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Diphenyl chlorophosphate

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Name

Diphenyl chlorophosphate

EINECS 219-759-6
CAS No. 2524-64-3 Density 1.337 g/cm3
PSA 45.34000 LogP 4.49130
Solubility MAY DECOMPOSE Melting Point 314-316oC
Formula C12H10ClO3P Boiling Point 363.5 °C at 760 mmHg
Molecular Weight 268.636 Flash Point 256.2 °C
Transport Information UN 3265 8/PG 2 Appearance clear colourless to light yellow liquid
Safety 26-36/37/39-45-7-24/25-23 Risk Codes 34-37
Molecular Structure Molecular Structure of 2524-64-3 (Diphenyl chlorophosphate) Hazard Symbols CorrosiveC
Synonyms

Phenylphosphorochloridite (6CI,7CI);Chlorodiphenoxyphosphine oxide;Chlorophosphonicacid diphenyl ester;DPC (flame retardant);Diphenoxychlorophosphineoxide;Diphenyl chlorophosphate;Diphenyl chlorophosphonate;Diphenylphosphochloridate;Diphenyl phosphorochlorate;Diphenyl phosphorochloridate;Diphenylphosphoric acid monochloride;Diphenylphosphoryl chloride;NSC 43771;O,O-Diphenyl chlorophosphate;Phenyl phosphorochloridate ((PhO)2ClPO);Phosphoric acid chloride diphenyl ester;

Article Data 60

Diphenyl chlorophosphate Synthetic route

4712-55-4

diphenyl hydrogen phosphite

2524-64-3

chlorophosphoric acid diphenyl ester

Conditions
ConditionsYield
With trichloroisocyanuric acid In acetonitrile at 20℃;96%
With 1,3-dichloro-5,5-dimethylhydantoin In tetrachloromethane; acetonitrile at 20℃; for 0.5h;96%
With N,N'-dichlorobis(2,4,6-trichlorodiphenyl)urea In acetonitrile at 20 - 25℃; for 0.5h;96%
phosphoryl chloride (POCl3)

phosphoryl chloride (POCl3)

127-19-5

N,N-dimethyl acetamide

108-95-2

phenol

2524-64-3

chlorophosphoric acid diphenyl ester

Conditions
ConditionsYield
With trichlorophosphate96%
838-85-7

diphenyl hydrogen phosphate

2524-64-3

chlorophosphoric acid diphenyl ester

Conditions
ConditionsYield
With bis(trichloromethyl) carbonate In dichloromethane; N,N-dimethyl-formamide at 10℃; for 3h;90.3%
With 1-chloro-1-(dimethylamino)-2-methyl-1-propene In 1,1,2,2-tetrachloroethane at 120℃; for 0.0833333h;57 % Spectr.
108-95-2

phenol

2524-64-3

chlorophosphoric acid diphenyl ester

Conditions
ConditionsYield
With triphenylphosphine; Triphenylphosphine oxide; trichlorophosphate at 140℃; for 4h; Large scale;88.6%
With calcium chloride; trichlorophosphate 150 -> 210 deg C 3 h;64%
With trichlorophosphate at 180℃; for 2h;40%
3279-55-8

sodium diphenyl phosphate

2524-64-3

chlorophosphoric acid diphenyl ester

Conditions
ConditionsYield
With bis(trichloromethyl) carbonate In dichloromethane; N,N-dimethyl-formamide at 10℃; for 5h;87.8%
10448-49-4

tetraphenyl pyrophosphate

2524-64-3

chlorophosphoric acid diphenyl ester

Conditions
ConditionsYield
With NO2BS-Cl In pyridine for 2h;75%
With phosgene; tetrabutyl-ammonium chloride In dichloromethane at 20℃; for 200h; Yield given;
With phosgene; tetrabutyl-ammonium chloride In dichloromethane at 20℃; for 200h; Product distribution; var. solvents, var. times;
5382-00-3

