酢酸イソプロピル

Isopropyl Acetate

HCID 7915CAS 108-21-4

基本情報

標準SMILES
CC(=O)OC(C)C
InChIKey
JMMWKPVZQRWMSS-UHFFFAOYSA-N
分子式
C5H10O2
平均分子量
102.13 g/mol
単同位体質量
102.06807956

概要

Isopropyl acetate appears as a clear colorless liquid. Flash point 40 °F. Vapors are heavier than air. Contact with the material may irritate skin, eyes or mucous membranes. May be toxic by ingestion, inhalation and skin absorption. Used as a solvent.

名称と識別子

優先名称
Isopropyl Acetate
IUPAC
propan-2-yl acetate
現地名
酢酸イソプロピル
英語名
Isopropyl acetate
分子式
C5H10O2
分子量
102.13

名称と別名

ISOPROPYL ACETATE108-21-4propan-2-yl acetate2-Propyl acetate2-AcetoxypropaneAcetic acid, 1-methylethyl esterIsopropyl ethanoateIsopropylacetatParacetatIsopropylacetaatAcetic Acid, isopropyl ester1-Methylethyl acetate
名称をさらに表示
酢酸イソプロピルイソプロピル=アセタート酢酸(イソプロピル)酢酸1-メチルエチル酢酸ISO-プロピルイソプロピルアセテートイソプロピルアセタート酢酸イソプロピル ≥99.6%酢酸イソプロピル PURISS. P.A.,≥99.5% (GC)IPACIPrOAcFEMA 2926ACETIC ACID ISOPROPYL ESTERCH3COOCH(CH3)2Ispropyl acetate2-propylacetate
Acetate d'isopropyleIsopropylester kyseliny octoveIsopropile (acetato di)Isopropyl (acetate d')FEMA No. 2926Isopropyl ester of acetic acidDTXSID2025478Isopropyle (acetate d')

データベース識別子

CAS
108-21-4
PubChem CID
7915
DTXSID
DTXSID2025478
ChEMBL
CHEMBL1608674
ChEBI
CHEBI:230546
UNII
1Y67AFK870
EC Number
203-561-1
Nikkaji
J2.862B

物性

構造計算による物性

XLogP
0.9
極性表面積
26.3 Ų
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
2
重原子数
7

実験および物理化学的性質

Chemical Classes · 2 件

Flammable agents - 3rd degree

Volatile Organic Compound (VOC)

SolventsSolvents -> Esters (<C12)
Cosmetics · 2 件

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

Solvent

SpringerMaterials PropertiesSchoenflies notation
FragrancesFragrance Ingredient (Isopropyl acetate) -> IFRA transparency List
LogP · 3 件

log Kow = 1.02

1.02

1.02

物理化学的性質

融点
-73 °C · -73 °C
沸点
88.8 °C · 88.8 °C
比重(密度)
0.872 g/mL · 0.872 g/mL at 25 °C(lit.)
蒸気密度
3.5 · 3.5 (vs air)
蒸気圧
47 mm · 47 mm Hg ( 20 °C)
屈折率
20 · n20/D 1.377(lit.)
化学的性質 · 1 件

化学的特性Isopropyl acetate is a colourless liquid with an intense, fruity odor. On dilution, it has a sweet apple-like flavor. Miscible with most organic solvents such as alcohols, ketones and ethers. 2.9% (w/w) soluble in water at 20°C. Synthesized by direct acetylation of isopropyl alcohol in the presence of various catalysts: concentrated H2S04, diethyl sulfate, chlorosulfonic acid, and boron trifluoride.

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264+P265, P271, P280, P303+P361+P353, P304+P340, P305+P351+P338, P319, P337+P317, 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 0.4% (12 of 3126) of reports.

Danger

H225 (99.6%): Highly Flammable liquid and vapor [Danger Flammable liquids]

危険有害性情報

Regulatory Information · 5 件

Chemical: Acetic acid, 1-methylethyl ester

Acetic acid, 1-methylethyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Acetic acid, 1-methylethyl 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: 14-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14777

Acetic acid, 1-methylethyl ester: HSNO Approval: HSR001182 Approved with controls

The 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.)

Other Safety InformationIMAP assessments - Acetate esters (C2-C4): Human health tier II assessment
DOT LabelFlammable Liquid
Fire Hazards · 3 件

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Highly flammable. Vapour/air mixtures are explosive.

Fire Potential · 2 件

KEEP AWAY FROM HEAT & OPEN FLAME ... Dangerous fire hazard when exposed to heat, flame, or oxidizers. Moderatedly explosive when exposed to heat or flame.

Floats and mixes slowly with water. Flammable, irritating vapor is produced.

Health Hazards · 2 件

Vapors irritate eyes and respiratory tract; high concentrations can be anesthetic. Liquid irritates eyes but causes no serious injury; may cause dermatitis; no serious effects if swallowed. (USCG, 1999)

· May cause toxic effects if inhaled or absorbed through skin.

安全と保護具

Fire Fighting · 2 件

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

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

First Aid Measures · 4 件

Fresh air, rest. Refer for medical attention.

