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Borane-tetrahydrofuran complex

CAS No.
14044-65-6
Chemical Name:
Borane-tetrahydrofuran complex
Synonyms
BH3-THF;BORANE;Trihydro(tetrahydrofuran)boron;BORANE TETRAHYDROFURAN COMPLEX;BORANE-TETRAHYDROFURAN;BTHF;Borane, 1M in tetrahydrofuran;Borane-tetrahydrofuran complex, 1M soln. in THF, packaged under Argon in resealable ChemSeal^t bottl;Borane-tetrahydrofuran complex, 1M soln. in THF, packaged under Argon in resealable ChemSealTM bottles;DKK33
CBNumber:
CB9239528
Molecular Formula:
C4H11BO
Lewis structure
c4h11bo lewis structure
Molecular Weight:
85.94
MDL Number:
MFCD00012429
MOL File:
14044-65-6.mol
MSDS File:
SDS
Last updated:2024-11-04 20:04:50

Borane-tetrahydrofuran complex Properties

Melting point -17 °C
Boiling point 35 °C
Density 0.898 g/mL at 25 °C
Flash point 1 °F
storage temp. Store at <= 20°C.
form Liquid
color Colorless
Water Solubility REACTS
Sensitive Air & Moisture Sensitive
BRN 3668402
Exposure limits ACGIH: TWA 50 ppm; STEL 100 ppm (Skin)
OSHA: TWA 200 ppm(590 mg/m3)
NIOSH: IDLH 2000 ppm; TWA 200 ppm(590 mg/m3); STEL 250 ppm(735 mg/m3)
Stability Stable, but may form explosive peroxides in contact with air. Incompatible with acids, acid chlorides, acid anhydrides, oxidizing agents, alcohols. Reacts violently with water. Highly flammable. Store under inert gas.
CAS DataBase Reference 14044-65-6(CAS DataBase Reference)
FDA UNII 5EAR4ERR1L
EPA Substance Registry System Boron, trihydro(tetrahydrofuran)-, (T-4)- (14044-65-6)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS02,GHS05,GHS07,GHS08
Signal word  Danger
Hazard statements  H225-H260-H302-H315-H318-H335-H351-H319-H333
Precautionary statements  P223-P303+P361+P353-P305+P351+P338-P405-P501a-P210-P231+P232-P280-P370+P378-P402+P404-P403+P235
Hazard Codes  F,Xn,Xi
Risk Statements  14/15-19-22-36/37/38-41-37/38-11-67-66-40-36/37
Safety Statements  16-33-36/37/39-7/9-7/8-43-37/39-26-36-29-36/37
RIDADR  UN 3399 4.3/PG 1
WGK Germany  3
1-10-13-34
TSCA  Yes
HazardClass  4.3
PackingGroup  I
HS Code  29321900
NFPA 704
3
2 2
W

Borane-tetrahydrofuran complex price More Price(28)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 176192 Borane tetrahydrofuran complex solution 1.0 M in THF 14044-65-6 4x25ml $60.8 2024-03-01 Buy
Sigma-Aldrich 176192 Borane tetrahydrofuran complex solution 1.0 M in THF 14044-65-6 100ml $63.9 2024-03-01 Buy
TCI Chemical T2346 Borane - Tetrahydrofuran Complex (8.5% in Tetrahydrofuran, ca. 0.9mol/L) (stabilized with Sodium Borohydride) 14044-65-6 25ML $66 2024-03-01 Buy
TCI Chemical T2346 Borane - Tetrahydrofuran Complex (8.5% in Tetrahydrofuran, ca. 0.9mol/L) (stabilized with Sodium Borohydride) 14044-65-6 100mL $205 2024-03-01 Buy
TCI Chemical T2346 Borane - Tetrahydrofuran Complex (8.5% in Tetrahydrofuran, ca. 0.9mol/L) (stabilized with Sodium Borohydride) 14044-65-6 500mL $833 2024-03-01 Buy
Product number Packaging Price Buy
176192 4x25ml $60.8 Buy
176192 100ml $63.9 Buy
T2346 25ML $66 Buy
T2346 100mL $205 Buy
T2346 500mL $833 Buy

Borane-tetrahydrofuran complex Chemical Properties,Uses,Production

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.It is a charge-transfer complex that is a useful surrogate for diborane1 in organic synthesis. It can be used to reduce carboxylic acids to alcohols or nitriles to primary amines. It reacts with olefins to add the BH2 functional group. Alkyl- or arylboranes formed in this way can further react with unsaturated compounds such as olefins, imines, ketones, and alkynes (the hydroboration reaction) to make useful boron-containing intermediates.

