Conditions | Yield |
---|---|
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% |
chlorophosphoric acid diphenyl ester
phenol
phosphoric acid triphenyl ester
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With Montmorillonite K10; iodoxybenzene In acetonitrile at 20℃; for 5h; | 96% |
diphenyl hydrogen phosphate
Diphenyliodonium triflate
phosphoric acid triphenyl ester
Conditions | Yield |
---|---|
With triethylamine In toluene at 110℃; for 3h; Inert atmosphere; | 96% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
With phosphorus pentachloride In methanol; dichloromethane | 92% |
With trichlorophosphate; aluminium trichloride In water; toluene | 91% |
With sodium hydroxide; trichlorophosphate for 2h; Esterification; Microwave irradiation; | 90% |
Conditions | Yield |
---|---|
With sodium carbonate; zinc(II) acetylacetonate In 1,4-dioxane at 60℃; for 24h; Inert atmosphere; | 92% |
triphenyl phosphite
phosphorous acid trimethyl ester
A
phosphoric acid triphenyl ester
B
dimethyl phenylphosphonite
C
diphenyl methylphosphonate
D
phenol
Conditions | Yield |
---|---|
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 |
triphenyl phosphite
1-Nitropropen
A
phosphoric acid triphenyl ester
B
diphenyl (1-cyanoethyl)phosphonate
Conditions | Yield |
---|---|
for 48h; Ambient temperature; | A 81% B 80% |
pentaphenoxyphosphorane
phosphoric acid triphenyl ester
Conditions | Yield |
---|---|
In acetonitrile Reduction; Electrochemical reaction; Pt electrode; | 80% |
4-Phenylphenol
phenol
A
phosphoric acid triphenyl ester
B
biphenyl-4-yl diphenyl phosphate
C
bis(para-biphenyl)phenyl phosphate
Conditions | Yield |
---|---|
Stage #1: 4-Phenylphenol With magnesium chloride; trichlorophosphate at 0℃; for 2h; Inert atmosphere; Stage #2: phenol at 25℃; Temperature; | A 5.2% B 79% C 14.8% |
Stage #1: 4-Phenylphenol With manganese(ll) chloride; trichlorophosphate In dichloromethane at 0℃; for 2h; Inert atmosphere; Industry scale; Stage #2: phenol In dichloromethane at 0 - 25℃; Product distribution / selectivity; Inert atmosphere; Industry scale; | A 20.9 %Chromat. B 67 %Chromat. C 10 %Chromat. |
Conditions | Yield |
---|---|
With pyridine In acetonitrile at 50℃; electrosynthesis; | A 78% B 20% |
Conditions | Yield |
---|---|
With iodosylbenzene; Montmorillonite K10 In acetonitrile at 20℃; for 3h; | 72% |
With ozone In dichloromethane at -75℃; | 54% |
With 3-methylpyridazine-2-oxide In dichloromethane for 5h; Irradiation; | 32% |
With pyridine; trifluoroacetic anhydride for 48h; | 10% |
With 3-chloro-benzenecarboperoxoic acid at -5℃; Yield given; |
diphenyl hydrogen phosphate
phenylboronic acid
phosphoric acid triphenyl ester
Conditions | Yield |
---|---|
With oxygen; urea; copper(I) bromide In acetonitrile at 80℃; for 12h; Molecular sieve; Schlenk technique; | 65% |
chlorophosphoric acid diphenyl ester
methyl iodide
A
phosphoric acid triphenyl ester
B
diphenyl methylphosphonate
Conditions | Yield |
---|---|
Stage #1: chlorophosphoric acid diphenyl ester With potassium naphthalenide In tetrahydrofuran at -78℃; for 0.25h; Stage #2: methyl iodide In tetrahydrofuran | A 10% B 62% |
[1,3]-dioxolan-2-one
chlorophosphoric acid diphenyl ester
A
bis(2-chloroethyl) phenyl phosphate
B
phosphoric acid triphenyl ester
C
2-chloroethyl diphenyl phosphate
Conditions | Yield |
---|---|
With guanidine hydrogen carbonate at 120℃; for 3h; | A 3% B 3% C 59% |
