Product Name

  • Name

    Glycol sulfite

  • EINECS 223-131-7
  • CAS No. 3741-38-6
  • Article Data44
  • CAS DataBase
  • Density 1.426
  • Solubility
  • Melting Point -11°C
  • Formula C2H4O3S
  • Boiling Point 172-174 ºC
  • Molecular Weight 108.118
  • Flash Point 79 ºC
  • Transport Information
  • Appearance clear colourless liquid
  • Safety 24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 3741-38-6 (Glycol sulfite)
  • Hazard Symbols
  • Synonyms Ethyleneglycol, cyclic sulfite (8CI);Ethylene sulfite (6CI);1,2-Ethylene sulfite;1,3-Dioxa-2-thiacyclopentane oxide;Cyclic ethylene sulfite;Glycol sulfite;NSC 3225;
  • PSA 54.74000
  • LogP 0.47760

Synthetic route

ethylene glycol
107-21-1

ethylene glycol

ethylene sulfite
3741-38-6

ethylene sulfite

Conditions
ConditionsYield
Stage #1: ethylene glycol With thionyl chloride In dichloromethane at 0 - 20℃; for 2h;
Stage #2: With triethylamine In dichloromethane for 1h; Time;
99%
With hydrogenchloride; thionyl chloride at 5 - 20℃; for 7h; Temperature;98%
With thionyl chloride at 65℃; for 3.5h; Temperature;97.2%
dimethylsulfite
616-42-2

dimethylsulfite

ethylene glycol
107-21-1

ethylene glycol

ethylene sulfite
3741-38-6

ethylene sulfite

Conditions
ConditionsYield
Stage #1: ethylene glycol With titanium(IV) isopropylate at 120℃; for 1h; Large scale;
Stage #2: dimethylsulfite at 64 - 150℃; Large scale;
92.6%
thionyl chloride
7719-09-7

thionyl chloride

dimethyl-2,2 germa-2 dioxolane-1,3
5865-67-8

dimethyl-2,2 germa-2 dioxolane-1,3

ethylene sulfite
3741-38-6

ethylene sulfite

Conditions
ConditionsYield
aluminium trichloride In neat (no solvent) addn. of thionyl chloride to Ge compound (pentane, -75°C, N2 or Ar); concn. of solvent, distillation (vac.), elem. anal.;79%
oxirane
75-21-8

oxirane

ethylene sulfite
3741-38-6

ethylene sulfite

Conditions
ConditionsYield
With sulfur dioxide; tetraethylammonium bromide at 110 - 120℃; for 3h; tube;70%
With sulfur dioxide; pyrographite at 220℃;
With nickel-tungsten sulfide; sulfur dioxide at 220 - 250℃;
ethylene glycol
107-21-1

ethylene glycol

A

ethylene sulfite
3741-38-6

ethylene sulfite

B

1,2-difluoroethane
624-72-6

1,2-difluoroethane

Conditions
ConditionsYield
With 4,4'-diaminostilbene-2,2'-disulfonic acid In diethylene glycol dimethyl ether for 0.5h; Yields of byproduct given;A 20%
B n/a
With 4,4'-diaminostilbene-2,2'-disulfonic acid In diethylene glycol dimethyl ether for 0.5h; Yield given;A 20%
B n/a
trimethyleneglycol
504-63-2

trimethyleneglycol

A

ethylene sulfite
3741-38-6

ethylene sulfite

B

1,2-difluoroethane
624-72-6

1,2-difluoroethane

Conditions
ConditionsYield
With 4,4'-diaminostilbene-2,2'-disulfonic acid In 1,2-dimethoxyethane for 0.5h; Mechanism; other diols, var. solv.;A 20%
B n/a
ethylene glycol
107-21-1

ethylene glycol

A

ethylene sulfite
3741-38-6

ethylene sulfite

B

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

Conditions
ConditionsYield
With thionyl chloride
ethylene glycol
107-21-1

ethylene glycol

SOCl2 (1 mol)

