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Isopropenyl acetate

Isopropenyl acetate structure

Isopropenyl acetate 

structure
  • CAS No:

    108-22-5

  • Formula:

    C5H8O2

  • Chemical Name:

    Isopropenyl acetate

  • Synonyms:

    1-Propen-2-ol,2-acetate;1-Propen-2-ol,acetate;Isopropenyl acetate;Acetic acid isopropenyl ester;2-Acetoxypropene;2-Acetoxypropylene;1-Acetoxy-1-methylethylene;1-Methylvinyl acetate;2-Acetoxy-1-propene;NSC 2197;NSC 8262;Prop-1-en-2-yl acetate

  • Categories:

    Flavors and Fragrances  >  Synthetic Fragrances

Description

clear colorless to very slightly yellow liquidIsopropenyl 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 oth


Isopropenyl acetate appears as a clear colorless liquid. Less dense than water. Vapors heavier than air. Used to make other chemicals.|Liquid|Colourless liquid; Winey ethereal aroma


Isopropenyl acetate appears as a clear colorless liquid. Less dense than water. Vapors heavier than air. Used to make other chemicals.|Isopropenyl acetate is an ester.

Isopropenyl acetate Basic Attributes

100.12

100.12

1280347

203-562-7

4AR9LAS337

8262|2197

2403

DTXSID3031492

WATER WHITE LIQUID|Liquid

2915 39 00

Characteristics

26.3

1

Clear colorless to very slightly yellow Liquid

0.9090 g/cm3 @ Temp: 20 °C

-92.9 °C

97 °C

66 °F

n 20/D 1.401(lit.)

H2O: 34 g/L (20 ºC)

Flammables area

23 hPa (20 °C)

Oral-Rat LD50: 3000 mg/kg

Open flame, heat, oxidants are combustible; burning emits irritating smoke

1.8%(V)

6.96e-11 cm3/molecule*sec

CONVERSION FACTORS: 1 MG/L= 245 PPM; 1 PPM= 4.1 MG/CU M

Highly flammable. Soluble in water.

Esters, Sulfate Esters, Phosphate Esters, Thiophosphate Esters, and Borate Esters

Highly Flammable

ISOPROPENYL 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.

808 °F (431 °C)

Safety Information

II

3

UN 2403 3/PG 2

1

11

9-16-29-33

UD4200000

F

The warehouse is ventilated, low temperature and dry; lightly loaded and unloaded, stored separately from oxidants and acids

Explosive when mixed with air

P210, P233, P240, P241, P242, P243, P261, P271, P280, P303+P361+P353, P304+P340, P312, P370+P378, P403+P233, P403+P235, P405, P501

H225

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Excerpt from ERG Guide 129P [Flammable Liquids (Water-Miscible / Noxious)]: HIGHLY 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. Those substances designated with a (P) 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. (ERG, 2016)|Flammable - 3rd degree, Reactive - 1st degree

|Danger|H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]|P210, P233, P240, P241, P242, P243, P261, P271, P280, P303+P361+P353, P304+P340, P312, P370+P378, P403+P233, P403+P235, P405, and P501|Aggregated GHS information provided by 321 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Excerpt from ERG Guide 129P [Flammable Liquids (Water-Miscible / Noxious)]: As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. LARGE SPILL: Consider initial downwind evacuation for at least 300 meters (1000 feet). FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

Excerpt from ERG Guide 129P [Flammable Liquids (Water-Miscible / Noxious)]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). All equipment used when handling the product must be grounded. Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. A vapor-suppressing foam may be used to reduce vapors. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. Use clean, non-sparking tools to collect absorbed material. LARGE SPILL: Dike far ahead of liquid spill for later disposal. Water spray may reduce vapor, but may not prevent ignition in closed spaces. (ERG, 2016)

Excerpt from ERG Guide 129P [Flammable Liquids (Water-Miscible / Noxious)]: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection. (ERG, 2016)

...DANGEROUS FIRE RISK.

EXPLOSIVE LIMITS, % IN AIR: (LOWER LIMIT:) 1.9- /SRP: UPPER LIMIT UNKNOWN/

Alcohol foam. Water may be ineffective.

/GUIDE 129P: FLAMMABLE LIQUIDS (POLAR/WATER-MISCIBLE/NOXIOUS)/ Fire or Explosion: HIGHLY 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 confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with "P" 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.|/GUIDE 129P: FLAMMABLE LIQUIDS (POLAR/WATER-MISCIBLE/NOXIOUS)/ Health: May 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.|/GUIDE 129P: FLAMMABLE LIQUIDS (POLAR/WATER-MISCIBLE/NOXIOUS)/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering.|/GUIDE 129P: FLAMMABLE LIQUIDS (POLAR/WATER-MISCIBLE/NOXIOUS)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection.|For more DOT Emergency Guidelines (Complete) data for 1-PROPEN-2-OL, ACETATE (8 total), please visit the HSDB record page.

