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化工社化工社 化学情報印刷レポート · 研究参考用
HCID 8472作成日：2026年10月27日

亜りん酸トリメチル

亜りん酸トリメチル · トリメトキシホスフィン · トリメチルホスファイト · トリメチル=ホスファイト · ホスホン酸トリメチル · ホスホン酸トリメチル,6N · 亜りん酸トリメチル,6N · トリメチル＝ホスフィット

https://huagongshe.com/ja/chemical/8472

亜りん酸トリメチル の分子構造式

識別子と物理属性

CAS No.121-45-9
分子式C3H9O3P
平均分子量124.08 g/mol
単同位体質量124.02893078 g/mol
SMILESCOP(OC)OC
InChIKeyCYTQBVOFDCPGCX-UHFFFAOYSA-N
PubChem CID8472
ChEMBLCHEMBL3186364
ChEBICHEBI:183313
EC No.204-471-5
DTXSIDDTXSID4026979
現地名亜りん酸トリメチル

化学・物理的性質

XLogP0.1
極性表面積27.7
水素結合供与体数0
水素結合受容体数3
回転可能結合数3
重原子数7
形式電荷0
複雑度31.7
物質分類Other Classes -> Phosphite CompoundsFlammable agents - 3rd degree
SpringerMaterials PropertiesSchoenflies notation
臭いIrritating, pungent, oily, pyridine-like odorDistinctive, pungent odor.Powerful, sickly odor
密度1.046 at 68 °F (USCG, 1999) - Denser than waterwill sink1.0518 g/cu cm at 20 °CRelative density (water = 1): 1.11.046 @25 °C1.052 g/mL at 25 °C(lit.)
Color/FormColorless liquid
溶解度Reacts with water (NIOSH, 2024)Reacts (hydrolyzes) with waterVery soluble in ethanol, etherSoluble in hexane, benzene, acetone, carbon tetrachloride, and keroseneSolubility in water: reactionChloroform, DMSO (Sparingly)水で加水分解します。
引火点82 °F (USCG, 1999)28 °C (82 °F) - closed cup130 °F (54 °C) (open cup)23 °C c.c.
沸点232 °F at 760 mmHg (USCG, 1999)110 °C111.5 °C111-112 °C(lit.)
DecompositionHazardous decomposition products formed under fire conditions - Carbon oxides, oxides of phosphorus.... When heated to decomposition can emit highly toxic fumes of /phosphorus oxides/.
融点-108 °F (USCG, 1999)-78 °C−78 °C(lit.)
蒸気密度4.3 (Air = 1)Relative vapor density (air = 1): 4.34.3 (vs air)
臭気閾値Odor Threshold Low: 0.001 [ppm]Odor threshold (tested by means of a laboratory test panel) are on the order of 0.1 ppb.
蒸気圧17 mm Hg ( 20 °C)
屈折率n20/D 1.408(lit.)
貯蔵条件2-8°C
外観・状態液体
色無色
比重1.052
爆発限界5.2-61.2%(V)
BRN956570
ヘンリー定数9.0×10-1 mol/(m3Pa) at 25℃, HSDB (2015)
安定性Moisture Sensitive
InChI1S/C3H9O3P/c1-4-7(5-2)6-3/h1-3H3
InChIKeyCYTQBVOFDCPGCX-UHFFFAOYSA-N
SMILESP(OC)(OC)OC
CAS データベース121-45-9(CAS DataBase Reference)
NISTの化学物質情報Phosphorous acid, trimethyl ester(121-45-9)
EPAの化学物質情報Trimethyl phosphite (121-45-9)

化学的特性

Trimethyl phosphite is a colorless liquid. Distinctive pungent, pyridine-like odor. The Odor Threshold is 0.0001 ppm.

