Ethylene dimethanesulfonate supplier

Name
ethylene dimethanesulfonate
EINECS
CAS No. 4672-49-5
Article Data26
CAS DataBase
Density 1.461 g/cm³
Solubility
Melting Point 35-36 °C
Formula C₄H₁₀O₆S₂
Boiling Point 448.914 °C at 760 mmHg
Molecular Weight 218.252
Flash Point 225.295 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1,2-Ethanediol, dimethanesulfonate (9CI);Ethylene glycol, dimethanesulfonate (7CI,8CI);Methanesulfonic acid, ethylene ester (6CI);1,2-Bis(mesyloxy)ethane;1,2-Bis(methanesulfonyloxy)ethane;1,2-Bis(methylsulfonyloxy)ethane;1,2-Ethanediyl dimethanesulfonate;Ethane dimethanesulfonate;Ethylene bis(methanesulfonate);Ethylene glycol dimesylate;NSC 10716;NSC 17016;
PSA 103.50000
LogP 1.10040

Synthetic route

: 107-21-1
ethylene glycol

: 124-63-0
methanesulfonyl chloride

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 3h;	96%
In tetrahydrofuran at 20℃; for 4h; Cooling with ice;	94%
With triethylamine In dichloromethane at 0 - 20℃;	89%

: 75-21-8
oxirane

: 124-63-0
methanesulfonyl chloride

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

Conditions

Conditions	Yield
With tetraethylammonium bromide

: 75-75-2
methanesulfonic acid

: 14098-44-3
2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin

A: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

B: 34604-52-9
diethylene glycol dimesylate

C: 64931-04-0
1,2-bis<(methylsulfonyl)oxy>benzene

D: 2-(2-methylsulfonatoethyl)phenyl methanesulfonate

E: 1,2-bis(2’-hydroxyethoxy)benzene dimesylate

Conditions

Conditions	Yield
With phosphorus pentoxide

...Expand

: 75-75-2
methanesulfonic acid

: 107-21-1
ethylene glycol

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

Conditions

Conditions	Yield
With sodium hydroxide In N,N-dimethyl-formamide at 90 - 120℃; for 4h;

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: 4326-36-7
(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester

: (S)-methyl 2-[(tert-butoxycarbonyl)amino]-3-(4[2{(methylsulfonyl)oxy}ethoxy]phenyl)propanoate

Conditions

Conditions	Yield
Stage #1: (S)-N-(tert-butoxycarbonyl)tyrosine methyl ester With sodium hydride In tetrahydrofuran; mineral oil at 20℃; for 0.5h; Inert atmosphere; Stage #2: 1,2-bis(methanesulfonyloxy)ethane In tetrahydrofuran; mineral oil for 4h; Inert atmosphere; Reflux;	93%

: 1072-63-5
1-vinylimidazole

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: ethylene glycol di(1-vinylimidazolium) dimesylate

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 72h; Inert atmosphere;	90.4%

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: 90-05-1
2-methoxy-phenol

: 553-45-7
1,2-bis(2’-methoxyphenoxy)ethane

Conditions

Conditions	Yield
Stage #1: 2-methoxy-phenol With caesium carbonate In acetonitrile at 20℃; for 3h; Inert atmosphere; Reflux; Stage #2: 1,2-bis(methanesulfonyloxy)ethane In acetonitrile for 24h; Inert atmosphere; Reflux;	90%

: 616-47-7
1-methyl-1H-imidazole

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: 1,2-bis(3-methylimidazolium-1-yl)ethane di(methanesulfonate)

Conditions

Conditions	Yield
at 60℃; for 48h;	88%

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: 308798-04-1
(R,R)-N,N'-(Cyclohexane-1,2-diyl)-N,N',N'',N'''-tetrakis(p-toluenesulfonyl)bis(3-oxapentane-1,5-diamine)

: 308798-05-2
(1R,18R)-2,8,11,17-Tetrakis(p-toluenesulfonyl)-5,14-dioxa-2,8,11,17-tetraazabicyclo[16.4.0]docosane

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile for 96h; Cyclization; Substitution; Heating;	87%

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: 148528-45-4
dimethyl 1-benzyl-3,4-dihydroxypyrrole-2,5-dicarboxylate

: 169616-08-4
dimethyl 1-benzyl-3,4-ethylenedioxypyrrole-2,5-dicarboxylate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 130℃; for 8h;	86%

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: N-(5-fluoro-2-phenoxyphenyl)-N-(2-hydroxy-5-methoxybenzyl)acetamide

: 1010391-60-2
N-(5-fluoro-2-phenoxy-phenyl)-N-[2-(2-mesyloxy-ethoxy)-5-methoxybenzyl]-acetamide

