7-Oxabicyclo(4.1.0)heptane, 3-(epoxyethyl)-

RTECS #

RN8640000

CAS #

106-87-6; 25550-49-6
See: NMAM or OSHA Methods

Updated

December 2018

Molecular Weight

140.20

Molecular Formula

C₈H₁₂O₂

Synonyms

1,2-Epoxy-4-(epoxyethyl)cyclohexane
1-Epoxyethyl-3,4-epoxycyclohexane
1-Ethyleneoxy-3,4-epoxycyclohexane
1-Vinyl-3-cyclohexene dioxide
3-(1,2-Epoxyethyl)-7-oxabicyclo(4.1.0)heptane
3-Oxiranyl-7-oxabicyclo(4.1.0)heptane
4-(1,2-Epoxyethyl)-7-oxabicyclo(4.1.0)heptane
4-Vinlycyclohexene dioxide
4-Vinyl-1,2-cyclohexene diepoxide
4-Vinyl-1-cyclohexene diepoxide
4-Vinyl-1-cyclohexene dioxide
4-Vinylcyclohexene
4-Vinylcyclohexene diepoxide
NCI-C60139
UCET textile finish 11-74 (Obs.)
Vinyl cyclohexene diepoxide
Vinyl cyclohexene dioxide
Vinylcyclohexene diepoxide

Skin and Eye Irritation and References

Route/Organism	Dose	Effect	Reference
skin /rabbit	500 mg	severe	SCCUR* -,9,1961

Mutation Data and Reference

System Test	Route/Organism/Tissue	Dose	Reference
Cytogenetic Analysis	intraperitoneal/rat	125 mg/kg	BJPCAL 6,235,1951
Cytogenetic Analysis	ovary/hamster	37800 picograms/kg	NTPTR* NTP-TR-362,1989
DNA Damage	intraperitoneal/rat	960 mg/kg	TXAPA9 139,394,1996
DNA Damage	ovary/mouse	10 µmol/L	TOXID9 -,283,2008
DNA Damage	other cell types/human	3.1 gm/L/3H	TXAPA9 261,154,2012
gene conversion and mitotic recombination	/Saccharomyes cerevisiae	25 mmol/L	BSIBAC 56,1803,1980
mutation in mammalian somatic cells	lymphocyte/mouse	25 ng/kg	NTPTR* NTP-TR-362,1989
mutation in microorganisms	/Salmonella typhimurium	50 µg/plate (+/-enzymatic activation step)	MUREAV 66,367,1979
mutation in microorganisms	/Klebsiella pneumoniae	1 mmol/L (-enzymatic activation step)	MUREAV 89,269,1981
mutation in microorganisms	/Saccharomyes cerevisiae	25 mmol/L (-enzymatic activation step)	BSIBAC 56,1803,1980
sister chromatid exchange	ovary/hamster	3730 picograms/kg	NTPTR* NTP-TR-362,1989

Reproductive Effects Data and References

Route/Organism	Dose	Effect	Reference
intraperitoneal/mouse	4800 mg/kg (30D male)	Reproductive: Paternal effects: Testes, epididymis, sperm duct Reproductive: Paternal effects: Prostate, seminal vesicle, Cowper's gland, accessory glands Reproductive: Other effects on male	TOXID9 12,435,1992
intraperitoneal/rat	1760 mg/kg (14D prior to copulation/0-7D pregnant)	Reproductive: Maternal effects: Ovaries, fallopian tubes Reproductive: Maternal effects: Ovaries, fallopian tubes	JTSCDR 34,SP59,2009
oral/mouse	13468 mg/kg (6-18D pregnant)	Reproductive: Effects on embryo or fetus: Fetotoxicity (except death, e.g., stunted fetus) Reproductive: Specific developmental abnormalities: Urogenital system	TOXID9 14,164,1994

