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sir plz give me the explanation about stephen's reaction

KISHORE K , 15 Years ago
Grade 12
anser 4 Answers
askIITianExpert_ Sukumar_ IITKharagpur

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

Last Activity: 15 Years ago
RAVEENDRA HULLOLIKAR
Sir, can you explain with reaction mechanism involved  in reduction of azo compounds using stannous(II)chloride in presence of concentrated hydrochloric acid.
Last Activity: 11 Years ago
RAVEENDRA HULLOLIKAR
Kindly mention your reference book
 
 
Last Activity: 11 Years ago
Animesh Sau
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
Last Activity: 8 Years ago
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