Ethylene Dimethanesulfonate

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Names

[ Name ]:
Ethylene Dimethanesulfonate

[Synonym ]:
Ethylene bis(methanesulfonate)
1,2-Bis(mesyloxy)ethane
ethan-1,2-diyl Dimethanesulfonate
ethylene di(methanesulfonate)
ethyl 1,2-dimethanesulfonate
DMSE
Ethylene Dimethanesulphonate
1,2-bis(methylsulfonyloxy)ethane
Ethylene methanesulfonate
1,2-Ethanediol dimethanesulfonate
ETHYLENE GLYCOL,DIMETHANESULFONATE
Dimethylene dimethanesulfonate
diethylene glycol dimethanesulfonate
Ethane 1,2-dimethanesulfonate

Chemical & Physical Properties

[ Density]:
1.461g/cm3

[ Boiling Point ]:
448.9ºC at 760 mmHg

[ Melting Point ]:
35-36℃

[ Molecular Formula ]:
C₄H₁₀O₆S₂

[ Molecular Weight ]:
218.24900

[ Flash Point ]:
225.3ºC

[ Exact Mass ]:
217.99200

[ PSA ]:
103.50000

[ LogP ]:
1.10040

[ Index of Refraction ]:
1.47

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: KW5540000

CHEMICAL NAME :: Ethylene glycol, dimethanesulfonate

CAS REGISTRY NUMBER :: 4672-49-5

BEILSTEIN REFERENCE NO. :: 1787642

LAST UPDATED :: 199612

DATA ITEMS CITED :: 12

MOLECULAR FORMULA :: C4-H10-O6-S2

MOLECULAR WEIGHT :: 218.26

WISWESSER LINE NOTATION :: WS1&O2OSW1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 150 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: BJPCAL British Journal of Pharmacology and Chemotherapy. (London, UK) V.1-33, 1946-68. For publisher information, see BJPCBM. Volume(issue)/page/year: 24,24,1965

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 250 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: PSEBAA Proceedings of the Society for Experimental Biology and Medicine. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1903/04- Volume(issue)/page/year: 85,211,1954 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 250 mg/kg

SEX/DURATION :: male 10 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - male fertility index (e.g. # males impregnating females per # males exposed to fertile nonpregnant females)

REFERENCE :: 85GUAJ "Antifertility Compounds in the Male and Female," Jackson, H., Springfield, IL, Charles C. Thomas, 1966 Volume(issue)/page/year: -,55,1966

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 153 mg/kg

SEX/DURATION :: male 14 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)

REFERENCE :: JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 24,901,1981

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 275 mg/kg

SEX/DURATION :: male 14 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - male fertility index (e.g. # males impregnating females per # males exposed to fertile nonpregnant females)

REFERENCE :: JMCMAR Journal of Medicinal Chemistry. (American Chemical Soc., Distribution Office Dept. 223, POB POB 57136, West End Stn., Washington, DC 20037) V.6- 1963- Volume(issue)/page/year: 24,901,1981

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 50 mg/kg

SEX/DURATION :: male 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - male fertility index (e.g. # males impregnating females per # males exposed to fertile nonpregnant females)

REFERENCE :: 15QWAW "Agents Affecting Fertility, a Symposium, 1964," Austin, C.R., and J.S. Perry, eds., Boston, Little, Brown & Co., 1965 Volume(issue)/page/year: -,62,1965

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 75 mg/kg

SEX/DURATION :: male 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - testes, epididymis, sperm duct Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands Reproductive - Fertility - male fertility index (e.g. # males impregnating females per # males exposed to fertile nonpregnant females)

REFERENCE :: JRPFA4 Journal of Reproduction and Fertility. (Biochemical Soc. Book Depot, POB 32, Commerce Way, Colchester, Essex CO2 8HP, UK) V.1- 1960- Volume(issue)/page/year: 71,393,1984