安全性と法規制

GHS 分類DangerH226 (99.6%): Flammable liquid and vapor [Warning Flammable liquids]P203, P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P305+P354+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 236 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H226: Flammable liquid and vapor [Warning Flammable liquids]
規制情報Chemical: Phosphorous acid, trimethyl esterPhosphorous acid, trimethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phosphorous acid, trimethyl ester are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 22-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/13214Phosphorous acid, trimethyl ester: HSNO Approval: HSR001231 Approved with controlsThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
その他の安全情報IMAP assessments - Phosphorous acid, trimethyl ester: Human health tier II assessment
輸送ラベル（DOT）Flammable Liquid
火災危険Special Hazards of Combustion Products: Toxic fumes of POx. (USCG, 1999)· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.Flammable. Gives off irritating or toxic fumes (or gases) in a fire. Above 23 °C explosive vapour/air mixtures may be formed.
火災の可能性Flammable liquid when exposed to heat, flame, or oxidizers.
健康有害性Symptoms of exposure may include burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, and vomiting. (USCG, 1999)· May cause toxic effects if inhaled or absorbed through skin.
有害性の概要Corrosive to skin

用途

用途

殺虫?殺菌剤原料、プラスチック?木材難燃剤、高分子重合触媒、ガソリン添加剤、塗料添加剤

使用

Trimethyl phosphite has been used primarily as an intermediate in the manufacture of pesticides and the synthesis of organophosphate insecticides. It is also used as a fire retardants in the production of textiles, as an intermediate in the production of flame-retardant polymers for polyurethane foams, and as a catalyst.

一般的な説明

Trimethyl phosphite appears as a clear colorless liquid with a strong foul odor. Flash point 99°F. Denser than water and insoluble in water. Vapors heavier than air. It is used in making pesticides, flame retardants and organophosphorous additives.

製法・合成法

調製方法

Produced via a reaction between phosphorus trichloride and methanol in the presence of a tertiary amine catalyst such as diethylaniline.

純化方法

Treat 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.]

