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703508

Sigma-Aldrich

Lithium aluminum hydride solution

greener alternative

2.3 M in 2-methyltetrahydrofuran

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:
329762044
NACRES:
NA.22

form

liquid

Quality Level

200

reaction suitability

reagent type: reductant

greener alternative product characteristics

Safer Solvents and Auxiliaries
Use of Renewable Feedstocks
Inherently Safer Chemistry for Accident Prevention
Learn more about the Principles of Green Chemistry.

concentration

10 % (w/w)
2.3 M in 2-methyltetrahydrofuran

density

0.883 g/mL at 25 °C

greener alternative category

, Aligned

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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General description

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product, 2.3 M in 2-methyltetrahydrofuran aligns with Safer Solvents and Auxiliaries, Use of Renewable Feedstocks and Inherently Safer Chemistry for Accident Prevention. Click here for more information.

Application

Powerful reducing agent in greener solvent, 2-methyltetrahydrofuran (2-MeTHF).

2-Methyltetrahydrofuran (2-MeTHF): A Biomass-Derived Solvent with Broad Application in Organic Chemistry
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 Statements

H225 - H260 - H302 - H314

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1A - Water-react 1

Supplementary Hazards

EUH019

Storage Class Code

4.3 - Hazardous materials, which set free flammable gases upon contact with water

WGK

WGK 2

Flash Point(F)

10.4 °F - closed cup - Solvent

Flash Point(C)

-12 °C - closed cup - Solvent

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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Hideki Hashizume et al.
The Journal of antibiotics, 57(1), 52-58 (2004-03-23)
Planar structures of tripropeptins (TPPs) were elucidated by spectroscopic studies including various NMR measurements. Stereochemistry of constituent amino acids of tripropeptin C (TPPC) (3) was identified by marfey's method except hydroxyproline which was determined by studies of NMR and CD
Byung-Hoon Jeong et al.
Journal of neuropathology and experimental neurology, 68(8), 870-879 (2009-07-17)
Previous studies indicate that RNA may be required for proteinase-resistant prion protein (PrP) amplification and for infectious prion formation in vitro, suggesting that RNA molecules may function as cellular cofactors for abnormal PrP (PrPSc) formation and become part of the
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
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
Vito Capriati et al.
Organic letters, 4(14), 2445-2448 (2002-07-06)
[reaction: see text] The stereospecific alpha-lithiation of optically active styrene oxides and the trapping reaction of the corresponding highly reactive intermediates with electrophiles to produce optically active styrene oxide derivatives are described. This methodology has been applied to the synthesis
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