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Details

Stereochemistry ACHIRAL
Molecular Formula C6H15B
Molecular Weight 97.994
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRIETHYLBORANE

SMILES

CCB(CC)CC

InChI

InChIKey=LALRXNPLTWZJIJ-UHFFFAOYSA-N
InChI=1S/C6H15B/c1-4-7(5-2)6-3/h4-6H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C6H15B
Molecular Weight 97.994
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
A formal synthesis of the C1-C9 fragment of amphidinolide C employing the Tamaru reaction.
2010-07-02
Synthesis of marine polycyclic polyethers via endo-selective epoxide-opening cascades.
2010-03-19
Aerobic hydroxylation of N-borylenamine: triethylborane-mediated hydroxyalkylation of alpha,beta-unsaturated oxime ether.
2009-10-15
Base-promoted ammonia borane hydrogen-release.
2009-10-07
Rh-catalyzed reductive coupling reaction of aldehydes with conjugated dienes promoted by triethylborane.
2009-09-03
Dimethylzinc-initiated radical reactions.
2009-02-17
Macrocyclization by nickel-catalyzed, ester-promoted, epoxide-alkyne reductive coupling: total synthesis of (-)-gloeosporone.
2009
Reductive coupling of carbon monoxide in a rhenium carbonyl complex with pendant Lewis acids.
2008-09-10
Tin-free radical addition of acyloxymethyl to imines.
2008-09-04
Complexes of borane and N-heterocyclic carbenes: a new class of radical hydrogen atom donor.
2008-08-06
Analogues of amphibian alkaloids: total synthesis of (5R,8S,8aS)-(-)-8-methyl-5-pentyloctahydroindolizine (8-epi-indolizidine 209B) and [(1S,4R,9aS)-(-)-4-pentyloctahydro-2H-quinolizin-1-yl]methanol.
2008-01-18
Part 3. Triethylborane-air: a suitable initiator for intermolecular radical additions of S-2-oxoalkyl-thionocarbonates (S-xanthates) to olefins.
2007-12-13
Part 2. Mechanistic aspects of the reduction of S-alkyl-thionocarbonates in the presence of triethylborane and air.
2007-12-12
Direct observation of the unstable intermediates in radical addition reaction by using an interfacing microchip combined with an NMR.
2007-11
Deoxygenative [1,2]-hydride shift rearrangements in nucleoside and sugar chemistry: analogy with the [1,2]-electron shift in the deoxygenation of ribonucleotides by ribonucleotide reductases.
2007-10-26
A convenient allylsilane-N-acyliminium route toward indolizidine and quinolizidine alkaloids.
2007-10-02
Rate constants for reactions of alkyl radicals with water and methanol complexes of triethylborane.
2007-07-06
Synthesis of 2',3'-dideoxyinosine via radical deoxygenation.
2007
Catalytic intermolecular enal-alkyne [3 + 2] reductive cycloadditions.
2006-11-01
Structure elucidation of the intermediate in triethylborane-mediated radical addition of oxime ethers with 2D- and 3D-DOSY NMR.
2006-08
Regio- and stereoselective nickel-catalyzed homoallylation of aldehydes with 1,3-dienes.
2006-07-05
New method for facile synthesis of amphiphilic thiol-stabilized ruthenium nanoparticles and their redox-active ruthenium nanocomposite.
2005-12-20
Use of allyl, 2-tetrahydrofuryl, and 2-tetrahydropyranyl ethers as useful C3-, C4-, and C5-carbon sources: palladium-catalyzed allylation of aldehydes.
2005-11-04
Diastereoselective intermolecular radical addition to nitrones.
2005-08-19
Radical addition approach to asymmetric amine synthesis: design, implementation, and comparison of chiral N-acylhydrazones.
2005-08-05
Triethylborane-induced intermolecular radical addition to ketimines.
2005-04-15
Pd-catalyzed C3-selective allylation of indoles with allyl alcohols promoted by triethylborane.
2005-04-06
Radical alkenylation of alpha-halo carbonyl compounds with alkenylindiums.
2004-11-25
Synthesis and reactivity of triethylborane adduct of N-heterocyclic carbene: versatile synthons for synthesis of N-heterocyclic carbene complexes.
2004-10-07
