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Cas Database

108-22-5

108-22-5

Identification

  • Product Name:Isopropenyl acetate

  • CAS Number: 108-22-5

  • EINECS:203-562-7

  • Molecular Weight:100.117

  • Molecular Formula: C5H8O2

  • HS Code:2915 39 00

  • Mol File:108-22-5.mol

Synonyms:1-Propen-2-ol,acetate (6CI,8CI,9CI);1-Acetoxy-1-methylethylene;1-Methylvinyl acetate;2-Acetoxy-1-propene;2-Acetoxypropene;2-Acetoxypropylene;2-Propenyl acetate;Acetic acid isopropenyl ester;

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Safety information and MSDS view more

  • Pictogram(s):FlammableF

  • Hazard Codes:F

  • Signal Word:Danger

  • Hazard Statement:H225 Highly flammable liquid and vapourH335 May cause respiratory irritation

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician. 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)

  • Fire-fighting measures: Suitable extinguishing media Alcohol foam. Water may be ineffective. 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) Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:TRC
  • Product Description:Isopropenyl acetate
  • Packaging:100g
  • Price:$ 105
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:Isopropenyl acetate
  • Packaging:25g
  • Price:$ 65
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Isopropenyl Acetate >98.0%(GC)
  • Packaging:25mL
  • Price:$ 19
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Isopropenyl Acetate >98.0%(GC)
  • Packaging:500mL
  • Price:$ 44
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Isopropenyl acetate analytical standard
  • Packaging:1ml
  • Price:$ 50.5
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Isopropenyl acetate 99%
  • Packaging:250ml
  • Price:$ 31.1
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Isopropenyl acetate for synthesis. CAS 108-22-5, EC Number 203-562-7, chemical formula CH COOC(CH )=CH ., for synthesis
  • Packaging:8031380100
  • Price:$ 31
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Isopropenyl acetate for synthesis
  • Packaging:100 mL
  • Price:$ 29.69
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Isopropenyl acetate produced by Wacker Chemie AG, Burghausen, Germany, ≥99.0% (GC)
  • Packaging:1kg
  • Price:$ 58.8
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Isopropenyl acetate for synthesis. CAS 108-22-5, EC Number 203-562-7, chemical formula CH COOC(CH )=CH ., for synthesis
  • Packaging:8031381000
  • Price:$ 89.3
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Relevant articles and documentsAll total 12 Articles be found

-

Charles et al.

, p. 2084 (1959)

-

Engineering cyclohexanone monooxygenase for the production of methyl propanoate

Van Beek, Hugo L.,Romero, Elvira,Fraaije, Marco W.

, p. 291 - 299 (2017)

A previous study showed that cyclohexanone monooxygenase from Acinetobacter calcoaceticus (AcCHMO) catalyzes the Baeyer-Villiger oxidation of 2-butanone, yielding ethyl acetate and methyl propanoate as products. Methyl propanoate is of industrial interest as a precursor of acrylic plastic. Here, various residues near the substrate and NADP+ binding sites in AcCHMO were subjected to saturation mutagenesis to enhance both the activity on 2-butanone and the regioselectivity toward methyl propanoate. The resulting libraries were screened using whole cell biotransfor-mations, and headspace gas chromatography-mass spectrometry was used to identify improved AcCHMO variants. This revealed that the I491A AcCHMO mutant exhibits a significant improvement over the wild type enzyme in the desired regioselectivity using 2-butanone as a substrate (40% vs 26% methyl propanoate, respectively). Another interesting mutant is the T56S AcCHMO mutant, which exhibits a higher conversion yield (92%) and kcat (0.5 s-1) than wild type AcCHMO (52% and 0.3 s-1, respectively). Interestingly, the uncoupling rate for the T56S AcCHMO mutant is also significantly lower than that for the wild type enzyme. The T56S/I491A double mutant combined the beneficial effects of both mutations leading to higher conversion and improved regioselectivity. This study shows that even for a relatively small aliphatic substrate (2-butanone), catalytic efficiency and regioselectivity can be tuned by structure-inspired enzyme engineering.

