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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:
16853-85-3
Molecular Weight:
37.95
MDL number:
MFCD00011075
UNSPSC Code:
26111700
PubChem Substance ID:
24852740
NACRES:
NA.22

form

liquid

Quality Level

200

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.
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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

EUH019

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

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.

PRTR

Class I Designated Chemical Substances

FSL

Group 3: Spontaneously combustible substances and water- reactive materials
Materials containing Metal hydrides
Hazardous rank II
2nd 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

212776-BULK:
212776-4X100ML:4548173336657
212776-18L-KL:
212776-4X10ML:
212776-VAR:
212776-800ML:4548173116013
212776-4X25ML:4548173309095
212776-8L:4548173116020
212776-18L-C:
212776-PZ:
212776-100ML:4548173115993
212776-20L:
212776-25ML:4548173319599
212776-18L:4548173116006

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Certificates of Analysis (COA)

Lot/Batch Number
SHBQ7473
SHBN8878
SHBN5963
SHBM9969
SHBM9968

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Haruki Sashida et al.
Chemical & pharmaceutical bulletin, 52(1), 57-62 (2004-01-08)
The reactions of the 2-benzoselenopyrylium (1A) and 2-benzotelluropyrylium cations (1B) with a variety of nucleophiles have been investigated. LiAlH(4), sodium alkoxide (NaOMe, NaOi-Pr and NaOt-Bu), diethylamine, n-butylamine and acetone reacted with 1 to give the 1H-isochromenes (2) and the corresponding
Hao Yao et al.
Journal of electron microscopy, 60(6), 375-378 (2011-10-05)
A plastic bag method was developed to observe air-sensitive samples on microstructure and phase distribution without exposure to air during the holder transfer process into the transmission electron microscope (TEM). As an example, a type of lithium aluminum hydride (Li(3)AlH(6))
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
José M Concellón et al.
The Journal of organic chemistry, 71(17), 6420-6426 (2006-08-12)
The reaction of chiral (2R,1'S)- or (2S,1'S)-2-(1-aminoalkyl)epoxides, 1 or 2 with a variety of organolithium compounds to obtain the corresponding (alphaS,betaS)- or (alphaR,betaS)- beta-amino alcohols in enantiopure form is reported. In both cases, the opening of the oxirane ring at
Takashi Ikegami et al.
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
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