176192

Borane tetrahydrofuran complex solution

1.0 M in THF

• Synonym(s): Borane-THF (1:1), Boron hydride (BH₃)-THF (1:1), Tetrahydrofuran-trihydroborane complex, Trihydrido(tetrahydrofuran)boron
• Linear Formula: BH₃OC₄H₈
• CAS Number: 14044-65-6
• Molecular Weight: 85.94
• Beilstein/REAXYS Number: 3668402
• MDL number: MFCD00012429
• UNSPSC Code: 12352005
• PubChem Substance ID: 24850560
• NACRES: NA.22

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

New, Safer, NIMBA-Stabilized BH3 THF Solutions

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

Safety Information

• pictograms: GHS02,GHS08,GHS05,GHS07
• signalword: Danger
• hcodes: H225,H260,H302,H318,H335,H336,H351
• pcodes: P210 - P231 + P232 - P280 - P301 + P312 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - STOT SE 3 - Water-react 1
• target_organs: Central nervous system, Respiratory system
• supp_hazards: EUH019
• 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