
Vinyl cyclohexene dioxide
4-vinylcyclohexene dioxide is the diepoxide of 4-vinylcyclohexene. It has a role as a carcinogenic agent. — ChEBI
- IUPAC name
- 3-(oxiran-2-yl)-7-oxabicyclo[4.1.0]heptane
- Molecular formula
- C8H12O2
- Molecular weight
- 140.18 g/mol
- Exact mass
- 140.083729621 Da
- XLogP3
- 0.8
- Topological polar surface area
- 25.1 Ų
- Hydrogen-bond donors
- 0
- Hydrogen-bond acceptors
- 2
- Covalent units
- 1
- Defined stereocentres
- 0
Also known as
16 more reported names
External database identifiers
- ChEBI:CHEBI:59001
- ChEMBL:CHEMBL1734307
- EPA DTXSID:DTXSID0020604
- PubMed:37182589
- PubMed:29969652
- PubMed:28208728
- PubMed:26117601
- PubMed:23274565
- PubMed:22932883
- PubMed:22894485
- PubMed:22776052
- PubMed:22249524
- PubMed:22239082
- PubMed:22152231
- PubMed:22061827
Evidence from additional scientific databases
EMBL-EBI ChEBI
4-vinylcyclohexene dioxide
The diepoxide of 4-vinylcyclohexene.
- Formula
- C8H12O2
- Average mass
- 140.182 g/mol
- Monoisotopic mass
- 140.08373 Da
- Formal charge
- 0
- epoxide — is a (CHEBI:32955)
- carcinogenic agent — has role (CHEBI:50903)
- carcinogenic agent — has role (CHEBI:50903)
- epoxide — is a (CHEBI:32955)
Additional curated names
Cross-references from this source
Mapped by: Exact CAS cross-reference in the ChEBI compound record. Source updated: 2015-12-21. Retrieved: 2026-08-31. Open source record
NIH PubChem PUG-View
Attributed physical-property, hazard, environmental and use annotations.
- Autoignition Temperature: 393 °C Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Boiling Point: 441 °F at 760 mmHg (NTP, 1992) Source: CAMEO Chemicals
- Boiling Point: 227 °C @ 760 MM HG Source: Hazardous Substances Data Bank (HSDB)
- Boiling Point: 227 °C Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Boiling Point: 441 °F Source: Occupational Safety and Health Administration (OSHA)
- Boiling Point: 227 °C @760 [mm Hg] Source: PAC Chemical Database, U.S. Department of Energy
- Boiling Point: 441 °F Source: The National Institute for Occupational Safety and Health (NIOSH)
- Color/Form: COLORLESS LIQUID Source: Hazardous Substances Data Bank (HSDB)
- Color/Form: Colorless liquid. Source: Hazardous Substances Data Bank (HSDB)
- Density: 1.0986 at 68 °F (NTP, 1992) - Denser than water; will sink Source: CAMEO Chemicals
- Density: 1.0986 @ 20 °C/20 °C Source: Hazardous Substances Data Bank (HSDB)
- Density: Relative density (water = 1): 1.10 Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Density: 1.099 Source: Occupational Safety and Health Administration (OSHA)
- Density: 1.0966 @ 20°C Source: PAC Chemical Database, U.S. Department of Energy
- Density: 1.10 Source: The National Institute for Occupational Safety and Health (NIOSH)
- Flash Point: 230 °F (NTP, 1992) Source: CAMEO Chemicals
- Flash Point: 230 °F Source: Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
- Flash Point: 110 °C o.c. Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Flash Point: 230 °F (open cup) Source: Occupational Safety and Health Administration (OSHA)
- Flash Point: (oc) 230 °F Source: The National Institute for Occupational Safety and Health (NIOSH)
- LogP: 1.3 Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Melting Point: less than -67 °F (NTP, 1992) Source: CAMEO Chemicals
- Melting Point: LESS THAN -55 °C Source: Hazardous Substances Data Bank (HSDB)
- Melting Point: <-67 °F Source: Occupational Safety and Health Administration (OSHA)
- Melting Point: -164 °F Source: The National Institute for Occupational Safety and Health (NIOSH)
- Physical Description: 1-vinyl-3-cyclohexene dioxide is a clear colorless liquid. Sets to glass at -67 °F. Faint olefinic odor. (NTP, 1992) Source: CAMEO Chemicals
- Physical Description: Colorless liquid; [NIOSH] Source: Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
- Physical Description: COLOURLESS LIQUID. Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Physical Description: Colorless liquid. Source: Occupational Safety and Health Administration (OSHA)
- Physical Description: Colorless liquid. Source: The National Institute for Occupational Safety and Health (NIOSH)
- Refractive Index: INDEX OF REFRACTION: 1.4787 @ 20 °C Source: Hazardous Substances Data Bank (HSDB)