MILD IRRITANT.

| 2 - Materials that, under emergency conditions, can cause temporary incapacitation or residual injury.| 3 - Liquids and solids that can be ignited under almost all ambient temperature conditions. Materials produce hazardous atmospheres with air under almost all ambient temperatures or, though unaffected by ambient temperatures, are readily ignited under almost all conditions.| 0 - Materials that in themselves are normally stable, even under fire conditions.

Toxicity

moderately toxic

Isopropenyl acetate's use as a reagent for acylation of enols(1) may result in its release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 120(SRC), determined from an estimated log Kow of 1.3(2,SRC) and a regression-derived equation(3), indicates that isopropenyl acetate is expected to have high mobility in soil(SRC). Volatilization of isopropenyl acetate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.8X10-3 atm-cu m/mole(SRC), using a fragment constant estimation method(4). The potential for volatilization of isopropenyl acetate from dry soil surfaces may exist(SRC) based on a vapor pressure of 45 mm Hg(5).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 120(SRC), determined from an estimated log Kow of 1.3(2,SRC) and a regression-derived equation(3), indicates that isopropenyl acetate is not expected to adsorb to suspended solids and sediment in water(SRC). Isopropenyl acetate is expected to volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 1.8X10-3 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Estimated volatilization half-lives for a model river and model lake are 3.4 hours and 4.1 days, respectively(3,SRC). According to a classification scheme(5), an estimated BCF of 5.5(3,SRC), from an estimated log Kow(2,SRC), suggests that bioconcentration in aquatic organisms is low(SRC). Estimated hydrolysis half-lives of 300 and 30 days at pHs 7 and 8, respectively(6), indicate that hydrolysis is not expected to be an important process(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), isopropenyl acetate, which has a vapor pressure of 45 mm Hg at 25 °C(2,SRC), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase isopropenyl acetate is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals and ozone(SRC); the half-lives for these reactions in air are estimated to be about 7.5 and 24 hours, respectively(3,SRC).

The rate constant for the vapor-phase reaction of isopropenyl acetate with photochemically-produced hydroxyl radicals has been estimated as 5.2X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 7.5 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). The rate constant for the vapor-phase reaction of isopropenyl acetate with ozone has been estimated as 1.1X10-17 cu cm/molecule-sec at 25 °C(1,SRC). This corresponds to an atmospheric half-life of about 24 hours at an atmospheric ozone concn of 7X10+11 cu cm/molecule-sec at 25 °C(1,SRC). A base-catalyzed second-order hydrolysis rate constant of 0.27 L/mol-sec(SRC) was estimated using a structure estimation method(2); this corresponds to half-lives of 300 and 30 days at pH values of 7 and 8, respectively(2,SRC).

An estimated BCF of 5.5 was calculated for isopropenyl acetate(SRC), using an estimated log Kow of 1.3(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests that bioconcentration in aquatic organisms is low(SRC).

The Koc of isopropenyl acetate is estimated as approximately 120(SRC), using an estimated log Kow of 1.3(1) and a regression-derived equation(2,SRC). According to a classification scheme(3), this estimated Koc value suggests that isopropenyl acetate is expected to have high mobility in soil(SRC).

The Henry's Law constant for isopropenyl acetate is estimated as 1.8X10-3 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that isopropenyl acetate is expected to volatilize rapidly from water surfaces(2,SRC). Based on this Henry's Law constant, the estimated volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec) is estimated as approximately 3.4 hours(2,SRC). The estimated volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec) is estimated as approximately 4.1 days(2,SRC). Isopropenyl acetate's Henry's Law constant(1,SRC) indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of isopropenyl acetate from dry soil surfaces may exist(SRC) based on a vapor pressure of 45 mm Hg(3).

Occupational exposure to isopropenyl acetate may occur through inhalation and dermal contact with this compound at workplaces where isopropenyl acetate is produced or used. (SRC)

Drug Information

Excerpt from ERG Guide 129P [Flammable Liquids (Water-Miscible / Noxious)]: May 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. (ERG, 2016)

Excerpt from ERG Guide 129P [Flammable Liquids (Water-Miscible / Noxious)]: Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. Wash skin with soap and water. In case of burns, immediately cool affected skin for as long as possible with cold water. Do not remove clothing if adhering to skin. Keep victim calm and warm. Effects of exposure (inhalation, ingestion or skin contact) to substance may be delayed. (ERG, 2016)

MILD IRRITANT. .../CNS DEPRESSANT/ IN HIGH CONCENTRATIONS.

isopropenyl acetate

Isopropenyl acetate Use and Manufacturing

Methods of Manufacturing

It is directly esterified by isopropyl alcohol and acetic acid in the presence of catalyst sulfuric acid.

Uses

Reagent for acylation of potential enols.

1-Propen-2-ol, 2-acetate: ACTIVE

Food additives -> Flavoring Agents|Flavouring Agent -> -> JECFA Functional Classes|Flavoring Agents -> JECFA Flavorings Index|Fire Hazards -> Flammable - 3rd degree, Reactive - 1st degree

Flavoring Agents|Flavouring Agent ->

Computed Properties

Molecular Weight:100.12
XLogP3:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:100.052429494
Monoisotopic Mass:100.052429494
Topological Polar Surface Area:26.3
Heavy Atom Count:7
Complexity:94.3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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