Trimethyl phosphite Chemical Properties
- Melting point:−78 °C(lit.)
- Boiling point:111-112 °C(lit.)
- Density 1.052 g/mL at 25 °C(lit.)
- vapor density 4.3 (vs air)
- vapor pressure 17 mm Hg ( 20 °C)
- refractive index n
- Flash point:82 °F
- storage temp. 2-8°C
- form Liquid
- color Colorless
- Specific Gravity1.052
- explosive limit5.2-61.2%(V)
- Water Solubility Hydrolyzes with water.
- Sensitive Air & Moisture Sensitive
- Hydrolytic Sensitivity4: no reaction with water under neutral conditions
- BRN 956570
- Exposure limitsTLV-TWA 10 mg/m3 (2 ppm) (ACGIH).
- CAS DataBase Reference121-45-9(CAS DataBase Reference)
- NIST Chemistry ReferencePhosphorous acid, trimethyl ester(121-45-9)
- EPA Substance Registry SystemTrimethyl phosphite (121-45-9)
- Hazard Codes Xn,T,F,Xi
- Risk Statements 10-22-36/37/38-41-37/38-65-48/23/24/25-11-46-45-67-66-36
- Safety Statements 26-39-62-45-16-53
- RIDADR UN 2329 3/PG 3
- WGK Germany 1
- RTECS TH1400000
- F 10-13-21
- Autoignition Temperature250 °C
- TSCA Yes
- HS Code 2920 23 00
- HazardClass 3
- PackingGroup III
- Hazardous Substances Data121-45-9(Hazardous Substances Data)
- ToxicityLD50 orally in Rabbit: 1600 mg/kg LD50 dermal Rabbit 2600 mg/kg
Trimethyl phosphite Usage And Synthesis
- Chemical PropertiesTrimethyl phosphite is a colorless liquid. Distinctive pungent, pyridine-like odor. The Odor Threshold is 0.0001 ppm.
- UsesChemical intermediate, especially for insecticides.
- UsesTrimethyl phosphite is used in the manufacture of pesticides and fire retardants..
- UsesUsed primarily in the synthesis of organophosphate insecticides; also used in the production of flame-retardant polymers and textiles.
- Production MethodsProduced via a reaction between phosphorus trichloride and methanol in the presence of a tertiary amine catalyst such as diethylaniline.
- General DescriptionA clear colorless liquid with a strong foul odor. Flash point 99°F. Denser than water and insoluble in waterwater; soluble in hexane, benzene, acetone, alcohol, ether, carbon tetrachloride, and kerosene.. Vapors heavier than air. Used to make other chemicals.
- Air & Water ReactionsHighly flammable. Insoluble in water and denser than water. Slowly reacts with water to form phosphoric acid and corresponding organic alcohol.
- Reactivity ProfileAs soon as Trimethyl phosphite contacted a small amount of magnesium perchlorate in a flask, there was a flash and an explosion that shattered the flask (Allison 1968).
- Health HazardSymptoms of exposure may include burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, and vomiting.
- Health HazardTrimethyl phosphite is a skin, eye, and mucous membrane irritant with low subacute inhalation toxicity. Its irritating action on rabbits’ skin was moderate to severe. The pure liquid instilled into the eyes can cause severe irritation and swelling, which can last for a few days. Chronic exposure to 300–600 ppm concentration in air produced lung inflammation and cataracts in mice. There was no acute inhalation toxicity observed in test animals. The oral and dermal toxicities were low.
LD50 value, oral (rats): 1600 mg/kg
Teratogenic effects showing gross abnormalities were observed in newborn rats when pregnant rats were dosed with high concentrations of trimethyl phosphite.
The odor threshold for this compound was determined to be 0.0001 ppm (ACGIH 1986). The odor is irritating and pungent at high concentrations..
- Fire HazardSpecial Hazards of Combustion Products: Toxic fumes of PO x
- Safety ProfileModerately toxic by ingestion and skin contact. An experimental teratogen. A severe skin and eye irritant. Flammable liquid when exposed to heat, flame, or oxidizers. To fight fire, use water, foam, fog, CO2. Violent explosive reaction on contact with magnesium perchlorate or trimethyl platinum(IV) azide tetramer. When heated to decomposition it emits toxic fumes of POx. An intermediate in the production of pesticides, fire retardants, and organic phosphorus additives. See also ESTERS.
- Potential ExposureTrimethyl phosphite is a flame retardant, and used as an intermediate in the manufacture of a number of pesticides, and organophosphorus additives.
- CarcinogenicityTrimethyl phosphite was genotoxic in mouse lymphoma assays but was not mutagenic in various bacterial assays.
- ShippingUN2329 Trimethyl phosphite, Hazard Class: 3; Labels: 3-Flammable liquid.
- Purification MethodsTreat the phosphite with Na (to remove water and any dialkyl phosphonate), then decant and distil it with protection against moisture. It has also been treated with sodium wire for 24hours, then distilled in an inert atmosphere onto activated molecular sieves [Connor et al. J Chem Soc, Dalton Trans 511 1986]. It can be fractionally distilled using a spinning band column at high reflux ratio. It is a colourless liquid which is slowly hydrolysed by H2O. [Gillis et al. J Am Chem Soc 80 2999 1958, NMR: Callis et al. J Am Chem Soc 79 2719 1957, Kosolapoff Organophosphorus Compounds, Wiley p 203 1950, Beilstein 1 IV 1256.]
- IncompatibilitiesVaor May form explosive mixture with air. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Violent reaction with magnesium perchlorate. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Reacts (hydrolyzes) with water. Incompatible with air, moisture.
- Waste DisposalTrimethyl phosphite may be burned in a chemical incinerator equipped with an afterburner and scrubber.
Trimethyl phosphite Preparation Products And Raw materials
- Preparation ProductsTriadimefonGlyphosateDichlorvosTetrachlorvinphosIsoquinoline, 6-(bromomethyl)- (9CI)6-Bromoisoquinoline6-Methylisoquinolinefluorescent whitening agent ATS-X(Aminomethyl)phosphonic acidCapsaicin8-METHYL-ISOQUINOLINEHEPTENOPHOSPHOSPHAMIDONDimethyl acetylmethylphosphonateMEVINPHOS1,4-BIS(2-METHYLSTYRYL)BENZENEFlame retardant for pure-dacronMonocrotophosFlame retardant for fabric
- Raw materialsSodium methanolateN,N-Dimethylaniline1,2-DichlorobenzeneTriphenyl phosphiteAMMONIUM CARBAMATE
- Diethyl phosphite Triphenyl phosphite Triethyl phosphite Trimethyl borate Dimethyl succinate Dimethyl phosphite Phosphorus Phosphorous acid Olibanum oil Orthophosphorus acid Trimethyl phosphonoacetate 4-(Trifluoromethoxy)aniline 2-(Trifluoromethoxy)aniline TRIS(TRIMETHYLSILYL) PHOSPHATE Triisopropyl phosphite TRICRESYL ORTHOPHOSPHATE TRIS(2-CHLOROETHYL) PHOSPHITE DIPHENYL METHYL PHOSPHATE
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