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 100 mg/kg

SEX/DURATION :: male 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - testes, epididymis, sperm duct

REFERENCE :: ENDOAO Endocrinology (Baltimore). (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21203) V.1- 1917- Volume(issue)/page/year: 118,709,1986

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intraperitoneal

DOSE :: 75 mg/kg

SEX/DURATION :: male 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - spermatogenesis (incl. genetic material, sperm morphology, motility, and count) Reproductive - Paternal Effects - testes, epididymis, sperm duct Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands

REFERENCE :: IJANDP International Journal of Andrology. (Scriptor Publisher ApS, 15 Gasvaerksvej, DK-1656 Copenhagen V, Denmark) V.1- 1978- Volume(issue)/page/year: 10,625,1987

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 600 mg/kg

SEX/DURATION :: male 12 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - testes, epididymis, sperm duct

REFERENCE :: JRPFA4 Journal of Reproduction and Fertility. (Biochemical Soc. Book Depot, POB 32, Commerce Way, Colchester, Essex CO2 8HP, UK) V.1- 1960- Volume(issue)/page/year: 82,381,1988

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 250 mg/kg

SEX/DURATION :: male 5 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - testes, epididymis, sperm duct Reproductive - Paternal Effects - other effects on male Endocrine - androgenic

REFERENCE :: REPTED Reproductive Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1987- Volume(issue)/page/year: 5,497,1991

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Parenteral

DOSE :: 75 mg/kg

SEX/DURATION :: male 1 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Fertility - male fertility index (e.g. # males impregnating females per # males exposed to fertile nonpregnant females)

REFERENCE :: BCSTB5 Biochemical Society Transactions. (Biochemical Soc. Book Depot, POB 32, Commerce Way, Colchester, Essex CO2 8HP, UK) V.1- 1973- Volume(issue)/page/year: 1,523,1973

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

Ethylene glycol
Methanesulfonyl chloride
ETHYLENE OXIDE

DownStream

Dibenzo-15-crown 5-Ether
4,4’-Ethanediyldioxydibenzaldhyde
[2,4]-Dibenzo-18-crown-6
1-methoxy-2-[2-(2-methoxyphenoxy)ethoxy]benzene
2-[2-(2-formylphenoxy)ethoxy]benzaldehyde

Related Compounds

Ethylene glycol monostearate
ETHYLENE-1,2-DIFORMAMIDINE
ethylene isophthalate cyclic dimer
ethylene bis[[(8-butyl-5,11-dioxo-1,4-dioxa-7,9-dithia-8-stannacycloundec-8-yl)thio]acetate]
ethylene bis[[(8-octyl-5,11-dioxo-1,4-dioxa-7,9-dithia-8-stannacycloundec-8-yl)thio]acetate]
ethylene glycol bis(N-cyclohexylcarbamate)
N-(pyrrolidin-2-ylmethyl)thiophene-3-carboxamide hydrochloride
N-(piperidin-2-ylmethyl)-1-(pyridin-2-yl)methanesulfonamide hydrochloride
1-(pyridin-2-yl)-N-(pyrrolidin-2-ylmethyl)methanesulfonamide hydrochloride
2-(Cyclooct-1-en-1-yl)pyridine
(S)-5-Isopropyl-2-(perfluorophenyl)-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium
N-(pyrrolidin-2-ylmethyl)-2,3-dihydrobenzo[b][1,4]dioxine-2-carboxamide hydrochloride
N-(piperidin-3-ylmethyl)-1-(pyridin-2-yl)methanesulfonamide hydrochloride
N-(piperidin-3-ylmethyl)-2,3-dihydrobenzo[b][1,4]dioxine-5-carboxamide hydrochloride
N-(piperidin-3-ylmethyl)thiophene-2-carboxamide hydrochloride
(S)-4-Benzyl-2-(difluoro(4-nitrophenoxy)methyl)-4,5-dihydrooxazole

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