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531502

Sigma-Aldrich

Lithium aluminum hydride

reagent grade

Synonym(s):

LAH, Lithium alanate, Lithium tetrahydroaluminate

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About This Item

Linear Formula:
LiAlH4
CAS Number:
16853-85-3
Molecular Weight:
37.95
EC Number:
240-877-9
MDL number:
MFCD00011075
UNSPSC Code:
26111700
PubChem Substance ID:
24877821
NACRES:
NA.22

grade

reagent grade

reaction suitability

reagent type: reductant

mp

125 °C (dec.) (lit.)

SMILES string

[Li].[AlH3]

InChI

1S/Al.Li.4H/q-1;+1;;;;

InChI key

OCZDCIYGECBNKL-UHFFFAOYSA-N

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Description
Pricing

Pictograms

FlameCorrosion
GHS02,GHS05

Signal Word

Danger

Hazard Statements

H260,H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1A - Water-react 1

Storage Class Code

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

FSL

Group 3: Spontaneously combustible substances and water- reactive materials
Metal hydrides
Hazardous rank I
1st spontaneously combustible materials and water reactive materials

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

531502-1KG:
531502-VAR:
531502-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
05331EI

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Reductions by lithium aluminum hydride.
Brown WG
Organic Reactions (1951)
I-Chi Lee et al.
Organic & biomolecular chemistry, 9(22), 7655-7658 (2011-09-17)
Specific deuterated reference compounds were prepared to probe the stereoselectivity of the reductive ring opening of carbohydrate-based benzylidene-type acetals. AlD(3) revealed a retentive stereoselectivity probably through the rare S(N)i (internal nucleophilic substitution) mechanism. An S(N)1-like mechanism occurs in the acid-promoted
Frédéric Hild et al.
Dalton transactions (Cambridge, England : 2003), (2)(2), 533-540 (2009-12-22)
The tridentate proligands (RNH-o-C6H4)2O (1a, R = C5H9; 1b, R = Cy) were found to readily react with LiAlH4 to yield the corresponding lithium aluminium dihydrido salt species [eta(2)-N,N-{(RN-o-C6H4)2O}AlH(mu-H)Li(THF)]2 (2a, R = C5H9; 2b, R = Cy) in 50% and
Matthias D'hooghe et al.
Organic & biomolecular chemistry, 6(7), 1190-1196 (2008-03-26)
The reactivity of 4-aryl-1-(2-chloroethyl)azetidin-2-ones and 4-aryl-1-(3-bromopropyl)azetidin-2-ones with regard to lithium aluminium hydride has been evaluated for the first time. 4-Aryl-1-(2-chloroethyl)azetidin-2-ones were transformed into novel 1-(1-aryl-3-hydroxypropyl)aziridines through an unprecedented conversion of beta-lactams into 2,3-unsubstituted aziridine derivatives. Unexpectedly, 4-aryl-1-(3-bromopropyl)azetidin-2-ones underwent dehalogenation towards
Sonja Stanković et al.
Organic & biomolecular chemistry, 8(19), 4266-4273 (2010-08-05)
A new synthetic protocol for the LiAlH(4)-promoted reduction of non-activated aziridines under microwave conditions was developed. Thus, ring opening of 2-(acetoxymethyl)aziridines provided the corresponding beta-amino alcohols, which were then used as eligible substrates in the synthesis of 5-methylmorpholin-2-ones via condensation
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