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HCID 7352作成日:2026年10月26日

メタクリル酸イソブチル

メタクリル酸イソブチル · イソブチルメタクリレート · メタクリル酸=イソブチル · iso-ブチルメタクリラート · イソブチル=メタクリラート · iso-ブチルメタクリラートモノマー · iso-ブチルメタクリレート · 2-メチルプロペン酸2-メチルプロピル

https://huagongshe.com/ja/chemical/7352

メタクリル酸イソブチル の分子構造式

識別子と物理属性

CAS No.9011-15-8
分子式C8H14O2
平均分子量142.2 g/mol
単同位体質量142.09937969 g/mol
SMILESC=C(C)C(=O)OCC(C)C
InChIKeyRUMACXVDVNRZJZ-UHFFFAOYSA-N
PubChem CID7352
ChEMBLCHEMBL1453087
EC No.202-613-0
DTXSIDDTXSID3025461
現地名メタクリル酸イソブチル

化学・物理的性質

XLogP2.7
極性表面積26.3
水素結合供与体数0
水素結合受容体数2
回転可能結合数4
重原子数10
形式電荷0
複雑度136
物質分類Flammable agents - 2nd degree
PolymersPlastics & Rubber -> (Meth)acrylates
化粧品Cosmetic ingredients (Isobutyl Methacrylate) -> CIR (Cosmetic Ingredient Review)
SpringerMaterials PropertiesDielectric constant
LogP(分配係数)log Kow = 2.66
密度0.8858 at 68 °F (USCG, 1999) - Less dense than waterwill float0.8858 g/cu cm at 20 °CBulk density: 0.882 g/mL at 25 °C/25 °C0.886 g/mL at 25 °C (lit.)
香味料EU Flavoring substances
Color/FormLiquid
溶解度Insoluble (<1mg/ml) (NTP, 1992)Miscible with ethanol, ethyl etherInsoluble in waterIn water, 1300 mg/L at 25 °C20℃の水に可溶、2g/L
引火点120 °F (NTP, 1992)35 °C (closed cup)49 °C (Tag open cup)107 °F
沸点311 °F at 760 mmHg (NTP, 1992)155 °C155 °C (lit.)
DecompositionWhen heated to decomposition it emits acrid smoke and fumes.
融点-37 °C
蒸気密度3.82 (vs air)
蒸気圧3.5 mm Hg ( 20 °C)
屈折率n20/D 1.420(lit.)
貯蔵条件2-8°C
外観・状態液体
色無色透明
臭いエーテルのような匂い
BRN1747595
ヘンリー定数1.9×10-2 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
安定性光、熱、空気に敏感。重合しやすい。可燃性。強力な酸化剤とは相容れない。
化粧品成分の機能フィルム形成
InChI1S/C8H14O2/c1-6(2)5-10-8(9)7(3)4/h6H,3,5H2,1-2,4H3
InChIKeyRUMACXVDVNRZJZ-UHFFFAOYSA-N
SMILESCC(C)COC(=O)C(C)=C
LogP(分配係数)2.95 at 20℃
CAS データベース97-86-9(CAS DataBase Reference)
NISTの化学物質情報2-Propenoic acid, 2-methyl-, 2-methylpropyl ester(97-86-9)
EPAの化学物質情報Isobutyl methacrylate (97-86-9)
ECETOC JACC REPORTIsobutyl methacrylate (97-86-9)

化学的特性

Isobutyl methacrylate is a colorless and moderately flammable liquid.

