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2-メトキシ-1-プロパノール

2-Methoxy-1-propanol

HCID 14846
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基本情報名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
1589-47-5
標準SMILES
COC(C)CO
InChIKey
YTTFFPATQICAQN-UHFFFAOYSA-N
分子式
C4H10O2
平均分子量
90.12 g/mol
単同位体質量
90.06807956

名称と識別子

優先名称
2-Methoxy-1-propanol
IUPAC
2-methoxypropan-1-ol
現地名
2-メトキシ-1-プロパノール
英語名
(2S)-2-Methoxy-1-propanol
分子式
C4H10O2
分子量
90.12

名称と別名

1589-47-52-METHOXY-1-PROPANOL2-Methoxypropanol1-Propanol, 2-methoxy-2-methoxypropanol-118B570XOYFDTXSID5049441J102.062E2-MP-1RefChem:474148DTXCID7029401216-455-5
名称をさらに表示
2-メトキシ-1-プロパノール2-メトキシプロパノールプロピレングリコール-2-メチルエーテル2-メトキシプロパン-1-オール2-メチル-3-オキサブタン-1-オール(S)-2-Methoxypropan-1-ol2-methoxy-1-propano2-Methoxypropanole-11-PROPYLENEGLYCOL-2-METHYLETHER2-Methoxypropanol ( non chiral)
2-methoxypropan-1-olMFCD00126948(R)-(-)-2-Methoxypropanol(S)-2-Methoxypropanol2-Methoxy-1-propanol Solution in Methanol, 100ug/mLEINECS 216-455-5UNII-18B570XOYFHSDB 7722

データベース識別子

CAS
1589-47-5
PubChem CID
14846
DTXSID
DTXSID5049441
UNII
18B570XOYF
EC Number
216-455-5
Nikkaji
J102.062E

物性

構造計算による物性

XLogP
-0.2
極性表面積
29.5 Ų
水素結合供与体数
1
水素結合受容体数
2
回転可能結合数
2
重原子数
6
形式電荷
0
複雑度
28.7

実験および物理化学的性質

SolventsSolvents -> Glycol Ethers (P Series)
SpringerMaterials PropertiesOptical coefficient
Pesticides · 2 件

Agrochemicals -> Pesticide active substances

Active substance -> EU Pesticides database: Not approved

Density0.938 g/cu cm at 20 °C
Flash Point33 °C
Boiling Point · 2 件

130 °C

248 °F

DecompositionWhen heated to decomposition it emits acrid smoke and irritating fumes.
Vapor Pressure4.1 [mmHg]
Heat of Combustion-2.33X10+9 J/kmol
Physical Description · 2 件

Clear, hygroscopic liquid with a mild ether odor; [CHEMINFO]

Clear liquid.

Other Experimental PropertiesConversion factors: 1 ppm = 3.68 mg/cu m; 1 mg/cu m = 0.272 ppm

物理化学的性質

融点
-84.2 °C · -84.2°C (estimate)
沸点
102.34 °C · 102.34°C (rough estimate)
比重(密度)
0.938 · 0.9380
屈折率
1.407 · 1.4070
貯蔵温度
2 · 2-8°C
溶解性
Chloroform (Slightly), Methanol (Slightly)
外見
Oil
酸解離定数(Pka)
14.44 · 14.44±0.10(Predicted)
色
Colourless
Henry's Law Constant
5.5 · 5.5×102 mol/(m3Pa) at 25℃, HSDB (2015)
EPAの化学物質情報
2 · 2-Methoxy-1-propanol (1589-47-5)

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

Danger

H226: Flammable liquid and vapor [Warning Flammable liquids]

P203, P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P354+P338, P317, P318, P319, P321, P332+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 1413) of reports.

Danger

H226 (99.7%): Flammable liquid and vapor [Warning Flammable liquids]

危険有害性情報

Regulatory Information · 4 件

Chemical: 1-Propanol, 2-methoxy-

Hazard Traits - Reproductive Toxicity

2007/442

2-Methoxy-1-propanol: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Other Safety InformationIMAP assessments - 1-Propanol, 2-methoxy-: Environment tier I assessment
Hazards SummaryA skin, eye, and respiratory tract irritant; [eChemPortal: ESIS] Danger of cutaneous absorption; [MAK] See GLYCOL ETHERS.
Hazard Classes and Categories · 3 件

Flam. Liq. 3 (99.7%)

Flammable liquid - category 3

Flam. Liq. 3

Skin, Eye, and Respiratory IrritationsA skin irritant.
Critical Temperature and PressureCritical temperature: 566.0 L; critical pressure: 4.34X10-6 Pa

安全と保護具

Exposure Control and Personal Protection5.0 [ppm]
Disposal Methods · 1 件

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure 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 quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Preventive Measures · 1 件

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit 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.

