METHYL PHOSPHATE
Trimethyl phosphate
CAS: 512-56-1
Molecular Formula: C3H9O4P
METHYL PHOSPHATE - Names and Identifiers
| Name | Trimethyl phosphate |
| Synonyms | TMP (CH3O)3PO NCI-C03781 METHYL PHOSPHATE Trimethyl phosphate o,o,o-trimethylphosphate Trimethoxyphosphine oxide O,O,O-Trimethyl phosphate Methyl phosphate, (MeO)3PO PHOSPHORIC ACID TRIMETHYL ESTER Phosphoric acid trimethyl ester Trimethylphosphatemincolorlessliq |
| CAS | 512-56-1 |
| EINECS | 208-144-8 |
| InChI | InChI=1/C3H9O4P/c1-5-8(4,6-2)7-3/h1-3H3 |
| InChIKey | WVLBCYQITXONBZ-UHFFFAOYSA-N |
METHYL PHOSPHATE - Physico-chemical Properties
| Molecular Formula | C3H9O4P |
| Molar Mass | 140.07 |
| Density | 1.197 g/mL at 25 °C (lit.) |
| Melting Point | -46 °C (lit.) |
| Boling Point | 197 °C (lit.) |
| Flash Point | 107 °C |
| Water Solubility | 500 G/L (25 ºC) |
| Solubility | It can be miscible with various resins, gums, and organic solvents, soluble in water and decomposed, soluble in water, soluble in ether, but insoluble in ethanol. |
| Vapor Presure | 1.133 hPa (25 °C) |
| Appearance | Transparent colorless liquid |
| Specific Gravity | 1.197 |
| Color | Clear |
| BRN | 1071731 |
| Storage Condition | Store below +30°C. |
| Sensitive | Moisture Sensitive |
| Refractive Index | n20/D 1.395(lit.) |
| MDL | MFCD00008348 |
| Physical and Chemical Properties | Character: colorless transparent liquid. melting point -46 ℃ boiling point 180~190 ℃ relative density 1.215 refractive index 1.3967 soluble in water, soluble in ether, but it is difficult to dissolve in ethanol. |
| Use | It is mainly used as solvent and extractant for medicine and pesticide |
METHYL PHOSPHATE - Risk and Safety
| Risk Codes | R46 - May cause heritable genetic damage 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. R38 - Irritating to the skin R36 - Irritating to the eyes |
| Safety Description | S53 - Avoid exposure - obtain special instructions 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 the label whenever possible.) S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| UN IDs | 2810 |
| WGK Germany | 1 |
| RTECS | TC8225000 |
| FLUKA BRAND F CODES | 21 |
| TSCA | Yes |
| HS Code | 2919 90 00 |
| Hazard Note | Toxic/Moisture Sensitive |
| Toxicity | LD50 orally in Rabbit: 840 mg/kg LD50 dermal Rabbit 3388 mg/kg |
METHYL PHOSPHATE - Upstream Downstream Industry
| Raw Materials | Methyl alcohol Phosphorus oxychloride |
METHYL PHOSPHATE - Reference
| Reference Show more | 1. GE Huifang, Sun Mingfei, Ye Jia, etc. Antioxidant activity and food-borne pathogen resistance of Ligusticum Chuanxiong Hort alcohol extract [J]. Science and Technology of food industry, 2019, 040(010):127-132. 2. Xiao, Sirui, et al. "Increased microneedle-mediated transdermal delivery to the brain, combined with borneol and iontophoresis, for MCAO prevention." International journal of pharmaceutics 575 (2020): 118962.https://doi.org/10.1016/j |
METHYL PHOSPHATE - Nature
Open Data Verified Data
colorless transparent liquid, flammable. Relative density (d40) 1.215. Melting Point -46 °c (a),- 62 °c (p). Boiling point 180~190 deg C. Refractive index 3967. Soluble in water, soluble in ether, but difficult to dissolve in ethanol.
Last Update：2024-01-02 23:10:35
METHYL PHOSPHATE - Preparation Method
Open Data Verified Data
phosphorus oxychloride reacts with methanol in the presence of potassium carbonate to form trimethyl phosphate. At the same time, the reaction generates dimethyl phosphate potassium salt, and the reaction of dimethyl sulfate is used to generate trimethyl phosphate. The crude product of trimethyl phosphate is washed with water, decolorized, dehydrated and distilled under reduced pressure to obtain the finished product.
Last Update：2022-01-01 10:34:06
METHYL PHOSPHATE - Introduction
Sensitive to humidity. Stable at room temperature. Soluble in water, solubility in water: 500g/L (25°C); Soluble in ether, ethanol and gasoline, with the possibility of cancer. It's irritating.
Last Update：2022-10-16 17:25:43
METHYL PHOSPHATE - Use
Open Data Verified Data
It is mainly used as solvent and extractant of medicine and pesticide. Pesticide intermediates.
Last Update：2022-01-01 10:34:05
METHYL PHOSPHATE - Safety
Open Data Verified Data
- rat oral LD50 1.6 5g/kg. Damage to the central nervous system, may cause flaccid or spastic paralysis. The production operation site should be ventilated, the production equipment should be prevented from leakage, and the operator should wear protective equipment.
