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Question
what is nef carbonyl synthesis? state its reagents and condition and mechanism
what is nef carbonyl synthesis? state its reagents and condition and mechanism
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Solution
Nef carbonyl synthesis
- Nef reaction or synthesis involves acid hydrolysis of salt of primary or secondary nitroalkane to yield a carbonyl compound
- sodium or potassium salt of primary (1°) and secondary (2°) nitroalkanes gives carbonyl compound on acidification with 50% concentrated solution of sulphuric acid.
Reagents
- salt of primary or secondary nitroalkane such as nitroethane.
- Concentrated sulphuric acid.
- Sodium methoxide on silica gel - reaction medium
Reaction condition
- At a temperature of 80oC or room temperature.
Reaction mechanism
- Nitroalkanes are relatively strong carbon acids, and deprotonation leads to nitronate salt.
- The hydrolysis of this intermediate must take place in strong acid,
- To prevent the formation of side products such as oximes or hydroxynitroso compounds:
Nef carbonyl synthesis
- Nef reaction or synthesis involves acid hydrolysis of salt of primary or secondary nitroalkane to yield a carbonyl compound
- sodium or potassium salt of primary (1°) and secondary (2°) nitroalkanes gives carbonyl compound on acidification with 50% concentrated solution of sulphuric acid.
Reagents
- salt of primary or secondary nitroalkane such as nitroethane.
- Concentrated sulphuric acid.
- Sodium methoxide on silica gel - reaction medium
Reaction condition
- At a temperature of 80oC or room temperature.
Reaction mechanism
- Nitroalkanes are relatively strong carbon acids, and deprotonation leads to nitronate salt.
- The hydrolysis of this intermediate must take place in strong acid,
- To prevent the formation of side products such as oximes or hydroxynitroso compounds:
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