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115-86-6

Basic Information
CAS No.: 115-86-6
Name: Triphenyl phosphate
Article Data: 157
Molecular Structure:
Molecular Structure of 115-86-6 (Triphenyl phosphate)
Formula: C18H15O4P
Molecular Weight: 326.288
Synonyms: TPP;Triphenyl phosphate(TPP);
EINECS: 204-112-2
Density: 1.265 g/cm3
Melting Point: 47-53 °C
Boiling Point: 412.4 °C at 760 mmHg
Flash Point: 201.2 °C
Solubility: insoluble in water
Appearance: colourless crystals
Hazard Symbols: DangerousN,HarmfulXn,FlammableF
Risk Codes: 22-38-40-48/20/22-50/53-52/53-36/37/38
Safety: 36/37-61-60-24/25-22-36-26-16
Transport Information: UN 3077 9/PG 3
PSA: 54.57000
LogP: 5.33150
Synthetic route
101-02-0

triphenyl phosphite

115-86-6

phosphoric acid triphenyl ester

Conditions
ConditionsYield
With bis(2,4,6-triisopropylphenyl) telluroxide In acetonitrile at 20℃; for 0.5h;100%
With 1-methyl-3-(4-((2,4,6-triisopropylphenyl)tellanyl)benzyl)-1H-imidazol-3-ium hexafluorophosphate; Rose Bengal lactone at 15℃; for 2.5h; Reagent/catalyst; Irradiation; Ionic liquid;99%
With iodosylbenzene; Montmorillonite K10 In acetonitrile at 20℃; for 2h;93%
2524-64-3

chlorophosphoric acid diphenyl ester

108-95-2

phenol

115-86-6

phosphoric acid triphenyl ester

Conditions
ConditionsYield
With titanium(IV) tetrabutoxide; triethylamine In dichloromethane at 20℃; for 1h;99%
With titanium tetrachloride; triethylamine In tetrahydrofuran at 20℃; for 1h;98%
With molybdenum(VI) tetrachloride oxide; triethylamine In dichloromethane at 20℃; for 1h;98%
7248-72-8

O,O,O-triphenyl selenophosphate

115-86-6

phosphoric acid triphenyl ester

Conditions
ConditionsYield
With Montmorillonite K10; iodoxybenzene In acetonitrile at 20℃; for 5h;96%
838-85-7

diphenyl hydrogen phosphate

66003-76-7

Diphenyliodonium triflate

115-86-6

phosphoric acid triphenyl ester

Conditions
ConditionsYield
With triethylamine In toluene at 110℃; for 3h; Inert atmosphere;96%
139-02-6

sodium phenoxide

115-86-6

phosphoric acid triphenyl ester

Conditions
ConditionsYield
With Amberlyst A-26 chloride; trichlorophosphate In benzene for 1h; Ambient temperature;94%
With PEG-400; trichlorophosphate In chloroform; water at 30 - 45℃; for 1.5h;90%
With trichlorophosphate In dichloromethane for 2h; Heating;90%
838-85-7

diphenyl hydrogen phosphate

108-95-2

phenol

115-86-6

phosphoric acid triphenyl ester

Conditions
ConditionsYield
With tetrachloromethane; copper; sodium carbonate; triethylamine In dichloromethane at 100℃; for 12h; Sealed tube;93%
With dicyclohexyl-carbodiimide In 1,4-dioxane at 20℃; for 6h; Inert atmosphere;27%
With N,N-dimethyl-aniline; 1,1'-carbonyldiimidazole In acetonitrile at 20℃; for 12h; Inert atmosphere;11%
108-95-2

phenol

115-86-6

phosphoric acid triphenyl ester

Conditions
ConditionsYield
With phosphorus pentachloride In methanol; dichloromethane92%
With trichlorophosphate; aluminium trichloride In water; toluene91%
With sodium hydroxide; trichlorophosphate for 2h; Esterification; Microwave irradiation;90%
26386-88-9

