结构:C1CCC2OC2C1
HCID9246

Cyclohexene oxide

7-oxabicyclo[4.1.0]heptane

C6H10O98.14 g/molCAS 286-20-4

IDENTITY

结构与身份

标准 SMILES
C1CCC2OC2C1
InChIKey
ZWAJLVLEBYIOTI-UHFFFAOYSA-N
分子式
C6H10O
平均分子量
98.14 g/mol
单同位素质量
98.07316494

COMPUTED

结构计算性质

已同步
XLogP
1.2
极性表面积
12.5 Ų
氢键供体
0
氢键受体
1
可旋转键
0
重原子
7
形式电荷
0
复杂度
70

PROPERTIES

实验与物化性质

来源:PubChem
Odor

STRONG ODOR

Density

0.967 @ 25 °C/4 °C

Color/Form

COLORLESS LIQUID

Solubility

SOL IN ALC, ETHER, ACETONE; INSOL IN WATER

VERY SOL IN BENZENE; SOL IN CHLOROFORM

Flash Point

81 °C CC

Boiling Point

129-130 °C

Melting Point

GREATER THAN -10 °C

Refractive Index

INDEX OF REFRACTION: 1.4503 @ 25 °C/D

Physical Description

Colorless liquid; [HSDB]

Kovats Retention Index

1158;1158;1152

GHS

GHS 分类

来源:PubChem
GHS Classification

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.

HAZARDS

危害信息

来源:PubChem
Regulatory Information

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 Potential

FLAMMABLE, DANGEROUS FIRE RISK.

Hazards Summary

A tumorigen and mutagen; [RTECS] An irritant; [MSDSonline]

Peroxide Forming Chemical

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

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

TOXICITY

毒理信息

来源:PubChem
Interactions

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

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 Excerpts

CYCLOHEXENE OXIDE IS A CILIA TOXIC AND MUCUS COAGULATING AGENT IDENTIFIED IN AIR POLLUTANTS. /FROM TABLE/

Non-Human Toxicity Excerpts

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 Data

LCLo (rat) = 2,000 ppm/4h

REGULATORY

法规信息

来源:PubChem
Regulatory Information

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

PHARMACOLOGY

药理信息

来源:PubChem
Metabolism/Metabolites

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.

USES

用途与制造

来源:PubChem
Uses

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

(1979) No Data

(1981) No Data

U.S. Imports

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

(1981) No Data

U.S. Production

(1979) PROBABLY GREATER THAN 4.54X10+6 GRAMS

(1981) PROBABLY GREATER THAN 2.27X10+6 GRAMS

Methods of Manufacturing

PROBABLY BY REACTION OF CYCLOHEXENE WITH A PEROXY ACID, EG, PERACETIC ACID

Formulations/Preparations

GRADE: 98% PURE.

General Manufacturing Information

7-Oxabicyclo[4.1.0]heptane: ACTIVE

ALIASES

名称与别名

64
Cyclohexene oxide7-Oxabicyclo[4.1.0]heptane286-20-41,2-EPOXYCYCLOHEXANECyclohexene epoxideTetramethyleneoxiraneCyclohexylene oxideCyclohexene 1-oxideCyclohexane, 1,2-epoxy-Cyclohexane oxide1,2-Cyclohexene oxideCCHODTXSID6024880Cyclohexene, oxideCyclohexene-1-oxide7-Oxabicyclo(4.1.0)heptaneDTXCID404880NSC-5218NSC-128074RefChem:129656

REACTIONS

参与反应

0

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