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Borane-tetrahydrofuran complex

Borane-tetrahydrofuran complex Structure
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
Molecular Weight:
85.94
MOL File:
14044-65-6.mol
MSDS File:
SDS
Modify Date:
2023/4/23 13:52:06
Request For Quotation

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)
EPA Substance Registry System Boron, trihydro(tetrahydrofuran)-, (T-4)- (14044-65-6)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
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
F  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(8)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 176192 Borane tetrahydrofuran complex solution 1.0?M in THF 14044-65-6 4X25ML ₹6570.78 2022-06-14 Buy
Sigma-Aldrich(India) 176192 Borane tetrahydrofuran complex solution 1.0?M in THF 14044-65-6 100ML ₹7014.6 2022-06-14 Buy
Sigma-Aldrich(India) 176192 Borane tetrahydrofuran complex solution 1.0?M in THF 14044-65-6 800ML ₹18283.43 2022-06-14 Buy
TCI Chemicals (India) T2346 Borane - Tetrahydrofuran Complex (8.5% in Tetrahydrofuran, ca. 0.9mol/L) (stabilized with Sodium Borohydride) 14044-65-6 25ML ₹3300 2022-05-26 Buy
TCI Chemicals (India) T2346 Borane - Tetrahydrofuran Complex (8.5% in Tetrahydrofuran, ca. 0.9mol/L) (stabilized with Sodium Borohydride) 14044-65-6 100ML ₹8700 2022-05-26 Buy
Product number Packaging Price Buy
176192 4X25ML ₹6570.78 Buy
176192 100ML ₹7014.6 Buy
176192 800ML ₹18283.43 Buy
T2346 25ML ₹3300 Buy
T2346 100ML ₹8700 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.

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.

Borane-tetrahydrofuran complex Preparation Products And Raw materials

Raw materials

Preparation Products

6-bromo-1,2,3,4-tetrahydroisoquinoline CATECHOLBORANE 1-(4-Morpholinobutyl)hydrazine 1-Methyl-3-phenylpiperazine 1-(3-(pyrrolidin-1-yl)propyl)hydrazine
1-(4-(Pyrrolidin-1-yl)butyl)hydrazine 1,1,2-Trimethylpropylborane BORANE-DIISOPROPYLAMINE Dicyclohexylborane Borane - 5-Ethyl-2-Methylpyridine CoMplex
Trimethoxyboroxine 9-BBN DIMER 1-Octylboronic acid METHYLDIPHENYLPHOSPHINE BORANE-N,N-DIETHYLANILINE COMPLEX
Borane-triethylamine complex
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Supplier Advantage
Almas Life Sciences 58
JLS Laboratories Pvt Limited 58
SREEGANAPHARMACEUTICALS 58
VASISTA LIFE SCIENCES PRIVATE LIMITED 58
Oceanic Pharmachem Pvt Ltd 58
AMINO ORGANICS 58
JSK Chemicals 58
BASF India Limited 58
Arnavi Laboratory 58
ALS INDIA LIFE SCIENCES 58

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S-alpine-borane (0.5M soln. in thf),S-Alpine-Borane? S-2,6,6-trimethyl-4-(9-borabicyclo(3.3.1)nonane-9-yl)-bicyclo(3.1.1)heptane Borane, compd. with dimethylsulfide,borane,compd.withdimethylsulfid borane,triethyl Pyridine borane, in pyridine Dimethyl sulfide
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