SOCl2 (1 mol)

ethylene sulfite
3741-38-6

ethylene sulfite

thionyl chloride
7719-09-7

thionyl chloride

ethylene glycol
107-21-1

ethylene glycol

A

ethylene sulfite
3741-38-6

ethylene sulfite

B

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

C6H6Cr(CO)2OS(CH3)2
12083-99-7

C6H6Cr(CO)2OS(CH3)2

ethylene sulfite
3741-38-6

ethylene sulfite

Conditions
ConditionsYield
With H2O In water
ethylene sulfite
3741-38-6

ethylene sulfite

ethyleneglycol sulfate
1072-53-3

ethyleneglycol sulfate

Conditions
ConditionsYield
With manganese(IV) oxide In water at 5℃; for 0.75h; Reagent/catalyst; Temperature;95.84%
With sodium hydrogencarbonate; iron(II) sulfate In dichloromethane pH=7 - 8; Concentration;90.66%
With ruthenium trichloride; calcium hypochlorite at 15℃;83%
ethylene sulfite
3741-38-6

ethylene sulfite

3-(2-fluoro-phenyl)-penta-1,4-diyn-3-ol
52052-85-4

3-(2-fluoro-phenyl)-penta-1,4-diyn-3-ol

2-[1-ethynyl-1-(2-fluoro-phenyl)-prop-2-ynyloxy]-ethanol
1207551-09-4

2-[1-ethynyl-1-(2-fluoro-phenyl)-prop-2-ynyloxy]-ethanol

Conditions
ConditionsYield
Stage #1: 3-(2-fluoro-phenyl)-penta-1,4-diyn-3-ol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Inert atmosphere;
Stage #2: ethylene sulfite In N,N-dimethyl-formamide; mineral oil Inert atmosphere;
86%
ethylene sulfite
3741-38-6

ethylene sulfite

3-(1-benzyl-2-phenyl-ethyl)-penta-1,4-diyn-3-ol
1207550-95-5

3-(1-benzyl-2-phenyl-ethyl)-penta-1,4-diyn-3-ol

2-[1-(1-benzyl-2-phenyl-ethyl)-1-ethynyl-prop-2-ynyloxy]-ethanol
1207551-02-7

2-[1-(1-benzyl-2-phenyl-ethyl)-1-ethynyl-prop-2-ynyloxy]-ethanol

Conditions
ConditionsYield
Stage #1: 3-(1-benzyl-2-phenyl-ethyl)-penta-1,4-diyn-3-ol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Inert atmosphere;
Stage #2: ethylene sulfite In N,N-dimethyl-formamide; mineral oil Inert atmosphere;
85%
ethylene sulfite
3741-38-6

ethylene sulfite

3-Cyclohexyl-1,4-pentadiin-3-ol
27410-22-6

3-Cyclohexyl-1,4-pentadiin-3-ol

2-(1-cyclohexyl-1-ethynyl-prop-2-ynyloxy)-ethanol
1207551-03-8

2-(1-cyclohexyl-1-ethynyl-prop-2-ynyloxy)-ethanol

Conditions
ConditionsYield
Stage #1: 3-cyclohexylpenta-1,4-diyn-3-ol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Inert atmosphere;
Stage #2: ethylene sulfite In N,N-dimethyl-formamide; mineral oil Inert atmosphere;
77%
ethylene sulfite
3741-38-6

ethylene sulfite

3-(2,2-dimethyl-[1,3]dioxan-5-yl)-penta-1,4-diyn-3-ol
1207550-97-7

3-(2,2-dimethyl-[1,3]dioxan-5-yl)-penta-1,4-diyn-3-ol

2-[1-(2,2-dimethyl-[1,3]dioxan-5-yl)-1-ethynyl-prop-2-ynyloxy]-ethanol
1207551-05-0

