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230200

Sigma-Aldrich

Lithium borohydride solution

2.0 M in THF

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
MDL number:
MFCD00011088
UNSPSC Code:
12352302
PubChem Substance ID:
24853783
NACRES:
NA.22

form

liquid

Quality Level

200

reaction suitability

reagent type: reductant

concentration

2.0 M in THF

density

0.896 g/mL at 25 °C

SMILES string

[Li+].[H][B-]([H])([H])[H]

InChI

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

InChI key

UUKMSDRCXNLYOO-UHFFFAOYSA-N

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Application

Lithium borohydride solution (2M in THF) has been used for the reduction of 5-benzylidene-2,4-thiazolidinediones and 5-benzylidene-4-oxo-2-thiazolidinethiones to form 5-benzyl-2,4-thiazolidinediones and 5-benzyl-4-oxo-2-thiazolidinethiones, respectively.
Reactant for:
  • Preparation of gallium, indium, rhenium and zinc tris(mercaptoimidazolyl)hydroborato complexes
  • Mechano-chemical metathesis reactions
  • Noncatalytic hydrolysis for hydrogen generation
  • Growth of large gold monolayer protected-clusters
  • Anion substitution reactions
  • Dehydrogenation reactions

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

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react 1

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 2

Flash Point(F)

-0.4 °F - closed cup

Flash Point(C)

-18 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
STBK1008
STBK3830
STBK1511
STBK1006
SHBN1365

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Regiospecific reduction of 5-benzylidene-2, 4-thiazolidinediones and 4-oxo-2-thiazolidinethiones using lithium borohydride in pyridine and tetrahydrofuran.
Giles RG
Tetrahedron, 56(26), 4531-4537 (2000)
G Váradi et al.
International journal of peptide and protein research, 43(1), 29-30 (1994-01-01)
For solid-phase peptide synthesis, 2,4-dimethoxy-4'-hydroxbenzhydrol linker was prepared via lithium borohydride reduction of 2,4-dimethoxy-4'-hydroxybenozophenone. The potassium salt of the linker was coupled to chloromethylpolystyrene. This method proved to be better than use of the cesium salt. This new synthesis gave
Barbara Milani et al.
Dalton transactions (Cambridge, England : 2003), (34)(34), 4659-4663 (2008-11-26)
Transfer hydrogenation from 2-propanol to CO/4-methylstyrene and CO/styrene polyketones was catalyzed by [Ir(diene)(N-N)X] (N-N = nitrogen chelating ligand; X = halogen) in the presence of a basic cocatalyst. The reactions were performed using dioxane as cosolvent, in order to overcome
N P Arbatskiĭ et al.
Bioorganicheskaia khimiia, 26(1), 51-60 (2000-05-12)
By the example of fetuin and a blood-group-specific mucin from porcine stomach, we showed that, under conditions of reductive degradation of glycoproteins with LiBH4-LiOH in 70% aqueous tert-butyl alcohol, the reduction and cleavage of amide bonds occur much faster than
Prabhat Arya et al.
Journal of combinatorial chemistry, 6(1), 54-64 (2004-01-13)
A diversity-oriented solution and solid-phase synthesis of tetrahydroquinoline-based tricyclic derivatives has been achieved from enantiomerically pure, natural product-like bicyclic scaffold. The solution synthesis of enantiopure bicyclic scaffold was developed by asymmetric hetero Michael reaction. Our approach for the synthesis of
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