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176192

Sigma-Aldrich

Borane tetrahydrofuran complex solution

1.0 M in THF

Fórmula lineal:
BH3OC4H8
Número de CAS:
Peso molecular:
85.94
Beilstein:
3668402
Número MDL:
ID de la sustancia en PubChem:
NACRES:
NA.22

contiene

<0.005 M sodium borohydride as stabilizer

Nivel de calidad

200

reaction suitability

reagent type: reductant

concentración

1.0 M in THF

densidad

0.898 g/mL at 25 °C

temp. de almacenamiento

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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Descripción general

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.

Aplicación

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.

Envase

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.

Información legal

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

Palabra de señalización

Danger

Clasificaciones de peligro

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

Órganos de actuación

Respiratory system

Riesgos supl.

Código de clase de almacenamiento

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

WGK

WGK 3

Punto de inflamabilidad F

1.4 °F - closed cup

Punto de inflamabilidad C

-17 °C - closed cup

Certificado de Análisis

Certificado de origen

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)
Borane-Tetrahydrofuran
Zaidlewicz M, et al.
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2001)
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)
Polymer, 47, 4916-4916 (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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