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1.0(SRC), determined from a structure estimation method(2), indicates that 2-methoxy-1-propanol is expected to have very high mobility in soil(SRC). Volatilization of 2-methoxy-1-propanol from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.8X10-8 atm-cu m/mole(SRC), using a fragment constant estimation method(3). 2-Methoxy-1-propanol is expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 4.08 mm Hg(SRC), determined from a fragment constant method(4). Biodegradation data for 2-methoxy-1-propanol were not available(SRC, 2009).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1.0(SRC), determined from a structure estimation method(2), indicates that 2-methoxy-1-propanol is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 1.8X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 3.2(SRC), from an estimated log Kow of -0.49(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data for 2-methoxy-1-propanol were not available(SRC, 2009).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2-methoxy-1-propanol, which has an estimated vapor pressure of 4.08 mm Hg at 25 °C(SRC) determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2-methoxy-1-propanol 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 6.5 hours(SRC), calculated from its rate constant of 2.0X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). 2-Methoxy-1-propanol 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). However, the structurally similar alpha isomer 1-methoxy-2-hydroxypropane underwent direct photolysis under reflector sunlamps and ultraviolet light leaving only 50% after 3 hours(5).

Adverse EffectsNeurotoxin - Acute solvent syndrome
Effluent ConcentrationsTrace amounts of 2-methoxy-1-propanol were detected by GC/MS analysis in solvent extract concentrates of finished water from advanced waste treatment plants in Orange County, CA and Blue Plains, Washington DC(1).
Medical Surveillance · 1 件

... Assessing exposure to technical grade 1-alkoxy-2-propanol acetates through the biological monitoring of urinary 2-alkoxypropionic acids has been found to be the most accurate method. The method developed in this study provides a procedure for the simultaneous urinalysis of methoxyacetic acid (MAA), ethoxyacetic acid (EAA), butoxyacetic acid (BAA), oxalic acid (OA), 2-methoxypropionic acid (2-MPA) and 2-ethoxypropionic acid (2-EPA). This possibility is very valuable in workplaces where workers are exposed simultaneously to different glycol ethers. This study was conducted among 54 silkscreen printers, who gave a urine sample to be analysed using a capillary gas chromatograph for 2-MPA and 2-EPA. The mean urinary concentrations of 2-MPA and 2-EPA were 1.27 (S.D. = 1.60) nmol/mol creatinine (median = 0.53, n = 26) and 1.23 (S.D. = 2.31) mmol/mol creatinine (median = 0.26, n = 39), respectively. The urinary excretion of 2-MPA and 2-EPA immediately after shift was linearly dependent on the preceding technical grade 1-methoxy-2-proponol acetate (7 = 0.16x + 0.26, n = 26 R2 = 0.78) and technical grade 1-ethoxy-2-propanol acetate (y = 2.05x - 0.09, n = 39, R2 = 0.68) respective exposure, as measured in the workers' breathing zone. According to the results of this study it is possible to monitor exposure to the technical grade 1-methoxy-2-propanol acetate and technical grade 1-ethoxy-2-propanol acetate through urinalysis of 2-MPA and 2-EPA. /1-Methoxy-2-proponol acetate/

Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc of 2-methoxy-1-propanol can be estimated to be 1.0(SRC). According to a classification scheme(2), this estimated Koc value suggests that 2-methoxy-1-propanol is expected to have very high mobility in soil.

TSCA Test Submissions · 5 件

Dow Chemical Co.; Initial submission: prenatal toxicity study of inhalation exposure to 2-methoxypropanol-1 in rabbits with cover letter dated 05/24/94. EPA Document No. 8EHQ-0594-13040, Fiche No. OTS0556240.

BASF Corp.; Support: prenatal toxicity study of inhalation exposure to 2-methoxypropanol-1 in rabbits with cover letter dated 07/05/94. EPA Document No. 8EHQ-0594-13040, Fiche No. OTS0556240.

Dow Chemical Co.; Initial submission: prenatal toxicity investigation of 2-methoxypropylacetate-1 in rats and rabbits and 2-methoxypropanol-1 in rats with cover letter dated 04/21/92. EPA Document No. 8EHQ-0492-3534, Fiche No. OTS0536311.

