Arndt−Ester synthesis
Arndt-Ester synthesis
This method is used to convert lower carboxylic acid into higher carboxylic acid.
RCO2H → RCOCl 
RCONH2 
RCH2CO2H
Arndt-Ester synthesis Mechanism
Nucleophilic attack of diazomethane on the carbonyl carbon of the acid chloride gives an intermediate (i) which eliminates a molecule of HCl to give diazoketone (ii) Diazoketone then splits off a molecule of nitrogen to form a carbene (iii) which rearranges to ketene. The highly reative ketene readily reacts with the nuclephile present (H2O) to form the next higher acid.
For more detail about the example and questions of Arndt ester synthesis read the complite theory of carboxylic acid chapter
Examples of Arndt−Ester synthesis
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List of Name Reaction of Organic Chemistry consist of detail Reaction Mechanism of all name reactions of organic chemistry.
Recent Concepts
- Aldol condensation
- Arndt−Ester synthesis
- Baeyer−Villiger Oxidation
- Benzoin Condensation
- Beckmann Rearrangement
- Cannizzaro Reaction
- Clemmensen Reduction
- Claisen condensation
- Etard’s Reaction
- Friedel-Crafts alkylation
- Friedel Crafts Acylation
- Fries Rearrangement
- Gattermann-Koch Reaction
- Grignard Reagent
- Hell-Volhard-Zelinsky Reaction
- Hunsdieker reaction
- Hoffmann Bromamide Degradation
- Jones reagent
- Kolbes Reaction
- Knoevenagel Reaction