- This product is packaged in an iron drum with a specification of 200kg. Store in a cool, dry and ventilated place. Fire Protection. The materials shall be stored and transported according to the regulations on hazardous and flammable materials.
Last Update：2022-01-01 10:34:06
METHYL PHOSPHATE - Reference Information
| LogP | -0.46 at 25℃ |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| organic reagent | trimethyl phosphate is an organic reagent, stable at room temperature, has good solubility in various resins, low viscosity, and low hue, so it can be used as a special solvent; epoxy resin additive (to reduce viscosity); anti-coloring agent for polyester fiber processing (to improve dyeing quality); textile oil agent; used as a gasoline additive, it can prevent knocking, improve octane number, and improve the stability of leaded gasoline storage; it can also be used as a control agent for gasoline surface ignition, tetraethyl lead decomposition inhibitor at high temperature; non-corrosive gasoline additives; polyester The catalyst for fiber polymerization; modifiers for graphite products; plasticizers; extractants; raw materials for pesticides and pesticides. Trimethyl phosphate is hydrolyzed when exposed to water, so it must be moisture-proof when stored. PO43-is released due to its hydrolysis, which becomes a homogeneous precipitant for the formation of insoluble phosphate precipitation. It is often used as a precipitation reagent for zirconium and hafnium and a diffusion source for the determination of semiconductors. In addition, trimethyl phosphate is also a phospholipid extractant used to extract and separate certain metal ions. |
| Phosphate ester compounds | The hydrogen atom of the hydroxyl group in the phosphate molecule is completely or partially replaced by alkyl and aryl groups. The product is called phosphate ester. If the oxygen of the phosphoryl group is replaced by sulfur, it is called phosphorothioate. The above figure shows the general formula of the molecular structure of phosphoric acid ester and phosphorothioate, wherein R1, R2, R3 can be the same alkyl group or aryl group; it can also be different alkyl group or aryl group; it can also be The alkyl group and aryl group appear at the same time. R1, R2, and R3 can be replaced at the same time, or only one or two of them can be replaced. That is, it can produce monoesters, diesters or triesters, symmetric esters and asymmetric esters. Phosphate esters are widely found in nature, and some esters also have physiological activities. For example, nucleic acids and coenzymes contain phosphate esters; another example is phosphoglyceride, which is the main component of cell membrane; but some phosphate esters are very toxic to mammals, and have inhibitory effects on cholinesterase, serum esterase, pancreatic esterase and liver esterase. As early as 1870, W.Hytt and others began to use phosphate esters as plasticizers for nitrocellulose. After the Second World War, the use as plasticizers developed rapidly. The main varieties are: tricylphenyl phosphate, trimethyl phosphate, trioctyl phosphate, butyl diphenyl phosphate, tolyl diphenyl phosphate, tris (chloroethyl) phosphate, tributyl phosphate, etc. Generally speaking, it has good compatibility with resin, but except for trioctyl phosphate, the cold resistance is poor. The biggest feature is that the resin has good flame retardancy, which can make polyvinyl chloride, polystyrene, polyester, polyurethane, phenolic resin, etc. obtain flame retardancy. As the amount of phosphate added increases, the resin is better in flame retardancy or self-extinguishing. Phosphate esters suitable for flame retardants mainly include: tris (chloroethyl) phosphate, tris (chloropropyl) phosphate, tris (dibromopropyl) phosphate, triphenyl phosphate, tricresyl phosphate, tristyl butyl phenyl phosphate, etc. They are all filled with flame retardants. As a reactive flame retardant, phosphate esters are introduced into polymer segments. Trimethyl phosphate and tricresyl phosphate can be used as gasoline octane number increasing agent. Tributyl phosphate is also used as a defoamer. In addition to being used as plasticizers and flame retardants, phosphate esters are also widely used as herbicides, fungicides and pesticides for pesticides. They are a large category of organophosphorus pesticides, with more than 400 species, such as terbutadiene phosphorus, high phosphorus, housefly phosphorus, ethyl phosphorus, etc. |
| use | used as reagent, solvent, extractant and gas chromatography stationary liquid for determination of zirconium mainly used as solvent and extractant for medicine and pesticide. Pesticide intermediates. In Japan, it is mainly used as an anti-colorant for textile oils and polymers. trimethyl phosphate is mainly used as solvent and extractant for medicine and pesticide used as stationary liquid for gas chromatography; used for determination of zirconium; used as extractant determination of zirconium. Gas chromatography stationary solution (maximum service temperature 50, solvent is ether). Solvent. extractant. Semiconductor diffusion source. |
| Production method | Phosphorus oxychloride reacts with methanol in the presence of potassium carbonate to produce trimethyl phosphate. At the same time, the reaction produces dimethyl phosphate potassium salt, and the reaction with dimethyl sulfate produces trimethyl phosphate. The crude trimethyl phosphate product is washed, decolorized, dehydrated and distilled under reduced pressure to obtain the finished product. Raw material consumption quota: phosphorus oxychloride 1094kg/t, methanol 686kg/t. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
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Raw Materials for METHYL PHOSPHATE