Grade 12th passOrganic Chemistry
What is the effect of acid sensitive and base sensitive groups on wolf kishner and clemmensen reactions?
What is the effect of acid sensitive and base sensitive groups on wolf kishner and clemmensen reactions?
1 Answer
Arun
A key consideration for the Wolff-Kishner reduction is thermal stability of the substrate. High temperature is required for the classical reaction using hydrazine and KOH, sometimes up to 200C. This can rule out plenty of compounds. The Clemmensen reduction may be fine for the laboratory, but fundamentally many industries wouldn't use it due to scaling up the use of mercury.
Scalable alternatives are molecular hydrogen with a catalyst under acidic conditions or,the trifluoroacetic acid-silane combination, such as triethylsilane or tetramethyldisiloxane.
Scalable alternatives are molecular hydrogen with a catalyst under acidic conditions or,the trifluoroacetic acid-silane combination, such as triethylsilane or tetramethyldisiloxane.
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