ethenyl acetate

• ChemBase ID: 130149
• Molecular Formular: C4H6O2
• Molecular Mass: 86.08924
• Monoisotopic Mass: 86.03677943
• SMILES: C=COC(=O)C
• Canonical SMILES: CC(=O)OC=C
• InChI: InChI=1S/C4H6O2/c1-3-6-4(2)5/h3H,1H2,2H3
• InChIKey: XTXRWKRVRITETP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethenyl acetate
• IUPAC Systematic name: Ethenyl ethanoate
• IUPAC Traditional name: vinyl acetate
• Synonyms: acetoxyethenr; VyAr; VAr; zeset r; VAM vinyl acetate monomer; acetic acid ethenyl ester; 1-acetoxyethylene; Vinyl acetate; Acetic acid vinyl ester; Acetoxyethylene; Vinyl acetate; Polyvinyl acetate, M.W. ca 50,000; 醋酸乙烯酯; 乙烯基乙酸酯; 乙酸乙烯酯; 聚醋酸乙烯酯, M.W. ca 50,000

Database IDs

• CAS Number: 108-05-4; 9003-20-7
• EC Number: 203-545-4
• MDL Number: MFCD00084457; MFCD00008713
• Beilstein Number: 1209327
• Merck Index: 149992
• PubChem SID: 24900717; 24869714; 162224433
• PubChem CID: 7904
• KEGG ID: C19309
• Wikipedia Title: Vinyl_acetate

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.42722273
• LogD (pH = 7.4): 0.42722273
• Log P: 0.42722273
• Molar Refractivity: 21.105 cm^3
• Polarizability: 8.640089 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Colorless liquid
• Melting Point: -100°C; -93 °C(lit.); -93°C
• Boiling Point: 72.7°C; 72-73 °C(lit.); 72-73°C
• Flash Point: 17.6 °F; -8 °C; -8 °C; -8°C(18°F)
• Auto Ignition Point: 427 °C; 801 °F
• Density: 0.932; 0.932 g/mL at 20 °C; 0.934 g/cm^3; 0.934 g/mL at 25 °C(lit.)
• Refractive Index: 1.3960; n20/D 1.395; n20/D 1.395(lit.)
• Vapor Pressure: 88 mmHg ( 20 °C)
• Vapor Density: 3 (vs air)

Safety Information

• RTECS: AK0875000
• European Hazard Symbols: Flammable (F)
• UN Number: 1301; UN1301
• German water hazard class: 2
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 11; R11
• Safety Statements: 16-23-29-33; S16, S23, S29, S33
• TSCA Listed: 是
• GHS Pictograms: GHS02
• GHS Signal Word: Danger
• NFPA704:
  

  3

  2

  2
• Explode Limits: 13.4 %; 2.6–13.40%
• GHS Hazard statements: H225
• GHS Precautionary statements: P210; P210-P241-P280-P303+P361+P353-P403+P235-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1301 3/PG 2
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99%; ≥99.0% (GC); 99%, stab. with 8-12ppm hydroquinone
• Grade: analytical standard; CP; purum
• Packaging: pkg of 1000 mg
• Suitability: suitable for 8240 per US EPA; suitable for 8260 per US EPA
• Contains: ~0.0015% hydroquinone as stabilizer; 3-20 ppm hydroquinone as inhibitor
• Linear Formula: CH3CO2CH=CH2

DETAILS

Sigma Aldrich - V1503

Packaging
1, 2, 2.5 L in glass bottle
18 L in steel drum
25 mL in glass bottle

Sigma Aldrich - 48486

Other Notes
Contains 3-20 ppm hydroquinone as an inhibitor

REFERENCES

• For example of mercuric acetate-catalyzed transesterification to long-chain vinyl esters, see: Org. Synth. Coll., 4, 977 (1963).
• For thermal [2+2] cycloaddition with chlorotrifluoroethylene, see: Org. Synth. Coll., 5, 235 (1973); and with chlorosulfonyl isocyanate to give a ?-lactam: Org. Synth. Coll., 8, 3 (1993).