安全性と法規制

GHS 分類WarningH226: Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P271, P272, P280, P302+P352, P303+P361+P353, P304+P340, P319, P321, P332+P317, P333+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1406) of reports.H226 (> 99.9%): Flammable liquid and vapor [Warning Flammable liquids]
規制情報Chemical: 2-Propenoic acid, 2-methyl-, 2-methylpropyl esterCommission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)2-Propenoic acid, 2-methyl-, 2-methylpropyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propenoic acid, 2-methyl-, 2-methylpropyl 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: 30-06-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/149692-Propenoic acid, 2-methyl-, 2-methylpropyl ester: HSNO Approval: HSR001173 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 - 2-Propenoic acid, 2-methyl-, 2-methylpropyl ester: Environment tier I assessment
輸送ラベル(DOT)Flammable Liquid
火災危険Special Hazards of Combustion Products: Thermal decomposition may yield oxides of carbon.· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.
火災の可能性Flammable when exposed to heat or flame.
健康有害性May be harmful if inhaledmay cause dizziness or suffocation. Irritating to skin and eyes. Harmful if swallowed. (USCG, 1999)· May cause toxic effects if inhaled or absorbed through skin.
有害性の概要A lachrymator[CHEMINFO] A skin, eye, and respiratory tract irritant[HSDB] A skin, eye, and respiratory tract irritantMay cause skin sensitization[eChemPortal: ESIS]An irritantPotential skin sensitizer[MSDSonline] Isobutyl methacrylate, stabilized (UN2283) has warning of explosive polymerization[ERG 2016]
輸送番号・ガイド(DOT)2283 130P
反応性グループAcrylates and Acrylic Acids
Special ReportsEuropean Commission, ESISIUCLID Dataset, Isobutyl methacrylate (97-86-9) (2000 CD-ROM edition) contains information on use, toxicology, and environmental effects of this chemical as supplied to the European Union by industry.[Available from, as of February 22, 2010: http://esis.jrc.ec.europa.eu/]Organization for Economic Cooperation and DevelopmentScreening Information Data Set for Short Chain Alkyl Methacrylates, CAS Nos. 97-63-2, 97-86-9, 97-88-1, 688-84-6 (April 2004). This OECD Initial Assessment of HPV Chemicals is part of a series of OECD SIDS documents published by UNEP Chemicals to facilitate the access to information needed for health and environmental risk assessments of chemicals.[Available from, as of February 16, 2010: http://www.oecd.org/document/63/0,2340,en_2649_34379_1897983_1_1_1_1,00.html]
Reactivity AlertsHighly Flammable
Reactivity ProfileISOBUTYL METHACRYLATE is an acrlate ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides. This compound polymerizes readily. (NTP, 1992)
消火Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)polymerization hazard]:
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EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.General First Aid:
暴露管理・個人防護· Wear positive pressure self-contained breathing apparatus (SCBA).
消火手順If material on fire or involved in fire: Use water in flooding quantities as fog. Do not extinguish fire unless flow can be stopped. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemical, or carbon dioxide. /Isobutyl methacrylate, stabilized/Wear positive pressure self-contained breathing apparatus when fighting fires involving this material. /Isobutyl methacrylate, stabilized/
保管条件Temp during storage must be kept low to minimize formation of peroxides and other oxidation products. ... Storage temp below 30 °C are recommended for i-Butylmethacrylate. The methacrylate monomer should not be stored for longer than one year. Isobutyl methacrylate is sensitive to UV light and should, therefore, be stored in the dark. The methacrylic ester may be stored in mild steel, stainless steel, or aluminum.
清掃方法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.
非火災時の漏出対応Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)polymerization hazard]:
処分方法SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. 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 soil or watereffects on animal and plant lifeand conformance with environmental and public health regulations.Options for the disposal of waste or spilled material: large quantities can be returned to the manufacturer for recycle. Small quantities may be incinerated under controlled conditions in incinerators suitable for methacrylates. Combustion products include carbon monoxide, carbon dioxide, and water. The product must be disposed of as special waste in accordance with regulations for special waste.
Preventive MeasuresSRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.SRP: Contaminated protective clothing should be segregated in a manner that results in no direct personal contact by personnel who handle, dispose of, or clean the clothing. Quality assurance procedures to confirm the efficacy of the cleaning procedures should be implemented prior to the decontaminated protective clothing being returned for reuse by the workers. Contaminated clothing (including shoes/socks) should not be taken home at end of shift, but should remain at employee's place of work for cleaning.... Hazard is the generation of considerable exothermic heat in some of the reactions, so that high pressures & temp may develop. This danger ... should be borne in mind when designing plant. Awareness of the dangers and of good engineering design are essential to safety. Employees should be instructed about the necessity of cleansing the skin if it is contaminated by materials which are irritants or skin-absorbed. With careful design, however, and complete enclosure of those processes where toxic chemicals or intermediates occur, dangerous exposures can be avoided. /Acrylic acid & derivatives/If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Attempt to stop leak if without undue personnel hazard. /Isobutyl methacrylate, stabilized/Personnel protection: Avoid breathing vapors. Keep upwind. Avoid bodily contact with the meterial. Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amt of water or soap and water ... If contact with the material anticipated, wear appropriate chemical protective clothing. /Isobutyl methacrylate, stabilized/
