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A18116 Lithium aluminum hydride, powder, 97%

CAS Number
16853-85-3
Synonyms
Lithium tetrahydridoaluminate
Lithium aluminum hydride

Stock No. Size Price ($) Quantity Availability
A18116-09 10g 30.00
A18116-14 25g 57.40
A18116-22 100g 127.00
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Lithium aluminum hydride, powder, 97%

MDL
MFCD00011075
EINECS
240-877-9

Chemical Properties

Formula
LiAlH4
Formula Weight
37.95
Melting point
>125° dec.
Density
0.917
Storage & Sensitivity
Moisture Sensitive. Ambient temperatures.
Solubility
Soluble in water, diethyl ether and terahydrofuran.

Applications

Lithium aluminum hydride is used as a reducing agent in various synthetic organic chemistry reactions. For example, it is used in the conversion of esters, carboxylic acids, acyl chlorides, aldehydes and ketones into their corresponding alcohols. It also involved in the conversion of amide, nitro, nitrile, imine, oxime and azide compounds into their amines as well as reduces alkyl halides to alkanes. It reacts with sodium chloride to prepare sodium hydride. It acts as a potential hydrogen storage medium, which could be used for future fuel cell-powered vehicles. It is mainly used in the preparation of other tetrahydridoaluminumates like sodium aluminum hydride, potassium aluminum hydride and magnesium alanate. Furthermore, it has been used to prepare thermoplastic polyester polyamides from oleic acid and lithium-polymer batteries.

Notes

Air and moisture sensitive. Incompatible with water, strong oxidizing agents, alcohols, carboxylic acid, peroxides, chlorinated solvents, halogens and oxygen. It reacts violently with water and release hydrogen gas.

Literature References

Many procedures for reactions with this reagent which have been described in the literature are potentially unsafe on anything other than a very small scale, since often no precautions are given for mixing the reagent with flammable solvents. The following suggestions are offered for laboratory scale reductions:

Mixing with a flammable solvent must always be carried out under an inert atmosphere.

Reverse addition (solvent to reagent), if done rapidly, may be safer.

For THF, at least 10ml solvent per gram of reagent is recommended to absorb heat of mixing.

Efficient stirring is essential during mixing, reaction and workup.

The use of water or steam baths, or of electric heating mantles is to be strongly discouraged.

The reduction reaction should preferably be controlled by adjusting the rate of addition of the substrate rather than relying on external heating or cooling.

External heating or cooling, if required, should be by means of a suitable inert oil.

The use of Diethoxymethane, B23134 as a reaction solvent has also been recommended.

For phase-transfer reductions in hydrocarbon solvents, see 15-Crown-5, A12265. For formation of lithium tris(diethylamino)aluminum hydride and use in the reduction of esters or amides to aldehydes, see Diethyl­amine, A11716. For formation of a reagent for reduction of carboxylic acids to aldehydes, see 1-Methyl­piperazine, A10837.

For reduction of sulfones, see Titanium(IV)­ chloride, 14713.

Monograph: J. Seyden-Penne, Reductions by the Alumino- and Borohydrides In Organic Synthesis, 2nd ed., Wiley, N.Y. (1997).

Hsu, C. P.; Jiang, D. H.; Lee, S. L.; Horng, J. L.; Ger, M. D.; Chang, J. K. Buckyball-, carbon nanotube-, graphite-, and graphene-enhanced dehydrogenation of lithium aluminum hydride. Chem. Commun. 2013, 49 (78), 8845-8847.

Gooodman, C. A.; Janci, E. M.; Onwodi, O.; Simpson, C. C.; Hamaker, C. G.; Hitchcock, S. R. A two-step, one pot preparation of amines via acyl succinimides. Synthesis of the calcimimetic agents cinacalcet, NPS R-467, and NPS. Tetrahedron Lett. 2015, 56 (30), 4468-4471.

GHS Hazard and Precautionary Statements

Hazard Statements: H260-H314-H500

In contact with water releases flammable gases which may ignite spontaneously. Causes severe skin burns and eye damage. May form combustible dust concentrations in air

Precautionary Statements: P223-P231+P232-P260-P264b-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P335+P334-P363-P370+P378q-P501c

Keep away from any possible contact with water, because of violent reaction and possible flash fire. Handle under inert gas. Protect from moisture. Do not breathe dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

Merck
14,349
Hazard Class
4.3
Packing Group
I
Harmonized Tariff Code
2850.00
TSCA
Yes
RTECS
BD0100000

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