2-[1-(2,2-dimethyl-[1,3]dioxan-5-yl)-1-ethynyl-prop-2-ynyloxy]-ethanol

Conditions
ConditionsYield
Stage #1: 3-(2,2-dimethyl-[1,3]dioxan-5-yl)-penta-1,4-diyn-3-ol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Inert atmosphere;
Stage #2: ethylene sulfite In N,N-dimethyl-formamide; mineral oil Inert atmosphere;
75%
ethylene sulfite
3741-38-6

ethylene sulfite

3-(2-chloro-phenyl)-penta-1,4-diyn-3-ol
52052-80-9

3-(2-chloro-phenyl)-penta-1,4-diyn-3-ol

2-[1-(2-chloro-phenyl)-1-ethynyl-prop-2-ynyloxy]-ethanol
1207551-08-3

2-[1-(2-chloro-phenyl)-1-ethynyl-prop-2-ynyloxy]-ethanol

Conditions
ConditionsYield
Stage #1: 3-(2-chloro-phenyl)-penta-1,4-diyn-3-ol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Inert atmosphere;
Stage #2: ethylene sulfite In N,N-dimethyl-formamide; mineral oil Inert atmosphere;
75%
3-phenethyl-penta-1,4-diyn-3-ol

3-phenethyl-penta-1,4-diyn-3-ol

ethylene sulfite
3741-38-6

ethylene sulfite

2-(1-ethynyl-1-phenethyl-prop-2-ynyloxy)-ethanol
1207551-01-6

2-(1-ethynyl-1-phenethyl-prop-2-ynyloxy)-ethanol

Conditions
ConditionsYield
Stage #1: 3-phenethyl-penta-1,4-diyn-3-ol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Inert atmosphere;
Stage #2: ethylene sulfite In N,N-dimethyl-formamide; mineral oil Inert atmosphere;
68%
ethylene sulfite
3741-38-6

ethylene sulfite

3-(2-methoxy-phenyl)-penta-1,4-diyn-3-ol
1207550-98-8

3-(2-methoxy-phenyl)-penta-1,4-diyn-3-ol

2-[1-ethynyl-1-(2-methoxy-phenyl)-prop-2-ynyloxy]-ethanol
1207551-11-8

2-[1-ethynyl-1-(2-methoxy-phenyl)-prop-2-ynyloxy]-ethanol

Conditions
ConditionsYield
Stage #1: 3-(2-methoxy-phenyl)-penta-1,4-diyn-3-ol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Inert atmosphere;
Stage #2: ethylene sulfite In N,N-dimethyl-formamide; mineral oil Inert atmosphere;
65%
ethylene sulfite
3741-38-6

ethylene sulfite

C23H15ClO
1207550-99-9

C23H15ClO

2-[1-(4-chloro-phenyl)-3-phenyl-1-phenylethynyl-prop-2-ynyloxy]ethanol
1207551-12-9

2-[1-(4-chloro-phenyl)-3-phenyl-1-phenylethynyl-prop-2-ynyloxy]ethanol

Conditions
ConditionsYield
Stage #1: C23H15ClO With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Inert atmosphere;
Stage #2: ethylene sulfite In N,N-dimethyl-formamide; mineral oil Inert atmosphere;
61%
ethylene sulfite
3741-38-6

ethylene sulfite

3-methyl-1-penten-4-yn-3-ol
3230-69-1

3-methyl-1-penten-4-yn-3-ol

2-(1-Ethynyl-1-methyl-allyloxy)-ethanol
214967-58-5

2-(1-Ethynyl-1-methyl-allyloxy)-ethanol

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h;60%
ethylene sulfite
3741-38-6

ethylene sulfite

3-methyl-1,4-pentadiyne-3-ol
76783-21-6

3-methyl-1,4-pentadiyne-3-ol

2-(1-Ethynyl-1-methyl-prop-2-ynyloxy)-ethanol
214967-59-6

2-(1-Ethynyl-1-methyl-prop-2-ynyloxy)-ethanol

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h;60%
ethylene sulfite
3741-38-6

