Products Categories
CAS No.: | 594-09-2 |
---|---|
Name: | Trimethylphosphine |
Article Data: | 120 |
Molecular Structure: | |
Formula: | C3H9P |
Molecular Weight: | 76.0782 |
Synonyms: | Trimethylphosphine;Trimethylphosphorus; |
EINECS: | 209-823-1 |
Density: | 0.738 g/cm3 |
Melting Point: | -86 °C(lit.) |
Boiling Point: | 40.5 °C at 760 mmHg |
Flash Point: | ?4°F |
Solubility: | Soluble in water. |
Appearance: | colorless liquid |
Hazard Symbols: | F,Xi |
Risk Codes: | 11-36/37/38-67 |
Safety: | 9-16-26-36/37/39 |
Transport Information: | UN 1993 |
PSA: | 13.59000 |
LogP: | 1.35770 |
Conditions | Yield |
---|---|
In acetone for 1 h; evapd. slowly under vacuo; | A 98% B n/a |
In [(2)H6]acetone at room temp. for 1 day; | |
In tetrahydrofuran Kinetics; monitored by UV; |
methyl isocyanate
B
trimethylphosphane
Conditions | Yield |
---|---|
In diethyl ether under Ar, reaction temp.: -78°C, warmed to room temp.; removal of solvent, extn. (pentane), brought to dryness in vac., stored at -78°C for 2 days; | A 95% B n/a |
methylene chloride
phosphan
A
methylphosphine
B
dimethylphosphane
C
chloro-tetramethyl-phosphorane
D
trimethylphosphane
Conditions | Yield |
---|---|
With potassium hydroxide; PTK In toluene at 15℃; for 18h; | A 4% B 92% C 4 g D 2% |
methylenetriphenylphosphorane-(4,5-diethyl-2,5-dihydro-2,2,3-trimethyl-1-phenyl-1,2,5-phosphasilaborole)
A
dimeric (P-B)(2)-4,5-diethyl-1,2,5,6-tetrahydro-2,2,3-trimethyl-1-phenyl-1,2,5-phosphasilaborine * toluene
B
trimethylphosphane
Conditions | Yield |
---|---|
With toluene In toluene Ar atmosphere, refluxing (3 h); sublimation of PMe3, recrystn. of B-complex (hot toluene), washing (toluene), drying (0.001 Torr); elem. anal.; | A 84% B 92% |
(η5-C5Me5)(PMe3)2Ru(CH2SiMe3)
Triethoxysilane
A
tetramethylsilane
C
trimethylphosphane
Conditions | Yield |
---|---|
In inert atmosphere, heating of Ru-complex with HSi(OEt)3 (80°C, 12 h, closed vessel), briefly pumping to remove PMe3, continued heating (80°C, 6 h).; Evapn. in vac. gives a waxy solid, recrystn. (acetone), elem. anal.; | A n/a B 92% C n/a |
(bis(diisopropylamino)phosphanyl)diazomethane, lithium salt
rhodium(trimethylphosphine)4Cl
5-bis(trimethylphosphine)rhoda-4-bis(diisopropylamino)phospha-1-n-butyl-Δ2-pyrazoline
B
trimethylphosphane
Conditions | Yield |
---|---|
With n-C4H9Li byproducts: LiCl; Excess of n-Buli.; | A 90% B n/a |
cis-HRh(COCH3)(P(CH3)3)3Cl
A
RhCl(CO)(PMe3)2
[Rh(trimethylphosphine)3]Cl
C
methane
D
acetaldehyde
E
trimethylphosphane
Conditions | Yield |
---|---|
Rh complex heated at 90°C for 2 h; collection of the volatile products under high vaccum; | A 13% B 80% C 13% D 87% E 19% |
In benzene-d6 soln. of Rh complex in benzene-d6 heated at 70°C for 2 h; | A 54% B 15% C 51% D 14% E 50% |
Conditions | Yield |
---|---|
In diethyl ether addn. of fumaric acid dimethylester to the Co compd. in ether under Ar and stirring at room temp. for 30 min; evapn. (vac.), chromy. on Al2O3, elution with ether-pentane, concn. (vac.), filtn., washing with pentane and drying (vac.); elem. anal.; | A 85% B n/a |
acrylic acid methyl ester
B
trimethylphosphane
Conditions | Yield |
---|---|
In hexane addn. of acrylic acid methylester to the Co compd. in hexane under Ar and stirring at room temp. for 30 min; evapn. (vac.), dissolving in ether, chromy. on Al2O3, elution with ether-hexane, concn., cooling to -78°C, filtn., washing with cold pentane and drying (vac.); elem. anal.; | A 85% B n/a |
In diethyl ether addn. of acrylic acid methylester to the Co compd. in ether under Ar and stirring at room temp. for 30 min; evapn. (vac.), dissolving in ether, chromy. on Al2O3, elution with ether-hexane, concn., cooling to -78°C, filtn., washing with cold pentane and drying (vac.); elem. anal.; | A 85% B n/a |
Benzyl isocyanide
B
trimethylphosphane
Conditions | Yield |
---|---|
In benzene under Ar, stirred for a few minutes at room temp.; removal of solvent in vac., extn. (pentane), cooling to -78°C; elem. anal.; | A 85% B n/a |
The systematic name of this chemical is trimethylphosphane. With the CAS registry number 594-09-2, it is also named as phosphine, trimethyl-. The product's categories are Catalysis and Inorganic Chemistry; Phosphine Ligands; Phosphorus Compounds. It is colorless liquid with a strongly unpleasant odour, which is sensitive to air and moisture. What's more, this chemical is highly flammable, so people should keep it away from sources of ignition. When heated to decomposition it emits toxic fumes of POx. Additionally, it also be kept in a well-ventilated place.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.82; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.82; (4)ACD/LogD (pH 7.4): 0.82; (5)ACD/BCF (pH 5.5): 2.46; (6)ACD/BCF (pH 7.4): 2.46; (7)ACD/KOC (pH 5.5): 66.35; (8)ACD/KOC (pH 7.4): 66.35; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 13.59 Å2; (13)Enthalpy of Vaporization: 27.32 kJ/mol; (14)Boiling Point: 40.5 °C at 760 mmHg; (15)Vapour Pressure: 434 mmHg at 25°C.
Preparation of Trimethylphosphine: It can be obtained by using Grignard reagents: 3 CH3MgBr + P(OC6H5)3 → P(CH3)3 + 3 MgBrOC6H5. The synthesis is conducted in dibutyl ether, from which the more volatile PMe3 can be distilled.
Uses of Trimethylphosphine: It is used in the preparation of organic phosphorus compounds and frequently-used phosphine ligand. It is also a highly basic ligand that forms complexes with most metals. In addition, it can react with bromomethyl-benzene to get benzyl-trimethyl-phosphonium; bromide. This reaction needs solvent ethanol. The reaction time is 2 days. The yield is 93%.
When you are using this chemical, please be cautious about it as the following:
It is not only irritating to eyes, respiratory system and skin, but also may cause lung damage if swallowed. It also has danger of serious damage to health by prolonged exposure. Vapours may cause drowsiness and dizziness. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Take precautionary measures against static discharges. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label.
People can use the following data to convert to the molecule structure.
1. SMILES:P(C)(C)C
2. InChI:InChI=1/C3H9P/c1-4(2)3/h1-3H3
3. InChIKey:YWWDBCBWQNCYNR-UHFFFAOYAT