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Merck

195030

Sigma-Aldrich

Triethylborane solution

1.0 M in hexanes

Sinónimos:

Triethylboron

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10 MG
US$ 338,80
25 MG
US$ 506,99
100 MG
US$ 1.548,80

US$ 338,80


Fecha estimada de envío30 de abril de 2025


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10 MG
US$ 338,80
25 MG
US$ 506,99
100 MG
US$ 1.548,80

About This Item

Fórmula lineal:
(C2H5)3B
Número de CAS:
Peso molecular:
97.99
Beilstein/REAXYS Number:
1731462
MDL number:
UNSPSC Code:
12352001
PubChem Substance ID:
NACRES:
NA.22

US$ 338,80


Fecha estimada de envío30 de abril de 2025


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form

liquid

Quality Level

reaction suitability

reagent type: reductant

concentration

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

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1 of 4

Este artículo
PZ0355PZ0210PZ0211
PF-05212384 ≥98% (HPLC)

PZ0281

PF-05212384

PF-05085727 ≥98% (HPLC)

PZ0355

PF-05085727

PF-04885614 ≥98% (HPLC)

PZ0210

PF-04885614

PF-4778574 ≥98% (HPLC)

PZ0211

PF-4778574

form

powder

form

powder

form

powder

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

storage temp.

room temp

solubility

DMSO: 0.5 mg/mL, clear (warmed)

solubility

DMSO: 2 mg/mL, clear

solubility

DMSO: 20 mg/mL, clear

solubility

DMSO: 20 mg/mL, clear

color

white to beige

color

white to beige

color

white to beige

color

white to beige

Application

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)

signalword

Danger

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

target_organs

Central nervous system, Nervous system

Storage Class

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

wgk_germany

WGK 3

flash_point_f

-32.8 °F

flash_point_c

-36 °C


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    Encuentre la documentación para los productos que ha comprado recientemente en la Biblioteca de documentos.

    Visite la Librería de documentos

    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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