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Merck

247049

Tributylphosphine

97%, liquid, mixture of isomers

Sinónimos:

P(n-Bu)3, TBP

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Fórmula lineal:
[CH3(CH2)3]3P
Número CAS:
Peso molecular:
202.32
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352128
EC Number:
213-651-2
MDL number:
Beilstein/REAXYS Number:
1738261
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Nombre del producto

Tributylphosphine, mixture of isomers, 97%

vapor density

9 (vs air)

assay

97%

form

liquid

autoignition temp.

392 °F

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Heck Reaction, reaction type: Hiyama Coupling, reaction type: Negishi Coupling, reaction type: Sonogashira Coupling, reaction type: Stille Coupling, reaction type: Suzuki-Miyaura Coupling, reagent type: ligand
reaction type: Acetylations, reagent type: ligand
reaction type: Addition Reactions, reagent type: ligand
reaction type: Stille Coupling

impurities

<1% TBP oxide, 5% TBP isomers

refractive index

n20/D 1.462 (lit.)

bp

150 °C/50 mmHg (lit.)

density

0.81 g/mL at 25 °C (lit.)

functional group

phosphine

SMILES string

CCCCP(CCCC)CCCC

InChI

1S/C12H27P/c1-4-7-10-13(11-8-5-2)12-9-6-3/h4-12H2,1-3H3

InChI key

TUQOTMZNTHZOKS-UHFFFAOYSA-N

Application

1,4-addition catalyst; used with disulfides for the thioetherification of alcohols; acylation catalyst; used to prepare active esters.
Used with platinum (II) or (IV) in an intermolecular hydroamination of unactivated alkenes.


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Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Dam. 1 - Pyr. Liq. 1 - Skin Corr. 1A

Clase de almacenamiento

4.2 - Pyrophoric and self-heating hazardous materials

wgk

WGK 2

flash_point_f

242.6 °F - closed cup

flash_point_c

117 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter



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Contenido relacionado

Phosphine Ligand Application Guide


J. Mol. Catal. A: Chem., 271, 145-145 (2007)
Jing-Yu Wu et al.
The Journal of organic chemistry, 73(22), 9137-9139 (2008-10-24)
Aziridines underwent cyclization reaction with carbon disulfide and isothiocyanate in the presence of organophosphine to afford thiazolidinone derivatives in good to high yields. The mechanistic study revealed that organophosphine serves as a catalyst in the reaction.
J X Yan et al.
Journal of chromatography. A, 813(1), 187-200 (1998-08-11)
A simple technique is introduced to identify and quantitate cysteine (Cys) after acid hydrolysis of protein. The technique involves using 9-fluorenylmethyl chloroformate (Fmoc)-based amino acid analysis that recovers all of the amino acids (asparagine and glutamine are recovered in their