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CAS No.: | 1499-21-4 |
---|---|
Name: | Diphenylphosphinyl chloride |
Article Data: | 72 |
Molecular Structure: | |
Formula: | C12H10ClOP |
Molecular Weight: | 236.638 |
Synonyms: | Phosphinicchloride, diphenyl- (6CI,7CI,8CI,9CI);Chlorodiphenylphosphine oxide;Diphenylphosphorus oxychloride;NSC175848; |
EINECS: | 216-107-2 |
Density: | 1.25 g/cm3 |
Melting Point: | 20 °C |
Boiling Point: | 369.2 °C at 760 mmHg |
Flash Point: | 177.1 °C |
Solubility: | Decomposes in water |
Appearance: | clear colorless to yellow liquid |
Hazard Symbols: | C,F |
Risk Codes: | 10-34 |
Safety: | 16-26-36/37/39-45 |
Transport Information: | UN 2920 8/PG 2 |
PSA: | 26.88000 |
LogP: | 3.15430 |
Conditions | Yield |
---|---|
With thionyl chloride In toluene for 2h; Heating; | 100% |
With phosphorus pentachloride | |
With thionyl chloride for 2h; Heating; |
Conditions | Yield |
---|---|
With ozone In dichloromethane at -80℃; | 99% |
With sulfur dioxide; chlorine | 88% |
80.3% |
Conditions | Yield |
---|---|
With oxygen In toluene for 4h; | 93% |
methyl (2R)-2-[(diphenylphosphoryl)(methyl)amino]-2-phenylethanoate
B
Diphenylphosphinic chloride
Conditions | Yield |
---|---|
Stage #1: methyl (2R)-2-[(diphenylphosphoryl)(methyl)amino]-2-phenylethanoate With hydrogenchloride; water In methanol for 0.5h; Stage #2: With sodium hydrogencarbonate In methanol; water | A 90% B n/a |
Conditions | Yield |
---|---|
With dibutyl hydrogen phosphite | 65% |
Conditions | Yield |
---|---|
for 50h; Ambient temperature; | 42% |
diphenylthiophosphinic acid
Diphenylphosphinic chloride
Conditions | Yield |
---|---|
With chlorine |
Dichlorophenylphosphine
diphenylmercury(II)
A
chloro-diphenylphosphine
B
Diphenylphosphinic chloride
Conditions | Yield |
---|---|
at 230 - 240℃; | |
at 230 - 240℃; |
Conditions | Yield |
---|---|
With thionyl chloride | |
With tetrachloromethane; triethylamine In chloroform at 5℃; | |
Multi-step reaction with 2 steps 1: dihydrogen peroxide; sodium hydroxide / water / 1 h / 90 - 100 °C 2: thionyl chloride / toluene / 3 h / 80 °C View Scheme |
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The IUPAC name of Diphenylphosphinic chloride is [chloro(phenyl)phosphoryl]benzene. With the CAS registry number 1499-21-4 and EINECS 216-107-2, it is also named as Phosphinic chloride, P,P-diphenyl-. The product's categories are Pharmaceutical Intermediates; Phosphorus Compounds; Biochemistry; Coupling Reactions (Peptide Synthesis); Peptide Synthesis; Protection & Derivatization Reagents (for Synthesis); Reagents for Oligosaccharide Synthesis; Synthetic Organic Chemistry. It is clear colorless to yellow liquid which is used in pesticide synthesis and as fire retardant. Additionally, this chemical should be stored at the temperature of 2-8 °C.
The other characteristics of this product can be summarized as: (1)ACD/LogP: 2.75; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.75; (4)ACD/LogD (pH 7.4): 2.75; (5)ACD/BCF (pH 5.5): 72.67; (6)ACD/BCF (pH 7.4): 72.67; (7)ACD/KOC (pH 5.5): 748.09; (8)ACD/KOC (pH 7.4): 748.09; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 26.88 Å2; (13)Index of Refraction: 1.585; (14)Molar Refractivity: 63.03 cm3; (15)Molar Volume: 187.9 cm3; (16)Polarizability: 24.98×10-24 cm3; (17)Surface Tension: 45.2 dyne/cm; (18)Density: 1.25 g/cm3; (19)Flash Point: 177.1 °C; (20)Enthalpy of Vaporization: 59.17 kJ/mol; (21)Boiling Point: 369.2 °C at 760 mmHg; (22)Vapour Pressure: 2.57E-05 mmHg at 25°C.
Preparation of Diphenylphosphinic chloride: It can be obtained by diphenylphosphinous acid chloride and propan-2-one. This reaction reacts at ambient temperature for 50 hours. The yield is 42%.
Uses of Diphenylphosphinic chloride: It can react with 1-methyl-piperazine to get N-(diphenylphosphinyl)-N'-methylpiperazine. This reaction needs solvent CH2Cl2 at temperature of 0 °C. The reaction time is 10 min. The yield is 95%.
When you are using this chemical, please be cautious about it as the following:
It is flammable and can cause burns, so people should keep away from sources of ignition. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
People can use the following data to convert to the molecule structure.
1. SMILES:ClP(=O)(c1ccccc1)c2ccccc2
2. InChI:InChI=1/C12H10ClOP/c13-15(14,11-7-3-1-4-8-11)12-9-5-2-6-10-12/h1-10H
3. InChIKey:QPQGTZMAQRXCJW-UHFFFAOYAH