Synthesis and catalytic properties of soluble platinum nanoparticles protected by a thiol monolayer.
2004-07-06
Solid-phase tandem radical addition-cyclization reaction: triethylborane-induced reaction of oxime ethers anchored to polymer support.
2004-07
[Development of radical reactions in water aimed at environmentally benign synthetic reactions].
2004-06
A convenient tin-free procedure for radical carboazidation and azidation.
2004-04-30
Tributylgermanium hydride as a replacement for tributyltin hydride in radical reactions.
2004-02-21
Stannyl radical addition-cyclization of oxime ethers connected with olefins.
2004-01
Stereoselective synthesis of stannyl enones via palladium-catalyzed and free radical hydrostannation of alkynyl ketones with trineophyltin hydride.
2003-12-26
Synthesis and biological properties of 7alpha-cyano derivatives of the (17alpha,20E/Z)-[125I]iodovinyl- and 16alpha-[125I]iodo-estradiols.
2003-12
Triethylborane-mediated hydrogallation and hydroindation: novel access to organogalliums and organoindiums.
2003-08-22
[Development of carbon radical addition to imine derivatives].
2003-05
Diastereoselective solid-phase radical addition to oxime ether anchored to polymer support.
2003-05
Et3B-induced radical addition of N,N-dichlorosulfonamide to alkenes and pyrrolidine formation via radical annulation.
2003-04-18
Hydroxyalkylation of alpha-C-H bonds of tetrahydrofuran with aldehydes in the presence of triethylborane and tert-butyl hydroperoxide.
2003-01-24
Radical addition to oxime ethers for asymmetric synthesis of beta-amino acid derivatives.
2003-01-21
Reactivity of 1,6-bis(trimethylsilyl)-hexa-3-ene-1,5-diynes towards triethylborane, triallylborane, and 1-boraadamantane: first molecular structure of a 4-methylene-3-borahomoadamantane derivative, and the first 6,8-diborabicyclo[2.2.2]oct-2-ene derivative.
2002-04-02
Aminoborohydrides. 14. Lithium aminoborohydrides in the selective reduction or amination of alkyl methanesulfonate esters.
2001-11-29
Triethylborane-induced bromine atom-transfer radical addition in aqueous media: study of the solvent effect on radical addition reactions.
2001-11-16
Novel synthesis of alkenes via triethylborane-induced free-radical reactions of alkyl iodides and beta-nitrostyrenes.
2001-09-07
Stereocontrol in radical processes through the exocyclic effect: dual role of triethylboron as radical initiator and in situ derivatization agent.
2001-05-03
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:13:34 GMT 2025
Edited
by admin
on Mon Mar 31 21:13:34 GMT 2025
Record UNII
Z3S980Z4P3
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TRIETHYLBORANE
MI  
Systematic Name English
TRIETHYLBORANE [MI]
Preferred Name English
TRIETHYLBORON
Systematic Name English
BORANE, TRIETHYL-
Systematic Name English
Code System Code Type Description
FDA UNII
Z3S980Z4P3
Created by admin on Mon Mar 31 21:13:34 GMT 2025 , Edited by admin on Mon Mar 31 21:13:34 GMT 2025
PRIMARY
EPA CompTox
DTXSID2052653
Created by admin on Mon Mar 31 21:13:34 GMT 2025 , Edited by admin on Mon Mar 31 21:13:34 GMT 2025
PRIMARY
CAS
97-94-9
Created by admin on Mon Mar 31 21:13:34 GMT 2025 , Edited by admin on Mon Mar 31 21:13:34 GMT 2025
PRIMARY
ECHA (EC/EINECS)
202-620-9
Created by admin on Mon Mar 31 21:13:34 GMT 2025 , Edited by admin on Mon Mar 31 21:13:34 GMT 2025
PRIMARY
WIKIPEDIA
TRIETHYLBORANE
Created by admin on Mon Mar 31 21:13:34 GMT 2025 , Edited by admin on Mon Mar 31 21:13:34 GMT 2025
PRIMARY
MERCK INDEX
m11103
Created by admin on Mon Mar 31 21:13:34 GMT 2025 , Edited by admin on Mon Mar 31 21:13:34 GMT 2025
PRIMARY Merck Index
HSDB
897
Created by admin on Mon Mar 31 21:13:34 GMT 2025 , Edited by admin on Mon Mar 31 21:13:34 GMT 2025
PRIMARY
PUBCHEM
7357
Created by admin on Mon Mar 31 21:13:34 GMT 2025 , Edited by admin on Mon Mar 31 21:13:34 GMT 2025
PRIMARY