ContaminantDB: (Chloromethyl)oxirane

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2014-09-11 02:05:07 UTC

Update Date

2026-04-16 21:09:26 UTC

Accession Number

CHEM003649

Identification

Common Name

(Chloromethyl)oxirane

Class

Small Molecule

Description

(Chloromethyl)oxirane is used for cross-linking dextrose units in food starch (Chloromethyl)oxirane belongs to the family of Epoxides. These are compounds containing a cyclic ether with three ring atoms(one oxygen and two carbon atoms). (Reference: Volume 18, Issue 17, 4 September 2007, Pages 2001-2010)).

Contaminant Sources

Clean Air Act Chemicals
FooDB Chemicals
HPV EPA Chemicals
IARC Carcinogens Group 2A
OECD HPV Chemicals
STOFF IDENT Compounds
T3DB toxins
ToxCast & Tox21 Chemicals

Contaminant Type

Ether
Food Additive
Food Toxin
Metabolite
Organic Compound
Organochloride
Pollutant
Synthetic Compound

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(Chloromethyl)ethylene oxide	ChEBI
(RS)-3-Chloro-1,2-epoxypropane	ChEBI
1-Chloro-2,3-epoxypropane	ChEBI
2,3-Epoxypropyl chloride	ChEBI
3-Chloro-1,2-epoxypropane	ChEBI
alpha-Epichlorohydrin	ChEBI
Chloromethyloxirane	ChEBI
gamma-Chloropropylene oxide	ChEBI
a-Epichlorohydrin	Generator
Α-epichlorohydrin	Generator
g-Chloropropylene oxide	Generator
Γ-chloropropylene oxide	Generator
Epichlorhydrin	HMDB
Epichlorohydrin, (+-)-isomer	HMDB
Epichlorohydrin, (S)-isomer	HMDB
(+/-)-2-(chloromethyl)oxirane	HMDB
(+/-)-epichlorohydrin	HMDB
(Chloromethyl)-oxirane	HMDB
(DL)-alpha-Epichlorohydrin	HMDB
1,2-Epoxy-3-chloropropane	HMDB
1-Chloro-2,3-epoxy propone	HMDB
1-Chloro-2,3-epoxy-propane	HMDB
2-(Chloromethyl)-oxirane	HMDB
2-(Chloromethyl)oxirane	HMDB
3-Chloro-1,2-propylene oxide	HMDB
3-Chloro-propylene oxide	HMDB
3-Chloropropene-1,2-oxide	HMDB
3-Chloropropyl epoxide	HMDB
3-Chloropropylene oxide	HMDB
Allyl chloride oxide	HMDB
Chloro-1,2-epoxypropane	HMDB
Chloro-1,2-propylene oxide	HMDB
Chloro-2,3-epoxypropane	HMDB
Chloropropene-1,2-oxide	HMDB
Chloropropyl epoxide	HMDB
Chloropropylene	HMDB
Chloropropylene oxide	HMDB
DL-a-Epichlorohydrin	HMDB
Epi-chlorohydrin	HMDB
Epichloorhydrine	HMDB
Epichlorhydrine	HMDB
Epichlorohydrin	HMDB
Epichlorophydrin	HMDB
Epoxy-3-chloropropane	HMDB
Epoxypropyl chloride	HMDB
Glycerol epichlorhydrin	HMDB
Glycerol epichlorohydrin	HMDB
Glycidyl chloride	HMDB

Chemical Formula

C₃H₅ClO

Average Molecular Mass

92.524 g/mol

Monoisotopic Mass

92.003 g/mol

CAS Registry Number

106-89-8

IUPAC Name

2-(chloromethyl)oxirane

Traditional Name

epichlorohydrin

SMILES

ClCC1CO1

InChI Identifier

InChI=1S/C3H5ClO/c4-1-3-2-5-3/h3H,1-2H2

InChI Key

BRLQWZUYTZBJKN-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as epoxides. Epoxides are compounds containing a cyclic ether with three ring atoms(one oxygen and two carbon atoms).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Epoxides

Sub Class

Not Available

Direct Parent

Epoxides

Alternative Parents

Substituents

Oxacycle
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organochloride
Organohalogen compound
Alkyl halide
Alkyl chloride
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

organochlorine compound (CHEBI:37144 )
epoxide (CHEBI:37144 )

Biological Properties

Status

Detected and Not Quantified

Origin

Exogenous

Cellular Locations

Cytoplasm
Extracellular

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Liquid

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	-57.2 °C
Boiling Point	Not Available
Solubility	65.9 mg/mL at 25 °C

Predicted Properties

Property	Value	Source
Water Solubility	71.8 g/L	ALOGPS
logP	0.35	ALOGPS
logP	0.68	ChemAxon
logS	-0.11	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.53 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	20.06 m³·mol⁻¹	ChemAxon
Polarizability	8.38 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-9000000000-2522505dfae837fe94b4	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9000000000-b6bb0cdac54d9608a8c7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-593f62fd67709fb160bf	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9000000000-aa2e1dcd9bf189b5f3f3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-9000000000-9ba5e5c03ddff67e1a87	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4l-9000000000-5463bc269c8f0a27e94d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-bfcd9dffcd4d2de9041a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00dl-9000000000-c5367172f332120538f2	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-9000000000-d48e553dccbe6be572e8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-9000000000-04ef6303d628f7046a2d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-9000000000-b0c837ec56b2dada1b50	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-9000000000-c2fa753da65a4bac80a1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-9000000000-c2fa753da65a4bac80a1	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0a6r-9000000000-cf79f4df316c1a34590c	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum