プロピレングリコール1-モノメチルエーテル2-アセタート

Propylene glycol methyl ether acetate

HCID 7946CAS 108-65-6

基本情報

標準SMILES
COCC(C)OC(C)=O
InChIKey
LLHKCFNBLRBOGN-UHFFFAOYSA-N
分子式
C6H12O3
平均分子量
132.16 g/mol
単同位体質量
132.07864424

概要

Propylene glycol methyl ether acetate is a colorless liquid with a sweet ether-like odor. (USCG, 1999)

名称と識別子

優先名称
Propylene glycol methyl ether acetate
IUPAC
1-methoxypropan-2-yl acetate
現地名
プロピレングリコール1-モノメチルエーテル2-アセタート
英語名
1-Methoxy-2-propyl acetate
分子式
C6H12O3
分子量
132.16

名称と別名

Propylene glycol methyl ether acetatePGMEA cpdRefChem:4334931-Methoxy-2-propyl acetate108-65-61-methoxypropan-2-yl acetatePropylene glycol monomethyl ether acetate2-Acetoxy-1-methoxypropane1-Methoxy-2-acetoxypropaneMETHOXYISOPROPYL ACETATE2-Methoxy-1-methylethyl acetate2-Propanol, 1-methoxy-, acetate
名称をさらに表示
プロピレングリコール1-モノメチルエーテル2-アセタート酢酸2-メトキシ-1-メチルエチルプロピレングリコールモノメチルエーテルアセタート2-プロピレングリコール1-メチルエーテルアセタートプロピレングリコールメチルエーテルアセタート1-メトキシプロパン-2-オールアセタートプロピレングリコールモノメチルエーテルアセテート2-メトキシ-1-メチルエチル=アセタート酢酸1-(メトキシメチル)エチル1-メトキシ-2-プロパノールアセタート酢酸1-メチル-2-メトキシエチルプロピレングリコ-ルモノメチルエ-テルアセテ-ト酢酸2-(1-メトキシ)プロピル2-アセトキシ-1-メトキシプロパン1-メトキシ-2-アセトキシプロパンメトキシプロピルアセテート1メトキシ2プロピルアセタトプロピレングリコール-1-メチルエーテルアセテート1,2-プロパンジオール1-モノメチルエーテル2-アセタート2‐アセトキシ‐1‐メトキシプロパンPGMEAMPAPMA/PGMEADowanol PMAPMA-EL
1-METHOXY-2-PROPANOL ACETATEPropyleneglycol monomethyl ether acetateNSC 2207Acetic acid, 2-methoxy-1-methylethyl ester2-Propanol, 1-methoxy-, 2-acetatePropylene glycol 1-methyl ether 2-acetateMFCD00038500DTXSID1026796

データベース識別子

CAS
108-65-6、84540-57-8
PubChem CID
7946
DTXSID
DTXSID1026796
ChEMBL
CHEMBL3182130
UNII
PA7O2U6S2Q
EC Number
203-603-9
Nikkaji
J38.089J

物性

構造計算による物性

XLogP
0.4
極性表面積
35.5 Ų
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
4
重原子数
9

実験および物理化学的性質

Solvents · 2 件

Solvents -> Glycol Ethers (P Series)

Solvents -> Glycol Ethers (P Series)

Cosmetics · 2 件

Cosmetic ingredients (Methoxyisopropyl Acetate) -> CIR (Cosmetic Ingredient Review)

Solvent

LogPlog Kow = 0.56
OdorSweet, ether-like
Density · 6 件

0.969 at 68 °F (USCG, 1999) - Less dense than water; will float

0.969 at 20 °C

Saturated liquid density: 8.090 lbs/cu ft at 68 °F. Saturated vapor pressure: 0.072 lbs/sq in at 68 °C

Saturated vapor density: 0.00167 lbs/cu ft at 68 °C

Relative density (water = 1): 0.96

0.969

Viscosity1.23 sq mm/sec at 20 °C

物理化学的性質

融点
-87 °C · -87 °C
沸点
145 · 145-146 °C(lit.)
比重(密度)
0.97 g/mL · 0.970 g/mL at 25 °C(lit.)
蒸気圧
3.7 mm · 3.7 mm Hg ( 20 °C)
屈折率
20 · n20/D 1.402
闪点
110 °F · 110 °F
化学的性質 · 1 件

