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CAS No.: | 1079-66-9 |
---|---|
Name: | Chlorodiphenylphosphine |
Article Data: | 87 |
Molecular Structure: | |
Formula: | C12H10ClP |
Molecular Weight: | 220.638 |
Synonyms: | Phosphinouschloride, diphenyl- (6CI,8CI,9CI);Chlorodiphenylphosphine;Diphenylchlorophosphine;Diphenylphosphine chloride;Diphenylphosphinouschloride;Diphenylphosphorus chloride;NSC 60407;Phosphine, chlorodiphenyl-; |
EINECS: | 214-093-2 |
Density: | 1.229 g/mL at 25 °C(lit.) |
Melting Point: | 14-16 °C |
Boiling Point: | 319.998 °C at 760 mmHg |
Flash Point: | 147.33 °C |
Solubility: | reacts violently with water |
Appearance: | Colorless to light yellow liquid |
Hazard Symbols: | C |
Risk Codes: | 14-34-29-36 |
Safety: | 26-36/37/39-45-8-30-25-27 |
Transport Information: | UN 3265 8/PG 2 |
PSA: | 13.59000 |
LogP: | 3.27310 |
Conditions | Yield |
---|---|
With acetyl chloride In tetrahydrofuran at 100℃; for 12h; Temperature; Reagent/catalyst; Inert atmosphere; Sealed tube; | 99% |
With acetyl chloride In tetrahydrofuran at 25℃; Solvent; Temperature; Reagent/catalyst; Inert atmosphere; | 93% |
With phosphorus trichloride In toluene at 20℃; for 1h; Inert atmosphere; |
Conditions | Yield |
---|---|
With zinc trifluoromethanesulfonate; phosphorus trichloride In tetrachloromethane at 0 - 60℃; for 12h; | 93% |
With chlorine Destillation des entstandenen Triphenylphosphindichlorids; |
Conditions | Yield |
---|---|
at 350℃; for 5h; | 85% |
2-chloro-2,2-diphenyl-3,5-bis(1,1,2,2-tetrafluoroethyl)-1,4,2-dioxaphospholane
A
2,2,3,3-tetrafluoropropionaldehyde
B
chloro-diphenylphosphine
Conditions | Yield |
---|---|
under 0.06 Torr; Heating; | A 55.5% B 80% |
2-chloro-3,5-bis(1,1,2,2,3,3,4,4-octafluorobutyl)-2,2-diphenyl-1,4,2-dioxaphospholane
A
2,2,3,3,4,4,5,5-octafluorovaleraldehyde
B
chloro-diphenylphosphine
Conditions | Yield |
---|---|
under 0.06 Torr; Heating; | A 45.7% B 75% |
under 0.06 Torr; Heating; | A 45.7% B 75% |
[Pd(BIMIONAP)Cl2]
B
chloro-diphenylphosphine
Conditions | Yield |
---|---|
With tetraethylammonium chloride In acetonitrile at 50℃; for 3h; Inert atmosphere; | A 62% B n/a |
chloro-trimethyl-silane
ethyl diphenylthiophosphinite
benzaldehyde
A
Hexamethyldisiloxane
B
chloro-diphenylphosphine
Conditions | Yield |
---|---|
at 200℃; for 2h; | A 57% B n/a C 30% |
chloro-diphenylphosphine
Conditions | Yield |
---|---|
With aluminium trichloride; phosphorus trichloride at 140 - 150℃; for 5h; | 52% |
Conditions | Yield |
---|---|
With aluminium trichloride; phosphorus trichloride for 15h; Heating; | 52% |
Stage #1: benzene With aluminum (III) chloride; phosphorus trichloride at 140 - 150℃; for 8.8h; Stage #2: With α-picoline at 25 - 40℃; | 47.5% |
Stage #1: benzene With aluminum (III) chloride; trichlorophosphate at 60℃; for 2h; Inert atmosphere; Stage #2: at 116 - 120℃; under 1275.13 - 1350.14 Torr; for 5h; Temperature; Autoclave; |
α-ethylthio-β,β,β-trichloroethyl diphenylphosphonite
A
α,β,β,β-tetrachloroethyl ethyl sulfide
B
β,β-dichlorovinyl diphenyl phosphonate
C
ethyl diphenylthiophosphinite
D
chloro-diphenylphosphine
Conditions | Yield |
---|---|
Product distribution; Heating; thermal decomposition; | A 41.6% B 33.3% C 42.2% D 38.7% |
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The Chlorodiphenylphosphine, with the CAS registry number 1079-66-9, is also known as Phosphine, chlorodiphenyl-. It belongs to the product categories of Pharmaceutical Intermediates; Chlorophosphines; Phosphines; Ligand; Organophosphine halide. Its EINECS number is 214-093-2. This chemical's molecular formula is C12H10ClP and molecular weight is 220.64. What's more, its systematic name is Diphenylphosphinous chloride. It is a colourless oily liquid with a pungent odor that is often described as being garlic-like and detectable even in the ppb range. It is useful reagent for introducing the Ph2P group into molecules, which includes many ligands. This product is used in the synthesis of various phosphines. This chemical is stable at common pressure and temperature, and it should be sealed and stored in containers with dry inert gas which are placed in a cool and dry place. Moreover, it should be protected from oxides, water, alcohol and reactive metal.
Physical properties of Chlorodiphenylphosphine are: (1)ACD/LogP: 3.601; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.60; (4)ACD/LogD (pH 7.4): 3.60; (5)ACD/BCF (pH 5.5): 321.32; (6)ACD/BCF (pH 7.4): 321.32; (7)ACD/KOC (pH 5.5): 2168.05; (8)ACD/KOC (pH 7.4): 2168.05; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 13.59 Å2; (13)Flash Point: 147.33 °C; (14)Enthalpy of Vaporization: 53.928 kJ/mol; (15)Boiling Point: 319.998 °C at 760 mmHg ; (16)Vapour Pressure: 0.001 mmHg at 25°C.
Preparation of Chlorodiphenylphosphine: this chemical can be prepared by diphenylphosphinous acid chloride at the temperature of 350 °C. This reaction time is 5 hours. The yield is about 85%.
Uses of Chlorodiphenylphosphine: it can be used to produce diphenylphosphinous acid methyl ester. It will need reagent triethylamine and solvent diethyl ether with the reaction time of 3 hours. The yield is about 82%.
When you are using this chemical, please be cautious about it as the following:
This chemical can cause buins, and it will react violently with water. When contact with water, it will liberate toxic gas. You must keep the container dry and never add water to this product. This product is irritating to eyes. You should avoid contact with eyes. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need wear suitable protective clothing, gloves and eye/face protection. You should take off immediately all contaminated clothing. In case of accident or if you feel unwell, you need to seek medical advice immediately (show the label where possible).
You can still convert the following datas into molecular structure:
(1)SMILES: ClP(c1ccccc1)c2ccccc2
(2)Std. InChI: InChI=1S/C12H10ClP/c13-14(11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H
(3)Std. InChIKey: XGRJZXREYAXTGV-UHFFFAOYSA-N