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62460

Sigma-Aldrich

Lithium borohydride

≥95.0%

Synonym(s):

Lithium boron hydride, Lithium hydroborate

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About This Item

Linear Formula:
LiBH4
CAS Number:
16949-15-8
Molecular Weight:
21.78
EC Number:
241-021-7
MDL number:
MFCD00011088
UNSPSC Code:
26111700
PubChem Substance ID:
57651885
NACRES:
NA.22

Assay

≥95.0%

form

solid

reaction suitability

reagent type: reductant

mp

275 °C (dec.)

density

0.666 g/mL at 25 °C (lit.)

SMILES string

[Li+].[BH4-]

InChI

1S/BH4.Li/h1H4;/q-1;+1

InChI key

UUKMSDRCXNLYOO-UHFFFAOYSA-N

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Application

Lithium borohydride is a general reducing agent commonly used to reduce aldehydes, ketones esters, lactones, and epoxides. It catalyzes hydroboration of alkenes. It is also used in the preparation of other borohydrides such as aluminum borohydride.

Other Notes

Review; Smooth reduction of esters; Reduction of acids and other functional groups with LiBH4/Me3SiCl

Signal Word

Danger

Hazard Statements

H260,H301,H314

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1 - Skin Corr. 1B - Water-react 1

Storage Class Code

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

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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H.C. Brown et al.
The Journal of Organic Chemistry, 47, 1604-1604 (1982)
Lithium Borohydride.
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Lithium borohydride-catalyzed selective reduction of the carbonyl group of conjugated and unconjugated alkenones with borane in tetrahydrofuran.
Arase, Akira et al.
Journal of the Chemical Society. Chemical Communications, 51(7), 855-856 (1994)
Mixed solvents containing methanol as useful reaction media for unique chemoselective reductions within lithium borohydride.
Soai, Kenso and Ookawa, Atsuhiro
The Journal of Organic Chemistry, 51(21), 4000-4005 (1986)
The Preparation of Other Borohydrides by Metathetical Reactions Utilizing the Alkali Metal Borohydrides1.
Schlesinger, HI et al.
Journal of the American Chemical Society, 75(1), 209-213 (1953)
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