diphenyl phosphoryl azide

108-95-2

phenol

115-86-6

phosphoric acid triphenyl ester

Conditions
ConditionsYield
With sodium carbonate; zinc(II) acetylacetonate In 1,4-dioxane at 60℃; for 24h; Inert atmosphere;92%
101-02-0

triphenyl phosphite

121-45-9

phosphorous acid trimethyl ester

A

115-86-6

phosphoric acid triphenyl ester

B

18351-42-3

dimethyl phenylphosphonite

C

7526-26-3

diphenyl methylphosphonate

D

108-95-2

phenol

Conditions
ConditionsYield
Stage #1: triphenyl phosphite; methyl iodide at 20 - 240℃;
Stage #2: phosphorous acid trimethyl ester at 210 - 260℃; for 4h; Product distribution / selectivity;
A n/a
B n/a
C 91.8%
D n/a
101-02-0

triphenyl phosphite

3156-70-5

1-Nitropropen

A

115-86-6

phosphoric acid triphenyl ester

B

81913-76-0

diphenyl (1-cyanoethyl)phosphonate

Conditions
ConditionsYield
for 48h; Ambient temperature;A 81%
B 80%
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    Product Name: Triphenyl phosphate CAS: 115-86-6 MF: C18H15O4P MW: 326.28 EINECS: 204-112-2 Mol File: 115-86-6.mol Triphenyl phosphate Structure Triphenyl phosphate Chemical Properties Melting point 48-50 °C (lit.) Boiling

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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

OSHA PEL: TWA 3 mg/m3
ACGIH TLV: TWA 3 mg/m3; Not Classifiable as a Human Carcinogen

Analytical Methods

For occupational chemical analysis use NIOSH: Triphenyl Phosphate, S210.

Specification

The IUPAC name of Triphenyl phosphate is triphenyl phosphate. With the CAS registry number 115-86-6, it is also named as Phosphoric acid, triphenyl ester. The product's categories are Flame retardants; Functional Materials; Phosphates (Plasticizer); Plasticizer; Aromatics EPA; Method 507 Volatiles/ Semivolatiles; 500 Series Drinking Water Methods; Alpha Sort; Analytical Standards; Chemical Class; TP - TZ; T-Z Alphabetic; Organic Building Blocks; Organic Phosphates/Phosphites; Phosphorus Compounds; AromaticsVolatiles/ Semivolatiles, and the other registry number is 402955-02-6. Besides, it is colourless crystals, which should be stored in closed containers in a cool, ventilated warehouse. In addition, its molecular formula is C18H15O4P and molecular weight is 326.29.

The other characteristics of this product can be summarized as: (1)EINECS: 204-112-2; (2)ACD/LogP: 4.10; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 4.1; (5)ACD/LogD (pH 7.4): 4.1; (6)ACD/BCF (pH 5.5): 765.08; (7)ACD/BCF (pH 7.4): 765.08; (8)ACD/KOC (pH 5.5): 4034.21; (9)ACD/KOC (pH 7.4): 4034.21; (10)#H bond acceptors: 4; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 6; (13)Index of Refraction: 1.595; (14)Molar Refractivity: 87.67 cm3; (15)Molar Volume: 257.8 cm3; (16)Surface Tension: 48.4 dyne/cm; (17)Density: 1.265 g/cm3; (18)Flash Point: 201.2 °C; (19)Melting point: 47-53 °C; (20)Enthalpy of Vaporization: 63.92 kJ/mol; (21)Boiling Point: 412.4 °C at 760 mmHg; (22)Vapour Pressure: 1.24E-06 mmHg at 25 °C.

Preparation of Triphenyl phosphate: this chemical can be prepared by the reaction of Phosphorus oxychloride and Phenol in the presence of a base:
POCl3 + 3 HOC6H5 → OP(OC6H5)3 + 3 HCl

Uses of Triphenyl phosphate: this chemical is used as a plasticizer and a fire retardant. It can also used as stationary liquid in gas chromatogram. Additionally, it can react with Chloro-trimethyl-silane to get Trimethyl-phenyl-silane.



This reaction needs Li powder, DTBB and Tetrahydrofuran at temperature of -30 °C for 15 min. The yield is 87 %.

