Epoxycyclohexan

Cyclohexene oxide

HCID 9246CAS 286-20-4

Grundinformationen

Standard-SMILES
C1CCC2OC2C1
InChIKey
ZWAJLVLEBYIOTI-UHFFFAOYSA-N
Summenformel
C6H10O
Durchschnittliche Molmasse
98,14 g/mol
Monoisotopische Masse
98,07316494

Namen und Bezeichner

Bevorzugter Name
Cyclohexene oxide
IUPAC
7-oxabicyclo[4.1.0]heptane
Lokaler Name
Epoxycyclohexan
Englischer Name
Cyclohexene oxide
Summenformel
C6H10O
Molmasse
98.14

Namen und Synonyme

Cyclohexene oxide7-Oxabicyclo[4.1.0]heptane286-20-41,2-EPOXYCYCLOHEXANECyclohexene epoxideTetramethyleneoxiraneCyclohexylene oxideCyclohexene 1-oxideCyclohexane, 1,2-epoxy-Cyclohexane oxide1,2-Cyclohexene oxideCCHO
Weitere Namen anzeigen
EPOXYCYCLOHEXANE1,2-epoxy-cyclohexan(1R,6S)-7-Oxabicyclo[4.1.0]heptaneHXOohexene oxide7-OxanorcaraneCyclohexenoxide
DTXSID6024880Cyclohexene, oxideCyclohexene-1-oxide7-Oxabicyclo(4.1.0)heptaneDTXCID404880NSC-5218NSC-128074RefChem:129656

Datenbank-Bezeichner

CAS
286-20-4
PubChem CID
9246
DTXSID
DTXSID6024880
ChEMBL
CHEMBL1361659
EC Number
206-007-7
Nikkaji
J2.980G

Eigenschaften

Berechnete Struktureigenschaften

XLogP
1,2
Polarare Oberfläche (TPSA)
12,5 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
0
Schwere Atome
7

Experimentelle und physikochemische Eigenschaften

OdorSTRONG ODOR
Density0.967 @ 25 °C/4 °C
Color/FormCOLORLESS LIQUID
Solubility · 2 Einträge

SOL IN ALC, ETHER, ACETONE; INSOL IN WATER

VERY SOL IN BENZENE; SOL IN CHLOROFORM

Flash Point81 °C CC
Boiling Point129-130 °C

Physikochemische Eigenschaften

Schmelzpunkt
-40 °C · -40 °C
Siedepunkt
129 · 129-130 °C(lit.)
Dichte
0.97 g/mL · 0.97 g/mL at 25 °C(lit.)
Dampfdruck
12 hPa · 12 hPa (20 °C)
Brechungsindex
20 · n20/D 1.452(lit.)
Flammpunkt
81 °F · 81 °F

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

This chemical does not meet GHS hazard criteria for 3.2% (5 of 158) of reports.

Danger

H226 (95.6%): Flammable liquid and vapor [Warning Flammable liquids];H302 (96.2%): Harmful if swallowed [Warning Acute toxicity, oral];H311 (84.8%): Toxic in contact with skin [Danger Acute toxicity, dermal];H312 (20.9%): Harmful in contact with skin [Warning Acute toxicity, dermal];H314 (77.8%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation];H318 (58.9%): Causes serious eye damage [Danger Serious eye damage/eye irritation];H331 (72.2%): Toxic if inhaled [Danger Acute toxicity, inhalation];H341 (52.5%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]

P203, P210, P233, P240, P241, P242, P243, P260, P261, P262, P264, P264+P265, P270, P271, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P318, P321, P330, P361+P364, P362+P364, P363, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 158 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 5 of 158 reports by companies.;There are 15 notifications provided by 153 of 158 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: 7-Oxabicyclo[4.1.0]heptane

Status: Active Update: 20-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/5629

Epoxycyclohexane: Does not have an individual approval but may be used under an appropriate group standard

Fire PotentialFLAMMABLE, DANGEROUS FIRE RISK.
Hazards SummaryA tumorigen and mutagen; [RTECS] An irritant; [MSDSonline]
Peroxide Forming Chemical · 4 Einträge

Cyclohexene Oxide

D*: Other compounds that may form peroxides

1 samples had 1 ppm peroxide; age >1 yrs

Management of time-sensitive chemicals (JCHAS)

Hazard Classes and Categories · 2 Einträge

Flam. Liq. 3 (95.6%);Acute Tox. 4 (96.2%);Acute Tox. 3 (84.8%);Acute Tox. 4 (20.9%);Skin Corr. 1B (77.8%);Eye Dam. 1 (58.9%);Acute Tox. 3 (72.2%);Muta. 2 (52.5%)

Flammable liquids - Category 3;Acute toxicity (Oral) - Category 4;Acute toxicity (Dermal) - Category 3

Toxikologische Informationen

Interactions · 4 Einträge

MODIFIER OF MICROSOMAL EPOXIDE HYDRASE ACTIVITY, CYCLOHEXENE OXIDE, EXERTS DIFFERENTIAL EFFECTS ON CATALYTIC ACTIVITY OF PURIFIED ENZYME FROM RAT LIVER. CYCLOHEXENE OXIDE INHIBITS RATE OF METAB OF BENZO(A)PYRENE 11,12-OXIDE & DIBENZO(A,H)-ANTHRACENE 5,6-OXIDE.

