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Merck
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Key Documents

195030

Sigma-Aldrich

Triethylborane solution

1.0 M in hexanes

동의어(들):

Triethylboron

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About This Item

Linear Formula:
(C2H5)3B
CAS Number:
Molecular Weight:
97.99
Beilstein:
1731462
MDL number:
UNSPSC 코드:
12352001
PubChem Substance ID:
NACRES:
NA.22

형태

liquid

반응 적합성

reagent type: reductant

농도

1.0 M in hexanes

density

0.675 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

유사한 제품을 찾으십니까? 방문 제품 비교 안내

애플리케이션

Catalyst for:
  • 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
Triethylborane can be used:
  • As a radical initiator and terminator of free-radical reactions in aqueous media.(1)
  • To synthesize polymers such as poly(2-substituted-1-propenylene)s by reacting with 2-substituted allylic arsonium ylides.(2)

신호어

Danger

유해 및 위험 성명서

Hazard Classifications

Aquatic Chronic 2 - Asp. Tox. 1 - Eye Dam. 1 - Flam. Liq. 2 - Repr. 2 - Skin Corr. 1A - STOT RE 1 Inhalation - STOT SE 3

표적 기관

Central nervous system, Nervous system

Storage Class Code

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 3

Flash Point (°F)

-32.8 °F

Flash Point (°C)

-36 °C


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시험 성적서(COA)

Lot/Batch Number

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문서 라이브러리 방문

Synthesis of poly (2-substituted-1-propenylene)s from allylic arsonium ylides.
Mondiere R, et al.
Macromolecules, 38(3), 663-668 (2005)
Free-radical reaction of imine derivatives in water.
Miyabe H, et al.
The Journal of Organic Chemistry, 65(16), 5043-5047 (2000)
Hideto Miyabe et al.
Chemical & pharmaceutical bulletin, 51(5), 540-544 (2003-05-09)
Stereocontrol in radical reactions of oxime ether anchored to polymer support was studied. Highly diastereoselective solid-phase radical reaction was achieved by using triethylborane and diethylzinc as a radical initiator at low reaction temperature, providing a novel method for the synthesis
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
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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