Chemical Properties

colourless liquid

Uses

Borane-tetrahydrofuran complex is used to reduce Nylon surface amide groups to secondary amines.It is an important reagent used in the reduction of certain functional groups viz. aldehyde, ketone, carboxylic acid, amide, oxime, imine and nitrile. It is also used as hydro borating agent. It acts as a borane source for oxazaborolidine catalyzed asymmetric reductions.

Uses

Borane-tetrahydrofuran complex is an important reagent used in the reduction of certain functional groups viz. aldehyde, ketone, carboxylic acid, amide, oxime, imine and nitrile. It is also used as hydro borating agent. It acts as a borane source for oxazaborolidine catalyzed asymmetric reductions. It is utilized to reduce nylon surface amide groups to secondary amines.

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.

Reactions

Borane-tetrahydrofuran complex (BTHF) is a valuable reagent for the reduction of functional groups and for hydroboration reactions with carbon-carbon double and triple bonds. Functional groups that are readily reduced by BTHF include aldehyde, ketone, carboxylic acid, amide, oxime, imine, and nitrile. The carboxylic acid group is reduced at a faster rate than most groups including non-conjugated alkene. Conjugated α,β-unsaturated carboxylic acids give saturated alcohols as the major products.
Ketones and the carbonyl of enones are effectively reduced with borane-tetrahydrofuran. The addition of borohydride to the reaction solution is advantageous for accelerated reduction as well as higher selectivity towards carbonyl reduction in conjugated and non-conjugated enones.
Borane-tetrahydrofuran complex reaction
Asymmetric ketone reduction using chiral oxazaborolidine catalysts was recently reviewed. Work at Callery with BTHF improved on reaction conditions to provide consistent results in the reduction.

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.

Precautions

Air and moisture sensitive. Forms explosive peroxides in contact with air. Incompatible with acids, acid chlorides, acid anhydrides, oxidizing agents and alcohols. On hydrolysis, it forms hydrogen and boric acid.

Global( 299)Suppliers
Supplier Tel Email Country ProdList Advantage
Shaanxi Dideu Medichem Co. Ltd
+86-29-81148696 +86-15536356810 1022@dideu.com China 3882 58
Hebei Chuanghai Biotechnology Co,.LTD
+86-13131129325 sales1@chuanghaibio.com China 5892 58
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+8617732866630 bess@weibangbio.com China 18153 58
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18871490254 linda@hubeijusheng.com CHINA 28172 58
Jinan Finer Chemical Co., Ltd
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Chongqing Chemdad Co., Ltd
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View Lastest Price from Borane-tetrahydrofuran complex manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Borane-tetrahydrofuran complex pictures 2024-11-28 Borane-tetrahydrofuran complex
14044-65-6
US $5.00 / kg 1kg ≥99% 200mt/year Jinan Finer Chemical Co., Ltd
Borane-tetrahydrofuran complex pictures 2024-11-04 Borane-tetrahydrofuran complex
14044-65-6
US $0.00-0.00 / KG 1KG 99% 500000kg Hebei Weibang Biotechnology Co., Ltd
Borane-tetrahydrofuran complex pictures 2024-10-11 Borane-tetrahydrofuran complex
14044-65-6
US $9.00 / KG 1KG 99.8% 100tons Hebei Chuanghai Biotechnology Co,.LTD

