prop-1-en-2-yl acetate

• ChemBase ID: 109727
• Molecular Formular: C5H8O2
• Molecular Mass: 100.11582
• Monoisotopic Mass: 100.0524295
• SMILES: CC(=C)OC(=O)C
• Canonical SMILES: CC(=C)OC(=O)C
• InChI: InChI=1S/C5H8O2/c1-4(2)7-5(3)6/h1H2,2-3H3
• InChIKey: HETCEOQFVDFGSY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: prop-1-en-2-yl acetate
• IUPAC Traditional name: 1-propen-2-ol acetate
• Synonyms: ACETONE-ENOL ACETATE; 1-Methylvinyl acetate; Isopropenyl acetate; Acetic acid isopropenyl ester; IPA; 1-甲基乙烯基乙酸酯; 乙酸异丙烯酯

Database IDs

• CAS Number: 108-22-5
• EC Number: 203-562-7
• MDL Number: MFCD00008709
• Beilstein Number: 1280347
• Merck Index: 145203
• PubChem SID: 24844937; 24901983; 24846886; 162096302; 24847345
• PubChem CID: 7916
• FEMA ID: 4152
• Flavis Number: 9.822

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.4995621
• LogD (pH = 7.4): 0.4995621
• Log P: 0.4995621
• Molar Refractivity: 26.9241 cm^3
• Polarizability: 10.472008 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -92.9°C; -93°C
• Boiling Point: 93-94°C; 94 °C(lit.); 97.4°C
• Flash Point: 18°C(64°F); 19 °C; 66 °F; 66.2 °F
• Density: 0.909 g/mL at 25 °C(lit.); 0.917; 0.9226 g/ml
• Refractive Index: 1.4010; n20/D 1.401; n20/D 1.401(lit.)

Safety Information

• RTECS: UD4200000
• European Hazard Symbols: Flammable (F); Irritant (Xi)
• UN Number: 2403; UN2403
• German water hazard class: 1
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 11; R:11-36/37
• Safety Statements: 9-16-29-33; 9-16-33; S:9-16-26
• TSCA Listed: 是
• GHS Pictograms: GHS02
• GHS Signal Word: Danger
• 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 2403 3/PG 2

Product Information

• Purity: ≥98.5% (GC); ≥99%; ≥99.0% (GC); 99%
• Grade: produced by Wacker; puriss.
• Linear Formula: CH3CO2C(CH3)=CH2

DETAILS

MP Biomedicals - 05212354

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 117781

Packaging
1 L in glass bottle
250 mL in glass bottle

Sigma Aldrich - 10914

Other Notes
prices for bulk quantities on request
Packaging
1 kg in glass bottle

Sigma Aldrich - W415201

Packaging
1 sample in glass bottle

REFERENCES

• For the (2 + 2) photochemical cycloaddition with isophorone, see: Org. Synth. Coll., 6, 1024 (1988).
• Enol acetate of acetone. Other carbonyl compounds can be converted to their enol acetates by exchange; see, e.g.: J. Org. Chem., 30, 2502 (1965).
• Crossed aldol condensations with acetals are promoted by Lewis acids, e.g. TiCl₄ to give ?-alkoxy ketones: Chem. Lett., 323 (1974).