First rinse with plenty of water for at least 15 minutes, then remove contaminated clothes and rinse again.

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

Rinse mouth. Do NOT induce vomiting. Refer for medical attention .

Accidental Release Measures · 2 件

· 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.

First Aid · 3 件

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:

(General first aid procedures)

Safe StorageFireproof. Separated from oxidants, strong acids and strong bases. Dry. Keep in a well-ventilated room. Store in an area without drain or sewer access.
Firefighting HazardsFlashback along vapor trail may occur.

毒性情報

Target OrgansEyes, skin, respiratory system, central nervous system
Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 15(SRC), determined from a water solubility of 29,000 mg/l(2) and a regression-derived equation(3), indicates that isopropyl acetate is expected to have very high mobility in soil(SRC). Volatilization of isopropyl acetate from moist soil surfaces is expected to be important(SRC) given a Henry's Law constant of 2.78X10-4 atm-cu m/mole(4). The potential for volatilization of isopropyl acetate from dry soil surfaces may exist(SRC) based on a vapor pressure of 60.4 mm Hg(5,SRC). Isopropyl acetate was determined to have a 5 day BOD of 61% using a settled domestic wastewater seed, and BOD's of 72%, 74% and 76% after 10, 15 and 20 days, respectively(6). When the same inoculum was added to synthetic sea water, the 5, 10, 15 and 20 day BOD's were 14%, 39%, 43%, 49%, respectively(6).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 15(SRC), determined from a water solubility of 29,000 mg/l(2,SRC) and a regression-derived equation(3), indicates that isopropyl acetate is not expected to adsorb to suspended solids and sediment in water(SRC). Isopropyl acetate is expected to volatilize from water surfaces(3,SRC) based upon a Henry's Law constant of 2.78X10-4 atm-cu m/mole(4,SRC). Estimated volatilization half-lives for a model river and model lake are 6 hours and 5 days, respectively(3,SRC). A base-catalyzed second-order hydrolysis rate constant of 9.1X10-2 L/mol-sec(SRC) was estimated using a structure estimation method(2); this corresponds to half-lives of 2.4 years and 88 days at pH values of 7 and 8, respectively(2,SRC). According to a classification scheme(6), an estimated BCF of 2(3,SRC), from the water solubility(2,SRC), suggests that bioconcentration in aquatic organisms is low(SRC). Isopropyl acetate was determined to have a 5 day BOD of 61% using a settled domestic wastewater seed, and BODs of 72%, 74% and 76% after 10, 15 and 20 days, respectively(7). When the same inoculum was added to synthetic sea water, the 5, 10, 15 and 20 day BOD's were 14%, 39%, 43%, 49%, respectively(7).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), isopropyl acetate, which has a vapor pressure of 60.4 mm Hg at 25 °C(2,SRC), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase isopropyl 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 about 4.6 days(3,SRC).

Food Survey Values · 2 件

Isopropyl acetate has been identified as a component of Concord grape juice essence(1). It was detected in a headspace analysis of intact nectarines, but it was not found in samples of the blended fruit(2). Isopropyl acetate was identified as a volatile flavor component of Kogyoke apples(3).

ISOPROPYL ACETATE IS REPORTED TO BE USED IN NON-ALCOHOLIC BEVERAGES @ 16 PPM, IN ICE CREAM, ICES, ... @ 17 PPM, IN CANDY @ 58 PPM, & IN BAKED GOODS @ 75 PPM.

Adverse EffectsNeurotoxin - Acute solvent syndrome
Exposure Routes · 2 件

The substance can be absorbed into the body by inhalation of its vapour and by ingestion.

inhalation, ingestion, skin and/or eye contact

Milk ConcentrationsIsopropyl acetate has been detected in the volatiles from cold-stored milk(1).

法規制情報

FDA Requirements · 2 件

Isopropyl acetate is an indirect food additive for use only as a component of adhesives.

Isopropyl acetate is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and 2) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.

Atmospheric Standards · 1 件

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Isopropyl acetate is produced, as an intermediate or final product, by process units covered under this subpart.

安全データ

wgk
1
IDLA
1,800 ppm
tsca
TSCA listed
rtecs
AI4930000
ridadr
UN 1220
毒性
LD50 orally in rats: 6.75 g/kg (Smyth)

化学と産業

薬理情報

Absorption, Distribution and ExcretionIT IS ABSORBED THROUGH LUNG, GASTRO-INTESTINAL TRACT & SKIN OF ANIMALS.
Cellular LocationsCytoplasm

用途と製造

Uses · 6 件

CIR ingredient: Isopropyl Acetate

Used as a solvent and flavoring agent; [ACGIH] Solvent uses include nitrocellulose, resins, paints, lacquers, inks, insecticides, and perfumes; [Hawley]

Painting (Solvents) [Category: Paint]

