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Carbonyl reduction information


Oxidation ladders such as this one are used to illustrate sequences of carbonyls which can be interconverted through oxidations or reductions.

In organic chemistry, carbonyl reduction is the conversion of any carbonyl group, usually to an alcohol. It is a common transformation that is practiced in many ways.[1] Ketones, aldehydes, carboxylic acids, esters, amides, and acid halides - some of the most pervasive functional groups, -comprise carbonyl compounds. Carboxylic acids, esters, and acid halides can be reduced to either aldehydes or a step further to primary alcohols, depending on the strength of the reducing agent. Aldehydes and ketones can be reduced respectively to primary and secondary alcohols. In deoxygenation, the alcohol group can be further reduced and removed altogether by replacement with H.

Two broad strategies exist for carbonyl reduction. One method, which is favored in industry, uses hydrogen as the reductant. This approach is called hydrogenation and requires metal catalysts. The other broad approach employs stoichiometric reagents that deliver H- and H+ separately. This article focuses on the use of these reagents. Prominent among these reagents are the alkali metal salts of borohydrides and aluminium hydrides.

  1. ^ Cite error: The named reference NaBH4 was invoked but never defined (see the help page).

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Carbonyl reduction

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Aldehyde

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Erythritol

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alcohol Trifluoromethanol Preparations Substitution of haloalkane Carbonyl reduction Ether cleavage Hydrolysis of epoxide Hydration of alkene Ziegler process...

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Clemmensen reduction

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proposed the possibility of the reduction occurring at the metal surface. Depending on the constitution of the carbonyl compound or the acidity of the...

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Mozingo reduction

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deoxygenation (reduction) of aryl carbonyl compounds with raney-nickel. an alternative to the clemmenson, wolf-kishner or mozingo (thioketal) reductions". Tetrahedron...

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Redox

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ketone reductions convert prochiral ketones into chiral, non-racemic alcohols and are used heavily for the synthesis of stereodefined alcohols. Carbonyl reduction...

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colourless salt used in organic synthesis for chemical reduction including that of imines and carbonyls. Sodium cyanoborohydride is a milder reductant than...

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organic synthesis. Examples include reductive amination, carbonyl reduction, nitro compound reduction, the reduction of imines and Schiff bases and debenzylation...

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Xylitol

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in an extraction solvent base, does not allow inverting or mitigates reduction-oxidation of a finished extract's constituents, even over several years...

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alcohol Trifluoromethanol Preparations Substitution of haloalkane Carbonyl reduction Ether cleavage Hydrolysis of epoxide Hydration of alkene Ziegler process...

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Transesterification

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catalyst. Strong acids catalyze the reaction by donating a proton to the carbonyl group, thus making it a more potent electrophile. Bases catalyze the reaction...

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Methanol

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alcohol Trifluoromethanol Preparations Substitution of haloalkane Carbonyl reduction Ether cleavage Hydrolysis of epoxide Hydration of alkene Ziegler process...

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