ethylene sulfite

3-(4-chloro-phenyl)-penta-1,4-diyn-3-ol
27410-05-5

3-(4-chloro-phenyl)-penta-1,4-diyn-3-ol

2-[1-(4-chloro-phenyl)-1-ethynyl-prop-2-ynyloxy]-ethanol
1207551-07-2

2-[1-(4-chloro-phenyl)-1-ethynyl-prop-2-ynyloxy]-ethanol

Conditions
ConditionsYield
Stage #1: 3-(4-chloro-phenyl)-penta-1,4-diyn-3-ol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Inert atmosphere;
Stage #2: ethylene sulfite In N,N-dimethyl-formamide; mineral oil Inert atmosphere;
60%
ethylene sulfite
3741-38-6

ethylene sulfite

3-Phenyl-1,4-pentadiin-3-ol
27410-03-3

3-Phenyl-1,4-pentadiin-3-ol

2-(1-ethynyl-1-phenyl-prop-2-ynyloxy)-ethanol
1207551-06-1

2-(1-ethynyl-1-phenyl-prop-2-ynyloxy)-ethanol

Conditions
ConditionsYield
Stage #1: 3-Phenyl-1,4-pentadiin-3-ol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Inert atmosphere;
Stage #2: ethylene sulfite In N,N-dimethyl-formamide; mineral oil Inert atmosphere;
58%
ethylene sulfite
3741-38-6

ethylene sulfite

3-o-tolyl-penta-1,4-diyn-3-ol
52052-79-6

3-o-tolyl-penta-1,4-diyn-3-ol

2-(1-ethynyl-1-o-tolyl-prop-2-ynyloxy)-ethanol
1207551-10-7

2-(1-ethynyl-1-o-tolyl-prop-2-ynyloxy)-ethanol

Conditions
ConditionsYield
Stage #1: 3-o-tolyl-penta-1,4-diyn-3-ol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Inert atmosphere;
Stage #2: ethylene sulfite In N,N-dimethyl-formamide; mineral oil Inert atmosphere;
57%
2-Phenyl-3-butyn-2-ol
127-66-2

2-Phenyl-3-butyn-2-ol

ethylene sulfite
3741-38-6

ethylene sulfite

2-(1-Methyl-1-phenyl-prop-2-ynyloxy)-ethanol
214967-54-1

2-(1-Methyl-1-phenyl-prop-2-ynyloxy)-ethanol

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h;55%
ethylene sulfite
3741-38-6

ethylene sulfite

(Z)-3-Methyl-1-(2,6,6-trimethyl-cyclohex-1-enyl)-pent-1-en-4-yn-2-ol

(Z)-3-Methyl-1-(2,6,6-trimethyl-cyclohex-1-enyl)-pent-1-en-4-yn-2-ol

2-{2-Methyl-1-[1-(2,6,6-trimethyl-cyclohex-1-enyl)-meth-(Z)-ylidene]-but-3-ynyloxy}-ethanol

2-{2-Methyl-1-[1-(2,6,6-trimethyl-cyclohex-1-enyl)-meth-(Z)-ylidene]-but-3-ynyloxy}-ethanol

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium In diethyl ether at -75℃; for 1h;47%
(mesitylene)tricarbonylchromium
12129-67-8

(mesitylene)tricarbonylchromium

ethylene sulfite
3741-38-6

ethylene sulfite

1.3.5-(CH3)3C6H3Cr(CO)2OS(OCH2)2
33503-14-9

1.3.5-(CH3)3C6H3Cr(CO)2OS(OCH2)2

Conditions
ConditionsYield
In benzene Irradiation (UV/VIS); UV irradiation;;40%
In benzene Irradiation (UV/VIS); UV irradiation;;40%
ethylene sulfite
3741-38-6

ethylene sulfite

1-Ethynyl-1-cyclohexanol
78-27-3

1-Ethynyl-1-cyclohexanol

2-(1-ethynylcyclohexyloxy)ethanol
28078-67-3

2-(1-ethynylcyclohexyloxy)ethanol

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 20℃;39%
ethylene sulfite
3741-38-6