Isolation and EvacuationExcerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)polymerization hazard]:Immediate precautionary measure
Personal Protective Equipment (PPE)Wear self-contained positive pressure breathing apparatus and full protective clothing. (USCG, 1999)Suitable protective clothing and self-contained respiratory protective apparatus should be available for use of those who may have to rescue persons overcome by fumes. /Acrylic acid and derivatives/
生態毒性値LC50Species: Leuciscus idus (ide, freshwater fish)Concentration: 92 mg/L/48 hrConditions: static, temp 20 +/- 1 °C, pH 7.0 +/- 0.2, dissolved oxygen >= 4 mg/L, hardness 14 deg dH, purity 88.89 %Species: Oncorynchus mykiss (Rainbow trout)Conditions: flow-through, OECD 203Concentration: 20 mg/L/96 hrEC50Species: Daphnia magna (water flea)Conditions: flow-through, OECD 202Concentration: > 29 mg/L/48 hrEndpoint: immobilizationSpecies: Pseudokirchneriella subcapitata (algae)Conditions: static, closed vessel, OECD 201Concentration: 44 mg/L/72 hrEndpoint: growth rateConcentration: 16 mg/L/72 hr
環境中動態TERRESTRIAL FATE: Based on a classification scheme(1), Koc values of 1480-3920(2) indicate that isobutyl methacrylate is expected to have low to slight mobility in soil(SRC). Volatilization of isobutyl methacrylate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 5.2X10-4 atm-cu m/mole(SRC), based upon its vapor pressure, 3.63 mm Hg(3), and water solubility, 1300 mg/L(4). Isobutyl methacrylate is expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). Data are conflicting using standardized biodegradation tests. Utilizing the modified Japanese MITI test, isobutyl methacrylate reached 33% of its theoretical BOD after 28 days(11), while in the OECD 301D Method (Closed Bottle Test) isobutyl methacrylate was found to biodegrade 74% in 28 days(2).AQUATIC FATE: Based on a classification scheme(1), Koc values of 1480-3920(2) indicate that isobutyl methacrylate is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 5.2X10-4 atm-cu m/mole(SRC), derived from its vapor pressure, 3.63 mm Hg(4), and water solubility, 1300 mg/L(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 5.5 hours and 5.3 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 15-37 days if adsorption is considered(6). According to a classification scheme(7), an estimated BCF of 27(SRC), from its log Kow of 2.66(8) and a regression-derived equation(9), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Hydrolysis is not expected to be an important process(SRC) based on estimated hydrolysis half-lives of 130 and 13 years at pHs 7 and 8, respectively(10). Data are conflicting using standardized biodegradation tests. Utilizing the modified Japanese MITI test, isobutyl methacrylate reached 33% of its theoretical BOD after 28 days(11). In the OECD 301D Method (Closed Bottle Test) isobutyl methacrylate was found to biodegrade 74% in 28 days using a sewage inoculum(2).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), isobutyl methacrylate, which has a vapor pressure of 3.63 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase isobutyl methacrylate 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 17 hours(SRC), calculated from its rate constant of 2.3X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Vapor-phase isobutyl methacrylate is also degraded in the atmosphere by reaction with ozone(SRC)the half-life for this reaction in air is estimated to be 1 day(SRC), calculated from its rate constant of 1.1X10-17 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Isobutyl methacrylate does not contain chromophores that absorb at wavelengths >290 nm(4) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).
有害作用Lacrimator (Lachrymator) - A substance that irritates the eyes and induces the flow of tears.
毒性の概要Based on the available data, the CIR Expert Panel concluded that...Isobutyl Methacrylate is safe as used in nail enhancement products when skin contact is avoided. Products containing these ingredients should be accompanied with directions to avoid skin contact, because of the sensitizing potential of Methacrylates.Safe for use in cosmetics, with qualifications
Soil Adsorption/MobilityThe Koc of isobutyl methacrylate has been reported as 1480-3920(1). According to a classification scheme(2), these Koc values suggest that isobutyl methacrylate is expected to have low to slight mobility in soil.
Human Toxicity Excerpts/OTHER TOXICITY INFORMATION/ Biologically, methacrylates resemble acrylates, except for lower reactivity and thus decreased toxicity. This is probably due to steric hindrance by its methyl group and in turn decreased rates of membrane transport and systemic translocation. /Methacrylic esters/
Artificial Pollution SourcesIsobutyl methacrylate's production and use as a monomer for acrylic resins(1) and in hydrogel contact lenses(2) may result in its release to the environment through various waste streams(SRC).
