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sir plz give me the explanation about stephen's reaction

sir plz give me the explanation about stephen's reaction

Grade:12

4 Answers

askIITianExpert_ Sukumar_ IITKharagpur
askIITians Faculty 34 Points
13 years ago

Stephen's reaction or Stephen Aldehyde Synthesis:

The Stephen's reaction is used to prepare aldehydes from nitriles or cyanides. The reduction of nitriles with stannous chloride and hydrogen chloride in ethyl acetate solvent produces imine intermediate. The hydrolysis of this intermediate with water gives the corresponding aldehyde.

 

           SnCl2                                            H2O

R-CN -----------------> [R-CH=NH2+ ][Cl-] ---------> R-CHO

            HCl

 

Example :

Methyl cyanide to acetaldehyde preparation by stephen’s reaction is as follows:

 

CH3CN + 2[H] ---(SnCl2/HCl)----------> CH3-CH-NH ---(H2O)----> CH3CHO + NH3

RAVEENDRA HULLOLIKAR
8 Points
8 years ago
Sir, can you explain with reaction mechanism involved  in reduction of azo compounds using stannous(II)chloride in presence of concentrated hydrochloric acid.
RAVEENDRA HULLOLIKAR
8 Points
8 years ago
Kindly mention your reference book
 
 
Animesh Sau
19 Points
6 years ago
In the 1st step of Stephen reaction Stannus chloride accept 2 Cl- anion and eject 2 e .This 2 e react with Cyanide to form di anionic intermediate which upon addition of H+ produce aldehyde

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