Benzyl acetate

An aromatic ester, C9H10O2, 150.177 g/mol. Boiling point 213 °C, melting point -51 °C, as published.

verified recordOrganic — aromatic ester7 measured properties

Identifiers

Molecular formula: C₉H₁₀O₂
Molecular weight: 150.177 g/mol
Exact mass: 150.06808 g/mol
IUPAC name: benzyl acetate
SMILES: CC(=O)OCc1ccccc1
InChI: InChI=1S/C9H10O2/c1-8(10)11-7-9-5-3-2-4-6-9/h2-6H,7H2,1H3
InChIKey: QUKGYYKBILRGFE-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: 419.9 °F at 760 mmHg (NTP, 1992)measured · CAMEO Chemicals; 213 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Melting Point: -60.7 °F (NTP, 1992)measured · CAMEO Chemicals; -51 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Density: 1.04 (USCG, 1999) - Denser than water; will sinkmeasured · CAMEO Chemicals; 1.050 @ 25 °C/4 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Solubility: less than 1 mg/mL at 73 °F (NTP, 1992)measured · CAMEO Chemicals; PRACTICALLY INSOL IN WATER; MISCIBLE WITH ALCOHOL, ETHERmeasured · Hazardous Substances Data Bank (HSDB)
Vapor Pressure: 1 mmHg at 113 °F ; 10 mmHg at 189.7 °F (NTP, 1992)measured · CAMEO Chemicals; 0.17 [mmHg]measured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
LogP: log Kow = 1.96measured · Hazardous Substances Data Bank (HSDB); 1.96measured · Human Metabolome Database (HMDB)
Flash Point: 195 °F (NFPA, 2010)measured · CAMEO Chemicals; 90 °C (closed cup)measured · Hazardous Substances Data Bank (HSDB)

Calculated properties

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

Molecular weight: 150.17 g/molcalculated · reference compound database; Average mass of one molecule, from reference compound database.
Exact mass: 150.068079557 Dacalculated · reference compound database; Mass of the most common isotopic form.
XLogP3: 2calculated · 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: 126calculated · 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: 1.7497calculated · 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: 2calculated · chemistry engine; Single bonds the molecule can freely twist around.
Molar refractivity: 41.912 cm³/molcalculated · chemistry engine; Relates to the molecule's polarisability.
Fraction sp³ carbons: 0.2222calculated · chemistry engine; Share of carbon atoms with tetrahedral bonding.
QED drug-likeness: 0.6002calculated · chemistry engine; Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

C Carbon9 atoms · 72.0% by mass
O Oxygen2 atoms · 21.3% by mass
H Hydrogen10 atoms · 6.7% 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: 11
Total atoms, hydrogen included: 21
Rings: 1
Aromatic rings: 1
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.
Aromatic ring
A flat six-membered ring with delocalised electrons.

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 Benzyl acetate yet.

Other names for it

The systematic name on this record is benzyl acetate.

The sources also call it Acetic acid benzyl ester, Phenylmethyl acetate, Benzyl ethanoate, Acetic acid, phenylmethyl ester, Acetic acid, benzyl ester, Phenylmethyl ethanoate, alpha-Acetoxytoluene, (Acetoxymethyl)benzene, Benzylester kyseliny octove, FEMA No. 2135.

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.

(Phenylmethoxy)acetaldehyde

C9H10O2

(3-chlorophenyl)methyl Acetate

C9H9ClO2

Where these values came from

reference compound database8785
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.