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Methyl chloroacetate

C3H5ClO2, 108.524 g/mol. Its structure, the values that were measured, the values that were calculated, and where each one came from.

verified recordOrganic — ester9 measured properties

Drawn from the SMILES. It shows how the atoms are connected — not a photograph of a molecule, and not its shape in space.

Identifiers

Molecular formula
C₃H₅ClO₂
Molecular weight
108.524 g/mol
Exact mass
107.997807 g/mol
IUPAC name
methyl 2-chloroacetate
SMILES
COC(=O)CCl
InChI
InChI=1S/C3H5ClO2/c1-6-3(5)2-4/h2H2,1H3
InChIKey
QABLOFMHHSOFRJ-UHFFFAOYSA-N

Both are open without an account.

Measured properties

Values somebody obtained from a sample and published. Where two sources report the same property they are both shown, in the units each used — a disagreement between them is information, and averaging it away would be inventing a number neither one gave.

Boiling Point
266 °F at 760 mmHg (USCG, 1999)measured · CAMEO Chemicals
130 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Melting Point
-26 °F (USCG, 1999)measured · CAMEO Chemicals
-32.3 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Density
1.2337 at 68 °F (USCG, 1999) - Denser than water; will sinkmeasured · CAMEO Chemicals
1.236 g/cu cm at 20 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Solubility
In water, 4.6X10+4 mg/L at 20 °Cmeasured · Hazardous Substances Data Bank (HSDB)
In water, 5.2 g/100 mL at 19.8 °C (5.2X10+4 mg/L)measured · Hazardous Substances Data Bank (HSDB)
Vapor Pressure
16.54 mmHg (USCG, 1999)measured · CAMEO Chemicals
7.63 [mmHg]measured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
LogP
0.76 (calculated)measured · ILO-WHO International Chemical Safety Cards (ICSCs)
Flash Point
125 °F (USCG, 1999)measured · CAMEO Chemicals
57 °Cmeasured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
Viscosity
2.95X10-3 Pa.s at 241.03 Kmeasured · Daubert, T.E., R.P. Danner. Physical and Thermodynamic Properties of Pure Chemicals Data Compilation. Washington, D.C.: Taylor and Francis, 1989.
Refractive Index
Index of refraction: 1.4218 at 20 °Cmeasured · Haynes, W.M. (ed.). CRC Handbook of Chemistry and Physics. 95th Edition. CRC Press LLC, Boca Raton: FL 2014-2015, p. 3-364

Calculated properties

Derived from the structure rather than from a sample. These are reproducible and they are not measurements: a calculated partition coefficient and a measured one can differ by a long way, and where both exist they are listed apart on purpose.

Molecular weight
108.52 g/molcalculated · reference compound database
Average mass of one molecule, from reference compound database.
Exact mass
107.9978071 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 Ųcalculated · reference compound database
Polar surface area as computed by reference compound database.
Complexity
52calculated · 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
0.3982calculated · chemistry engine
Estimated preference for oil over water. Higher means more oil-like.
Topological polar surface area
26.3 Ųcalculated · 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
22.736 cm³/molcalculated · chemistry engine
Relates to the molecule's polarisability.
Fraction sp³ carbons
0.6667calculated · chemistry engine
Share of carbon atoms with tetrahedral bonding.
QED drug-likeness
0.3591calculated · chemistry engine
Quantitative estimate of drug-likeness (0–1).

What it is made of

Elements

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
11
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.

  • Halide (C–X)

    A halogen atom attached to carbon.

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 Methyl chloroacetate yet.

Other names for it

The systematic name on this record is methyl 2-chloroacetate.

The sources also call it methyl 2-chloroacetate, Chloroacetic acid methyl ester, Methyl monochloroacetate, Methyl chloroethanoate, Acetic acid, chloro-, methyl ester, Methyl monochloracetate, Methyl alpha-chloroacetate, Monochloroacetic acid methyl ester, NSC 2635, UN2295, ClH2CCOOCH3.

Structurally related

Nothing structurally close to Methyl chloroacetate has a page here yet.

Seen alongside it in reaction records

Where these values came from

compound record.

What this page does not claim

The identifiers are what the source record holds, copied rather than recomputed. Measured values are reported as their source gave them, units and all; calculated values are marked as calculated and are not measurements. Where a field is absent the page says so, because a blank cell reads as a zero and a guessed value reads as a fact.

Nothing here is a hazard assessment, a purity statement or advice about handling a sample. A flash point quoted from a safety database is a number somebody published, not a judgement by us about whether this molecule is safe for what you intend.