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LAH

(Lithium Aluminum Hydride)


Other Names:

Lithium tetrahydroaluminate

Lithium alanate





General Information:


Structure:



CAS Number: 16853-85-3

Molecular Weight: 37.95 g/mol

Appearance: Grey powder


Lithium Aluminum Hydride (LAH) is a reagent used extensively in organic synthesis for reduction. LAH is very reactive towards H2O in an exothermic process that leads to the potentially dangerous liberation of H2 gas. LAH also reacts readily with protic solvents. Despite low solubility, LAH is typically used in ether and THF. LAH is most commonly sold commercially as a solid or as a 1M solution in THF.



Common Uses:


Reagent for the reduction of esters to alcohols





Reagent for the reduction of nitriles to amines





Reagent for the reduction of carboxylic acids to alcohols





Reagent for the reduction of nitro groups to amines





Safety:


The reactivity of lithium aluminum hydride (LAH) with H2O is exothermic and forms H2 (gas).




References:


1) WO2015144799, page 106

2) UK Pat App GB2463151A, page 153

3) WO2016014463, page 90

4) WO2016014463, page 94

5) Smith, M. B.; March's Advanced Organic Chemistry, 7th Edition

6) Wikipedia: Lithium aluminium hydride (link)

7) www.sigmaaldrich.com: Lithium aluminum hydride (link)