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About This Item
Linear Formula:
(C2H5)3B
CAS Number:
Molecular Weight:
97.99
Beilstein:
1731462
MDL number:
UNSPSC Code:
12352001
PubChem Substance ID:
Pricing and availability is not currently available.
Recommended Products
reaction suitability
reagent type: reductant
concentration
2.0 M in diethyl ether
density
0.703 g/mL at 25 °C
SMILES string
CCB(CC)CC
InChI
1S/C6H15B/c1-4-7(5-2)6-3/h4-6H2,1-3H3
InChI key
LALRXNPLTWZJIJ-UHFFFAOYSA-N
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Application
Catalyst for:
Reactant for radical reductions of alkyl bromides with N-heterocyclic carbene boranes
Reactant for synthesis of tetramethylammonium trialkylphenylborate salts with oxidation potential
- Allylation of aldehydes
- Decarboxylative C-C bond cleavage reactions
- Rhenium hydride / boron Lewis acid cocatalysis of alkene hydrogenations
- Regioselective hydroxyalkylation of unsaturated oxime ethers
Reactant for radical reductions of alkyl bromides with N-heterocyclic carbene boranes
Reactant for synthesis of tetramethylammonium trialkylphenylborate salts with oxidation potential
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Liq. 2 - Pyr. Liq. 1 - Skin Corr. 1A - STOT SE 3
Target Organs
Central nervous system
Supplementary Hazards
Storage Class Code
4.2 - Pyrophoric and self-heating hazardous materials
WGK
WGK 1
Flash Point(F)
-40.0 °F
Flash Point(C)
-40 °C
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Masafumi Ueda
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 124(6), 311-319 (2004-06-01)
The aqueous medium radical reactions of a variety of imine derivatives such as oxime ether, oxime, hydrazone, nitrone, and N-sulfonylimine were investigated. Triethylborane-mediated intermolecular alkyl radical addition to glyoxylic oxime ether, oxime, and nitrone in water proceeded smoothly to give
Hideto Miyabe
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 123(5), 285-294 (2003-05-30)
This review summarizes the new carbon-carbon bond construction methods based on the radical reaction of imine derivatives. The intermolecular carbon radical addition to oxime ethers proceeded smoothly in the presence of BF3.OEt2. A high degree of stereocontrol in the reaction
Hideto Miyabe et al.
Chemical & pharmaceutical bulletin, 52(1), 74-78 (2004-01-08)
Stannyl radical addition-cyclization of oxime ethers connected with olefin moieties was studied. The radical reactions proceeded effectively by the use of triethylborane as a radical initiator to provide the functionalized pyrrolidines via a carbon-carbon bond-forming process.
E Kawashima et al.
Nucleic acids symposium series, (27)(27), 81-82 (1992-01-01)
Highly stereoselective synthesis of (2'R)-[2'-2H]-2'-deoxyribonucleosides (2'R:2'S = > 99:1) were accomplished by treating 2'-bromo-3',5'-O-TPDS-2'-deoxyribonucleosides with tributyltin deuteride at lower temperatures such as -60 degrees C in the presence of triethylborane. Moreover, synthesis of some oligodeoxyribonucleosides involving them will be described.
Ken-ichi Yamada et al.
The Journal of organic chemistry, 77(3), 1547-1553 (2012-01-03)
Triethylborane-mediated tin-free radical alkylation of N-alkoxycarbonyl-imines, such as N-Boc-, N-Cbz-, and N-Teoc-imines, proceeded smoothly at a low temperature (-78 to -20 °C) to give the corresponding adducts in high yield. Although the formation of isocyanate was the major unfavorable reaction
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