Can ketone be reduced by NaBH4?
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Can ketone be reduced by NaBH4?
NaBH4 is less reactive than LiAlH4 but is otherwise similar. It is only powerful enough to reduce aldehydes, ketones and acid chlorides to alcohols: esters, amides, acids and nitriles are largely untouched.
What happens when you add NaBH4 to a ketone?
Sodium borohydride (NaBH4) is a reagent that transforms aldehydes and ketones to the corresponding alcohol, primary or secondary, respectively.
What is chemoselective reduction?
Chemoselective: A reaction that operates exclusively on one functional group in the presence of other functional groups. This NaBH4 reduction is chemoselective because the ketone is reduced but the ester is unchanged.
What is the reaction type for the reaction of a ketone with NaBH4?
The correct option is b. The ketones undergo a reduction reaction when reacted with sodium borohydride.
What is chemoselective reaction example?
Chemoselectivity can be difficult to predict, but observing selective outcomes in cases where many reactions are plausible, is common. Examples include the selective organic reduction of the greater relative chemoselectivity of sodium borohydride reduction versus lithium aluminium hydride reduction.
What is chemoselective reagent?
Chemoselectivity is a term that describes the ability of a reagent or intermediate to react with one group or atom in a molecule in preference to another group or atom present in the same molecule.
Which reagent can be used to reduce a ketone?
LiAlH4 and NaBH4 are both capable of reducing aldehydes and ketones to the corresponding alcohol.
Which compound is not reduced by NaBH4?
By itself, it will generally not reduce esters, carboxylic acids, or amides (although it will reduce acyl chlorides to alcohols).
What reagents can reduce a ketone?
Most commonly used boron and aluminium hydride reagents will reduce ketones to alcohols, although in practice, owing to the favourable reduction potential of the ketone group, sodium borohydride is often the agent of choice giving reasonable atom economy, good economics and ease of handling on scale.
What type of reaction is reduction of ketones?
Reduction of ketones gives secondary alcohols. The acidic work-up converts an intermediate metal alkoxide salt into the desired alcohol via a simple acid base reaction.
What is meant by chemoselective?
IUPAC defines chemoselectivity as “the preferential reaction of a chemical reagent with one of two or more different functional groups,” a definition which describes in rather understated terms the single greatest obstacle to complex molecule synthesis.
How do you know if a reaction is chemoselective?
If an organic compound contains more than one different functional groups or more than one like functional groups that are not equivalent (see equivalent ligands), and, if a reagent reacts exclusively or predominately with one of them, the reaction is said to be chemoselective.
How do you reduce a ketone?
Aldehydes and Ketones are reduced by most reducing agents. Sodium borohydride and lithium aluminumhydride are very common reducing agents.