Diphenyl phosphorochloridite

75-07-0

acetaldehyde

A

122600-67-3

Diphenyl <1-(1-Chloroethoxy)ethyl>phosphonate

B

2524-64-3

chlorophosphoric acid diphenyl ester

Conditions
ConditionsYield
Ambient temperature;A 60.6%
B n/a
5721-63-1

4-chloro-2-(α,α-dichlorobenzyl)phenyldiphenyl phosphate

A

16611-67-9

(2,5-dichlorophenyl)(phenyl)methanone

B

2524-64-3

chlorophosphoric acid diphenyl ester

Conditions
ConditionsYield
at 245℃; for 2h;A 46%
B n/a
5382-00-3

Diphenyl phosphorochloridite

100-52-7

benzaldehyde

A

122600-66-2

Diphenyl <α-(α-Chlorobenzyloxy)benzyl>phosphonate

B

2524-64-3

chlorophosphoric acid diphenyl ester

Conditions
ConditionsYield
for 120h; Ambient temperature;A 40%
B 10.3%
101-02-0

triphenyl phosphite

A

3426-89-9

phenyl phosphorodichloridite

B

2524-64-3

chlorophosphoric acid diphenyl ester

Conditions
ConditionsYield
With phosphorus trichloride at 150℃; im Rohr;

Diphenyl chlorophosphate Standards and Recommendations

diphenyl chlorophosphate's Risk Statements:
37:Irritating to the respiratory system
34:Causes burns 
diphenyl chlorophosphate's Safety Statements:
26:In case of contact with eyes, rinse immediately with plenty of WATER and seek medical advice
36/37/39:Wear suitable protective clothing, gloves and eye/face protection 
Hazard Codes:C
RIDADR:UN 3265 8/PG 2
WGK Germany:3
HazardClass:8
PackingGroup:III

Diphenyl chlorophosphate Specification

The Diphenyl chlorophosphate, with the CAS registry number 2524-64-3, is also known as Chlorodiphenoxyphosphine oxide. It belongs to the product categories of Pharmaceutical Intermediates; Phosphorus compounds; Biochemistry; Nucleosides, Nucleotides & Related Reagents; Phosphorylating and Phosphorothioating Agents; Phosphorylation; Protecting Agents, Phosphorylating Agents & Condensing Agents; Synthetic Organic Chemistry. Its EINECS registry number is 219-759-6. This chemical's molecular formula is C12H10ClO3P and molecular weight is 268.63. What's more, its IUPAC name is called [Chloro(phenoxy)phosphoryl]oxybenzene. This chemical can be prepared by Phosphorus oxychloride with Phenol at temperature of 180 °C.

Physical properties about Diphenyl chlorophosphate are: (1)ACD/LogP: 3.66; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.66; (4)ACD/LogD (pH 7.4): 3.66; (5)ACD/BCF (pH 5.5): 353.14; (6)ACD/BCF (pH 7.4): 353.14; (7)ACD/KOC (pH 5.5): 2319.65; (8)ACD/KOC (pH 7.4): 2319.65; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 45.34 Å2; (13)Index of Refraction: 1.573; (14)Molar Refractivity: 66.27 cm3; (15)Molar Volume: 200.8 cm3; (16)Surface Tension: 47.2 dyne/cm; (17)Density: 1.337 g/cm3; (18)Flash Point: 256.2 °C; (19)Enthalpy of Vaporization: 58.56 kJ/mol; (20)Boiling Point: 363.5 °C at 760 mmHg; (21)Vapour Pressure: 3.75E-05 mmHg at 25 °C.

Uses of Diphenyl chlorophosphate: it is used to produce other chemicals. For example, it can react with Cyclohexylamine to get Cyclohexyl-amidophosphoric acid diphenyl ester. The reaction occurs with reagent H2O and solvent acetonitrile at temperature of 25 °C. The yield is 97 %.

Diphenyl chlorophosphate can react with Cyclohexylamine to get Cyclohexyl-amidophosphoric acid diphenyl ester.

When you are dealing with this chemical, you should be very careful. This chemical may destroy living tissue on contact and may cause burns. It is irritating to respiratory system. Therefore, you should keep container tightly closed and can not breathe the gas/fumes/vapour/spray. You should avoid contacting with skin and eyes and wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes, you must rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: ClP(=O)(Oc1ccccc1)Oc2ccccc2
(2) InChI: InChI=1S/C12H10ClO3P/c13-17(14,15-11-7-3-1-4-8-11)16-12-9-5-2-6-10-12/h1-10H
(3) InChIKey: BHIIGRBMZRSDRI-UHFFFAOYSA-N

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