called hydroboration oxidation.