Tumorigenic Data and References

Route/Organism	Dose	Effect	Reference
intraperitoneal/rat	lowest published toxic dose: 5000 mg/kg/10W- intermittent	Tumorigenic: Equivocal tumorigenic agent by RTECS criteria Lung, Thorax, or Respiration: Tumors Tumorigenic: Tumors at site of application	BJPCAL 6,235,1951
skin/mouse	lowest published toxic dose: 56 gm/kg/47W- intermittent	Tumorigenic: Carcinogenic by RTECS criteria Skin and Appendages: Tumors Tumorigenic: Tumors at site of application	JNCIAM 31,41,1963
skin/mouse	lowest published toxic dose: 51500 mg/kg/103W- intermittent	Tumorigenic: Carcinogenic by RTECS criteria Skin and Appendages: Tumors	NTIS** PB90-219957/AS
skin/mouse	lowest published toxic dose: 103000 mg/kg/103W- intermittent	Tumorigenic: Carcinogenic by RTECS criteria Reproductive: Tumorigenic effects: Ovarian tumors	NTIS** PB90-219957/AS
skin/mouse	toxic dose: 90 gm/kg/74W- intermittent	Tumorigenic: Equivocal tumorigenic agent by RTECS criteria Skin and Appendages: Tumors Tumorigenic: Tumors at site of application	AIHAAP 24,305,1963
skin/mouse	toxic dose: 12 gm/kg/9W- intermittent	Tumorigenic: Equivocal tumorigenic agent by RTECS criteria Lung, Thorax, or Respiration: Tumors Skin and Appendages: Tumors	BJPCAL 6,235,1951
skin/mouse	toxic dose: 10300 mg/kg/2Y- continuous	Tumorigenic: Carcinogenic by RTECS criteria Skin and Appendages: Tumors Reproductive: Tumorigenic effects: Ovarian tumors	NTPTR* NTP-TR-362,1989
skin/mouse	lowest published toxic dose: 60000 mg/kg/60W- intermittent	Tumorigenic: Carcinogenic by RTECS criteria Skin and Appendages: Tumors	NTIS** PB90-219957/AS
skin/mouse	lowest published toxic dose: 60000 mg/kg/60W- intermittent	Tumorigenic: Carcinogenic by RTECS criteria Skin and Appendages: Tumors Reproductive: Maternal effects: Ovaries, fallopian tubes	NTIS** PB90-219957/AS
skin/rat	lowest published toxic dose: 31500 mg/kg/105W- intermittent	Tumorigenic: Carcinogenic by RTECS criteria Skin and Appendages: Tumors	NTIS** PB90-219957/AS
skin/rat	lowest published toxic dose: 39375 mg/kg/105W- intermittent	Tumorigenic: Carcinogenic by RTECS criteria Skin and Appendages: Tumors	NTIS** PB90-219957/AS
skin/rat	lowest published toxic dose: 31500 mg/kg/2Y- continuous	Tumorigenic: Carcinogenic by RTECS criteria Skin and Appendages: Tumors	NTPTR* NTP-TR-362,1989
unreported route/mouse	lowest published toxic dose: 2800 mg/kg	Tumorigenic: Equivocal tumorigenic agent by RTECS criteria Blood: Lymphoma including Hodgkin's disease Skin and Appendages: Tumors	RARSAM 3,193,1963

