| Identification | More | [Name]
Trimethyl phosphate | [CAS]
512-56-1 | [Synonyms]
METHYL PHOSPHATE
PHOSPHORIC ACID TRIMETHYL ESTER
TRIMETHYL PHOSPHATE
(CH3O)3PO
Methyl phosphate, (MeO)3PO
NCI-C03781
O,O,O-Trimethyl phosphate
o,o,o-trimethylphosphate
Trimethoxyphosphine oxide
trimethoxyphosphineoxide
Trimethyl orthophosphate
Trimethylfosfat
trimethylorthophosphate
Trimethylphosphatemincolorlessliq
Trimethyl phsophate
TRIMETHYL PHOSPHATE, 99+%
Trimethylphosphate,min.97%
Trimethyl phosphate 97%
Trimethylphosphate, min. 97%
Phosphoric acid trimethyl | [EINECS(EC#)]
208-144-8 | [Molecular Formula]
C3H9O4P | [MDL Number]
MFCD00008348 | [Molecular Weight]
140.07 | [MOL File]
512-56-1.mol |
| Chemical Properties | Back Directory | [Appearance]
Clear liquid | [Melting point ]
-46 °C (lit.) | [Boiling point ]
197 °C (lit.) | [density ]
1.197 g/mL at 25 °C(lit.)
| [vapor pressure ]
1.133 hPa (25 °C) | [refractive index ]
n20/D 1.395(lit.)
| [Fp ]
107 °C
| [storage temp. ]
Store below +30°C. | [solubility ]
1000g/l | [form ]
Liquid | [color ]
Clear | [Specific Gravity]
1.197 | [Water Solubility ]
500 G/L (25 ºC) | [Sensitive ]
Moisture Sensitive | [BRN ]
1071731 | [Dielectric constant]
21.260000000000002 | [InChIKey]
WVLBCYQITXONBZ-UHFFFAOYSA-N | [LogP]
-0.46 at 25℃ | [Uses]
For controlling spark plug fouling, surface ignition
and rumble in gasoline engines. | [CAS DataBase Reference]
512-56-1(CAS DataBase Reference) | [NIST Chemistry Reference]
Phosphoric acid, trimethyl ester(512-56-1) | [EPA Substance Registry System]
512-56-1(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
T | [Risk Statements ]
R22:Harmful if swallowed.
R40:Limited evidence of a carcinogenic effect.
R68:Possible risk of irreversible effects.
R45:May cause cancer.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S53:Avoid exposure-obtain special instruction before use .
S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
2810 | [WGK Germany ]
1
| [RTECS ]
TC8225000
| [F ]
21 | [Hazard Note ]
Toxic/Moisture Sensitive | [TSCA ]
Yes | [HS Code ]
29199000 | [Safety Profile]
Suspected carcinogen
with experimental carcinogenic,
neoplastigenic, tumorigenic, and teratogenic
data. Moderately toxic by ingestion, skin
contact, intraperitoneal, and intravenous
routes. Experimental reproductive effects.
Human mutation data reported. Explodes
when heat distilled. When heated to
decomposition it emits toxic fumes of POx.