- Solubility: 50 to 100 mg/mL at 72 °F (NTP, 1992) Source: CAMEO Chemicals
- Solubility: SOL IN WATER Source: Hazardous Substances Data Bank (HSDB)
- Solubility: Solubility in water, g/100ml at 20 °C: 18.3 Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Solubility: High Source: The National Institute for Occupational Safety and Health (NIOSH)
- Vapor Pressure: 0.1 mmHg at 68 °F (NTP, 1992) Source: CAMEO Chemicals
- Vapor Pressure: 1.17 [mmHg] Source: Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
- Vapor Pressure: LESS THAN 0.1 MM HG @ 20 °C Source: Hazardous Substances Data Bank (HSDB)
- Vapor Pressure: Vapor pressure, kPa at 20 °C: Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Vapor Pressure: 0.1 mmHg Source: Occupational Safety and Health Administration (OSHA)
- Vapor Pressure: 0.1 mmHg Source: The National Institute for Occupational Safety and Health (NIOSH)
- Viscosity: 7.77 CP @ 20 °C Source: Hazardous Substances Data Bank (HSDB)
- IARC Carcinogenic Agent: 4-Vinylcyclohexene diepoxide Source: International Agency for Research on Cancer (IARC)
- IARC Carcinogenic Classes: Group 2B: Possibly carcinogenic to humans Source: International Agency for Research on Cancer (IARC)
- IARC Monographs: Volume Sup 7: Overall Evaluations of Carcinogenicity: An Updating of IARC Monographs Volumes 1 to 42, 1987; 440 pages; ISBN 92-832-1411-0 (out of print); Volume 60: (1994) Some Industrial Chemicals Source: International Agency for Research on Cancer (IARC)
- Publication Year: 1994 Source: International Agency for Research on Cancer (IARC)
- Evaluation Year: 1994 Source: International Agency for Research on Cancer (IARC)
- Substance: 4-Vinyl-1-Cyclohexene Diepoxide Source: NTP Technical Reports
- NTP Technical Report: TR-362: Toxicology and Carcinogenesis Studies of 4-Vinyl-1-cyclohexene Diepoxide (CASRN 106-87-6) in F344/N Rats and B6C3F1 Mice (Dermal Studies) (1989 ) Source: NTP Technical Reports
- Peer Review Date: 03/13/89 Source: NTP Technical Reports
- Conclusion for Male Rat: Clear Evidence Source: NTP Technical Reports
- Conclusion for Female Rat: Clear Evidence Source: NTP Technical Reports
- Conclusion for Male Mice: Clear Evidence Source: NTP Technical Reports
- Conclusion for Female Mice: Clear Evidence Source: NTP Technical Reports
- Exposure Routes: The substance can be absorbed into the body by inhalation, through the skin and by ingestion. Source: ILO-WHO International Chemical Safety Cards (ICSCs)
- Exposure Routes: inhalation, skin absorption, ingestion, skin and/or eye contact Source: The National Institute for Occupational Safety and Health (NIOSH)
- First Aid: EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.; SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas.; INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. IMMEDIATELY call a physician and be prepared to transport the victim to a hospital even if no symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop. Provide proper respiratory protection to rescuers entering an unknow Source: CAMEO Chemicals
- First Aid: (General first aid procedures); Eye: Irrigate immediately - If this chemical contacts the eyes, immediately wash (irrigate) the eyes with large amounts of water, occasionally lifting the lower and upper lids. Get medical attention immediately.; Skin: Water wash immediately - If this chemical contacts the skin, immediately wash the contaminated skin with water. If this chemical penetrates the clothing, immediately remove the clothing and wash the skin with water. If symptoms occur after washing, get medical attention immediately.; Breathing: Respiratory support; Swallow: Medical attention immediately - If this chemical has been swallowed, get medical attention immediately. Source: The National Institute for Occupational Safety and Health (NIOSH)
- Signal: Danger Source: Regulation (EC) No 1272/2008 of the European Parliament and of the Council
- GHS Hazard Statements: H302: Harmful if swallowed [Warning Acute toxicity, oral]; H331: Toxic if inhaled [Danger Acute toxicity, inhalation]; H341: Suspected of causing genetic defects [Warning Germ cell mutagenicity]; H350: May cause cancer [Danger Carcinogenicity]; H360F: May damage fertility [Danger Reproductive toxicity] Source: Regulation (EC) No 1272/2008 of the European Parliament and of the Council