Acute Toxicity Data and References

Route/Organism	Dose	Effect	Reference
In Vitro/Hamster, ovary	Inhibitor Concentration Low: 0.5 mmol/L/24H	In Vitro Toxicity Studies: Cell viability (mitochondrial reductase assays): MTT, XTT, MTS, WSTs assays etc.	JOETD7 194,733,2016
In Vitro/Hamster, ovary	Inhibitor Concentration (50 percent kill): 1.4 mmol/L/24H	In Vitro Toxicity Studies: Cell viability (mitochondrial reductase assays): MTT, XTT, MTS, WSTs assays etc.	JOETD7 194,733,2016
In Vitro/Hamster, ovary	Inhibitor Concentration Low: 1.5 mmol/L/24H	In Vitro Toxicity Studies: Apoptosis in vitro	JOETD7 194,733,2016
In Vitro/jtd	Inhibitor Concentration (50 percent kill): 0.8 mmol/L/24H	In Vitro Toxicity Studies: Cell viability (mitochondrial reductase assays): MTT, XTT, MTS, WSTs assays etc.	JOETD7 194,733,2016
In Vitro/jtd	Inhibitor Concentration Low: 0.5 mmol/L/24H	In Vitro Toxicity Studies: Cell viability (mitochondrial reductase assays): MTT, XTT, MTS, WSTs assays etc.	JOETD7 194,733,2016
In Vitro/ptd	Inhibitor Concentration Low: 30 µmol/L/4D	Endocrine: Other changes	TXAPA9 249,1,2010
In Vitro/ptd	Inhibitor Concentration Low: 30 µmol/L/8D	In Vitro Toxicity Studies: Other assays	TXAPA9 249,1,2010
In Vitro/ptd	Inhibitor Concentration Low: 30 µmol/L/8D	Reproductive: Maternal effects: Oogenesis	TXAPA9 258,118,2012
In Vitro/ptd	Inhibitor Concentration Low: 30 µmol/L/4D	In Vitro Toxicity Studies: Other assays	TXAPA9 258,118,2012
inhalation/rat	lethal concentration (50 percent kill): 800 ppm/4H		SCCUR* -,9,1961
intraperitoneal/mouse	lowest published toxic dose: 80 mg/kg	Reproductive: Maternal effects: Ovaries, fallopian tubes Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Other hydrolases Biochemical: Metabolism (intermediary): Other	TOXID9 1,93,2001
intraperitoneal/rat	lowest published toxic dose: 80 mg/kg	Reproductive: Maternal effects: Ovaries, fallopian tubes	TOXID9 66,373,2002
intraperitoneal/rat	lowest published toxic dose: 80 mg/kg	Reproductive: Maternal effects: Ovaries, fallopian tubes Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Other transferases	BIREBV 67,718,2002
intraperitoneal/rat	lowest published toxic dose: 320 mg/kg	Reproductive: Maternal effects: Oogenesis	REPTED 19,71,2004
oral/rat	lethal dose (50 percent kill): 2130 mg/kg		SCCUR* -,9,1961
skin/mouse	lowest published lethal dose: 3216 mg/kg	Behavioral: Somnolence (general depressed activity) Lung, Thorax, or Respiration: Respiratory stimulation Skin: After systemic exposure: Dermatitis, other	NTPTR* NTP-TR-362,1989
skin/rabbit	lethal dose (50 percent kill): 620 µL/kg		UCDS** 9/19/1972
unreported route/mouse	lowest published toxic dose: 79.914 mg/kg	Reproductive: Maternal effects: Ovaries, fallopian tubes	TXAPA9 230,109,2008
unreported route/rabbit	lethal dose (50 percent kill): 680 µg/kg	Lung, Thorax, or Respiration: Chronic pulmonary edema or congestion Lung, Thorax, or Respiration: Other changes	BSIBAC 56,1803,1980

Other Multiple Dose Data and References

Route/Organism	Dose	Effect	Reference
intramuscular/rat	lowest published toxic dose: 400 mg/kg/10D- intermittent	Blood: Changes in bone marrow not included in above Blood: Changes in leukocyte (WBC) count Nutritional and Gross Metabolic: Weight loss or decreased weight gain	AEHLAU 2,50,1961
intraperitoneal/mouse	lowest published toxic dose: 4000 mg/kg/5D- intermittent	Reproductive: Paternal effects: Spermatogenesis (including genetic material, sperm morphology, motility, and count) Related to Chronic Data: Changes in testicular weight	REPTED 9,359,1995
intraperitoneal/mouse	lowest published toxic dose: 300 mg/kg/30D- intermittent	Reproductive: Maternal effects: Ovaries, fallopian tubes	REPTED 5,379,1991
intraperitoneal/mouse	lowest published toxic dose: 1199 mg/kg/15D- intermittent	Reproductive: Maternal effects: Ovaries, fallopian tubes	TXAPA9 221,215,2007
intraperitoneal/mouse	lowest published toxic dose: 1200 mg/kg/5D- intermittent	Reproductive: Maternal effects: Oogenesis Related to Chronic Data: Changes in ovarian weight	REPTED 26,116,2008
intraperitoneal/mouse	lowest published toxic dose: 1600 mg/kg/10D- intermittent	Endocrine: Change in LH Endocrine: Change in gonadotropins Reproductive: Maternal effects: Ovaries, fallopian tubes	RTOPDW 81,223,2016
intraperitoneal/mouse	lowest published toxic dose: 1600 mg/kg/10D- intermittent	Reproductive: Maternal effects: Uterus, cervix, vagina Reproductive: Maternal effects: Menstrual cycle changes or disorders	RTOPDW 81,223,2016
intraperitoneal/rat	lowest published toxic dose: 1120 mg/kg/2W- intermittent	Reproductive: Maternal effects: Ovaries, fallopian tubes	JTSCDR 34,SP53,2009
intraperitoneal/rat	lowest published toxic dose: 560 mg/kg/4W- intermittent	Reproductive: Maternal effects: Ovaries, fallopian tubes	JTSCDR 34,SP53,2009
intraperitoneal/rat	lowest published toxic dose: 1760 mg/kg/22D- intermittent	Reproductive: Maternal effects: Ovaries, fallopian tubes Nutritional and Gross Metabolic: Weight loss or decreased weight gain	JTSCDR 34,SP59,2009
intraperitoneal/rat	lowest published toxic dose: 1200 mg/kg/15D- intermittent	Reproductive: Maternal effects: Ovaries, fallopian tubes Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Proteases Biochemical: Metabolism (intermediary): Other proteins	TXAPA9 203,114,2005
intraperitoneal/rat	lowest published toxic dose: 1200 mg/kg/15D- intermittent	Reproductive: Maternal effects: Ovaries, fallopian tubes	TOXID9 60,248,2001
intraperitoneal/rat	lowest published toxic dose: 1200 mg/kg/15D- intermittent	Reproductive: Maternal effects: Ovaries, fallopian tubes Biochemical: Metabolism (intermediary): Other proteins	TOXID9 60,251,2001
intraperitoneal/rat	lowest published toxic dose: 2400 mg/kg/30D- intermittent	Endocrine: Change in gonadotropins Reproductive: Maternal effects: Oogenesis Reproductive: Maternal effects: Menstrual cycle changes or disorders	REPTED 16,775,2002
intraperitoneal/rat	lowest published toxic dose: 800 mg/kg/10D- intermittent	Reproductive: Maternal effects: Ovaries, fallopian tubes Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Other transferases	BIREBV 67,718,2002
oral/mouse	lowest published toxic dose: 65 gm/kg/13W- intermittent	Gastrointestinal: Other changes Liver: Changes in liver weight Kidney, Ureter, and Bladder: Changes in bladder weight	FAATDF 14,745,1990
oral/rat	lowest published toxic dose: 560 mg/kg/2W- continuous	Reproductive: Maternal effects: Oogenesis	REPTED 17,273,2003
oral/rat	lowest published toxic dose: 2800 mg/kg/28D- intermittent	Blood: Changes in serum composition (e.g. TP, bilirubin, cholesterol) Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Transaminases Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Other enzymes	ETOPFR 45,28,2016
oral/rat	lowest published toxic dose: 2800 mg/kg/28D- intermittent	Blood: Changes in serum composition (e.g. TP, bilirubin, cholesterol) Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Other transferases Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Other enzymes	ETOPFR 45,28,2016
oral/rat	lowest published toxic dose: 32500 mg/kg/13W- intermittent	Gastrointestinal: Other changes Liver: Changes in liver weight Kidney, Ureter, and Bladder: Changes in bladder weight	FAATDF 14,745,1990
skin/mouse	lowest published toxic dose: 6832 mg/kg/14D- intermittent	Liver: Changes in liver weight Endocrine: Changes in thymus weight Skin: After systemic exposure: Dermatitis, other	NTPTR* NTP-TR-362,1989
skin/mouse	lowest published toxic dose: 26 gm/kg/13W- intermittent	Liver: Changes in liver weight Kidney, Ureter, and Bladder: Changes in bladder weight Skin: After systemic exposure: Dermatitis, other	NTPTR* NTP-TR-362,1989
skin/rat	lowest published toxic dose: 6552 mg/kg/14D- intermittent	Brain and Coverings: Changes in brain weight Kidney, Ureter, and Bladder: Changes in bladder weight Endocrine: Changes in thymus weight	NTPTR* NPT-TR-362,1989
skin/rat	lowest published toxic dose: 19500 mg/kg/13W- intermittent	Skin: After systemic exposure: Dermatitis, other Skin and Appendages: Other glands	FAATDF 14,745,1990
unreported route/mouse	lowest published toxic dose: 1200 mg/kg/5D- intermittent	Endocrine: Other changes Reproductive: Maternal effects: Ovaries, fallopian tubes	TOXID9 90,80,2006
unreported route/rat	lowest published toxic dose: 1200 mg/kg/15D- intermittent	Reproductive: Maternal effects: Ovaries, fallopian tubes	TOXID9 66,373,2002

