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Lithium aluminium hydride (LAH) is widely used in organic chemistry as a reducing agent. [5] It is more powerful than the related reagent sodium borohydride owing to the weaker Al-H bond compared to the B-H bond. [23]
Stoichiometric reducing agents to accomplish this task include lithium aluminium hydride, sodium borohydride, alkoxy borohydrides, alkoxy aluminium hydrides, and boranes. Although stoichiometric chiral reducing agents often afford products with high enantioselectivity, the necessity of a stoichiometric amount of chiral material is a disadvantage.
Sodium borohydride and lithium aluminium hydride are commonly used for the reduction of organic compounds. [3] [4] These two reagents are on the extremes of reactivity—whereas lithium aluminium hydride reacts with nearly all reducible functional groups, sodium borohydride reacts with a much more limited range of functional groups.
The central metal (usually B vs Al) strongly influences reducing agent's strength. Aluminum hydrides are more nucleophilic and better reducing agents relative to borohydrides. [5] The relatively weak reducer sodium borohydride is typically used for reducing ketones and aldehydes. It tolerates many functional groups (nitro group, nitrile, ester ...
The McMurry reaction is an organic reaction in which two ketone or aldehyde groups are coupled to form an alkene using a titanium chloride compound such as titanium(III) chloride and a reducing agent. The reaction is named after its co-discoverer, John E. McMurry.
Some amides can be reduced to aldehydes in the Sonn-Müller method, but most routes to aldehydes involve a well-chosen organometallic reductant.. Lithium aluminum hydride reduces an excess of N,N-disubstituted amides to an aldehyde: [citation needed]
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Reducing agents for the non-catalytic conversion to amines include lithium aluminium hydride, lithium borohydride, [9] diborane, [10] or elemental sodium in alcohol solvents. [ 11 ] To aldehydes