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 0 - 70℃; for 6.5h; Product distribution / selectivity;	85%

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: 86-74-8
9H-carbazole

: 56080-28-5
methanesulfonic acid 2-carbazol-9-ylethyl ester

Conditions

Conditions	Yield
Stage #1: 9H-carbazole With sodium hydride In tetrahydrofuran for 1h; Stage #2: 1,2-bis(methanesulfonyloxy)ethane In tetrahydrofuran at 20℃; for 2h;	83%

: 5094-12-2
2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: C15H20N2O3S

Conditions

Conditions	Yield
Stage #1: 2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole With sodium hydride In tetrahydrofuran for 2h; Stage #2: 1,2-bis(methanesulfonyloxy)ethane In tetrahydrofuran at 20℃; for 6h;	81%

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: 143585-47-1
(R,R)-1,2-bis(tosylamino)cyclohexane

: 308798-06-3
(1S,9S,14S,22S)-2,8,15,21-Tetrakis(p-toluenesulfonyl)-5,18-dioxa-2,8,15,21-tetraazatricyclo[20.4.0.09,14]hexacosane

Conditions

Conditions	Yield
With caesium carbonate In acetonitrile for 96h; Cyclization; Substitution; Heating;	80%

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: 19686-05-6
2.8-dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

: C16H22N2O3S

Conditions

Conditions	Yield
Stage #1: 2.8-dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole With sodium hydride In tetrahydrofuran for 2h; Stage #2: 1,2-bis(methanesulfonyloxy)ethane In tetrahydrofuran at 20℃; for 6h;	79%

: 672-13-9
2-hydroxy-5-methoxybenzaldehyde

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: 1010392-01-4
5-methoxy-2-(2-mesyloxyethoxy)-benzaldehyde

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide at 0 - 70℃; for 5h;	78%

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: 68822-97-9
1,8-bis(2-hydroxyphenoxy)-3,6-dioxaoctane

: 14262-61-4
6,7,9,10,12,13,20,21-octahydrodibenzo[b,h][1,4,7,10,13,16]hexaoxacyclooctadecine

Conditions

Conditions	Yield
Stage #1: 1,8-bis(2-hydroxyphenoxy)-3,6-dioxaoctane With caesium carbonate In acetonitrile for 3h; Reflux; Inert atmosphere; Stage #2: 1,2-bis(methanesulfonyloxy)ethane In acetonitrile Inert atmosphere; Reflux;	75%

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: 62-53-3
aniline

: 150-61-8
N,N'-diphenylethylenediamine

Conditions

Conditions	Yield
With potassium phosphate; bis[chloro(1,2,3-trihapto-allylbenzene)palladium(II)]; N-[2-(di(1-adamantyl)phosphino)phenyl]morpholine In 1,4-dioxane; tert-butyl alcohol at 110℃; Buchwald-Hartwig Coupling; Inert atmosphere; Glovebox; chemoselective reaction;	75%

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: 86-74-8
9H-carbazole

: 25557-82-8
1,2-di(9H-carbazol-9-yl)ethane

Conditions

Conditions	Yield
Stage #1: 9H-carbazole With sodium hydride In tetrahydrofuran for 1h; Stage #2: 1,2-bis(methanesulfonyloxy)ethane In tetrahydrofuran at 20℃; for 2h;	75%

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: 33657-43-1
2-ethyl-8-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

: C17H24N2O3S

Conditions

Conditions	Yield
Stage #1: 2-ethyl-8-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole With sodium hydride In tetrahydrofuran for 2h; Stage #2: 1,2-bis(methanesulfonyloxy)ethane In tetrahydrofuran at 20℃; for 6h;	74%

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: 86-74-8
9H-carbazole

: 1484-13-5
9-vinyl-9H-carbazole

Conditions

Conditions	Yield
Stage #1: 9H-carbazole With sodium hydride In tetrahydrofuran for 1h; Stage #2: 1,2-bis(methanesulfonyloxy)ethane In tetrahydrofuran at 60℃; for 8h;	73%

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: 123-08-0
4-hydroxy-benzaldehyde

: 34074-28-7
1,2-bis(4-formylphenoxy)ethane

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 80℃; for 16h;	68%

: 916330-61-5
5-(benzyloxy)-2-(4-hydroxyphenyl)-7-(methoxymethoxy)-4H-chromen-4-one

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: 916330-68-2
1,4-bis[4-((5-benzyloxy-7-methoxymethoxy)-4H-chromen-4-on-2-yl)phenyl]-1,4-dioxabutane

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide Heating;	63%
With potassium carbonate In N,N-dimethyl-formamide for 2 - 3h;	63%

