Borane-tetrahydrofuran complex
- Product Name
- 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
- Formula Weight
- 85.94
- MOL File
- 14044-65-6.mol
Borane-tetrahydrofuran complex Property
- 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
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H225Highly Flammable liquid and vapour
H260In contact with water releases flammable gases which may ignite spontaneously
H302Harmful if swallowed
H315Causes skin irritation
H318Causes serious eye damage
H319Causes serious eye irritation
H333May be harmful if inhaled
H335May cause respiratory irritation
H351Suspected of causing cancer
- Precautionary statements
-
P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P223Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P231+P232Handle under inert gas. Protect from moisture.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P370+P378In case of fire: Use … for extinction.
P402+P404Store in a dry place. Store in a closed container.
P403+P235Store in a well-ventilated place. Keep cool.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 176192
- Product name
- Borane tetrahydrofuran complex solution
- Purity
- 1.0 M in THF
- Packaging
- 4x25ml
- Price
- $60.8
- Updated
- 2024/03/01
- Product number
- 176192
- Product name
- Borane tetrahydrofuran complex solution
- Purity
- 1.0 M in THF
- Packaging
- 100ml
- Price
- $63.9
- Updated
- 2024/03/01
- Product number
- T2346
- Product name
- Borane - Tetrahydrofuran Complex (8.5% in Tetrahydrofuran, ca. 0.9mol/L) (stabilized with Sodium Borohydride)
- Packaging
- 25ML
- Price
- $66
- Updated
- 2024/03/01
- Product number
- T2346
- Product name
- Borane - Tetrahydrofuran Complex (8.5% in Tetrahydrofuran, ca. 0.9mol/L) (stabilized with Sodium Borohydride)
- Packaging
- 100mL
- Price
- $205
- Updated
- 2024/03/01
- Product number
- T2346
- Product name
- Borane - Tetrahydrofuran Complex (8.5% in Tetrahydrofuran, ca. 0.9mol/L) (stabilized with Sodium Borohydride)
- Packaging
- 500mL
- Price
- $833
- Updated
- 2024/03/01
Borane-tetrahydrofuran complex Chemical Properties,Usage,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.
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
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View Lastest Price from Borane-tetrahydrofuran complex manufacturers
- Product
- Borane-tetrahydrofuran complex 14044-65-6
- Price
- US $0.00-0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 500000kg
- Release date
- 2023-03-27
- Product
- Tetrahydrofuran-Borane 14044-65-6
- Price
- US $50.00/Kg/Drum
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 1000tons
- Release date
- 2021-10-18
- Product
- Borane-tetrahydrofuran complex 14044-65-6
- Price
- US $9.00/KG
- Min. Order
- 1KG
- Purity
- 99.8%
- Supply Ability
- 100tons
- Release date
- 2022-01-24