Preparation of various enantiomerically pure (benzotriazol-1-yl)- and (benzotriazol-2-yl)-alkan-2-ols

Pchelka, Beata K.,Loupy, Andre,Petit, Alain

, p. 2516 - 2530 (2006)

(S)-(-)-(Benzotriazol-1-yl)- and (S)-(-)-(benzotriazol-2-yl)-alkan-2-ols 7a-9a, 7b-9b and their (R)-(+)-acetates 10a-12a and 10b-12b were prepared in high enantiomeric excess via lipase from Pseudomonas fluorescens (Amano AK) catalyzed enantioselective acetylation of racemic alcohols 4a-6a and 4b-6b with vinyl acetate in tert-butyl methyl ether or toluene at 23 °C. The enantioselectivity of this transformation was dependent on the length of the alkyl chain with E-values ranging from 30 to 57. Several benzotriazole substituted ketones 1a-3a and 1b-3b were synthesized from 1H-benzotriazole and corresponding haloketones. These compounds were stereoselectively reduced with Baker's yeast in water or in organic solvent containing 5% v/v of water at 30 °C to give the (S)-(-)-alcohol. Better stereoselectivity was observed in the kinetic resolution of racemic alcohols 4a-6a and 4b-6b (ee = 69-92% at 44-52% conversion) compared to reduction of corresponding prochiral ketones 1a-3a and 1b-3b with Baker's yeast (ee = 40-67% at 39-89% conversion). Enhanced enantioselectivities were observed at lower temperatures.

-

Naylor

, p. 244 (1945)

-

Suzuki et al.

, p. 3707,3708 (1969)

-

Allan et al.

, p. 4700,4705 (1957)

-

Energy-saving efficient isopropenyl acetate synthesis method

-

Paragraph 0050-0055, (2017/04/14)

The invention discloses an energy-saving efficient isopropenyl acetate synthesis method which comprises the following steps: (1) feeding acetic acid into a container, performing heating treatment on the acetic acid so as to generate an ethenone gas from the acetic acid in a catalytic cracking manner, introducing the ethenone gas into a cooler; (2) feeding an acetone solution into a mixing dish, simultaneously feeding a catalyst into the mixing dish, mixing, uniformly stirring, pumping the mixed liquid into the cooler by using a metering pump; (3) conveying the mixed gas in the cooler into a synthesis reaction tower, and enabling the mixed gas to generate a reaction gas in the synthesis reaction tower; and (4) condensing the generated reaction gas so as to obtain a coarse product, refining the coarse product, cooling, crystallizing and drying, thereby obtaining a product. According to the energy-saving efficient isopropenyl acetate synthesis method disclosed by the invention, the ethenone gas and the acetone steam are enabled to have homogeneous reaction directly, so that the reaction efficiency is effectively improved, the transfer amount of acetone is greatly reduced, and the comprehensive utilization rate is increased.

Visible-light-mediated α-arylation of enol acetates using aryl diazonium salts

Hering, Thea,Hari, Durga Prasad,Koenig, Burkhard

, p. 10347 - 10352 (2013/01/15)

Visible light mediates efficiently the α-arylation of enol acetates by aryl diazonium salts under mild conditions using [Ru(bpy)3]Cl 2 as a photoredox catalyst. The broad scope of the reaction toward various diazonium salts and enol acetates was explored. The application of this reaction in the concise synthesis of 2-substituted indoles was demonstrated

Highly efficient dynamic kinetic resolution of secondary aromatic alcohols with low-cost and easily available acid resins as racemization catalysts

Cheng, Yongmei,Xu, Gang,Wu, Jianping,Zhang, Chensheng,Yang, Lirong

supporting information; experimental part, p. 2366 - 2369 (2010/06/13)

A new and efficient dynamic kinetic resolution (DKR) process of secondary aromatic alcohols was developed with acid resins as racemization catalysts. Acid resin CD8604 was shown to have excellent racemization activity and good biocompatibility. When employing CD8604 and complex acyl donors as racemization catalyst and acyl donor, respectively, enantiomerically pure aromatic acetate was obtained with excellent yield and ee values through the DKR process. It is noteworthy that the system could be reused more than 10 times with little loss of yield and ee value.

Process route upstream and downstream products

Process route

palladium diacetate
3375-31-3

palladium diacetate

Isopropenyl acetate
108-22-5

Isopropenyl acetate

Allyl acetate
591-87-7

Allyl acetate

1-propenyl acetate
3249-50-1

1-propenyl acetate

Conditions
Conditions Yield
With p-benzoquinone; bis(triphenylphosphoranylidene)-ammonium acetate; In acetic acid; at 25 ℃; for 3h; under 760 Torr;
0.986 mol
0.009%
0.005%
With p-benzoquinone; bis(triphenylphosphoranylidene)-ammonium acetate; In chloroform; at 25 ℃; for 3h; under 760 Torr;
0.99 mol
0.01%
0.01%
acetic acid
64-19-7,77671-22-8