When you are using this chemical, please be cautious about it as the following: it is danger of serious damage to health by prolonged exposure if swallowed and by inhalation. Please keep away from sources of ignition, and do not breathe dust. It is also irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing and gloves to avoid contact with skin and eyes. Moreover, limited evidence of a carcinogenic effect. It is very toxic and harmful to aquatic organisms that may cause long-term adverse effects in the aquatic environment. Additionally, this material and its container must be disposed of as hazardous waste. Please avoid release to the environment, and refer to special instructions / safety data sheets.

People can use the following data to convert to the molecule structure.
(1)SMILES: O=P(Oc1ccccc1)(Oc2ccccc2)Oc3ccccc3
(2)InChI: InChI=1/C18H15O4P/c19-23(20-16-10-4-1-5-11-16,21-17-12-6-2-7-13-17)22-18-14-8-3-9-15-18/h1-15H
(3)InChIKey: XZZNDPSIHUTMOC-UHFFFAOYAB

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD intraperitoneal > 400mg/kg (400mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE WEAKNESS
Archives of Environmental Health. Vol. 1, Pg. 33, 1960.
cat LDLo oral 2gm/kg (2000mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: TREMOR

BEHAVIORAL: MUSCLE WEAKNESS
Arzneimittel-Forschung. Drug Research. Vol. 7, Pg. 585, 1957.
cat LDLo subcutaneous 300mg/kg (300mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: TREMOR
National Institutes of Health, Bulletin. Vol. 160, Pg. 1, 1932.
chicken LDLo oral 5gm/kg (5000mg/kg) SPINAL CORD: OTHER DEGENERATIVE CHANGES National Technical Information Service. Vol. OTS0539872,
guinea pig LD oral > 4gm/kg (4000mg/kg)   Archives of Environmental Health. Vol. 1, Pg. 33, 1960.
guinea pig LD subcutaneous > 3gm/kg (3000mg/kg)   Archives of Environmental Health. Vol. 1, Pg. 33, 1960.
guinea pig LD50 skin > 4gm/kg (4000mg/kg)   Kodak Company Reports. Vol. 21MAY1971,
mammal (species unspecified) LC50 inhalation 4200mg/m3 (4200mg/m3) SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 39(8), Pg. 98, 1974.
monkey LDLo subcutaneous 500mg/kg (500mg/kg)   The Threshold Limit Values Vol. 4, Pg. 420, 1980.
mouse LD subcutaneous > 3gm/kg (3000mg/kg)   Archives of Environmental Health. Vol. 1, Pg. 33, 1960.
mouse LD50 intraperitoneal 1273mg/kg (1273mg/kg)   Agricultural and Biological Chemistry. Vol. 31, Pg. 1288, 1967.
mouse LD50 oral 1320mg/kg (1320mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 39(8), Pg. 98, 1974.
rabbit LD intramuscular > 1gm/kg (1000mg/kg)   National Institutes of Health, Bulletin. Vol. 160, Pg. 1, 1932.
rabbit LD50 skin > 7900mg/kg (7900mg/kg)   Toxicology and Applied Pharmacology. Vol. 41, Pg. 291, 1977.
rabbit LDLo oral 3gm/kg (3000mg/kg)   Archives of Environmental Health. Vol. 1, Pg. 33, 1960.
rabbit LDLo subcutaneous 1gm/kg (1000mg/kg)   Archives of Environmental Health. Vol. 1, Pg. 33, 1960.
rat LD intraperitoneal > 5gm/kg (5000mg/kg) GASTROINTESTINAL: OTHER CHANGES

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
National Technical Information Service. Vol. OTS0535042,
rat LD subcutaneous > 3gm/kg (3000mg/kg)   Archives of Environmental Health. Vol. 1, Pg. 33, 1960.
rat LD50 oral 3500mg/kg (3500mg/kg) BEHAVIORAL: TREMOR

BEHAVIORAL: ATAXIA

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Arzneimittel-Forschung. Drug Research. Vol. 7, Pg. 585, 1957.