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Borane tetrahydrofuran complex solution

1.0 M in THF

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Synonym(s):
Borane-THF (1:1), Boron hydride (BH3)-THF (1:1), Tetrahydrofuran-trihydroborane complex, Trihydrido(tetrahydrofuran)boron
Linear Formula:
BH3OC4H8
CAS Number:
Molecular Weight:
85.94
Beilstein/REAXYS Number:
3668402
MDL number:
PubChem Substance ID:
NACRES:
NA.22

contains

<0.005 M sodium borohydride as stabilizer

Quality Level

reaction suitability

reagent type: reductant

concentration

1.0 M in THF

density

0.898 g/mL at 25 °C

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

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1 of 4

This Item
650412192120434280
density

0.898 g/mL at 25 °C

density

0.880 g/mL at 25 °C

density

0.855 g/mL at 25 °C

density

1.268 g/mL at 25 °C (lit.)

concentration

1.0 M in THF

concentration

1.0 M in THF

concentration

2.0 M in THF

concentration

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

contains

<0.005 M sodium borohydride as stabilizer

contains

0.005 M N-Isopropyl-N-methyl-tert-butylamine as stabilizer

contains

-

contains

>0.5% sulfur dioxide as peroxide formation suppressor

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.

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

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Description
Pricing

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Danger

Hazard Classifications

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

supp_hazards

Storage Class

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

wgk_germany

WGK 2

flash_point_f

1.4 °F - closed cup

flash_point_c

-17 °C - closed cup


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Borane-Tetrahydrofuran
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