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Merck
CN

593702

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
NACRES:
NA.22
PubChem Substance ID:
24881465
UNSPSC Code:
26111700
MDL number:
MFCD00011075

Key Documents

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Product Name

Lithium aluminum hydride solution, 2.0 M in THF

InChI

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

SMILES string

[Li+].[AlH4-]

InChI key

OCZDCIYGECBNKL-UHFFFAOYSA-N

reaction suitability

reagent type: reductant

concentration

2.0 M in THF

density

0.906 g/mL at 25 °C

storage temp.

2-30°C

Quality Level

200

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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

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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

supp_hazards

EUH019

Storage Class

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

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

监管及禁止进口产品
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Certificates of Analysis (COA)

Lot/Batch Number
SHBT0238
SHBS5127
SHBN8326
SHBN8322
SHBN3946

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Damián E Bikiel et al.
Inorganic chemistry, 44(15), 5286-5292 (2005-07-19)
The nature of the solute species present in ethereal solutions of LiAlH(4) is of crucial importance for understanding the mechanisms for the reduction of ketones and other functional groups by LiAlH(4). We have employed a combination of theoretical and experimental
Takahisa Nakane et al.
Chemical & pharmaceutical bulletin, 50(9), 1273-1275 (2002-09-19)
Two new migrated hopane triterpenoids, viz. 4alpha-hydroxyfilican-3-one and fern-9(11)-en-12beta-ol, and olean-18-en-3-one and olean-12-en-3-one as the first example of oleanane compounds from Adiantum ferns were isolated along with many other known triterpenoids from Adiantum capillus-veneris of China and Egypt. Their structures
Krishnananda Samanta et al.
Bioorganic & medicinal chemistry letters, 20(1), 283-287 (2009-11-26)
A series of new benzoxazepine derivatives substituted with different alkoxy and aryloxy group were synthesized comprising synthetic steps of Mitsunobu reaction, lithium aluminum hydride (LAH) reduction, followed by debenzylation and finally intramolecular Mitsunobu cyclization. The new benzoxazepines specifically inhibited growth
Diastereoselective reductive amination of aryl trifluoromethyl ketones and alpha-amino esters.
Greg Hughes et al.
Angewandte Chemie (International ed. in English), 46(11), 1839-1842 (2007-04-24)
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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