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176192

Sigma-Aldrich

Borane tetrahydrofuran complex solution

1.0 M in THF

Fórmula linear:
BH3OC4H8
Número CAS:
Peso molecular:
85.94
Beilstein:
3668402
Número MDL:
ID de substância PubChem:
NACRES:
NA.22

contém

<0.005 M sodium borohydride as stabilizer

Nível de qualidade

200

reaction suitability

reagent type: reductant

concentração

1.0 M in THF

densidade

0.898 g/mL at 25 °C

temperatura de armazenamento

2-8°C

SMILES string

B.C1CCOC1

InChI

1S/C4H8O.BH3/c1-2-4-5-3-1;/h1-4H2;1H3

InChI key

RMCYTHFAWCWRFA-UHFFFAOYSA-N

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Descrição geral

Borane tetrahydrofuran complex (BH3-THF) is widely used as a reducing agent in organic synthesis. It is also used as a reagent in hydroboration reactions.

Aplicação

BH3-THF can be used as a reducing agent for the reduction of various functional groups such as carboxylic acids, aldehydes, ketones, esters, acid chlorides, nitriles, epoxides, amides, lactones, oximes, and imines into corresponding alcohols and amines. Grignard reagents, arylmercury, arylthalium, and allyl and propargyllithium compounds react with BH3−THF to give organoboranes, which can be oxidized to the corresponding alcohols, phenols, and 1,3-diols.
It can also be used:
  • To synthesize the chiral borane catalyst, which is used in the enantioselective halo-aldol reaction.
  • To prepare 9-unsubstituted acridines by reduction of corresponding acridones.
  • To reduce nylon surface amide groups to secondary amines.

Embalagem

4×25, 100, 800 mL in Sure/Seal™
The 25 mL Sure/Seal bottle is recommended as a single-use bottle. Repeated punctures will likely result in decreased performance of product.

Informações legais

Sure/Seal is a trademark of Sigma-Aldrich Co. LLC

Palavra indicadora

Danger

Hazard Classifications

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

Órgãos-alvo

Respiratory system

Perigos de suplementos

Storage Class Code

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

WGK Alemanha

WGK 3

Ponto de fulgor (ºF)

1.4 °F - closed cup

Ponto de fulgor (ºC)

-17 °C - closed cup

Certificado de análise

Certificado de origem

Borane-Tetrahydrofuran
Zaidlewicz M, et al.
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
Simple and convenient conversion of acridones into 9-unsubstituted acridines via acridanes using borane tetrahydrofuran complex
Desbois N, et al.
Tetrahedron Letters, 50(49), 6894-6896 (2009)
Polymer, 47, 4916-4916 (2006)
Nylon surface modification. Part 1. Targeting the amide groups for selective introduction of reactive functionalities
Jia X, et al.
Polymer, 47(14), 4916-4924 (2006)
Jung Seok Lee et al.
Macromolecular bioscience, 15(9), 1314-1322 (2015-06-04)
We designed poly(β-amino esters) (PBAEs) bearing both UV light- and pH-sensitive groups and used PBAEs to prepare nanoparticles (NPs) that can be utilized for on-demand burst release of guest molecules in response to multiple triggers. Due to the presence of...

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