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212776

Sigma-Aldrich

Lithium aluminum hydride solution

1.0 M in THF

Synonym(s):

LAH, Lithium alanate, Lithium tetrahydroaluminate

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About This Item

Linear Formula:
LiAlH4
CAS Number:
Molecular Weight:
37.95
MDL number:
UNSPSC Code:
26111700
PubChem Substance ID:
NACRES:
NA.22

form

liquid

Quality Level

reaction suitability

reagent type: reductant

concentration

1.0 M in THF

density

0.905 g/mL at 25 °C

storage temp.

2-30°C

SMILES string

[Li+].[AlH4-]

InChI

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

InChI key

OCZDCIYGECBNKL-UHFFFAOYSA-N

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Application

Reactant or reagent for:
  • The preparation of thermoplastic polyester polyamides from oleic acid
  • Lithium-polymer batteries
  • Hydrodefluorination of gem-difluoromethylene derivatives
  • Asymmetric aldol reactions
  • Synthesis of Li-Al-N-H composites with hydrogen absorption / desorption properties

LAH is a powerful reducing agent for many different reduction reactions such as that of ketones to alcohols

Packaging

The 25 mL Sure/Seal bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Legal Information

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Central nervous system, Respiratory system

Supplementary Hazards

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17 °C - closed cup


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 804(1), 197-201 (2004-04-20)
Bisphenol A (BPA) recognition materials were synthesized by a covalent imprinting technique using BPA-dimethacrylate or BPA-diacrylate as the template monomer. Binding sites in the polymers consisted of two hydroxyl groups that are generated by reducing the ester bonds of the
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
Matthias D'hooghe et al.
Organic & biomolecular chemistry, 8(3), 607-615 (2010-01-22)
trans- and cis-1-Alkyl-4-aryl-3-chloroazetidin-2-ones, prepared through cyclocondensation of chloroketene and the appropriate imines in a diastereoselective way, were transformed into the corresponding non-activated trans- and cis-2-aryl-3-(hydroxymethyl)aziridines via reductive ring contraction using LiAlH(4) in Et(2)O. Furthermore, trans-2-aryl-3-(hydroxymethyl)aziridines were transformed into 2-amino-3-arylpropan-1-ols and
Andreas Grubelnik et al.
Journal of separation science, 31(10), 1739-1744 (2008-05-08)
Bacterial poly(hydroxyalkanoates) (PHAs) vary in the composition of their monomeric units. Besides saturated side-chains, unsaturated ones can also be found. The latter leads to unwanted by-products (THF ester, secondary alcohols) during acidic cleavage of the polymer backbone in the conventional

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