With lithium fluoride at 170℃; for 3h; | A 10% B 20% C 35% |
With lithium chloride at 170℃; for 3h; | A 10% B 18% C 28% |
trichloromethylphosphonous dichloride
phenol
A
triphenyl phosphite
B
chloroform
C
phosphoric acid triphenyl ester
Conditions | Yield |
---|---|
A 55.6% B 34% C 6.7% |
Conditions | Yield |
---|---|
at 113 - 140℃; | A n/a B 46% |
4-Phenylphenol
phenol
A
phosphoric acid triphenyl ester
B
tris(4-biphenyl) phosphate
C
biphenyl-4-yl diphenyl phosphate
D
bis(para-biphenyl)phenyl phosphate
Conditions | Yield |
---|---|
Stage #1: 4-Phenylphenol With magnesium chloride; trichlorophosphate at 25℃; for 2h; Inert atmosphere; Stage #2: phenol at 25℃; Temperature; | A 34.8% B 5% C 43% D 15.4% |
triphenyl phosphite ozonide
A
phosphoric acid triphenyl ester
C
6-(1-hydroperoxy-1-methyl)ethyl-2,2-dimethyl-1,3-dioxin-4-one
D
6-(1-(diphenylphosphoryl)peroxy-1-methyl)ethyl-2,2-dimethyl-1,3-dioxin-4-one
Conditions | Yield |
---|---|
With triphenyl phosphite ozonide In dichloromethane at -78 - 20℃; for 1h; Product distribution; | A n/a B 11% C 42% D 19% |
Triphenyl(diethoxyphosphorylimido)phosphate
phosphoric acid triphenyl ester
Conditions | Yield |
---|---|
at 140℃; for 5h; | 15% |
at 140℃; for 5h; thermal decomposition; other educts, other reaction times, other temperatures, also in solvent decalin; | 15% |
Conditions | Yield |
---|---|
With potassium phosphate; copper; copper dichloride UV-Licht; |
Conditions | Yield |
---|---|
With phosphorus pentoxide at 130 - 150℃; |
Conditions | Yield |
---|---|
With trichlorophosphate at 120 - 130℃; | |
With phosphorus pentachloride at 120 - 130℃; |
diphenyl diethylphosphoramidate
A
hexaethylphosphorous triamide
B
phosphoric acid triphenyl ester
Conditions | Yield |
---|---|
bei der Destillation im Vakuum; |
phenyl chlorosulphinate
phosphoric acid triphenyl ester
Conditions | Yield |
---|---|
With trichlorophosphate |
trichloroacetyl-triphenoxyphosphoranyliden-amine
A
phosphoric acid triphenyl ester
B
trichloroacetonitrile
Conditions | Yield |
---|---|
at 300℃; |
aluminium(III) phenoxide
phosphoric acid triphenyl ester
Conditions | Yield |
---|---|
With phosphorus pentoxide at 300℃; |
Conditions | Yield |
---|---|
With sodium hydroxide |
Conditions | Yield |
---|---|
In acetone for 0.25h; Sonication; Glovebox; | 99.8% |
Conditions | Yield |
---|---|
In acetone for 0.25h; Sonication; Glovebox; | 99.2% |
Conditions | Yield |
---|---|
With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; N-[2-(di(1-adamantyl)phosphino)phenyl]morpholine; potassium carbonate at 130℃; for 16h; Schlenk technique; Inert atmosphere; Sealed tube; | 99% |
With N-[2-(di(1-adamantyl)phosphino)phenyl]morpholine; [Pd(π-cinnamyl)Cl]2 at 130℃; for 16h; Schlenk technique; Inert atmosphere; Sealed tube; | 99% |
6-aminoquinoline
phosphoric acid triphenyl ester
N-phenylquinolin-6-amine
Conditions | Yield |
---|---|
With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; N-[2-(di(1-adamantyl)phosphino)phenyl]morpholine; potassium carbonate at 130℃; for 16h; Schlenk technique; Inert atmosphere; Sealed tube; | 99% |
With N-[2-(di(1-adamantyl)phosphino)phenyl]morpholine; [Pd(π-cinnamyl)Cl]2 at 130℃; for 16h; Schlenk technique; Inert atmosphere; Sealed tube; | 99% |
Conditions | Yield |
---|---|
In acetone for 0.25h; Sonication; Glovebox; | 98.6% |
Conditions | Yield |
---|---|