Chemical Manufacturers Association; Initial submission: preliminary P1/F1 generation results only in two-generation reproduction inhalation study of propylene glycol monomethyl ether, with cover letter dated 10/23/95. EPA Document No. 8EHQ-1095-13536, Fiche No. OTS0557963.

For more TSCA Test Submissions (Complete) data for 2-METHOXY-1-PROPANOL (8 total), please visit the HSDB record page.

Human Toxicity Excerpts · 1 件

/BIOMONITORING/ ... Assessing exposure to technical grade 1-alkoxy-2-propanol acetates through the biological monitoring of urinary 2-alkoxypropionic acids has been found to be the most accurate method. The method developed in this study provides a procedure for the simultaneous urinalysis of methoxyacetic acid (MAA), ethoxyacetic acid (EAA), butoxyacetic acid (BAA), oxalic acid (OA), 2-methoxypropionic acid (2-MPA) and 2-ethoxypropionic acid (2-EPA). This possibility is very valuable in workplaces where workers are exposed simultaneously to different glycol ethers. This study was conducted among 54 silkscreen printers, who gave a urine sample to be analysed using a capillary gas chromatograph for 2-MPA and 2-EPA. The mean urinary concentrations of 2-MPA and 2-EPA were 1.27 (S.D. = 1.60) nmol/mol creatinine (median = 0.53, n = 26) and 1.23 (S.D. = 2.31) mmol/mol creatinine (median = 0.26, n = 39), respectively. The urinary excretion of 2-MPA and 2-EPA immediately after shift was linearly dependent on the preceding technical grade 1-methoxy-2-proponol acetate (7 = 0.16x + 0.26, n = 26 R2 = 0.78) and technical grade 1-ethoxy-2-propanol acetate (y = 2.05x - 0.09, n = 39, R2 = 0.68) respective exposure, as measured in the workers' breathing zone. According to the results of this study it is possible to monitor exposure to the technical grade 1-methoxy-2-propanol acetate and technical grade 1-ethoxy-2-propanol acetate through urinalysis of 2-MPA and 2-EPA. /1-Methoxy-2-proponol acetate/

Artificial Pollution Sources · 2 件

2-Methoxy-1-propanol's production as a byproduct during the synthesis of 1-methoxy-2-hydroxypropane (DOWANOL PM) and its potential presence in products manufactured using 1-methoxy-2-hydroxypropane(1-3) may result in its release to the environment through various waste streams(SRC).

2-Methoxy-1-propanol has been shown to be present in the commercial solvent DOWANOL PM as an impurity at a maximum level of 3%. Other analyses have determined 2-methoxy-1-propanol concentrations by GC/MS to be present at a level of 1.8% in DOWANOL(2).

Environmental Bioconcentration · 1 件

An estimated BCF of 3.2 was calculated for 2-methoxy-1-propanol(SRC), using an estimated log Kow of -0.49(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/Soil · 1 件

The Henry's Law constant for 2-methoxy-1-propanol is estimated as 1.8X10-8 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 2-methoxy-1-propanol is expected to be essentially nonvolatile from water surfaces(2). 2-Methoxy-1-propanol's Henry's Law constant indicates that volatilization from moist soil surfaces will not occur(SRC). 2-Methoxy-1-propanol is expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 4.08 mm Hg(SRC), determined from a fragment constant method(3).

Non-Human Toxicity Excerpts · 3 件

/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ Wistar rats were exposed to 2-methoxypropylacetate-1 (2-MPAc-1) vapors in concentrations of 0, 110, 560 and 2800 ppm for (equiv. to 0; 0.6; 3.0 and 14.9 mg/L) for 4 weeks in chambers (6 hours/day; 5 days/week; five male and five female animals per group). The top concentration was equivalent to a 95% vapor saturation at 20 °C and the animals reacted to this with a moderate respiratory irritation during the 6 hours exposure times; at 560 ppm these effects were only slight. The top dose was also associated with a significantly reduced body weight development and some hematologic and biochemical alterations of little specificity. The most prominent effect was thymic atrophy. No effects were noted on the testes or on the cellularity in blood or bone marrow. 560 ppm were without systemic effects. Furthermore, 2-methoxypropanol-1 (2-MP-1), 2-MPAc-1 and 2-ethoxyethanol (EE) were administered in parallel by gavage to groups of five male Wistar rats daily for 10 days at near equimolar dose levels (1800, 2600 and 1800 mg/kg per day, respectively). At the end of the administration period the testes were investigated. There was a pronounced testicular atrophy in animals exposed to EE, whereas no adverse effects were observed with 2-MP-1 and 2-MPAc-1. The results of these studies indicate that 2-MP-1 and 2-MPAc-1 which previously had been shown to exert pronounced prenatal toxicity in rabbits and weak prenatal effects in rats are devoid of other forms of systemic toxicity in rats that are typically observed with ethoxyethanol and methoxyethanol.

