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Selective Reductions by Different Reducing Agents

The document summarizes the selective reductions of different functional groups using various reducing agents such as LiAlH4, LiBH4, NaBH4, B2H6, and H2. It shows that the reducing agents are able to selectively reduce carbonyls, esters, nitriles, nitro groups, and halides to alcohols, amines, alkenes or alkanes depending on the functional group and reducing conditions used in the reaction. However, some reducing agents like LiAlH4 and NaBH4 are able to reduce a broader range of functional groups compared to others.

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shankaranand200517
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51 views

Selective Reductions by Different Reducing Agents

The document summarizes the selective reductions of different functional groups using various reducing agents such as LiAlH4, LiBH4, NaBH4, B2H6, and H2. It shows that the reducing agents are able to selectively reduce carbonyls, esters, nitriles, nitro groups, and halides to alcohols, amines, alkenes or alkanes depending on the functional group and reducing conditions used in the reaction. However, some reducing agents like LiAlH4 and NaBH4 are able to reduce a broader range of functional groups compared to others.

Uploaded by

shankaranand200517
Copyright
© © All Rights Reserved
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Download as DOC, PDF, TXT or read online on Scribd
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SELECTIVE REDUCTIONS BY DIFFERENT REDUCING AGENTS

NaBH4 H2
LiAlH4 LiBH4 NaBH4 B2H6
GROUP PRODUCT + +
(in ether) (in THF) (in EtOH) (in THF)
AlCl3 Catalyst
- CHO -CH2OH + + + + + +

C=O CH-OH + + + + + +

- COOH -CH2OH + - - + + +

-COOR -CH2OH + + - + + +

-COCl -CH2OH + + + + + +

-CONH2 -CH2NH2 + - + + +

(RCO)2O R-CH2-OH + - + + +

-CN -CH2NH2 + - - + + +

C=N-OH -CH2-NH2 + +

R-NO2 R-NH2 + - - - - +

Ar-NO2 Ar-N=N-Ar + - - - - +

C=C CH-CH - - + + +

C=C -CH=CH- - + +

R-X RH + + - - +

Ar-X ArH - - +

Note : Exception :

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