SOLVENT FOR CELLULOSE DERIVATIVES, PLASTICS, OILS, AND FATS; IN PERFUMERY

SOLVENT FOR GUMS & RESINS; PARTLY FOR SHELLAC; CHIEFLY IN LACQUER INDUST

SYNTHETIC FLAVORING INGREDIENT

U.S. Production · 3 件

2023: 10,000,000 - <25,000,000 lb

(1972) 2.04X10+10 GRAMS (SALES)

(1982) 1.14X10+10 g (demand)

Consumption Patterns · 2 件

70% IN GENERAL COATING SOLVENT USE; 20% AS A PRINTING INK SOLVENT; 10% AS AN INT AND IN MISC APPLICATIONS (1968)

Printing inks, 40%; Coatings, 40%; Miscellaneous solvent uses, 20% (1982)

Consumer UsesSolvent
Industry UsesPigment
Methods of Manufacturing · 2 件

Prepared from propylene and anhydrous acetic acid in presence of a catalyst.

Reacting isopropyl alcohol with acetic acid in the presence of catalysts.

応用分野 · 7 件

解説酢酸イソプロピル (英: Isopropyl acetate) とは、無色透明液体の有機化合物です。 IUPAC名はエタン酸イソプロピル (英: propan-2-yl acetate) 、別名として、酢酸1-メチルエチルエステル (英: 1-Methylethyl acetate) 、2-アセトキシプロパン (英: 2-Acetoxypropane) 、酢酸2-プロピル (英: 2-Propyl acetate) とも呼ばれます。

用途塗料用溶剤、印刷インキ用溶剤、反応用溶剤、医薬用抽出剤、ベリー、果実、洋酒系等食品香料に使用されるネイルエナメル エナメルリムーバー

用途有機溶剤( プラスチック、樹脂等) 、香料原料

天然物の起源Reported found in pineapple, pear, cocoa, apple, banana, black currants, grapes, melons, strawberry, cheddar cheese, beer, white wine, red wine, cocoa, honey, soybean, yellow passion fruit, beans, plum brandy and nectarines

使用Isopropyl acetate is used as a solvent for nitrocellulose, plastics, oils, and fats, and as a flavoring agent. Isopropyl Acetate is a widely used chemical solvent in organic and industrial syntheses. Also used in the dissolution of gallstones. Environmental contaminants; Food contaminants.

一般的な説明Isopropyl acetate appears as a clear colorless liquid. Flash point 40°F. Vapors are heavier than air. Contact with the material may irritate skin, eyes or mucous membranes. May be toxic by ingestion, inhalation and skin absorption. Used as a solvent.

使用用途1. 溶媒 酢酸イソプロピルは、さまざまな有機溶剤に溶けるため、溶媒として広く利用されています。 接着剤溶剤 樹脂の溶解や粘度調整に有用。 塗料用・印刷インキ用溶剤 沸点が低く、樹脂への溶解性が高いため、塗布後の乾燥性に優れる。 有機合成化学実験 ほとんどの有機溶剤と混和するため、反応溶剤や抽出溶剤、精製溶剤として有用。 2. 香料・フレーバー ベリーや果実、洋酒系の食品香料や香水の成分として使用されています。希釈すると、リンゴのような甘いフレーバーを持つため、フルーツ系の食品フレーバーとしても使われます。

調製方法 · 2 件

製造方法Isopropyl acetate is prepared from propylene and anhydrous acetic acid in the presence of a catalyst . It may also be produced by direct acetylation of isopropyl alcohol in the presence of various catalysts; concentrated H2SO4, diethyl sulfate, chlorosulfonic acid and boron trifluoride.

純化方法Wash the acetate with 50% aqueous K2CO3 (to remove acid), then with saturated aqueous CaCl2 (to remove any alcohol). Dry it with CaCl2 and fractionally distil it. [Beilstein 2 IV 141.]

上流・下流製品情報

下流製品

16,17-Epoxy-16-methyl pregn-9(11)-en-3-ol-20-oneアンドロスタ-4-エン-3,17-ジオン-19-酸2-メチル-1H-ピロロ[2,3-b]ピリジン5α-Chloro-6β,19-epoxy-3 B -hydroxy-5α-androstan-17-one6,9-Difluoro-11,16,17,21-tetrahydroxypregna-1,4-diene-3,20-dione 21-acetate4-(アミノスルホニル)フェニルボロン酸9-Bromo-11,17,21-trihydroxy-16-methylpregna-1,4-diene-3,20-dione 21-acetate1-(4-ピペリジニル)-1,3-ジヒドロ-2H-ベンゾイミダゾール-2-オン1-メチルスルホニルピペラジン21-アセチルオキシ-6α,9-ジフルオロ-11β-ヒドロキシプレグナ-1,4,16-トリエン-3,20-ジオン5-Chloro-6 b,19-epoxy-5a -androtane-3,17-dioneオキセンドロン

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補足説明

定義本品は、酢酸(*)とイソプロパノール(*)のエステルであり、次の化学式で表される。参照表示名称:酢酸, イソプロパノール

定義ChEBI: Isopropyl acetate is a branched-chain saturated fatty acid anion that is the conjugate base of isovaleric acid; reported to improve ruminal fermentation and feed digestion in cattle.

関連反応

995 件

関連ノート

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