Borane-tetrahydrofuran complex Spectrum

borane-tetrahydrofurancomplex,bthf-1m BORAN-TETRAHYDROFURANCOMPLEX BORANE-TETRAHYDROFURANCOMPLEX,1MSOLUTIONINTETRAHYDROFURAN Borane tetrahydrofuran complex 1.0 molar in THF Borane-tetrahydrofuran complex, 1M soln. in THF, stab. with 5mmol NaBH4 Borane - Tetrahydrofuran Complex (8.5% in Tetrahydrofuran, ca. 0.9mol/L) (stabilized with Sodium Borohydride) Borane dimethyl sulfide complex, 2M in tetrahydrofuran, packaged under Argon in resealable ChemSeal bottles Borane, 1M in tetrahydrofuran, packaged under Argon in resealable ChemSeal bottles Borane-tetrahydrofuran complex1M solution in THFStabilizedAcroSeal§3 Borane-tetrahydrofuran complex, 1M soln. in THF, packaged under Argon in resealable ChemSeal^t bottles Borane-tetrahydrofuran complex, 1M solution in THF, Stabilized, AcroSeal? Brane-tetrahydrofurancomplex,bthf-1m Borane tetrahydrofuran complex, 1.0 M solution Borane tetrahydrofuran complex solution, 1M in THF, stabilized Borane-tetrahydrofuran complex, 1M solution in tetrahydrofuran, stabilized Borane-tetrahydrofuran Complex, stabilized with 5mmol NaBH borane-tetrahydrofurancomplex,bthf-2m TETRAHYDROFURAN BORANE BORON HYDRIDE-TETRAHYDROFURAN COMPLEX Borane-tetrahydrofuran complex, 1M solution tetrahydrofuran Borane-tetrahydrofuran complex, 2M solution tetrahydrofuran BORANE-TETRAHYDROFURAN COMPLEX, CA. 1.8M SOLUTION IN TETRAHYDROFURAN, TECH. BORANE-TETRAHYDROFURAN COMPLEX 1.0M SO& BORANE-TETRAHYDROFURAN COMPLEX, 1.0M SOLUTION IN TETRAHYDROFURAN BORANE-TETRAHYDROFURAN COMPLEX, 1.5M SOL N IN TETRAHYDROFURAN AND ETHER, TECH. BORANE TETRAHYDROFURAN COMPLEX SOLUTION, 4X10 ML BORANE TETRAHYDROFURAN COMPLEX SOLUTION, ~1 M IN THF Borane tetrahydrofuran complex solution Borane-tetrahydrofuran complex, 1M solution in THF, stabilized Borane,tetrahydrofurancomplex,1MinTHF Boron, trihydro(tetrahydrofuran)-, (T-4)- borane tetrahydrofuran complex, 1m soln. in thf borane, 1m in tetrahydrofuran, packaged under argon in resealable chemseal Borane-tetrahydrofuran complex [1M solution in THF, stabilized with 0.005M NaBH4] Borane, tetrahydrofuran complex, 1M in THF (stabilized with <0.005M sodium borohydride) Borane-tetrahydrofuran coMplex, 1M solution in THF, Stabilized, AcroSeal 800ML (Borane tetrahydrofuran coMplex soiution) Borane-tetrahydrofuran coMplex, 1.0 M solution in THF, stabilized Borane tetrahydrofuran complex, 1M solution in THF (Tetrahydro-1H-furan-1-iuM-1-yl)trihydroborate Borane tetrahydrofuran coMplex solution 1.0 M in THF Borane-tetrahydrofuran coMplex, 1.0 M solution in THF, SpcSeal Borane tetrahydrofuran complex solution 1.0 M in THF, contains 0.005 M 1,2,2,6,6-pentamethylpiperidine as stabilizer Borane tetrahydrofuran complex solution 1.0 M in THF, contains 0.005 M Sodium borohydride as stabilizer Borane-Petrahydrofuran Complex Borane - tetrahydrofuran (1:1) Borane-tetrahydrofuran complex, 1.0 M solution in THF, stabilized, J&KSeal Borane-tetrahydrofuran compL Borane-tetrahydrofuran complex - 1.0M in THF Tetrahydrofuran-Borane Tetrahydrofuran Solution Borane-tetrahydrofurane complex etrahydrofuran-borane DKK33 Borane-tetrahydrofuran complex, 1M soln. in THF, packaged under Argon in resealable ChemSealTM bottles Borane, 1M in tetrahydrofuran Borane-tetrahydrofuran complex, 1M soln. in THF, packaged under Argon in resealable ChemSeal^t bottl BH3-THF BORANE