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212792

Sigma-Aldrich

Lithium aluminum hydride solution

1.0 M in diethyl ether

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
MDL number:
MFCD00011075
UNSPSC Code:
26111700
PubChem Substance ID:
24852742
NACRES:
NA.22

form

liquid

Quality Level

200

reaction suitability

reagent type: reductant

concentration

1.0 M in diethyl ether

density

0.716 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

Signal Word

Danger

Hazard Classifications

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

Target Organs

Central nervous system

Supplementary Hazards

EUH019

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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
Seiji Takeda et al.
Journal of biomedical nanotechnology, 9(2), 303-306 (2013-05-01)
Measurement of oxidized low-density lipoprotein (LDL) generated by oxidative stress of various kinds might be useful for evaluating the risk of cardiovascular disease. We evaluated some electrode materials to detect oxidized LDL electrochemically. Some carbon nanotube dispersions were studied as
Pseudo-allosteric recognition of mandelic acid with an enantioselective coordination complex.
Jungseok Heo et al.
Angewandte Chemie (International ed. in English), 45(6), 941-944 (2005-12-31)
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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