Isopropenyl acetate

Isopropenyl acetate Basic information
Description References
Product Name:Isopropenyl acetate
Synonyms:1-Acetoxy-1-methylethylene;1-Propen-2-yl acetate;ACETIC ACID ISOPROPENYL ESTER;Acetatic acid,isopropenyl ester;1-METHYLVINYL ACETATE;1-PROPEN-2-OL ACETATE;ISOPROPENYL ACETATE, WACKER QUALITY;ISO-RPOPENYL ACETATE
CAS:108-22-5
MF:C5H8O2
MW:100.12
EINECS:203-562-7
Product Categories:Pharmaceutical intermediates
Mol File:108-22-5.mol
Isopropenyl acetate Structure
Isopropenyl acetate Chemical Properties
Melting point -93 °C
Boiling point 94 °C (lit.)
density 0.922 g/mL at 20 °C 0.909 g/mL at 25 °C (lit.)
vapor pressure 23 hPa (20 °C)
FEMA 4152 | ISOPROPENYL ACETATE
refractive index n20/D 1.401(lit.)
Fp 66 °F
storage temp. Store below +30°C.
solubility 34g/l
form Liquid
color Clear colorless to very slightly yellow
Odorat 100.00 %. ethereal acetic fruity sweet berry grape skin
PH3 (34g/l, H2O, 20℃)
Odor Typefruity
explosive limit1.8%(V)
Water Solubility 34 g/L (20 ºC)
JECFA Number1835
Merck 14,5203
BRN 1280347
LogP1.28
CAS DataBase Reference108-22-5(CAS DataBase Reference)
NIST Chemistry Reference1-Propen-2-ol, acetate(108-22-5)
EPA Substance Registry SystemIsopropenyl acetate (108-22-5)
Safety Information
Hazard Codes F
Risk Statements 11
Safety Statements 9-16-29-33
RIDADR UN 2403 3/PG 2
WGK Germany 1
RTECS UD4200000
10-21
Autoignition Temperature439 °C DIN 51794
TSCA Yes
HS Code 2915 39 00
HazardClass 3
PackingGroup II
Hazardous Substances Data108-22-5(Hazardous Substances Data)
ToxicityLD50 orally in rats: 3.0 g/kg (Smyth)
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
Isopropenyl acetate Usage And Synthesis
DescriptionIsopropenyl acetate is a kind of organic compound, corresponding to the acetate ester of the enol tautomer of acetone. It appears as a clear, colorless liquid with a fruit-like odor. It has a moderate solubility in water and a low flash point. It has a lower density than water but heavier vapor than the air. It is widely used as an industrial and consumer based solvent. For example, it is used as the principal precursor to acetylacetone and some other important chemicals. It can also be used as a kind of food additive. Moreover, it is also applied to coatings, cleaning fluids and printing inks as well as used as cosmetic and personal care solvent and fragrance solvents. It has various kinds of advantages including being a good resin solvent, belonging to a Non-HAP (hazardous air pollutant solvent), having mild odor and undergoing fast evaporating. It is manufactured through treatment of acetone with ketene. However, it is highly flammable and of certain toxicity, therefore proper protective measures should be used during the operation.
Referenceshttps://pubchem.ncbi.nlm.nih.gov/compound/Isopropenyl_acetate#section=Artificial-Sources
http://www.monumentchemical.com/documents/IPAc_TDS_MC.pdf
https://en.wikipedia.org/wiki/Isopropenyl_acetate
Chemical Propertiesclear colorless to very slightly yellow liquid
UsesReagent for acylation of potential enols.
UsesIodine in isopropenyl acetate is a unique catalyst for the acetylation of a variety of alcohols, phenols and amines under solvent free conditions. It is used as a solvent for cellulose, plastics, oil and fats. It is also a building block used for various organic synthesis.
DefinitionChEBI: Isopropenyl acetate is an ester.
Synthesis Reference(s)Journal of the American Chemical Society, 88, p. 2054, 1966 DOI: 10.1021/ja00961a043
General DescriptionA clear colorless liquid. Flash point near 60°F. Boiling point near 200°F. Less dense than water. Vapors heavier than air. Used to make other chemicals.
Air & Water ReactionsHighly flammable. Soluble in water.
Reactivity ProfileIsopropenyl acetate is an 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.
HazardFlammable, dangerous fire risk.
Health HazardMay cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
Fire HazardHIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. May polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
Flammability and ExplosibilityFlammable
Safety ProfileModerately toxic by ingestion. A skin, eye, and mucous membrane irritant. A very dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidizing materials. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.
Ethyl acetate Vinyl acetate Isobornyl acetate Tocopheryl acetate Sodium acetate Sucrose acetate isobutyrate Butyl acetate ACETATE Amyl acetate Glatiramer acetate Triacetin Benzyl acetate Isobutyl acrylate Potassium Acetate Propylene carbonate Methyl acetate Isobornyl acrylate ISO-PROPYL ACRYLATE

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