In acetone for 0.25h; Sonication; Glovebox; | 98.3% |
Conditions | Yield |
---|---|
In acetone for 0.25h; Sonication; Glovebox; | 98.1% |
phosphoric acid triphenyl ester
(trimethylsilyl)methylmagnesium chloride
benzyltrimethylsilane
Conditions | Yield |
---|---|
bis(acetylacetonate)nickel(II) In diethyl ether for 15h; Ambient temperature; | 98% |
Conditions | Yield |
---|---|
With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; N-[2-(di(1-adamantyl)phosphino)phenyl]morpholine; potassium carbonate at 130℃; for 4h; Schlenk technique; Inert atmosphere; Sealed tube; | 98% |
With N-[2-(di(1-adamantyl)phosphino)phenyl]morpholine; [Pd(π-cinnamyl)Cl]2 at 130℃; for 4h; Schlenk technique; Inert atmosphere; Sealed tube; | 98% |
La(NO3)3(H2O)6
phosphoric acid triphenyl ester
Conditions | Yield |
---|---|
In acetone for 0.25h; Sonication; Glovebox; | 98% |
Conditions | Yield |
---|---|
In acetone for 0.25h; Sonication; Glovebox; | 98% |
Conditions | Yield |
---|---|
In acetone for 0.25h; Sonication; Glovebox; | 98% |
Conditions | Yield |
---|---|
In acetone for 0.25h; Sonication; Glovebox; | 97.2% |
3-chloro-2,5-bis(2-methylpropyl)pyrazine
phosphoric acid triphenyl ester
2,5-Diisobutyl-3-phenoxy-pyrazine
Conditions | Yield |
---|---|
With potassium hydroxide In N,N-dimethyl acetamide for 1h; Heating; | 97% |
Conditions | Yield |
---|---|
In acetone for 0.25h; Sonication; Glovebox; | 95.3% |
phosphoric acid triphenyl ester
4-chlorobenzonitrile
4-nitrophenyl phenyl ether
Conditions | Yield |
---|---|
With potassium hydroxide In N,N-dimethyl-formamide for 1h; Heating; | 95% |
5-methoxylindole
phosphoric acid triphenyl ester
5-methoxy-1-phenyl-1H-indole
Conditions | Yield |
---|---|
With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; N-[2-(di(1-adamantyl)phosphino)phenyl]morpholine; potassium carbonate In neat (no solvent) at 130℃; for 6h; Schlenk technique; Inert atmosphere; Sealed tube; | 95% |
With N-[2-(di(1-adamantyl)phosphino)phenyl]morpholine; [Pd(π-cinnamyl)Cl]2 In neat (no solvent) at 130℃; for 6h; Schlenk technique; Inert atmosphere; Sealed tube; | 95% |
Conditions | Yield |
---|---|
In acetone for 0.25h; Sonication; Glovebox; | 95% |
2-Chloroquinoline
phosphoric acid triphenyl ester
2-(2-quinolinyl)phenol
Conditions | Yield |
---|---|
With potassium hydroxide In N,N-dimethyl-formamide for 1h; Heating; | 94% |
Conditions | Yield |
---|---|
With sodium methylate at 150℃; for 8h; Reagent/catalyst; Temperature; Inert atmosphere; | 93.8% |
Conditions | Yield |
---|---|
In acetone for 0.25h; Sonication; Glovebox; | 93.3% |
phosphoric acid triphenyl ester
4,4-ethylenedioxy-piperidine
8-phenyl-1,4-dioxa-8-azaspiro[4,5]decane
Conditions | Yield |
---|---|
With bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; N-[2-(di(1-adamantyl)phosphino)phenyl]morpholine; potassium carbonate at 130℃; for 18h; Schlenk technique; Inert atmosphere; Sealed tube; | 93% |
With N-[2-(di(1-adamantyl)phosphino)phenyl]morpholine; [Pd(π-cinnamyl)Cl]2 at 130℃; for 18h; Schlenk technique; Inert atmosphere; Sealed tube; | 93% |
Conditions | Yield |
---|---|
In hexane; toluene N2-atmosphere; addn. of hexane soln. of AlMe3 (10% excess) to phosphate ester soln. (MePh) at cooling, warming to room temp.; evapn. (vac.); elem. anal.; | 92% |
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. |
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