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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
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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 1

Flash Point(F)

1.4 °F - closed cup

Flash Point(C)

-17 °C - closed cup


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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)
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
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
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

Questions

1–3 of 3 Questions  
  1. Product 212776, Lithium aluminum hydride solution, appears to container a precipitate in it.  Is it still OK to use?

    1 answer
    1. Most if not all solid lithium aluminum hydride will contain some form of insoluble oxides from slight air exposure.  You should be able to filter the insolubles - keeping air exposure to a minimum is the key. This procedure should be done entirely under argon (argon is typically a drier gas than nitrogen). If the final solution is exposed to air at any time, insolubles will be formed which will  then require further filtration to get clear again.

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  2. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  3. Why is Product 212776, Lithium aluminum hydride solution, considered carcinogenic?

    1 answer
    1. The carcinogen reference comes from Tetrahydrofuran (THF).  The solution is 90% THF.  The THF reference is form the National Toxicology Program (NTP) database.

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