Trimethylphosphite
Trimethylphosphite
CAS: 121-45-9
Molecular Formula: C3H9O3P
Trimethylphosphite - Names and Identifiers
| Name | Trimethylphosphite |
| Synonyms | P(OCH3)3 Trimethylphosphite TRIMETHYL PHOSPHITE trimethyl phosphite trimethoxyphosphine trimethyl phosphate TRIMETHYLPHOSPHIT S fosforyntrojmetylowy TRIMETHYL PHOSPHONATE Methyl phosphite ((MeO)3P) Trimethyl phosphite solution PHOSPHOROUS ACID TRIMETHYL ESTER |
| CAS | 121-45-9 |
| EINECS | 204-471-5 |
| InChI | InChI=1/C3H9O4P/c1-5-8(4,6-2)7-3/h1-3H3 |
Trimethylphosphite - Physico-chemical Properties
| Molecular Formula | C3H9O3P |
| Molar Mass | 124.08 |
| Density | 1.052g/mLat 25°C(lit.) |
| Melting Point | −78°C(lit.) |
| Boling Point | 111-112°C(lit.) |
| Flash Point | 82°F |
| Water Solubility | Hydrolyzes with water. |
| Vapor Presure | 17 mm Hg ( 20 °C) |
| Vapor Density | 4.3 (vs air) |
| Appearance | Liquid |
| Specific Gravity | 1.052 |
| Color | Colorless |
| Exposure Limit | TLV-TWA 10 mg/m3 (2 ppm) (ACGIH). |
| BRN | 956570 |
| Storage Condition | 2-8°C |
| Sensitive | 4: no reaction with water under neutral conditions |
| Explosive Limit | 5.2-61.2%(V) |
| Refractive Index | n20/D 1.408(lit.) |
| Physical and Chemical Properties | Trimethyl phosphite is a colorless transparent liquid with pungent odor, M.P.<-75 °c, B. p.112 ℃,n20D 1.4076, relative density 1.054(20 ℃), soluble in methanol, ethanol, benzene and other organic solvents, water decomposition into dimethyl phosphite. |
Trimethylphosphite - Risk and Safety
| Risk Codes | R10 - Flammable R22 - Harmful if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. R41 - Risk of serious damage to eyes R37/38 - Irritating to respiratory system and skin. R65 - Harmful: May cause lung damage if swallowed R48/23/24/25 - R11 - Highly Flammable R46 - May cause heritable genetic damage R45 - May cause cancer R67 - Vapors may cause drowsiness and dizziness R66 - Repeated exposure may cause skin dryness or cracking R36 - Irritating to the eyes |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S39 - Wear eye / face protection. S62 - If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S16 - Keep away from sources of ignition. S53 - Avoid exposure - obtain special instructions before use. |
| UN IDs | UN 2329 3/PG 3 |
| WGK Germany | 1 |
| RTECS | TH1400000 |
| FLUKA BRAND F CODES | 10-13-21 |
| TSCA | Yes |
| HS Code | 2920 23 00 |
| Hazard Class | 3 |
| Packing Group | III |
| Toxicity | LD50 orally in Rabbit: 1600 mg/kg LD50 dermal Rabbit 2600 mg/kg |
Trimethylphosphite - Upstream Downstream Industry
| Downstream Products | Monocrotophos Dichlorvos Triadimefon Glyphosate |
Trimethylphosphite - Nature
Open Data Verified Data
colorless transparent liquid, irritating odor. Flammable. The relative density was 1. 0520. Flow point < - 60 °c. Boiling point 112 °c. Flash point (Open Cup) 38 °c. Refractive index 4095. Viscosity (25 deg C) 0.58mPa.s. Insoluble in hot water, soluble in ethanol, ether, benzene, acetone, carbon tetrachloride and other organic solvents.
Last Update：2024-01-02 23:10:35
Trimethylphosphite - Preparation Method
Open Data Verified Data
- in the transesterification method, triphenyl phosphite is produced by reacting phenol with phosphorus trichloride, and then transesterified with methanol in the presence of sodium methoxide to produce trimethyl phosphite. The crude ester was distilled to remove residual methanol and phenol, and became a finished product.
- tertiary amine-ammonia method with methanol, phosphorus trichloride as raw materials, xylene as solvent, in the presence of N,N-= methyl aniline esterification reaction to produce trimethyl phosphite, and then washed with water, dehydration, the finished product was obtained by distillation.
Last Update：2022-01-01 10:34:01
Trimethylphosphite - Use
Open Data Verified Data
an important intermediate of organophosphorus pesticides, used in the production of dichlorvos, phosphorus Amine, monocrotophos, and other pesticides. It is also used as a flame retardant for plastics and wood, and as a synthetic polymerization catalyst and coating additive.
Last Update：2022-01-01 10:34:01
Trimethylphosphite - Safety
Open Data Verified Data
- This product is less toxic. The oral LD50 of rats was 2000mg/kg. Long-term contact can cause tachycardia, dizziness and other phenomena. The equipment shall be strictly sealed and kept well ventilated, and the operator shall wear protective equipment.
- This product is packaged in iron or plastic barrels. Stored in a cool and dry warehouse. Storage should be protected with nitrogen to prevent automatic oxidation of trimethyl phosphate. According to the provisions of the storage and transportation of toxic chemicals.
