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Ethyl chloroformate

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 — ester7 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
ethyl carbonochloridate
SMILES
CCOC(=O)Cl
InChI
InChI=1S/C3H5ClO2/c1-2-6-3(4)5/h2H2,1H3
InChIKey
RIFGWPKJUGCATF-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
201 °F at 760 mmHg (USCG, 1999)measured · CAMEO Chemicals
95 °C @ 760 MM HGmeasured · Hazardous Substances Data Bank (HSDB)
Melting Point
-114 °F (USCG, 1999)measured · CAMEO Chemicals
-80.6 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Density
1.135 at 68 °F (USCG, 1999) - Denser than water; will sinkmeasured · CAMEO Chemicals
1.1403 @ 20 °C/4 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Solubility
PRACTICALLY INSOL & GRADUALLY DECOMP IN WATERmeasured · Hazardous Substances Data Bank (HSDB)
MISCIBLE WITH ALC, BENZENE, CHLOROFORM, ETHERmeasured · Hazardous Substances Data Bank (HSDB)
Vapor Pressure
22.4 [mmHg]measured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
22.4 mm Hg @ 25 °Cmeasured · Hazardous Substances Data Bank (HSDB)
Flash Point
61 °F (USCG, 1999)measured · CAMEO Chemicals
16 °Cmeasured · Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
Refractive Index
INDEX OF REFRACTION: 1.3947 @ 20 °C/Dmeasured · Budavari, S. (ed.). The Merck Index - Encyclopedia of Chemicals, Drugs and Biologicals. Rahway, NJ: Merck and Co., Inc., 1989., p. 597

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
1.5calculated · 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
1.3817calculated · 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
22.875 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
0.4746calculated · 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 Ethyl chloroformate yet.

Other names for it

The systematic name on this record is ethyl carbonochloridate.

The sources also call it Ethyl carbonochloridate, Ethyl chlorocarbonate, Cathyl chloride, Ethoxycarbonyl chloride, Chloroformic acid ethyl ester, Carbonochloridic acid, ethyl ester, Chlorocarbonic acid ethyl ester, Etil cloroformiato, Ethylchloorformiaat, ETHYLCHLOROFORMATE, Etil clorocarbonato.

Structurally related

Nothing structurally close to Ethyl chloroformate has a page here yet.

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.