- Precautionary Statement Codes: P203, P261, P264, P270, P271, P280, P301+P317, P304+P340, P316, P318, P321, P330, P403+P233, P405, and P501 (click each P-code to see the statement) Source: Regulation (EC) No 1272/2008 of the European Parliament and of the Council
- Signal: Danger Source: European Chemicals Agency (ECHA)
- GHS Hazard Statements: H301 (95.1%): Toxic if swallowed [Danger Acute toxicity, oral]; H311 (97.6%): Toxic in contact with skin [Danger Acute toxicity, dermal]; H331 (100%): Toxic if inhaled [Danger Acute toxicity, inhalation]; H351 (95.1%): Suspected of causing cancer [Warning Carcinogenicity] Source: European Chemicals Agency (ECHA)
- Precautionary Statement Codes: P203, P261, P262, P264, P270, P271, P280, P301+P316, P302+P352, P304+P340, P316, P318, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement) Source: European Chemicals Agency (ECHA)
- ECHA C&L Notifications Summary: Aggregated GHS information provided per 41 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.; 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. Source: European Chemicals Agency (ECHA)
- Signal: Danger Source: NITE-CMC
- GHS Hazard Statements: H332: Harmful if inhaled [Warning Acute toxicity, inhalation]; H350: May cause cancer [Danger Carcinogenicity]; H360: May damage fertility or the unborn child [Danger Reproductive toxicity]; H373: May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]; H402: Harmful to aquatic life [Hazardous to the aquatic environment, acute hazard]; H412: Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard] Source: NITE-CMC
- Precautionary Statement Codes: P203, P260, P261, P271, P273, P280, P304+P340, P317, P318, P319, P405, and P501 (click each P-code to see the statement) Source: NITE-CMC
- GHS Hazard Statements: H303: May be harmful if swallowed [Warning Acute toxicity, oral]; H311: Toxic in contact with skin [Danger Acute toxicity, dermal]; H315: Causes skin irritation [Warning Skin corrosion/irritation]; H319: Causes serious eye irritation [Warning Serious eye damage/eye irritation]; H331: Toxic if inhaled [Danger Acute toxicity, inhalation]; H335: May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]; H336: May cause drowsiness or dizziness [Warning Specific target organ toxicity, single exposure; Narcotic effects]; H351: Suspected of causing cancer [Warning Carcinogenicity]; H361: Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]; H373: May causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure] Source: NITE-CMC
- Precautionary Statement Codes: P203, P260, P261, P262, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P316, P318, P319, P321, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement) Source: NITE-CMC
- Target Organs: Eyes, skin, respiratory system, blood, thymus, reproductive system Source: The National Institute for Occupational Safety and Health (NIOSH)
- Sources/Uses: Used in the plastics industry to manufacture polymers and other organic chemicals; [ACGIH] Source: Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
- Uses: POLYMERS; ORGANIC SYNTHESIS Source: Hazardous Substances Data Bank (HSDB)
- Uses: CHEM INT FOR CONDENSATION WITH DICARBOXYLIC ACIDS. Source: Hazardous Substances Data Bank (HSDB)
- Uses: ... IS USED AS REACTIVE DILUENT FOR OTHER DIEPOXIDES & FOR EPOXY RESINS DERIVED FROM BISPHENOL-A & EPICHLOROHYDRIN. Source: Hazardous Substances Data Bank (HSDB)
Mapped by: Existing checksum-valid CAS to unique PubChem CID match. Retrieved: 2026-08-31. Open source record
Scientific classifications and hazard annotations provide context and do not replace the market-specific regulatory decision shown above.
Additional source coverage and match status
| Source | Result | Checked |
|---|---|---|
| EMBL-EBI ChEBI | Exact match | 2026-08-31 |
| NIH PubChem PUG-View | Exact match | 2026-08-31 |
A recorded no-match is useful evidence that the source was checked; it is not a claim that the substance does not exist elsewhere.
Retrieved from NIH PubChem on 2026-09-02 by checksum-valid CAS matching. Chemical properties do not replace the regulatory decision on this page.