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Borane tetrahydrofuran complex solution

Name: Borane tetrahydrofuran complex solution
Brand: ALDRICH

1.0 M in THF

Synonym(s):

Borane-THF (1:1), Boron hydride (BH₃)-THF (1:1), Tetrahydrofuran-trihydroborane complex, Trihydrido(tetrahydrofuran)boron

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About This Item

Linear Formula:

BH₃OC₄H₈

CAS Number:

14044-65-6

Molecular Weight:

85.94

UNSPSC Code:

12352005

NACRES:

NA.22

PubChem Substance ID:

24850560

MDL number:

MFCD00012429

Beilstein/REAXYS Number:

3668402

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Properties

contains

<0.005 M sodium borohydride as stabilizer

Quality Level

200

reaction suitability

reagent type: reductant

concentration

1.0 M in THF

density

0.898 g/mL at 25 °C

functional group

ether

storage temp.

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

Description

General description

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.

Application

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.

New, Safer, NIMBA-Stabilized BH3 THF Solutions