Trimethylphosphine

Name: Trimethylphosphine
Brand: ALDRICH

97%, liquid

Sinónimos:

PMe₃

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About This Item

Fórmula lineal:

(CH₃)₃P

Número CAS:

594-09-2

Peso molecular:

76.08

NACRES:

NA.22

PubChem Substance ID:

24859357

UNSPSC Code:

12352128

EC Number:

209-823-1

MDL number:

MFCD00008510

Beilstein/REAXYS Number:

969138

Nombre del producto

Trimethylphosphine, 97%

InChI key

YWWDBCBWQNCYNR-UHFFFAOYSA-N

InChI

1S/C3H9P/c1-4(2)3/h1-3H3

SMILES string

CP(C)C

vapor pressure

7.24 psi ( 20 °C)

assay

97%

form

liquid

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: Mitsunobu Reaction
reagent type: ligand
reaction type: Wittig Reaction

refractive index

n20/D 1.428 (lit.)

bp

38-40 °C (lit.)

mp

−86 °C (lit.)

density

0.738 g/mL at 20 °C (lit.)

functional group

phosphine

storage temp.

2-8°C

Quality Level

200

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Categorías relacionadas

Catalysts

Phosphine Ligands

Application

Trimethylphosphine (PMe₃) is an electron-rich phosphine ligand used as a reagent in Mitsunobu reaction.
It can be used:

In transformation of azides into carbamates; aziridines to azidoalcohols; and ketoximes to ketones with 2,2′-dipyridyl diselenide.
In Aza-Wittig reaction;, C-H bond activation of imines; cross-coupling reactions.
In the preparation of (cyanomethylene) trimethylphosphorane (CMMP) which is used as a reagent in Mitsunobu type reaction.
As a reagent in the synthesis of ruthenium trimethylphosphine complexes, which in turn are used as catalysts for hydrogenation of CO₂ to formic acid.

pictograms

GHS02,GHS07

signalword

Danger

hcodes

H225,H315,H319,H335

pcodes

P210 - P233 - P240 - P241 - P303 + P361 + P353 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Clase de almacenamiento

3 - Flammable liquids

wgk

WGK 3

flash_point_f

-2.2 °F - closed cup

flash_point_c

-19 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves

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The synthetic-technical development of oseltamivir phosphate [TM="Tamiflu"]: A race against time

Abrecht S, et al.

Chimia, 61(3), 93-99 (2007)

C- H Activation of Imines by Trimethylphosphine-Supported Iron Complexes and Their Reactivities

Camadanli S, et al.

Organometallics, 28(7), 2300-2310 (2009)

Aza-Wittig reaction of N-phosphorylalkyl phosphazenes with carbonyl compounds and phenylisocyanate. Synthesis of 4-amino-3-phosphoryl-2-azadienes and pyrazine-phosphonates

Palacios F, et al.

Tetrahedron, 59(15), 2617-2623 (2003)

Synthesis of trifluoromethyl ketones by palladium-catalyzed cross-coupling reaction of phenyl trifluoroacetate with organoboron compounds

Kakino R, et al.

Bulletin of the Chemical Society of Japan, 74(2), 371-376 (2001)

Hydrogenation of carbon dioxide catalyzed by ruthenium trimethylphosphine complexes: the accelerating effect of certain alcohols and amines

Munshi P, et al.

Journal of the American Chemical Society, 124(27), 7963-7971 (2002)

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Contenido relacionado

Phosphine Ligand Application Guide

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