Grundinformationen
- Standard-SMILES
C1CCOC1.[B]- InChIKey
UWTDFICHZKXYAC-UHFFFAOYSA-N- Summenformel
- C4H8BO
- Durchschnittliche Molmasse
- 82,92 g/mol
Namen und Bezeichner
- Bevorzugter Name
- Borane-tetrahydrofuran
- Lokaler Name
- Tetrahydrofuran-Boran
- Englischer Name
- Borane-tetrahydrofuran complex
- Summenformel
- C4H11BO
- Molmasse
- 85.94
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
14044-65-6- PubChem CID
- 11062302
- UNII
- 5EAR4ERR1L
- EC Number
- 237-881-8
Eigenschaften
Berechnete Struktureigenschaften
- Polarare Oberfläche (TPSA)
- 9,2 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 1
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 6
- Formalladung
- 0
- Komplexität
- 22,8
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- -17 °C · -17 °C
- Siedepunkt
- 35 °C · 35 °C
- Dichte
- 0.898 g/mL · 0.898 g/mL at 25 °C
- Flammpunkt
- 1 °F · 1 °F
- storage temp.
- 20 °C · Store at <= 20°C.
- Aggregatzustand
- Liquid
- Farbe
- Colorless
- Explosionsgrenze
- 1.58 · 1.58-12.42% (v/v)
- Wasserlöslichkeit
- REACTS
- BRN
- 3668402 · 3668402
- Stabilität
- 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.
- InChI
- 1S/C4H8O.BH3/c1-2-4-5-3-1;/h1-4H2;1H3
- InChIKey
- RMCYTHFAWCWRFA-UHFFFAOYSA-N
- SMILES
- B.C1CCOC1
- CAS Datenbank
- 14044 · 14044-65-6(CAS DataBase Reference)
- EPA chemische Informationen
- Boron, trihydro(tetrahydrofuran)-, (T-4)- (14044-65-6)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
This chemical does not meet GHS hazard criteria for 5.9% (11 of 188) of reports.
Danger
H225 (94.1%): Highly Flammable liquid and vapor [Danger Flammable liquids]
P210, P223, P231+P232, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P335+P334, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P402+P404, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 188 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Status: Active Update: 27-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/12062
Boron, trihydro(tetrahydrofuran)-, (T-4)-: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Reacts violently with water; [Merck Index] 10% Solution in tetrahydrofuran (CAS# 109-99-9): Reacts violently with water evolving extremely flammable gases; May form explosive peroxides; An irritant that may cause serious eye injury; Harmful by ingestion; [Alfa Aesar MSDS] See Borane.
CSL Reaction Information
CSL00083
BORANE-TETRAHYDROFURAN COMPLEX
temperatures over 40C may lead to a self-sustaining exothermic reaction—if temperature reaches 60C, a violent decomposition reaction may occur
Explosive
User-Reported
7/8/18
Sicherheit und Schutzausrüstung
Protective Action Criteria (PAC)
12 [mg/m3]
130 [mg/m3]
790 [mg/m3]
Sicherheitsdaten
- F
- 1-10-13-34
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 3399 4.3/PG 1
- hs_code
- 29321900
- risk_code
- 14/15-19-22-36/37/38-41-37/38-11-67-66-40-36/37
- hazard_code
- F,Xn,Xi
- safety_code
- 16-33-36/37/39-7/9-7/8-43-37/39-26-36-29-36/37
- hazard_class
- 4.3
- packing_group
- I
- Speicherklasse
- 4.3 - Hazardous materials which set free flammable gases upon contact with water
- Hazard Classifications
- Acute Tox. 4 OralCarc. 2Eye Dam. 1Flam. Liq. 2STOT SE 3Water-react 1
- Selbstentzündungstemperatur
- 103°C
Chemie und Industrie
Verwendung und Herstellung
Anwendungen
BeschreibungBorane 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.
VerwendenBorane-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.
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