: 23116-94-1
bis(2-hydroxyphenoxyethyl)ether

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: 14262-60-3
6,7,9,10,17,18-hexahydrodibenzo[b,h][1,4,7,10,13]pentaoxacyclopentadecine

Conditions

Conditions	Yield
Stage #1: bis(2-hydroxyphenoxyethyl)ether With caesium carbonate In acetonitrile for 3h; Reflux; Inert atmosphere; Stage #2: 1,2-bis(methanesulfonyloxy)ethane In acetonitrile Inert atmosphere; Reflux;	57%

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: 75178-70-0
2-azido-O-methanesulphonyl-ethanol

Conditions

Conditions	Yield
With sodium azide In acetonitrile for 12h; Heating;	46%
With sodium azide In acetonitrile	42%
With sodium azide In acetonitrile at 60℃; for 22h;	40%

: 100-02-7
4-nitro-phenol

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: 2-(4-nitrophenoxy)ethyl methanesulfonate

Conditions

Conditions	Yield
With potassium carbonate at 80℃;	40%

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: tert-butyl 4-(4-(3-hydroxybenzoyl)benzyl)piperazine-1-carboxylate

: tert-butyl 4-(4-(3-(2-((methylsulfonyl)oxy)ethoxy)benzoyl)benzyl)piperazine-1-carboxylate

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 80℃; for 2h; Inert atmosphere;	27%

: 359-40-0
oxalyl difluoride

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: 56625-47-9
2,2,3,3-tetrafluoro-1,4-dioxan

Conditions

Conditions	Yield
With potassium fluoride; cesium fluoride In diethylene glycol dimethyl ether at 85℃; for 8h;	14%

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

: 7309-82-2
perfluoropyruvic acid fluoride

: 72749-36-1
2,2,3-trifluoro-3-(trifluoromethyl)-1,4-dioxane

Conditions

Conditions	Yield
With potassium fluoride In various solvent(s) at 110℃; for 24h;	4.4%

: 855477-77-9
C19H21Cl2FN6O

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

A: C21H23Cl2FN6O

: C21H21Cl2FN6O

: C21H21Cl2FN6O

Conditions

Conditions	Yield
Stage #1: C19H21Cl2FN6O; 1,2-bis(methanesulfonyloxy)ethane With potassium hydroxide In acetonitrile at 20℃; for 24h; Heating / reflux; Stage #2: With hydrogenchloride In water; acetonitrile at 20℃; pH=3 - 4;	A 1% B n/a C n/a

...Expand

: 855477-77-9
C19H21Cl2FN6O

: 4672-49-5
1,2-bis(methanesulfonyloxy)ethane

A: C21H23Cl2FN6O

B: C21H21Cl2FN6O

Conditions

Conditions	Yield
With potassium hydroxide In acetonitrile at 20℃; for 24h; Product distribution / selectivity; Heating / reflux;	A 1% B n/a

...Expand

Ethylene dimethanesulfonate Specification

The Ethylene dimethanesulfonate, with the CAS registry number 4672-49-5, is also known as 1,2-Bis(methylsulfonyloxy)ethane. This chemical's molecular formula is C₄H₁₀O₆S₂ and molecular weight is 218.25. What's more, its systematic name is 1,2-Ethanediyl dimethanesulfonate. Its classification code is Reproductive Effect. This chemical is used as an antispermatogenic agent.

Physical properties of Ethylene dimethanesulfonate are: (1)ACD/LogP: -0.79; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.79; (4)ACD/LogD (pH 7.4): -0.79; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 8.86; (8)ACD/KOC (pH 7.4): 8.86; (9)#H bond acceptors: 6; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 103.5 Å²; (13)Index of Refraction: 1.47; (14)Molar Refractivity: 41.68 cm³; (15)Molar Volume: 149.352 cm³; (16)Polarizability: 16.523×10^-24cm³; (17)Surface Tension: 49.9 dyne/cm; (18)Density: 1.461 g/cm³; (19)Flash Point: 225.295 °C; (20)Enthalpy of Vaporization: 68.03 kJ/mol; (21)Boiling Point: 448.914 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=S(=O)(OCCOS(=O)(=O)C)C
(2)Std. InChI: InChI=1S/C4H10O6S2/c1-11(5,6)9-3-4-10-12(2,7)8/h3-4H2,1-2H3
(3)Std. InChIKey: QSQFARNGNIZGAW-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	250mg/kg (250mg/kg)		Proceedings of the Society for Experimental Biology and Medicine. Vol. 85, Pg. 211, 1954.
rat	LD50	intraperitoneal	150mg/kg (150mg/kg)		British Journal of Pharmacology and Chemotherapy. Vol. 24, Pg. 24, 1965.

Product Name

ethylene dimethanesulfonate

Synthetic route

Ethylene dimethanesulfonate Specification

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