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You have seen oxidation reactions related to hydrocarbons (alkanes, alkenes and

ID: 961905 • Letter: Y

Question

You have seen oxidation reactions related to hydrocarbons (alkanes, alkenes and alkynes). Which of the following is not an oxidation reaction related to hydrocarbons?

A. Hydroboration-oxidation of an internal alkyne with BH3 followed by H2O2/NaOH to give an aldehyde

B. Combustion of an alkane in the presence of O2 to produce carbon dioxide and water

C. Addition of OsO4 to an alkene followed by NaHSO4 to make a vicinal diol with syn stereoselectivity

D. Hydroboration-Oxidation of an alkene with BH3 followed by H2O2/NaOH to make an alcohol with non-Markovnikov regioselectivity

E. Hydroboration-oxidation of a terminal alkyne with HB(sia)3 followed by H2O2/NaOH to give an aldehyde

F. Ozonolysis of an alkene with O3 followed by SMe2 to make 2 carbonyls groups

A. Hydroboration-oxidation of an internal alkyne with BH3 followed by H2O2/NaOH to give an aldehyde

B. Combustion of an alkane in the presence of O2 to produce carbon dioxide and water

C. Addition of OsO4 to an alkene followed by NaHSO4 to make a vicinal diol with syn stereoselectivity

D. Hydroboration-Oxidation of an alkene with BH3 followed by H2O2/NaOH to make an alcohol with non-Markovnikov regioselectivity

E. Hydroboration-oxidation of a terminal alkyne with HB(sia)3 followed by H2O2/NaOH to give an aldehyde

F. Ozonolysis of an alkene with O3 followed by SMe2 to make 2 carbonyls groups

Explanation / Answer

Among the given reactions, the one which is an electrophilic addition reaction and not an oxidation-reduction reaction is,

D. Hydroboration-oxidation of an alkene with BH3 followed by H2O2/NaOH to make an alcohol with non-Markovnikov's regioselectivity.

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