Reviews

Organization	Standard	Reference
American Conference of Governmental Industrial Hygienists (ACGIH)	Threshold Limit Value-time-weighted average 0.1 ppm (skin)	DTLVS* TLV/BEI,2013
American Conference of Governmental Industrial Hygienists (ACGIH)	Threshold Limit Value-Confirmed animal carcinogen	DTLVS* TLV/BEI,2013
International Agency for Research on Cancer (IARC)	Cancer Review:Animal Limited Evidence	IMEMDT 11,141,1976
International Agency for Research on Cancer (IARC)	Cancer Review:Animal Sufficient Evidence	IMEMDT 60,361,1994
International Agency for Research on Cancer (IARC)	Cancer Review:Human No Adequate Data	IMEMDT 11,141,1976
International Agency for Research on Cancer (IARC)	Cancer Review:Human Inadequate Evidence	IMEMDT 60,361,1994
International Agency for Research on Cancer (IARC)	Cancer Review:Group 2B	IMEMDT 60,361,1994
TOXICOLOGY REVIEW		JTSCDR 34,SP1,2009
TOXICOLOGY REVIEW		REPTED 49,117,2014

Standards and Regulations

Organization	Standard	Reference
Occupational Exposure Limit IN ARGENTINA, BULGARIA, COLOMBIA, JORDAN check ACGIH TLV;
Occupational Exposure Limit IN SINGAPORE, VIETNAM check ACGIH TLV
Occupational Exposure Limit-AUSTRALIA	time-weighted average 10 ppm (57 mg/m³), Carcinogen, JUL2008
Occupational Exposure Limit-BELGIUM	time-weighted average 0.1 ppm (0.58 mg/m³), Skin, MAR2002
Occupational Exposure Limit-DENMARK	time-weighted average 10 ppm (60 mg/m³), carc, MAY2011
Occupational Exposure Limit-FINLAND	time-weighted average 0.5 ppm (2.9 mg/m³), skin, NOV2011
Occupational Exposure Limit-ICELAND	time-weighted average 10 ppm (60 mg/m³), NOV2011
Occupational Exposure Limit-JAPAN	2B carc, MAY2012
Occupational Exposure Limit-KOREA	time-weighted average 10 ppm (60 mg/m³), skin, 2006
Occupational Exposure Limit-MEXICO	time-weighted average 10 ppm (60 mg/m³), 2004
Occupational Exposure Limit-NEW ZEALAND	time-weighted average 10 ppm (57 mg/m³), skin, JAN2002
Occupational Exposure Limit-NORWAY	time-weighted average 10ppm (60 mg/m³), JAN1999
Occupational Exposure Limit-PERU	time-weighted average 0,1 ppm (0,57 mg/m³), JUL2005
Occupational Exposure Limit-SWITZERLAND	carc 2, JAN2011
Occupational Exposure Limit-THE NETHERLANDS	MAC-TGG 60 mg/m³, 2003

NIOSH Documentation and Surveillance

Organization	Standard	Reference
National Institute for Occupational Safety and Health (NIOSH) Recommended Exposure Level TO VINYL CYCLOHEXENE DIOXIDE-air	10H Carcinogen time-weighted average 10 ppm (Sk)	NIOSH* DHHS #92-100,1992
National Occupational Exposure Survey 1983	Hazard Code M1392; Number of Industries 14; Total Number of Facilities 107; Number of Occupations 24; Total Number of Employees Exposed 6224; Total Number of Female Employees Exposed 1718
National Occupational Hazard Survey 1974	Hazard Code M1392; Number of Industries 7; Total Number of Facilities 181; Number of Occupations 11; Total Number of Employees Exposed 2028

Status in Federal Agencies

Organization	Reference
EPA TSCA 8(a) PRELIMINARY ASSESSMENT INFORMATION, FINAL RULE	FEREAC 47,26992,82
EPA TSCA Section 8(b) CHEMICAL INVENTORY
EPA TSCA TEST SUBMISSION (TSCATS) DATA BASE, JANUARY 2001
NCI Carcinogenesis Studies (gavage);clear evidence:mouse,rat
NTP 14th Report on Carcinogens,2016:Reasonably anticipated to be human carcinogen

Page last reviewed: November 16, 2018

Content source: National Institute for Occupational Safety and Health