Vinyl Acetate

An ester, C4H6O2, 86.09 g/mol. Boiling point 72.8 °C, melting point -93.2 °C, as published.

verified recordOrganic — ester9 measured properties

Identifiers

Molecular formula: C₄H₆O₂
Molecular weight: 86.09 g/mol
Exact mass: 86.036779 g/mol
IUPAC name: ethenyl acetate
SMILES: C=COC(C)=O
InChI: InChI=1S/C4H6O2/c1-3-6-4(2)5/h3H,1H2,2H3
InChIKey: XTXRWKRVRITETP-UHFFFAOYSA-N

Open in ReactionLens Use in reaction prediction

Measured properties

Published measurements, each with its source. Two readings of one property are both shown, in the units each used.

Boiling Point: 162 to 163 °F at 760 mmHg (EPA, 1998)measured · CAMEO Chemicals; 72.8 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Melting Point: -136 °F (EPA, 1998)measured · CAMEO Chemicals; -93.2 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Density: 0.932 at 68 °F (EPA, 1998) - Less dense than water; will floatmeasured · CAMEO Chemicals; 0.932 at 20 °C/4 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Solubility: 2 % (NIOSH, 2024)measured · CAMEO Chemicals; Sol in ethane, acetone, chloroformmeasured · Hazardous Substances Data Bank (HSDB)
Vapor Pressure: 83 to 140 mmHg at 68 to 86 °F (EPA, 1998)measured · CAMEO Chemicals; 115.0 [mmHg]measured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
LogP: log Kow = 0.73measured · Hazardous Substances Data Bank (HSDB); 0.73measured · Human Metabolome Database (HMDB)
Flash Point: 18 °F (EPA, 1998)measured · CAMEO Chemicals; -8 °C, closed cupmeasured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
Viscosity: 0.43 cPs at 20 °Cmeasured · Corfeiro CF, Petrocellli FP; Kirk-Othmer Encyclopedia of Chemical Technology. (2001). NY, NY: John Wiley & Sons; Vinyl Acetate Polymers. Online Posting Date:Jan 14, 2005.
Refractive Index: Index of refraction: 1.3926 at 25 °Cmeasured · Olson, K.R. (Ed.); Poisoning & Drug Overdose. 5th ed. Lange Medical Books/McGraw-Hill. New York, N.Y. 2007., p. 3-518

Calculated properties

Derived from the structure, not from a sample; kept apart from the measurements above.

Molecular weight: 86.09 g/molcalculated · reference compound database; Average mass of one molecule, from reference compound database.
Exact mass: 86.03677943 Dacalculated · reference compound database; Mass of the most common isotopic form.
XLogP3: 0.7calculated · reference compound database; Estimated oil/water partition, computed by reference compound database.
Polar surface area: 26.3 Å²calculated · reference compound database; Polar surface area as computed by reference compound database.
Complexity: 65calculated · reference compound database; A rough measure of how intricate the structure is.
H-bond donors: 0calculated · reference compound database
H-bond acceptors: 2calculated · reference compound database
logP: 0.693calculated · chemistry engine; Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area: 26.3 Å²calculated · chemistry engine; Surface area from polar atoms; relates to how easily a molecule crosses membranes.
H-bond donors: 0calculated · chemistry engine; Atoms that can donate a hydrogen bond.
H-bond acceptors: 2calculated · chemistry engine; Atoms that can accept a hydrogen bond.
Rotatable bonds: 1calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 21.963 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 0.25calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.3464calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

C Carbon4 atoms · 55.8% by mass
O Oxygen2 atoms · 37.2% by mass
H Hydrogen6 atoms · 7.0% by mass

Percentages are of the molecular weight above, worked out the same way the molar mass calculator does it.

Structure

Heavy atoms, hydrogen excluded: 6
Total atoms, hydrogen included: 12
Rings: 0
Aromatic rings: 0
Stereocentres: 0
Formal charge: 0

Functional groups

Ester
A carbonyl bonded to an oxygen that links to another carbon.
Ether
An oxygen bridging two carbons.
Alkene
A carbon–carbon double bond.

Matched by structural pattern, not by a measurement.

The molecule in three dimensions

Rotate and inspect the atoms. Loaded only when you ask, so the page stays light.

The drawing above is a diagram of what is bonded to what. A molecule is not flat, and the model here is one low-energy shape generated from the connectivity — useful for seeing which groups can reach each other, and not a measured structure. A real sample is a population of conformations, interconverting.

Reactions it appears in

No documented reaction with a written procedure and a source involves Vinyl Acetate yet.

Other names for it

The systematic name on this record is ethenyl acetate.

The sources also call it Ethenyl acetate, Acetic acid ethenyl ester, Acetic acid vinyl ester, Ethenyl ethanoate, Acetoxyethylene, Vinylacetate, Vinyl acetate monomer, Vinyl A monomer, Acetoxyethene, 1-Acetoxyethylene, Vinyl ethanoate.

Structurally related

Molecules sharing this formula, or whose fingerprint is at least 40% similar to this one. Similarity is Tanimoto on Morgan fingerprints over this library only — it is a measure of structural overlap, not of how alike they behave.

1,3-Butadienyl acetate

C6H8O2

Seen alongside it in reaction records

Molecules that appear in the same recorded reactions as Vinyl Acetate. This says nothing about structure: most of them are the bases, solvents, ligands and catalysts the chemistry needed, and they are here because somebody put them in the same flask.

1-(1-Hydroxy-1-methylethyl)-4-(1-methyl-1-vinyloxyethyl)benzene

used as a reactant

C₁₄H₂₀O₂, 220.312 g/mol.

1,4-Bis(1-methyl-1-vinyloxyethyl)benzene

formed as a product

C₁₆H₂₂O₂, 246.35 g/mol.

Where these values came from

reference compound database7904
compound record
chemistry engine
structure perception

compound record.

What this page does not claim

Identifiers are copied from the source record, measured values are reported as published, and calculated values are marked as calculated. Nothing here is a hazard, purity or handling assessment — how the library is checked.