化学的特性1-Methoxy-2-propyl acetate(Methoxypropyl Acetate) is a clear, slightly hygroscopic liquid with a mild odour. It is freely miscible with most common organic solvents, but has only limited miscibility with water.By virtue of its ether and ester groups, Methoxypropyl Acetate enters into reactions that are characteristic of ethers and esters and display their solvent power. For instance, it dissolves numerous natural and synthetic resins, waxes, fats and oils.Since Methoxypropyl Acetate may react with the oxygen in the air to form peroxides, BASF supplies it inhibited with 2.6-di-tert-butyl-para-cresol (butylated hydroxytoluene – BHT).

安全と法規制

GHS分類

GHS Classification · 6 件

Warning

H226: Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for < 0.1% (1 of 3028) of reports.

Warning

H226 (> 99.9%): Flammable liquid and vapor [Warning Flammable liquids]

危険有害性情報

Regulatory Information · 5 件

Chemical: 2-Propanol, 1-methoxy-, acetate

2-Propanol, 1-methoxy-, 2-acetate is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propanol, 1-methoxy-, 2-acetate 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)

PMN - indicates a commenced PMN (Pre-Manufacture Notices) substance.

Status: Active Update: 03-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14773

2-Propanol, 1-methoxy-, acetate: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - 2-Propanol, 1-methoxy-, acetate: Human health tier I assessment
DOT LabelFlammable Liquid
Fire Hazards · 2 件

Special Hazards of Combustion Products: Carbon dioxide and carbon monoxide may form when heated to decomposition. (USCG, 1999)

Flammable. Above 42 °C explosive vapour/air mixtures may be formed.

Fire PotentialFlammable.
Health HazardsNo significant adverse effects expected. (USCG, 1999)

安全と保護具

Fire Fighting · 2 件

Fire Extinguishing Agents Not to Be Used: Water.

Use alcohol-resistant foam, foam, powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 件

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Give a slurry of activated charcoal in water to drink. Do NOT induce vomiting. Rest. Refer for medical attention .

First AidCall for medical aid.
Safe StorageFireproof. Separated from strong oxidants. Dry.
Exposure Control and Personal Protection50.0 [ppm]
Fire Fighting Procedures · 5 件

Suitable extinguishing media: Dry powder, dry sand. Unsuitable extinguishing media: Do NOT use water jet.

Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary.

Use water spray to cool unopened containers.

Use alcohol-resistant foam, foam, powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

If material on fire or involved in fire: Use water in flooding quantities as fog. Use "alcohol" foam, dry chemical or carbon dioxide. Keep run-off water out of sewers and water sources. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible.

毒性情報

Body Burden · 2 件

At the end of a workweek 23 silkscreen printers gave a urine sample for capillary gas chromatographic analysis for 1,2-propanediol. The mean concentration was 2.52 (S.D. 2.01) mmol mol creatinine(-1) (median=1.76, n=23). The urinary excretion of 1,2-propanediol was linearly dependent on the preceding 1-methoxy-2-propanol exposure measured in the worker's breathing zone [y=0.99+0.28x, n=23, r=0.67, where y is the urinary 1,2-propanediol concentration, in mmol mol creatinine(-1) and x is the concentration, in cm3 m(-3), of 1-methoxy-2-propanol (90.2%), 1-ethoxy-2-propyl acetate (5.8%), 1-methoxy-2-propyl acetate (2.1%) and 1-ethoxy-2-propanol (1.9%) in the air].

Personal air sampling for fluorides and solvents was done at 35 semiconductor fabrication facilities in the United States. Fluoride compounds were used in etching and cleaning operations, and solvents were used in photoresist and developing operations. All personal solvent and fluoride levels were less than 2 percent of current Occupational Safety and Health Administration (OSHA) standards. Statistical models of the exposure determinants for the target agents found production level, as indicated by number of semiconductor wafer cassettes loaded/unloaded from the target machines or baths, was predictive of fluoride, xylene and 1-methoxy-2-propyl acetate exposures. The percent of fresh air ventilation and the percent of xylene in the photoresist were also significant determinants in the statistical model predicting personal xylene exposure levels.