[Quick CPC] Liquid causes second or third degree burns after short contact. [CHRIS] Dose dependent cataract formation occurs in rats exposed to concentrations above 100 ppm. Lung inflammation occurs in animals exposed at 600 ppm. Human subjects complain of objectionable odor above 20 ppm. No adverse health effects were found in 179 employees exposed regularly to 0.3 to 8 ppm. [ACGIH] A severe skin, eye, and respiratory tract irritant
[ICSC]
輸送番号・ガイド（DOT）2329 130
反応性グループSulfonates, Phosphonates, and Thiophosphonates, Organic
UN 分類UN Hazard Class: 3UN Pack Group: III
Special ReportsOrganization for the Prohibition of Chemical WeaponsConvention on the Prohibition of the Development, Production, Stockpiling and Use of Chemical Weapons and Their Destruction. The Chemical Weapons Convention (CWC) is an international treaty which bans the development, production, stockpiling, and transfer or use of chemical weapons. The Convention mandates the destruction and prohibition of chemical weapons and related facilities and provides for restrictions on international trade in toxic chemicals and precursors.[Available from, as of November 12, 2008: http://www.opcw.org]
Reactivity AlertsHighly Flammable
消火Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:Use foam, carbon dioxide, powder. In case of fire: keep drums, etc., cool by spraying with water. NO direct contact with water.
応急処置措置Fresh air, rest.Rinse and then wash skin with water and soap.First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.Rinse mouth.
漏出応急措置· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.
応急処置Excerpt from NIOSH Pocket Guide for Trimethyl phosphite:General First Aid:(General first aid procedures)
安全保管Fireproof. Separated from oxidants and strong bases.
暴露管理・個人防護· Wear positive pressure self-contained breathing apparatus (SCBA).
消火手順Suitable extinguishing media: Dry powder.Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary.To fight fire, use water, foam, fog, /carbon dioxide/.
保管条件Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Never allow product to get in contact with water during storage. Storage class (TRGS 510): Flammable liquids.
清掃方法ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Methods and materials for containment and cleaning up: Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place in container for disposal according to local regulations. Do not flush with water.
非火災時の漏出対応Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
処分方法SRP: Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air qualitypotential migration in air, soil or watereffects on animal, aquatic and plant lifeand conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.Product: Burn in a chemical incinerator equipped with an afterburner and scrubber but exert extra care in igniting as this material is highly flammable. Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this materialContaminated packaging: Dispose of as unused product.Principles and methods for destruction of chemical weapons: ... "Destruction of chemical weapons" means a process by which chemicals are converted in an essentially irreversible way to a form unsuitable for production of chemical weapons, and which in an irreversible manner renders munitions and other devices unusable as such. ... Each ... /nation/ shall determine how it shall destroy chemical weapons, except that the following processes may not be used: dumping in any body of water, land burial or open-pit burning. It shall destroy chemical weapons only at specifically designated and appropriately designed and equipped facilities. ... Each ... /nation/ shall ensure that its chemical weapons destruction facilities are constructed and operated in a manner to ensure the destruction of the chemical weaponsand that the destruction process can be verified under the provisions of this Convention.
漏出処分Personal protection: self-contained breathing apparatus. Collect leaking and spilled liquid in sealable containers as far as possible.
標的器官Eyes, skin, respiratory system, reproductive system
環境中動態TERRESTRIAL FATE: Trimethyl phosphite hydrolyzes rapidly in the presence of water(1,2) and therefore, adsorption to soil, volatilization from moist soil surfaces, and biodegradation are not expected to be important fate processes(SRC). The hydrolysis rate of trimethyl phosphite is expected to be similar to the hydrolysis rate of triethyl phosphite(SRC). In acid solution (pH=4) triethyl phosphite hydrolyzes immediately forming diethyl phosphite and ethanol(3). At pH 7, triethyl phosphite hydrolyzes completely within 20 minutesafter 3 hours 89.3% diethyl phosphite and 10.7% monoethyl phosphite are formed(3). At pH 9, the half-life of triethyl phosphite in water is approximately 5.1 hours70% of the substance remains unhydrolyzed after 3 hours(3). Trimethyl phosphite is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 24 mm Hg at 25 °C(4). Dimethyl phosphite, an hydrolysis product of trimethyl phosphite, reached 48% of its theoretical BOD in 4 weeks in the Japanese MITI test indicating it is inherently