CYCLOHEXENE OXIDE ADMIN IP TO RATS, INHIBITED BILIARY EXCRETION OF METHYL MERCURY. THESE RESULTS PROBABLY REFLECT THE CONJUGATION OF CYCLOHEXENE TO GLUTATHIONE IN THE LIVER.

CO-ADMIN OF CYCLOHEXANE OXIDE AND CHLOROBENZENE REDUCED THE RATE OF METABOLISM OF CHLOROBENZENE AND PREVENTED HEPATIC CENTRILOBULAR NECROSIS CAUSED BY THIS COMPD IN RATS.

INDUCED LUNG HYDROXYLASES HAD KM VALUES OF 1.10 AND 0.52 IN MOUSE AND HAMSTER, RESPECTIVELY. THEY WERE STRONGLY STIMULATED BY CYCLOHEXENE OXIDE.

Ongoing Test Status · 1 Eintrag

The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=286-20-4]

Human Toxicity ExcerptsCYCLOHEXENE OXIDE IS A CILIA TOXIC AND MUCUS COAGULATING AGENT IDENTIFIED IN AIR POLLUTANTS. /FROM TABLE/
Non-Human Toxicity Excerpts · 4 Einträge

MUTAGENICITY: MUTATION RESEARCH 87: 17 (1981). SISTER CHROMATID EXCHANGE - IN VITRO CHROMOSOMAL EFFECT STUDIES, NON-HUMAN: QUESTIONABLE.

CYCLOHEXANE OXIDE WAS INVESTIGATED USING AMES SALMONELLA TYPHIMURIUM ASSAY WITHOUT ADDN OF LIVER HOMOGENATE FRACTIONS. IT IS FOUND TO BE A WEAK MUTAGEN FOR TA100 & TA1535 STRAINS.

12 EPOXIDE COMPD WERE TESTED FOR CARCINOGENIC ACTIVITY IN RATS AFTER SC INJECTION @ MAX TOLERATED DOSES WITHOUT TOXIC OR ULCERATIVE EFFECTS. 1,2-EPOXYCYCLOHEXANE WAS INACTIVE.

CYCLOHEXENE OXIDE EXERTED DIFFERENTIAL EFFECTS ON NUCLEAR AND MICROSOMAL EPOXIDE HYDRASE WHICH WERE DEPENDENT ON SUBSTRATE AND ON THE ORGANELLE.

Toxicity DataLCLo (rat) = 2,000 ppm/4h

Regulatorische Informationen

Regulatory Information · 3 Einträge

Chemical: 7-Oxabicyclo[4.1.0]heptane

Status: Active Update: 20-06-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/5629

Epoxycyclohexane: Does not have an individual approval but may be used under an appropriate group standard

Sicherheitsdaten

wgk
1
tsca
TSCA listed
ridadr
UN 2924 3/PG 3
hs_code
29109000
RTECS-Nr.
RN7175000
risk_code
10-20/21/22-34

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 2 Einträge

RABBIT LIVER MICROSOMES OXIDIZED CYCLOHEXENE OXIDE. THEREFORE, EPOXIDES ARE INTERMEDIATES IN THE OXIDATION OF ALKENES TO GLYCOLS IN LIVER MICROSOMES.

ON INCUBATION WITH RABBIT LIVER MICROSOMES CYCLOHEXENE OXIDE WAS CONVERTED TO THE CORRESPONDING 1,2-GLYCOL BY EPOXIDE HYDRASE.

Verwendung und Herstellung

Uses · 3 Einträge

Used as a chemical intermediate for epoxy resins and photoreactive polymers; [HSDB]

CHEMICAL INTERMEDIATE

CHEM INT, EG, FOR EPOXY RESINS & PHOTOREACTIVE POLYMERS

U.S. Exports · 2 Einträge

(1979) No Data

(1981) No Data

U.S. Imports · 2 Einträge

(1979) 6.26X10+7 GRAMS (PRINCPL CUSTMS DISTS)

(1981) No Data

U.S. Production · 2 Einträge

(1979) PROBABLY GREATER THAN 4.54X10+6 GRAMS

(1981) PROBABLY GREATER THAN 2.27X10+6 GRAMS

Methods of ManufacturingPROBABLY BY REACTION OF CYCLOHEXENE WITH A PEROXY ACID, EG, PERACETIC ACID
Formulations/PreparationsGRADE: 98% PURE.
Anwendungen · 1 Eintrag

VerwendenCyclohexene oxide has been patented for use as an insecticidal fumigant. Cyclohexene oxide is an important intermediate in the organic industry. It is employed in the manufacture of medicines, pesticides, dyes, and perfumes. In addition, cyclohexene oxide can be used as a monomer in polymerization, chain-cutting agent, flame retardant and diluting agent among other uses. Cyclohexene oxide is useful as a monomer in polymerization with CO2 for production of cyclic carbonates and polycarbonates in the presence of different catalysts.

Anbieter50 Anbieter

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