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), a measured log Koc of 0.362, corresponding to a Koc of 2.3(2) indicates that 1-methoxy-2-propyl acetate is expected to have very high mobility in soil(SRC). Volatilization of 1-methoxy-2-propyl acetate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.4X10-6 atm-cu m/mole(SRC), based upon its vapor pressure, 3.92 mm Hg(3), and water solubility, 1.98X10+5 mg/L(2). 1-Methoxy-2-propyl acetate is expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(2). 50% Biodegradation in less than one day using sandy and sandy loam soils(4) suggests that biodegradation is an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), a measured log Koc of 0.362, corresponding to a Koc of 2.3(2) indicates that 1-methoxy-2-propyl acetate is not 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 3.4X10-6 atm-cu m/mole(SRC), derived from its vapor pressure, 3.92 mm Hg(4), and water solubility, 1.2X10+5 mg/L(2). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 12 and 93 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 3(SRC), from its log Kow of 0.56(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). 100% Biodegadation in the Zahn-Wellens test(7) indicates that biodegradation is an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1-methoxy-2-propyl acetate, which has a vapor pressure of 3.92 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1-methoxy-2-propyl acetate 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 32 hrs(SRC), calculated from its rate constant of 1.2X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). d(1); this corresponds to half-lives of 2.4 yrs and 88 days at pH values of 7 and 8, respectively(1). Using an atmospheric simulation chamber, no photolysis of 1-methoxy-2-propyl acetate was observed(4); therefore, the compound is not expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse Effects · 2 件

Neurotoxin - Acute solvent syndrome

Neurotoxin - Acute solvent syndrome

Exposure RoutesThe substance can be absorbed into the body by inhalation of its aerosol or vapour and by ingestion.
Toxicity Summary · 2 件

Safe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org

IDENTIFICATION AND USE: 1-Methoxy-2-propyl acetate is used as a solvent in cosmetic formulations, as well as in surface coatings, inks, and cleaners. HUMAN STUDIES: The substance defats the skin, which may cause dryness or cracking. It is irritating to the eyes and respiratory tract. Exposure at high levels could cause depression of the central nervous system. ANIMAL STUDIES: Watery eyes, anorexia, rapid shallow breathing, and excess salivation were observed in rats given a single dose of 4000, 6300, or 10,000 mg/kg 1-methoxy-2-propyl acetate. 1-Methoxy-2-propyl acetate was not a skin irritant in rabbits. 10% 1-methoxy-2-propyl acetate in water was not a sensitizer in a guinea pig maximization test. Some slight changes were observed in the appearance of renal tissues in rats exposed to 3000 ppm 1-methoxy-2-propyl acetate. Slight to moderate degeneration of the olfactory epithelium in the nasal cavities was seen in rats and in mice. 1-Methoxy-2-propyl acetate had no adverse effect on reproductive parameters in rat developmental studies. 1-Methoxy-2-propyl acetate did not induce mutations or toxicity in Salmonella typhimurium strains TA98, TA100, TA1535, or TA1537 or in Escherichia coli WP2 uvrA, with or without metabolic activation.

Signs and Symptoms · 4 件

Cough. Dizziness. Drowsiness. Headache. Nausea. Sore throat.

Dry skin.

Redness. Pain.

Abdominal pain. Diarrhoea. Unconsciousness.

法規制情報

TSCA Requirements · 2 件

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329. Effective date: 1/26/94; Reporting date: 3/28/94.

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Propylene glycol monomethyl ether acetate is included on this list. Effective date: 1/26/94; Sunset date: 12/19/95.

安全データ

wgk
3
tsca
TSCA listed
rtecs
AI8925000
ridadr
UN 3271 3/PG 3
hs_code
29153990
risk_code
61-10-36

化学と産業

薬理情報

Biological Half-Life · 3 件

... Male F344 rats /were given/ an intravenous injection of 10 or 100 mg/kg methoxyisopropanol or 14.7 or 147 mg/kg methoxyisopropyl acetate into an indwelling jugular vein cannula (number of animals per treatment not reported). ... The /half-life/ values for the low and high doses of methoxyisopropyl acetate were 1.6 and 2.3 min, respectively.

... Rat blood and liver homogenate /were incubated/ with 5 or 50 ug/mL methoxyisopropyl acetate and ... the in vitro hydrolysis rate of methoxyisopropyl acetate to methoxyisopropanol /was measured/ in each tissue type. The hydrolysis /half-life/ values of methoxyisopropyl acetate in whole rat blood was 16 and 15 min with the 5 and 50 ug/mL concentrations, respectively. The /half-life/ of methoxyisopropyl acetate hydrolysis in rat liver homogenate was 34 min for both concentrations.

... Human whole blood and liver homogenate /was incubated/ with 5 or 50 ug/mL methoxyisopropyl acetate and ... the in vitro hydrolysis rate of methoxyisopropyl acetate to methoxyisopropanol /was measured/ in each tissue type. The hydrolysis half-lives of methoxyisopropyl acetate in whole blood was 36 and 34 min with the 5 and 50 ug/mL concentrations, respectively. The /half-life/, of methoxyisopropyl acetate hydrolysis in human liver homogenate was 27 to 30 min for both concentrations.

Metabolism/Metabolites · 5 件

Male rats (number not given) were given a single oral dose of 8.7 mmol/kg [1-(14)C]methoxyisopropyl acetate. Approximately 64% of the administered radioactivity was exhaled as (14)CO2and 24% was excreted in urine within 48 hr of the oral dose. Free methoxyisopropanol and methoxyisopropanol sulfate and glucuronide conjugates were identified in the urine.

... Male F344 rats (number not given) were exposed to 3000 ppm [1-(14)C]methoxyisopropyl acetate in an inhalation chamber for 6 hr. Approximately 53% of the administered radioactivity was exhaled as (14)CO2,and 26% was excreted in urine within 48 hr of the end of the inhalation expo sure period. Methoxyisopropanol and sulfate and glucuronide conjugates were identified in the urine.

... The rate of hydrolysis of methoxyisopropyl acetate by carboxylesterase /were measured/ in the nasal mucosa of mice, rats, rabbits, and dogs. Samples of nasal mucosal tissue from each species were incubated in vials with 1.0 to 23 mM methoxyisopropyl acetate for 10 min, and then centrifuged. The supernatant was removed and analyzed by gas chromatography to measure the methoxyisopropanol content. The apparent Vmax and Km for the hydrolysis of methoxyisopropyl acetate were 0.080 x 10(-3) M/min and 2.67 x 10(-3) M, respectively.

The similarities between the metabolism and disposition of methoxyisopropyl acetate and those previously observed in methoxyisopropanol indicated that methoxyisopropyl acetate is rapidly hydrolyzed to methoxyisopropanol.

For more Metabolism/Metabolites (Complete) data for 1-Methoxy-2-propyl acetate (6 total), please visit the HSDB record page.

Absorption, Distribution and Excretion · 4 件

Male rats (number not given) were given a single oral dose of 8.7 mmol/kg [1-(14)C]methoxyisopropyl acetate. Approximately 64% of the administered radioactivity was exhaled as (14)CO2and 24% was excreted in urine within 48 hr of the oral dose. Free methoxyisopropanol and methoxyisopropanol sulfate and glucuronide conjugates were identified in the urine.

... Male F344 rats (number not given) were exposed to 3000 ppm [1-(14)C]methoxyisopropyl acetate in an inhalation chamber for 6 hr. Approximately 53% of the administered radioactivity was exhaled as (14)CO2,and 26% was excreted in urine within 48 hr of the end of the inhalation expo sure period. Methoxyisopropanol and sulfate and glucuronide conjugates were identified in the urine.

... The rate of hydrolysis of methoxyisopropyl acetate by carboxylesterase /were measured/ in the nasal mucosa of mice, rats, rabbits, and dogs. Samples of nasal mucosal tissue from each species were incubated in vials with 1.0 to 23 mM methoxyisopropyl acetate for 10 min, and then centrifuged. The supernatant was removed and analyzed by gas chromatography to measure the methoxyisopropanol content. The apparent Vmax and Km for the hydrolysis of methoxyisopropyl acetate were 0.080 x 10(-3) M/min and 2.67 x 10(-3) M, respectively.