biodegradable, but not readily biodegradable(1).AQUATIC FATE: Trimethyl phosphite hydrolyzes rapidly in the presence of water(1,2) and therefore, adsorption to sediment, volatilization from water surfaces, bioconcentration and biodegradation are not expected to be important fate processes(SRC). Trimethyl phosphite hydrolyzes in water to form dimethyl phosphite and methanol(1,2). The hydrolysis rate of trimethyl phosphite is expected to be similar to the hydrolysis rate of triethyl phosphite(SRC). In acid solution (pH=4) triethyl phosphite hydrolyzes immediately forming diethyl phosphite and ethanol(3). At pH 7, triethyl phosphite hydrolyzes completely within 20 minutes70% of the substance remains unhydrolyzed after 3 hours(3). Dimethyl phosphite, an hydrolysis product of trimethyl phosphite, reached 48% of its theoretical BOD in 4 weeks in the Japanese MITI test indicating it is inherently biodegradable, but not readily biodegradable(1).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), trimethyl phosphite, which has a vapor pressure of 24 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase trimethyl phosphite is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC)the half-life for this reaction in air is estimated to be 33 minutes(SRC), calculated from its rate constant of 7.1X10-10 cu cm/molecule-sec at 25 °C(3). Trimethyl phosphite does not absorb at wavelengths >290 nm(4) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).
有害作用Dermatotoxin - Skin burns.
暴露経路The substance can be absorbed into the body through the skin and by ingestion.inhalation, ingestion, skin and/or eye contact
毒性の概要IDENTIFICATION AND USE: Trimethyl phosphite (TMP) is a colorless liquid. It is used primarily as an intermediate in the manufacture of pesticides. It is also used as a fireproofing agent in the production of textiles, as an intermediate in the production of flame-retardant polymers for polyurethane foams, and as a catalyst. HUMAN EXPOSURE AND TOXICITY: Examination of 179 employees involved in manufacturing of TMP failed to reveal any indications of ocular changes or other adverse effects on worker health associated with occupational exposure to trimethyl phosphite. It is only moderately toxic by oral ingestion and an irritant to eyes, skin and upper respiratory system. ANIMAL STUDIES: Topical application of trimethyl phosphite produced moderately severe but persistent irritation on rabbit skin. Instillation of undiluted trimethyl phosphite into the rabbit eye caused severe ocular irritation and swelling, which lasted for several days. No permanent damage to the eye could be detected. Marked mortality (> 70%) /was demonstrated/ among rats exposed at 600 ppm, 6 hours/day, 5 days/week for 4 weeks. Ten percent of the rats exposed at 300 ppm also died. Gross histological evidence of lung inflammation was observed in the animals exposed at 600 ppm, but no such changes occurred in those subjected to 300 or 100 ppm. Clinical signs of ocular irritation occurred in the animals exposed at 100 ppm or higher concentrations. Severe cataract developed in the 600 ppm exposure group, and mild cataracts from 300 ppm100 ppm exposures caused mild, reversible "striate opacities" of the lenses of a few animals. TMP was administered by gavage to pregnant rats at rates of 16, 49, or 164 mg/kg/day, on gestation Days 6 through 15. Acetyl salicylic acid (250 mg/kg/day) was also administered to a group of rats as a positive control. Teratologic evaluation revealed gross fetal abnormalities, skeletal defects, and soft tissue defects at a dose rate of 164 mg/kg/day of trimethyl phosphite, but not at the two lesser rates. An increased frequency of fetal resorption was also observed at 164 mg/kg/day. Trimethyl phosphite was genotoxic in three separate mouse lymphoma assays, either with or without microsomal activation. Trimethyl phosphite was also positive in a battery of Drosophila melanogaster mutagenicity assays and in a bacterial DNA damage/repair suspension assay using various strains of Escherichia coli and Salmonella typhimurium. Trimethyl phosphite failed to show evidence for genetic toxicity in Salmonella and Saccharomyces strains, in a cell transformation assay, in a bacterial DNA repair assay (Escherichia coli, Salmonella typhimurium) or in two Salmonella/mammalian-microsome preincubation assays.
Signs and SymptomsCough. Sore throat.Redness. Pain.irritation eyes, skin, upper respiratory systemdermatitisIn Animals: teratogenic effects
Ongoing Test StatusEPA has released the Interactive Chemical Safety for Sustainability (iCSS) Dashboard. The iCSS Dashboard provides an interactive tool to explore rapid, automated (or in vitro high-throughput) chemical screening data generated by the Toxicity Forecaster (ToxCast) project and the federal Toxicity Testing in the 21st century (Tox21) collaboration. /The title compound was tested by ToxCast and/or Tox21 assays/[USEPAICSS Dashboard ApplicationAvailable from, as of July 7, 2016: http://actor.epa.gov/dashboard/]
ICSC Environmental DataEnvironmental effects from the substance have not been investigated adequately.
