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Stephon reduction reaction

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Stephon reduction reaction
  • 3 answers

Kk Jangid 6 years, 11 months ago

RCN + SnCl2 + hcl = RCH=NH (H3O+)
=RCHO

Yogita Ingle 6 years, 11 months ago

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.

   R-CN {tex}\xrightarrow[{HCl}]{SnCl_2}{/tex} [R-CH=NH2+ ][Cl-] {tex}\;\xrightarrow{H_2o}{/tex} R-CHO

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

CH3CN + 2[H] {tex}\xrightarrow[{HCl}]{SnCl_2}{/tex}  CH3-CH-NH  {tex}\;\xrightarrow{H_2o}{/tex}CH3CHO + NH3

Aarjan Ranjan 6 years, 11 months ago

RCN + SnCl2 + HCl > RCH=NH + H3O > RCHO Since SnCl2 is an expensive reagent DIBAL-H is used to create aldehyde from Nitriles
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