acetic acid

Isopropenyl acetate
108-22-5

Isopropenyl acetate

Allyl acetate
591-87-7

Allyl acetate

2-hydroxypropyl acetate
627-69-0,82944-63-6

2-hydroxypropyl acetate

6-hydroxy-3-oxa-2-hexanone
36678-05-4

6-hydroxy-3-oxa-2-hexanone

propane-1,2-diol 2-monoacetate
6214-01-3

propane-1,2-diol 2-monoacetate

(E)-1-propen-1-yl acetate
3249-50-1

(E)-1-propen-1-yl acetate

Conditions
Conditions Yield
With bis(acetonitrile)chloronitropalladium(II); at 25 ℃; for 2h; Product distribution; various catalysts, times, O2 atmosphere with 18O containing complex; further products;
palladium diacetate
3375-31-3

palladium diacetate

Isopropenyl acetate
108-22-5

Isopropenyl acetate

Allyl acetate
591-87-7

Allyl acetate

(E)-1-propen-1-yl acetate
3249-50-1

(E)-1-propen-1-yl acetate

acetone
67-64-1

acetone

Conditions
Conditions Yield
In carbon dioxide; at 25 ℃; for 3h; under 68400 Torr; Product distribution; Mechanism; var. solv. and temp.;
Isopropenyl acetate
108-22-5

Isopropenyl acetate

Allyl acetate
591-87-7

Allyl acetate

1-propenyl acetate
3249-50-1

1-propenyl acetate

acetone
67-64-1

acetone

Conditions
Conditions Yield
In chloroform; at 25 ℃; Further Variations:; Solvents; Reagents; Product distribution;
Isopropenyl acetate
108-22-5

Isopropenyl acetate

melengestrol
5633-18-1

melengestrol

Conditions
Conditions Yield
Ketene
463-51-4

Ketene

acetone
67-64-1

acetone

4-methyleneoxetan-2-one
674-82-8,2130-41-8

4-methyleneoxetan-2-one

Isopropenyl acetate
108-22-5

Isopropenyl acetate

acetic anhydride
108-24-7

acetic anhydride

Conditions
Conditions Yield
at 100 ℃;
Ketene
463-51-4

Ketene

sulfuric acid
7664-93-9

sulfuric acid

acetone
67-64-1

acetone

4-methyleneoxetan-2-one
674-82-8,2130-41-8

4-methyleneoxetan-2-one

Isopropenyl acetate
108-22-5

Isopropenyl acetate

acetic anhydride
108-24-7

acetic anhydride

Conditions
Conditions Yield
at 55 ℃;
3-Methyl-3-buten-2-one
814-78-8,25988-32-3

3-Methyl-3-buten-2-one

Isopropenyl acetate
108-22-5

Isopropenyl acetate

Conditions
Conditions Yield
With wild type cyclohexanonemonooxygenase T56S/I491A mutant from Acinetobacter calcoaceticus; NADPH; In aq. phosphate buffer; at 25 ℃; for 5.5h; pH=7; regioselective reaction; Enzymatic reaction;
acetic acid
64-19-7,77671-22-8

acetic acid

acetone
67-64-1

acetone

Isopropenyl acetate
108-22-5

Isopropenyl acetate

Conditions
Conditions Yield
acetic acid; In water; at 800 ℃;
acetone; In water; for 1h; Temperature;
99.5%
Ketene
463-51-4

Ketene

acetone
67-64-1

acetone

Isopropenyl acetate
108-22-5

Isopropenyl acetate

Conditions
Conditions Yield
With sulfuric acid; at 55 - 70 ℃;
With 2-sulfo-acetoacetic acid;
With naphthalene-1,5-disulfonate; at 80 ℃;
With naphthalene-2,6-disulfonic acid; at 80 ℃;
With PPA;
With sulfuric acid; at 55 - 70 ℃;
With sulfoacetic acid; at 55 ℃;
With ethane-1,2-disulphonic acid; at 55 ℃;
With methanedisulfonic acid; at 55 ℃;
With fluorosulphonic acid; at 45 ℃;

Global suppliers and manufacturers

Global( 1) Suppliers
  • Company Name
  • Business Type
  • Contact Tel
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  • Amadis Chemical Co., Ltd.
  • Business Type:Lab/Research institutions
  • Contact Tel:86-571-89925085
  • Emails:sales@amadischem.com
  • Main Products:29
  • Country:China (Mainland)
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