Soil Adsorption/MobilityAdsorption to soils or suspended solids and sediment in water is not expected to be an important fate process(SRC) because trimethyl phosphite reacts (hydrolyzes) in water(1).
TSCA Test SubmissionsThe ability of 1,3-dioxolane to induce morphological transformation in the C3H/10T 1/2 mouse cell line (Cell Transformation Assay) without metabolic activation was evaluated. Based on preliminary toxicity tests (exposure time=24 hrs), 1,3-dioxolane was tested at 10 concentrations between 1.0-20,000 ul/ml, with cell survival ranging from 100% to 66%. 1,3-Dioxolane exhibited a weak transformation potential using this test system.Teratogenicity was evaluated in pregnant female BLU:(SD)BR albino rats (25/group) orally exposed by gavage to trimethyl phosphite at dose levels of 0, 16, 49 or 164 mg/kg/day on gestation days (GD) 6-15. Surviving animals were sacrificed on GD 20. Significant differences were observed between treated and control animals in the following (high-dose group unless otherwise noted): decreased body weight minus gravid uterine weight, increased incidence of morphological abnormalities in soft tissues and skeletal system and gross abnormalities (including widening of cal sutures, increased incidence of abnormalities, primarily partial ossification of the long bones, along with anomalies of several sternebrae and vertebrae, and all treated groups exhibited increased incidence of dams with fetuses afflicted with teratologic effects of any kind. No significant differences were observed between treated and control animals in the following: maternal mortality, pharmacological examination, food consumption or body weight, live fetuses/dam, average fetal weight, numbers of live litters, implantation sites, resorptions, and dead fetuses.The mutagenicity of trimethyl phosphite was evaluated in Salmonella tester strains TA98, TA100, TA1535, TA1537 and TA1538 (Ames Test) and in Saccharomyces cerevisiae strain D4, both in the presence and absence of added metabolic activation by Aroclor-induced rat liver S9 fraction. Based on preliminary toxicity determinations, trimethyl phosphite, diluted with DMSO, was tested at concentrations up to 5.0ul/plate using the plate incorporation technique. Trimethyl phosphite did not cause a positive response in any of the tester strains with or without metabolic activation.The mutagenicity of trimethyl phosphite was evaluated in the germ cells of Drosophila melanogaster by inhalation exposure employing the Y chromosome loss test, dominant lethal test, bithorax test of levels and sex-linked recessive lethal test. Based on preliminary toxicity determinations, trimethyl phosphite, was administered at 10mM to male flies and then mated. Trimethyl phosphite cause a significant increase in genetic damage in the treated Drosophila under the experimental conditions used. Also employed was the white-ivory mosaic test, which did not produce a positive response.For more TSCA Test Submissions (Complete) data for TRIMETHYL PHOSPHITE (10 total), please visit the HSDB record page.
Human Toxicity Excerpts/EPIDEMIOLOGY STUDIES/ Analyses of workplace air /from a plant engaged in the manufacture of trimethyl phosphite revealed concentrations averaging up to 8 ppm in 1969 and 1971. More thorough studies in this and another facility in 1979 indicated average exposures generally between 0.3 and 4 ppm, with occasional values as high as 15 ppm. Examination of 179 employees in these plants failed to reveal any indications of ocular changes or other adverse effects on worker health associated with occupational exposure to trimethyl phosphite./OTHER TOXICITY INFORMATION/ It is only moderately toxic by oral ingestion and an irritant to eyes, skin and upper respiratory system. No information of chronic toxicity of vapors. Exposure of workers during its manufacture and handling may involve low-level inhalation of vapors.
Artificial Pollution SourcesTrimethyl phosphite's production and use as an intermediate, especially for production of pesticides(1), as a fireproofing agent in the production of textiles, as an intermediate in production of flame-retardant polymers for polyurethane foams, and as a catalyst(2) may result in its release to the environment through various waste streams(SRC).
DHS Chemicals of Interest (COI)Trimethyl phosphite80220Chemical Weapons/Chemical Weapons Precursors chemical material that, if stolen or diverted, can be converted into weapons using simple chemistry, equipment, or techniques.
F10-13-21
職業暴露区分（OEB）B
職業暴露限界（OEL）TWA: 2 ppm (10 mg/m3)
水環境危害等級（WGK）1
TSCA 収載状態TSCA listed
RTECS 番号TH1400000
輸送番号（UN）UN 2329
毒性LD50 orally in Rabbit: 1600 mg/kg LD50 dermal Rabbit 2600 mg/kg
税関コード2920 23 00
危険文句（R）10-22-36/37/38-41-37/38-65-48/23/24/25-11-46-45-67-66-36
化審法(2)-1951
安衛法57,57-2
消防法危-4-2-III
危険表示Xn,T,F,Xi
安全措置（S）26-39-62-45-16-53
危険等級3Acute Tox. 4 OralEye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3
包装等級III
自然発火温度250 °C
貯蔵分類3 - Flammable liquids
有害物質データ121-45-9(Hazardous Substances Data)