/LABORATORY ANIMALS: Developmental or Reproductive Toxicity/ 2-Methoxypropanol-1 was investigated for prenatal toxicity in Himalayan rabbits after inhalation exposure to 0, 145, 225, 350, and 545 ppm for 6 hr/day from Gestation Day 6 through 18. Maternally toxic effects were found with decreased body weights from Day 12 of gestation through the end of the study at 545 ppm. A dose-dependent increase of resorptions, fetal malformations, and variations was observed at 225, 350, and 545 ppm, whereas 145 ppm was devoid of exposure-related effects. The malformation rate at 545 ppm was 100%. The types of malformations mainly consisted of absent phalanges and absent or rudimentary metatarsal bones, malformed ribs, and a unique enlargement of sternebrae. The effects are very similar to those previously found with 2-methoxypropyl-acetate-1. The results of this study may have implications for the quantitative estimation of risks associated with 2-methoxy-propanol-1 impurities in the widely used isomer 1-methoxypropanol-2 which itself does not show developmental toxicity.

/ALTERNATIVE and IN VITRO TESTS/ The cytotoxicities of several glycol ethers and some of their oxidation products were compared in Chinese-hamster ovary (CHO) cells. ... Test materials used were methoxyethanol, ethoxyethanol, butoxyethanol, 2-methoxypropanol-1, 1-methoxypropanol-2, 1-methoxy-n-butanol-2, 1-methoxy-tert-butanol, methoxyacetic-acid, ethoxyacetic-acid, butoxyacetic-acid and 2-methoxypropionic-acid. Butoxyethanol was the most cytotoxic compound tested and 1-methoxy-tert-butanol was close in cytotoxicity. Methoxyethanol was the least toxic. Methoxyacetic-acid and ethoxyacetic-acid were found to be more cytotoxic than their precursor products. The authors conclude that gross cytotoxicity to dividing cells caused by glycol ethers is not the predominant mechanism for their teratogenicity.

Environmental Abiotic Degradation · 1 件

The rate constant for the vapor-phase reaction of 2-methoxy-1-propanol with photochemically-produced hydroxyl radicals has been estimated as 2.0X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 6.5 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 2-Methoxy-1-propanol is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(2). 2-Methoxy-1-propanol does not contain chromophores that absorb at wavelengths >290 nm(2) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC). However, the structurally similar alpha isomer 1-methoxy-2-hydroxypropane underwent direct photolysis under reflector sunlamps and ultraviolet light leaving only 50% after 3 hours(3).

安全データ

tsca
TSCA listed
ridadr
1993
risk_code
61-10-37/38-41
hazard_code
T
safety_code
53-45
hazard_class
3.2
packing_group
III
有毒物質データの
1589-47-5(Hazardous Substances Data)

化学と産業

用途と製造

Uses2-Methoxy-1-propanol is a byproduct during the synthesis of 1-methoxy-2-hydroxypropane (DOWANOL PM) (SRC).
U.S. Production · 2 件

Represents 6% of total propylene glycol methyl ether production

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#7385]

Household ProductsInformation on 4 consumer products that contain 2-Methoxy-1-propanol in the following categories is provided:
General Manufacturing Information · 4 件

1-Propanol, 2-methoxy-: ACTIVE

1-Methoxy-2-hydroxypropane a commercially available solvent (DOWANOL PM) can contain 2-methoxy-1-propanol as an impurity at a maximum level of 3%

Commercial propylene glycol methyl ether (DOWANOL PM) consists of >99.5% 1-methoxy-2-hydroxypropane (alpha isomer;) with generally less than 0.5% 2-methoxy-1-propanol (beta isomer)

2-Methoxy-1-propanol was declared in July 1989 as a component in 4 chemical products representing 9-150 tons produced per year according to Ulf Rick, Swedish Products Register Inspectorate.

上流・下流製品情報

下流製品

2-メトキシ-1-プロパノールアセタート1-メトキシ-2-プロパノール

関連反応

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反応記録を作成
HRID 41234 の反応式
HRID 41234反応物としてuspto-grants-2013_09
HRID 818847 の反応式
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HRID 1486426 の反応式
HRID 1486426反応物としてuspto-grants-2016_08
HRID 2344003 の反応式
HRID 2344003反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (10/10)

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