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770-12-7

Basic Information
CAS No.: 770-12-7
Name: Phenyl dichlorophosphate
Article Data: 84
Cas Database
Molecular Structure:
Molecular Structure of 770-12-7 (Phenyl dichlorophosphate)
Formula: C6H5Cl2O2P
Molecular Weight: 210.984
Synonyms: Phenylphosphorodichloridate (6CI);Dichlorophenoxyphosphineoxide;NSC 44412;Phenoxydichlorophosphine oxide;Phenoxyphosphoryl dichloride;Phosphorodichloridic acid, phenyl ester;Phenylphosphoricdichloride;
EINECS: 212-220-6
Density: 1.466 g/cm3
Melting Point: -1 °C
Boiling Point: 242 °C at 760 mmHg
Flash Point: 99.1 °C
Solubility: Decomposes
Appearance: colorless transparent liquid
Hazard Symbols: CorrosiveC
Risk Codes: 34
Safety: 26-36/37/39-45
Transport Information: UN 3265 8/PG 2
PSA: 36.11000
LogP: 3.65110
Synthetic route
3426-89-9

phenyl phosphorodichloridite

770-12-7

O-phenyl phosphorodichloridate

Conditions
ConditionsYield
With ozone In dichloromethane at 0℃;99%
108-95-2

phenol

770-12-7

O-phenyl phosphorodichloridate

Conditions
ConditionsYield
With triethylamine; trichlorophosphate In tert-butyl methyl ether at -55 - 20℃; for 4h;98%
With magnesium chloride; trichlorophosphate at 80 - 95℃; for 5h; Large scale;91.5%
With triethylamine; trichlorophosphate In diethyl ether at -78 - 20℃; Inert atmosphere;85%
139-02-6

sodium phenoxide

770-12-7

O-phenyl phosphorodichloridate

Conditions
ConditionsYield
With tetrabutylammomium bromide; trichlorophosphate In toluene for 1h;90%
19579-04-5

tetrachlorophenoxyphosphorane

109-92-2

ethyl vinyl ether

A

770-12-7

O-phenyl phosphorodichloridate

B

phenyl (2-ethoxyvinyl)-phosphonochloridate

Conditions
ConditionsYield
With sulfur dioxide In benzene at 0 - 5℃;A 32.5%
B 67.1%
108-95-2

phenol

A

115-86-6

phosphoric acid triphenyl ester

B

770-12-7

O-phenyl phosphorodichloridate

C

2524-64-3

chlorophosphoric acid diphenyl ester

Conditions
ConditionsYield
With magnesium chloride; trichlorophosphate In xylene at 90 - 110℃; Kinetics; Product distribution; Rate constant;
With trichlorophosphate at 102 - 240℃;
phenyl sulfate potassium

phenyl sulfate potassium

770-12-7

O-phenyl phosphorodichloridate

Conditions
ConditionsYield
With phosphorus pentachloride
phosphoric acid phenyl ester tetrachloride

phosphoric acid phenyl ester tetrachloride

770-12-7

O-phenyl phosphorodichloridate

Conditions
ConditionsYield
With sulfur dioxide
108-95-2

phenol

phosphorous oxychloride

phosphorous oxychloride

770-12-7

O-phenyl phosphorodichloridate

Conditions
ConditionsYield
With triethylamine In diethyl ether at 0℃; for 0.5h; Yield given;
108-95-2

phenol

A

770-12-7

O-phenyl phosphorodichloridate

B

phosphoric acid diphenyl ester chloride , triphenyl phosphate

phosphoric acid diphenyl ester chloride , triphenyl phosphate

Conditions
ConditionsYield
With trichlorophosphate
7719-12-2, 52843-90-0

phosphorus trichloride

108-95-2

phenol

A

770-12-7

O-phenyl phosphorodichloridate

B

2524-64-3

chlorophosphoric acid diphenyl ester

Conditions
ConditionsYield
at 140℃;
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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The Phosphorodichloridic acid, phenyl ester, with its CAS registry number 770-12-7, has the IUPAC name of dichlorophosphoryloxybenzene. For being a kind of clear colourless to very slightly brown liquid, it is sensitive to moisture.

The physical properties of this chemical are as below: (1)ACD/LogP: 2.46; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.46; (4)ACD/LogD (pH 7.4): 2.46; (5)ACD/BCF (pH 5.5): 43.54; (6)ACD/BCF (pH 7.4): 43.54; (7)ACD/KOC (pH 5.5): 518.47; (8)ACD/KOC (pH 7.4): 518.47; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 36.11; (13)Index of Refraction: 1.536; (14)Molar Refractivity: 44.87 cm3; (15)Molar Volume: 143.8 cm3; (16)Polarizability: 17.78×10-24 cm3; (17)Surface Tension: 45.2 dyne/cm; (18)Density: 1.466 g/cm3; (19)Flash Point: 99.1 °C; (20)Enthalpy of Vaporization: 45.96 kJ/mol; (21)Boiling Point: 242 °C at 760 mmHg; (22)Vapour Pressure: 0.0541 mmHg at 25°C; (23)Exact Mass: 209.940421; (24)MonoIsotopic Mass: 209.940421; (25)Topological Polar Surface Area: 26.3; (26)Heavy Atom Count: 11; (27)Complexity: 162.

Use of this chemical: Phosphorodichloridic acid could react with 4-methyl-aniline to produce phosphoric acid-chloride phenyl ester-p-toluidide. This reaction happens in the presence of the reagent of diethyl ether.

Production method of this chemical: phenol could react to produce phosphorodichloridic acid. This reaction happens in the presence of POCl3, with its yield of 70.1 %.


 
As to its usage, it is widely applied in many ways. It could be used as the catalytic agent in the synthesis of Emamectin benzoate; It could also be used to prepare phosphodiesterase and then it is usually applied as the coupling agent of sulfinic acid, alcohol, ammonia and triol. 

When you are dealing with this chemical, you should be very careful. For being a kind of corrosive chemical, it is irritating to respiratory system and may destroy living tissue on contact. And it could causes burns. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. If in case of contact with eyes, rinse immediately with plenty of water and seek medical advice and if in case of accident or if you feel unwell seek medical advice immediately (show the label where possible). 

In addition, you could convert the following datas into the molecular structure:
(1)Canonical SMILES: C1=CC=C(C=C1)OP(=O)(Cl)Cl
(2)InChI: InChI=1S/C6H5Cl2O2P/c7-11(8,9)10-6-4-2-1-3-5-6/h1-5H
(3)InChIKey: TXFOLHZMICYNRM-UHFFFAOYSA-N 

Below are the toxicity information of this chemical:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mammal (species unspecified) LD50 oral 850mg/kg (850mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 39(4), Pg. 86, 1974.