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593702

Sigma-Aldrich

Lithium aluminum hydride solution

2.0 M in THF

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:
24881465
NACRES:
NA.22

Quality Level

200

reaction suitability

reagent type: reductant

concentration

2.0 M in THF

density

0.906 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 Corr. 1A - STOT SE 3 - Water-react 1

Target Organs

Central nervous system, Respiratory 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)

-13.0 °F - closed cup

Flash Point(C)

-25 °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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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)
Mitsuteru Numazawa et al.
Chemical & pharmaceutical bulletin, 54(4), 554-556 (2006-04-06)
Reduction of a double bond at C-1 of 1,4-dien-3-one steroids 7 and 8 with LiAl2H4 in THF or NaB2H4 in MeOH and H2O gave stereospecifically [1alpha-2H]-labeled 4-en-3-one steroids 9 and 10, respectively. When the deuterated solvents, MeO2H and 2H2O, were
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
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
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
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