... Male F344 rats /were given/ an intravenous injection of 10 or 100 mg/kg methoxyisopropanol or 14.7 or 147 mg/kg methoxyisopropyl acetate into an indwelling jugular vein cannula (number of animals per treatment not reported). Blood samples from the jugular vein cannulae were collected 5, 10, 15, 30, and 45 min and 1, 2, 4, 6, 8, and 12 hr after injection. The blood time courses of methoxyisopropanol elimination for both doses of both compounds were identical. The /half-life/ values for the low and high doses of methoxyisopropyl acetate were 1.6 and 2.3 min, respectively. The clearance rates of 14.7 and 147 mg/kg methoxyisopropyl acetate were 4 and 11.0 mL/min, respectively.

用途と製造

Uses · 5 件

CIR ingredient: Methoxyisopropyl Acetate

Used as a solvent for paints, inks, lacquers, varnishes, cleaners, coatings, ink-removers, and pesticides; [eChemPortal: SIDSUNEP] Used in photoresist formulations in the semiconductor industry; Also used in solvents for degreasing circuit boards and in food contact applications; [CHEMINFO]

Metal Degreasing [Category: Clean]

Permitted for use as an inert ingredient in non-food pesticide products; [EPA]

Methoxyisopropyl acetate functions as a solvent in cosmetic formulations ... . Methoxyisopropyl acetate is used in surface coatings, inks, and cleaners.

ImpuritiesMethoxyisopropyl acetate may contain less than 0.5% of the alpha-isomer, 2-methoxy-1-propyl acetate and 0.2% propanol.
U.S. Production · 2 件

2023: 85,000,000 - <100,000,000 lb

Non-confidential 2016 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: Propylene glycol methyl ether acetate:

Consumer UsesCleaning agent
Industry UsesNot Known or Reasonably Ascertainable
Household ProductsInformation on 132 consumer products that contain 1-Methoxy-2-propanol acetate in the following categories is provided:
応用分野 · 3 件

説明Propylene glycol methyl ether acetate (PGMEA), also known as propylene glycol monomethyl ether acetate, with molecular formula of C6H12O3, is a colorless hygroscopic liquid with special smell. It is a non pollution solvent with multi-functional groups. It is mainly used as the solvent of ink, paint, ink, textile dye and textile oil agent, and also as the cleaning agent in the production of LCD. Flammable, may form explosive vapor / air mixture above 42 ° C. Propylene glycol methyl ether acetate (PGMEA) is an advanced solvent. Its molecule has both ether bond and carbonyl. Carbonyl forms the structure of ester and contains alkyl at the same time. In the same molecule, there are both non-polar and polar parts. The functional groups of these two parts not only restrict and repel each other, but also play their inherent roles. Therefore, it has a certain solubility for non-polar substances and polar substances.1-Methoxy-2-propyl acetate (PGMEA) is a material contains polar groups and non polar group , has good ability of dissolving and coupling, commonly used in solvent based coatings and screen printing ink. Using dipropylene glycol methyl ether and acetic acid as raw material, under the catalysis of solid acid, via esterification reaction to generated crude product and its high purity PGMEA after distillation.

使用1,2-Propanediol monomethyl ether acetate is used as a solvent for paints, inks, lacquers, varnishes, cleaners and coatings. It is also used as a solvent for degreasing circuit boards and in food contact applications. Further, it is used in photoresist formulations in the semiconductor industry.

一般的な説明Propylene glycol monomethyl ether acetate (PGMEA) is a photoresist solvent. Its degradation by microorganisms in different soil types has been investigated. An oral reference dose (RfD) value of PGMEA has been obtained from inhalation studies. The solubility of (5-alkylsulfonyloxyimino-5H-thiophen-2-ylidene)-2-methylphenyl-acetonitriles in PGMEA has been analyzed.

上流・下流製品情報

サプライヤー50 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
山东艾斯曼新材料有限公司13698626386 13698626386

補足説明

定義本品は、次の化学式で表される有機化合物である。

関連反応

105 件

関連ノート

読み込み中…