See also ESTERS. | [Hazardous Substances Data]
512-56-1(Hazardous Substances Data) | [Toxicity]
LD50 orally in Rabbit: 840 mg/kg LD50 dermal Rabbit 3388 mg/kg |
| Hazard Information | Back Directory | [General Description]
A pale straw colored liquid. Inhalation may irritate or seriously burn respiratory tract. vapor or liquid may irritate or severely burn skin or eyes. Ingestion may irritate or burn the mucous membranes of the gastrointestinal tract. | [Reactivity Profile]
TRIMETHYL PHOSPHATE may explode when heated. Residue from a large scale atmospheric pressure distillation of this chemical has exploded violently. METHYL ACID PHOSPHATE(512-56-1) is incompatible with nitrates. . Organophosphates are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides. | [Air & Water Reactions]
Water soluble. | [Fire Hazard]
This chemical is nonflammable. | [Chemical Properties]
Trimethyl phosphate (TMP), the simplest trialkyl ester of phosphoric acid, It is a colourless, nonvolatile liquid. soluble in most organic solvents, low solubility in water. TMP is stable in neutral, acidic or alkaline solutions, and is classified as "not readily biodegradable". Direct photodegradation is not expected because trimethyl phosphate does not absorb UV light. | [Definition]
ChEBI: A trialkyl phosphate that is the trimethyl ester of phosphoric acid. | [Production Methods]
Prepared by the reaction of phosphorus oxychloride with methanol. | [Synthesis Reference(s)]
The Journal of Organic Chemistry, 39, p. 3178, 1974 DOI: 10.1021/jo00935a041
Tetrahedron Letters, 28, p. 2981, 1987 DOI: 10.1016/S0040-4039(00)96262-2 | [Hazard]
Toxic by ingestion and inhalation, strong
irritant to skin and eyes. | [Health Hazard]
There are no reports on the toxicity of trimethyl phosphate to humans. | [Health Hazard]
TMP is a mutagen, teratogen, and a cancercausing compound. The health hazard from this compound is somewhat different from those of the higher members of the organic phosphate series. While carcinogenicity is observed only for this phosphate, with mutagenicity and the teratogenic effects being more marked, higher alkyl phosphates are more neurotoxic but noncarcinogenic.
TMP is toxic at high dosages.LD50 value,oral(mice):1470 mg/kg(NIOSH 1986)
Laboratory tests on animals indicated clear evidence of its cancer-causing actions, producing uterine and skin tumors. There is so far no report on such carcinogenic actions in humans. The compound tested positive in mutagenic tests and caused fetal deaths and birth defects in mice, rats, and hamsters when given orally or intraperitoneally.. | [Flammability and Explosibility]
Notclassified | [Industrial uses]
1 Gasoline additive at 0.25 g/gal for controlling surface ignition and spark plug
fouling.
2 Methylating agent, chemical intermediate in the production of polymethyl
polyphosphates.
3 Flame retardant solvent for paints and polymers.
4 Catalyst in the preparation of polymers and resins. | [Metabolism]
A system utilizing isolated anterior forearm stratum corneum conjunctum of man
to study skin penetrating capacity of a series of organic phosphates was developed.
Trimethyl phosphate was tested in the system and had the greatest skin-penetrating
capacity of the 8 related compounds tested (Marzulli et al 1965).
Rats treated orally at 100 mg/kg and mice treated i.p. at 1000 mg/kg with
[32]P-labeled trimethyl phosphate excreted primarily dimethyl phosphate in the
urine. Only traces of the parent compound were detected, and only in the rats at
less than 6 h after treatment. S-Methyl cysteine and S-methyl cysteine N-acetate
were also isolated. Small amounts of S-methyl glutathione were detected, presumably
the initial methylation product in this series of metabolites (Jones 1970).
Metabolism of trimethyl phosphate was faster in the mouse than in the rat, but
there was no evidence of further conversion to monomethyl phosphate or inorganic
phosphate in either species (Jackson and Jones 1968). | [Purification Methods]
Purify the phosphate by fractionation through an efficient column at high reflux ratio. It is quite soluble in H2O; the solubility is 1:1 at 25o. [Becker J Am Chem Soc 74 2923 1952, IR: Bergmann et al. J Chem Soc 847 1952, McIvor et al. Can J Chem 36 820 1958, Kosolapoff Organophosphorus Compounds, Wiley p 258 1950, and Cherbuliez in Organo Phosphorus Compounds (Kosolapoff & Maier eds) Wiley Vol 6 pp 211-577 1973, Beilstein 1 IV 1259.] | [Waste Disposal]
TMP is mixed with a combustible solvent and destroyed by burning in a chemical incinerator. |
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