ChemicalBook > CAS DataBase List > Trimethylphosphine

Trimethylphosphine

Product Name
Trimethylphosphine
CAS No.
594-09-2
Chemical Name
Trimethylphosphine
Synonyms
PMe3;(CH3)3P;Methyl phosphine;rimethylphosphine;TRIMETHYLPHOSPHINE;Trimethylphosphorus;Trimethyl-phosphane;PHOSPHORUS TRIMETHYL;Trimethylphosphine,99%;TriMethylphosphine 97%
CBNumber
CB1458857
Molecular Formula
C3H9P
Formula Weight
76.08
MOL File
594-09-2.mol
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Trimethylphosphine Property

Melting point:
-86 °C (lit.)
Boiling point:
38-40 °C (lit.)
Density 
0.738 g/mL at 20 °C (lit.)
vapor pressure 
7.24 psi ( 20 °C)
refractive index 
n20/D 1.428(lit.)
Flash point:
−4 °F
storage temp. 
2-8°C
form 
liquid
Specific Gravity
0.748
color 
colorless
Water Solubility 
Soluble in water.
Sensitive 
Air & Moisture Sensitive
BRN 
969138
InChIKey
YWWDBCBWQNCYNR-UHFFFAOYSA-N
CAS DataBase Reference
594-09-2(CAS DataBase Reference)
NIST Chemistry Reference
Phosphine, trimethyl-(594-09-2)
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Safety

Hazard Codes 
F,Xn,Xi
Risk Statements 
11-36/37/38-67-65-63-48/20-38-17-40-36/37-19
Safety Statements 
9-16-26-36/37/39-62-36/37-7/9-33
RIDADR 
UN 1993 3/PG 2
WGK Germany 
3
10-13-23
HazardClass 
4.2
PackingGroup 
I
HS Code 
29319090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
324108
Product name
Trimethylphosphine solution
Purity
1.0 M in THF
Packaging
100ml
Price
$219
Updated
2024/03/01
Sigma-Aldrich
Product number
323322
Product name
Trimethylphosphine
Purity
97%
Packaging
25g
Price
$494
Updated
2024/03/01
TCI Chemical
Product number
T3489
Product name
Trimethylphosphine
Purity
>98.0%(GC)
Packaging
5g
Price
$293
Updated
2024/03/01
Alfa Aesar
Product number
030143
Product name
Trimethylphosphine, 98%
Packaging
1g
Price
$46.65
Updated
2024/03/01
Alfa Aesar
Product number
030143
Product name
Trimethylphosphine, 98%
Packaging
5g
Price
$162.65
Updated
2024/03/01
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Trimethylphosphine Chemical Properties,Usage,Production

Chemical Properties

Clear colorless liquid

Uses

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.

Uses

Trimethylphosphine (PMe3) solution is the suitable reagent used in the synthesis of Fe/Te cluster type complex, Fe6Te8(PMe3)6. It may be employed as a probe to investigate the acid sites in Y-zeolite. It may be used for the synthesis of hexakis(trimethylphosphine)tris-μ-methylene-diruthenium(III).

Uses

Trimethylphosphine is an electron-rich phosphine ligand used in the Mitsunobu reaction. It participates in the transformation of azides into carbamates, aziridines from azidoalcohols, iminophosphoranes and aza-Wittig reaction. This product is offered as a solution in 2-methyltetrahydrofuran for more convenient handling.

Definition

ChEBI: Trimethylphosphine is a tertiary phosphine.

General Description

Trimethylphosphine is the reagent used in Mitsunobu reaction. It participates in the transformation of azides into carbamates, aziridines from azidoalcohols, iminophosphoranes and aza-Wittig reaction. Electron diffraction study of trimethylphosphine has been reported.

Purification Methods

All operations should be carried out in an efficient fume cupboard because it is flammable, toxic and has a foul odor. Distil trimethylphosphine at atmospheric pressure in a stream of dry N2 (apparatus should be held together with springs to avoid loss of gas from increased pressure in the system) and the distillate run into a solution of AgI in aqueous KI whereby the silver complex [Me3PAgI]4 separates steadily. Filter off the complex, wash it with saturated aqueous KI solution, then H2O and dry it in a vacuum desiccator over P2O5. The dry complex is heated in a flask (in a stream of dry N2) in an oil bath at 140o, when pure Me3P distils off (bath temperature can be raised up to 260o). The vapour pressure of Me3P at 20o is 466mm and the b is 37.8o [Thomas & Eriks Inorg Synth IX 59 1967]. Alternatively, freshly distilled Me3P (6g) is shaken with a solution of AgI (13.2g, 1.1mol) in saturated aqueous KI solution (50mL) for 2hours. A white solid, not wetted with H2O, separates rapidly. It is collected, washed with the KI solution, H2O, and dried [Mann et al. J Chem Soc 1829 1937]. The silver complex is stable if kept dry in the dark, in which state it can be kept indefinitely. Me3P can be generated from the complex when required. Store it under N2 in a sealed container. It has been distilled in a vacuum line at -78o in vacuo and condensed at -96o [IR and NMR: Crosbie & Sheldrick J Inorg Nucl Chem 31 3684 1969]. The pK2 2 by NMR was 8.80 [Silver & Lutz J Am Chem Soc 83 786 1961, pK2 5 8.65: Henderson & Strueuli J Am Chem Soc 82 5791 1960].

Trimethylphosphine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Trimethylphosphine manufacturers

Hebei Guanlang Biotechnology Co., Ltd.
Product
Trimethylphosphine 594-09-2
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 mt
Release date
2023-01-13
Shaanxi Dideu Medichem Co. Ltd
Product
Trimethylphosphine 594-09-2
Price
US $1.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 Tons
Release date
2020-01-14
Hebei Mojin Biotechnology Co., Ltd
Product
Trimethylphosphine 594-09-2
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-08-14

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