Last Update：2022-01-01 10:34:02
Trimethylphosphite - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Application | trimethyl phosphite is an important organic phosphorus intermediate, which can be used in the synthesis of organophosphorus insecticides, such as dichlorvos, monocrotophos, phosphonium, bizhi phosphorus, dicamba, etc., can also synthesize other intermediates such as O,O-dimethyl phosphoryl chloride, O,O-dimethyl sulfide (alcohol) substituted phosphate, etc., in addition, also used in other organic synthesis, chemical Fiber flame retardant, ionic film, pharmaceutical industry, etc. organic phosphorus pesticide intermediates, used in the production of dichlorvos, phosphorus Amine, monocrotophos, and other pesticides, also used as flame retardants for plastics and wood, as well as synthetic polymerization catalysts and coating additives. intermediate for the synthesis of pesticides |
| production method | 1. In the transesterification method, triphenyl phosphite was produced by reacting phenol with phosphorus trichloride, and then transesterified with methanol in the presence of sodium methoxide to produce trimethyl phosphite. The crude ester was distilled to remove residual methanol and phenol, and became a finished product. Raw material consumption quota: phenol (freezing point ≥ 40 ℃)237kg/t, phosphorus trichloride (96%)1396kg/t, methanol (98%)855kg/t, sodium methoxide (27-31%)83kg/t. The tertiary amine-ammonia method uses xylene as solvent, methanol and phosphorus trichloride in the presence of N,N-dimethylaniline esterification reaction to produce trimethyl phosphite. After washing, dehydration, distillation to obtain the finished product. Raw material consumption quota: Methanol (95%)1025kg/t, phosphorus trichloride 1430kg/t, xylene 130kg/t, dimethylaniline 51kg/t. The synthesis of trimethyl phosphite is mainly divided into two categories: direct method and indirect method. (1) the direct esterification method is prepared by reacting phosphorus trichloride and methanol in an inert solvent with an organic base as an acid binding agent. According to the different acid binding agents, it is divided into ammonia method, tertiary amine-ammonia method, ammonium carbamate method and so on. At present, tertiary amine-ammonia method is commonly used. PCl3 + CH3OH + C6H5N(CH3)2 [Xylene] →(CH3O)3P + C6H5N(CH3)2 · HClC6H5N(CH3)2 · HCl + NH3 → C6H5N(CH3)2 + NH4Cl with tertiary amine (such as N,N-dimethylaniline) as acid binding agent, methanol and solvent O-dichlorobenzene were mixed in proportion, stirred and cooled to below 5 ℃, and phosphorus trichloride (dissolved in xylene, about 33%) was added dropwise, the reaction temperature was controlled not to exceed 25 °c and pH = 6 was controlled with ammonia. After completion of the dropping, the mixture was neutralized to pH = 8-9 with ammonia, and then vacuum distilled to finally obtain trimethyl phosphite product with a content of 95% and a yield of 85% (based on phosphorus trichloride). The resulting tertiary amine hydrochloride is precipitated with ammonia to obtain by-product ammonium chloride, which can be used as agricultural fertilizer after treatment. The synthesis process of trimethyl Phosphite has been studied and improved in China, For example, the new process developed by Anhui chemical research institute takes triethylamine as acid binding agent and liquid alkali as neutralizing agent, and is directly and continuously synthesized in solvent. The whole process (including synthesis, water washing, stratification, dehydration drying, distillation and other processes) are to achieve continuity, reduce the labor intensity, improve the quality of products, with obvious social and economic benefits. (2) indirect method (I. E., transesterification method) triphenyl phosphite is first synthesized by reacting phosphorus trichloride with phenol, and then transesterified with methanol in the presence of an alkaline catalyst to obtain trimethyl phosphite. PCl3 + 3C6H5OH (excess) →(C6H5O)3P + 3HCl(C6H5O)3P + 3CH3OH[CH3ONa]→(CH3O)3P + 3ch56oh react phosphorus trichloride with excess phenol, dephenolization was performed under reduced pressure to obtain triphenyl phosphite. Then methanol, triphenyl phosphite and catalyst are mixed in proportion. After standing for 8 h under vacuum and heating conditions, methanol is continuously sent to the emulsification tower of transesterification, and the bottom of the tower is stripped with excess methanol gas, the reaction was further completed and the product was stripped. A crude ester containing about 35% of the ester is usually obtained from the top of the column and a residual liquid containing 85% of phenol is obtained from the bottom. The crude ester was subjected to atmospheric distillation to obtain trimethyl phosphite with a purity of 95% from the bottom. The yield and content of this method are high, which is suitable for continuous large-scale production, but there is a problem of phenol pollution. |
| category | flammable liquid |
| toxicity grade | poisoning |
| Acute toxicity | oral-rat LD50: 1600 mg/kg; Abdominal injection-mouse LD50: 4180 mg/kg |
| stimulation data | Skin-rabbit 500 mg severe |
| explosive hazard characteristics | explosive when mixed with air |
| flammability hazard characteristics | flammable in open flame, high temperature, strong oxidant; thermal decomposition of toxic phosphorus oxide gas |
| storage and transportation characteristics | The package is complete, light, light; The warehouse is ventilated, away from open flame, high temperature, and the oxidant is stored separately; moisture-proof |
| fire extinguishing agent | foam, carbon dioxide, sand |
| Occupational Standard | TLV-TWA 2 PPM (10 mg/m3); Tel 10 PPM (52 mg/m3) |
| spontaneous combustion temperature | 250°C |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 21:21:28
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