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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
Pricing and availability is not currently available.

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.[1]
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
SHBS1431
SHBR4994
SHBQ7232
SHBP8780
SHBN7054

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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)
Hui Wu et al.
Nanotechnology, 20(20), 204002-204002 (2009-05-08)
The use of Li3BN2H8 complex hydride as a practical hydrogen storage material is limited by its high desorption temperature and poor reversibility. While certain catalysts have been shown to decrease the dehydrogenation temperature, no significant improvement in reversibility has been
Sumalee Supothina et al.
The Journal of antibiotics, 57(11), 732-738 (2005-02-17)
Optimal fermentation conditions for enniatin production using the entomopathogenic fungus Verticillium hemipterigenum BCC 1449 have been investigated. Among various liquid media tested, highest efficiency of enniatin production was achieved by fermentation in yeast extract sucrose. Application of this condition to
Mark R Biscoe et al.
Journal of the American Chemical Society, 125(42), 12718-12719 (2003-10-16)
Three hydrophobic borohydrides carrying phenyl, pentafluorophenyl, and beta-naphthyl groups were used to reduce ketones in water and in methanol. With ketones carrying phenyl, naphthyl, or biphenyl substituents, there was preferential reduction in methanol of competing acetyl groups, either intermolecular or
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
View All Related Papers

Questions

1–8 of 8 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. Is the tetrahydrofuran (THF) used in Product 230200, Lithium Borohydride, stabilized?

    1 answer

    1. The THF used in this product is stabilized with 0.025% butylated hydroxytoluene (BHT).

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  4. Is Product 230200, Lithium Borohydride, an energy carrier?

    1 answer

    1. Lithium borohydride is renowned for one of the highest energy density chemical energy carriers.  By reacting with atmospheric oxygen, it liberates large amounts of heat.

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  5. What is the Department of Transportation shipping information for this product?

    1 answer

    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  6. What types of reactions is Product 230200, Lithium Borohydride, used in?

    1 answer

    1. It is reagent for reduction of compounds containing ketonic, aldehydic, or ester carbonyls and a nitrile group, where reduction of the carbonyl but not of the nitrile group is wanted.

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  7. Why does Product 230200, Lithium Borohydride, need to be handled under nitrogen?

    1 answer

    1. This product is moisture sensitive, reacting violently with water, liberating extremely flammable gases.

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  8. Is it necessary to refrigerate Product 230200, Lithium Borohydride?

    1 answer

    1. We do recommend to refrigerate this product, since it may develop pressure at room temperature.

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