Environmental BiodegradationAEROBIC: In the modified Japanese MITI test, isobutyl methacrylate reached 33% of its Theoretical BOD after 28 days(1).AEROBIC: Isobutyl methacrylate was found to biodegrade 74% in 28 days using a sewage inoculum in the OECD 301D Method (Closed Bottle Test), classifying it as readily biodegradable(1).
Environmental BioconcentrationAn estimated BCF of 26 was calculated in fish for isobutyl methacrylate(SRC), using a log Kow of 2.66(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).
Volatilization from Water/SoilThe Henry's Law constant for isobutyl methacrylate is estimated as 5.2X10-4 atm-cu m/mole(SRC) derived from its vapor pressure, 3.63 mm Hg(1), and water solubility, 1300 mg/L(2). This Henry's Law constant indicates that isobutyl methacrylate is expected to volatilize from water surfaces(3). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(3) is estimated as 5.5 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 5.3 days(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 15-37 days if adsorption is considered(4). Isobutyl methacrylate's estimated Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of isobutyl methacrylate from dry soil surfaces may exist(SRC) based upon its vapor pressure(1).
Non-Human Toxicity Excerpts/LABORATORY ANIMALS: Acute Exposure/ Recent inhalation studies, in rats (strain and sex unknown), using specialist histopathology techniques to study the nasal tissues have shown that EMA produces lesions in the olfactory region of the nasal cavity following exposure at 200 ppm for 6 hrs, but that alkyl-methacrylate esters larger than EMA do not elicit a toxic response at this dose level, mainly because their physicochemical characteristics prevent significant local uptake of the vapors ... /Short chain alkyl-methacrylate esters//LABORATORY ANIMALS: Acute Exposure/ Isobutyl methacrylate causes moderate skin and eye irritation in rabbits (strain unknown). Inhalation of 3600 ppm for 6 hr caused no mortality in rats. /From table//LABORATORY ANIMALS: Acute Exposure/ Methacrylic acid administered iv increased respiratory rate, decreased heart rate, and produced electrocardiogram changes in anesthetized dogs (breed unknown). Methacrylic acid, methyl, n-propyl, n-butyl, isobutyl, and hydroxyethyl methacrylates produced a biphasic response, an abrupt fall in blood pressure followed by a secondary rise. 2-Ethylhexyl, isodecyl, lauryl, and tert-butylaminoethyl methacrylates produced only a hypotensive effect. Dimethylaminoethylmethacrylate produced only a hypertensive effect./LABORATORY ANIMALS: Developmental or Reproductive Toxicity/ ... Six types of methacrylate esters /were administered/ to pregnant rats (strain unknown) on days 5, 10, and 15 of gestation in doses up to one-third the acute intraperitoneal LD50. The maximum doses used were 0.44, 0.40, 0.78, 0.46, and 0.82 mL/kg for the methyl, ethyl, n-butyl, isobutyl, isodecyl methacrylate respectively. Hemangiomas were increased at the highest doses as were resorptions. The fetal wt was reduced by treatment. Acrylic acid was injected in volumes of up to 0.0075 mL/kg and this was associated with resorptions and hemangiomas. Fetal mortality and an incidence of up to 16% malformations were reported ...For more Non-Human Toxicity Excerpts (Complete) data for Isobutyl Methacrylate (11 total), please visit the HSDB record page.
Environmental Abiotic DegradationThe rate constant for the vapor-phase reaction of isobutyl methacrylate with photochemically-produced hydroxyl radicals has been estimated as 2.3X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 17 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the vapor-phase reaction of isobutyl methacrylate with ozone has been estimated as 1.1X10-17 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(1). This corresponds to an atmospheric half-life of about 1 day at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(2). A base-catalyzed second-order hydrolysis rate constant of 1.8X10-3 L/mole-sec(SRC) was estimated using a structure estimation method(3)this corresponds to half-lives of 130 and 13 years at pH values of 7 and 8, respectively(3). Isobutyl methacrylate does not contain chromophores that absorb at wavelengths >290 nm(4) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).
水環境危害等級(WGK)1
TSCA 収載状態TSCA listed
RTECS 番号OZ4900000
輸送番号(UN)UN 2283 (ISOBUTYL METHACRYLATE, STABILIZED)
税関コード29161290
危険文句(R)10-36/37/38-43-50
化審法(2)-1039
消防法危-4-2-III
危険表示Xi,N
安全措置(S)24-37-61
危険等級3Flam. Liq. 3Skin Irrit. 2Skin Sens. 1STOT SE 3
包装等級III
貯蔵分類3 - Flammable liquids
有害物質データ97-86-9(Hazardous Substances Data)

用途

用途

可撓性樹脂?繊維処理剤?紙コーティング材?塗料?潤滑油添加剤原料

使用

Isobutyl methacrylate is primarily used as a monomer for acrylic resins .

一般的な説明

Isobutyl methacrylate is a colorless liquid with a flash point of 120°F. When heated to high temperatures Isobutyl methacrylate may release acrid smoke and fumes. If Isobutyl methacrylate is subjected to heat for prolonged periods or becomes contaminated, Isobutyl methacrylate is subject to polymerization. If the polymerization takes place inside a container, the container may violently rupture. The vapors are heavier than air. Isobutyl methacrylate may be irritating to skin and eyes and produce a narcotic effect. Isobutyl methacrylate is used in making acrylic resins.

製法・合成法

調製方法

Isobutyl methacrylate is produced by the esterification or transesterification of isobutyl alcohol with either methacrylic acid or methyl methacrylate .