ethylene sulfite

3-naphthalen-1-ylmethyl-penta-1,4-diyn-3-ol
1207550-96-6

3-naphthalen-1-ylmethyl-penta-1,4-diyn-3-ol

2-(1-ethynyl-1-naphthalen-2-ylmethyl-prop-2-ynyloxy)-ethanol

2-(1-ethynyl-1-naphthalen-2-ylmethyl-prop-2-ynyloxy)-ethanol

Conditions
ConditionsYield
Stage #1: 3-naphthalen-1-ylmethyl-penta-1,4-diyn-3-ol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 1h; Inert atmosphere;
Stage #2: ethylene sulfite In N,N-dimethyl-formamide; mineral oil Inert atmosphere;
38%
ethylene sulfite
3741-38-6

ethylene sulfite

3,7-dimethyloct-6-en-1-yn-3-ol
29171-20-8

3,7-dimethyloct-6-en-1-yn-3-ol

2-(1-Ethynyl-1,5-dimethyl-hex-4-enyloxy)-ethanol
88692-62-0

2-(1-Ethynyl-1,5-dimethyl-hex-4-enyloxy)-ethanol

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h;37%
ethylene sulfite
3741-38-6

ethylene sulfite

Cr(CO)2((C6H5)2C2)(C6(CH3)6)
12132-31-9

Cr(CO)2((C6H5)2C2)(C6(CH3)6)

(CH3)6C6Cr(CO)2OS(OCH2)2
12212-74-7, 33480-44-3

(CH3)6C6Cr(CO)2OS(OCH2)2

Conditions
ConditionsYield
In benzene Irradiation (UV/VIS); UV irradiation;;34%
In benzene Irradiation (UV/VIS); UV irradiation;;34%
ethylene sulfite
3741-38-6

ethylene sulfite

2-methyl-but-3-yn-2-ol
115-19-5

2-methyl-but-3-yn-2-ol

2-(1,1-dimethylprop-2-ynyloxy)ethanol
25597-36-8

2-(1,1-dimethylprop-2-ynyloxy)ethanol

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h;28%
N-[5-(3-aminopropanesulfonylaminomethyl)-4-(2,2-dimethylpropionyl)-5-phenyl-4,5-dihydro-1,3,4-thiadiazol-2-yl]-2,2-dimethylpropanamide
781675-14-7

N-[5-(3-aminopropanesulfonylaminomethyl)-4-(2,2-dimethylpropionyl)-5-phenyl-4,5-dihydro-1,3,4-thiadiazol-2-yl]-2,2-dimethylpropanamide

ethylene sulfite
3741-38-6

ethylene sulfite

C24H39N5O5S2

C24H39N5O5S2

Conditions
ConditionsYield
In methanol; dichloromethane; N,N-dimethyl-formamide at 20 - 90℃; for 28.5h;26%
ethylene sulfite
3741-38-6

ethylene sulfite

C6H6Cr(CO)2OS(OCH2)2
33411-95-9, 12214-66-3

C6H6Cr(CO)2OS(OCH2)2

Conditions
ConditionsYield
In benzene Irradiation (UV/VIS); UV irradiation;;21%
In benzene Irradiation (UV/VIS); UV irradiation;;21%

Glycol sulfite Consensus Reports

Reported in EPA TSCA Inventory.

Glycol sulfite Specification

The Cyclic ethylene sulfite with the cas number 3741-38-6. It is also called 1,3,2-dioxathiolane 2-oxide, which is also it's IUPAC name, and it's system Names are (1)1,3,2-Dioxathiolane, 2-oxide ; (2)Ethylene glycol, cyclic sulfite (8CI) ; (3)Ethylene sulphite. It belongs to the following product categories: Biphenyl & Diphenyl ether.

Physical properties about Cyclic ethylene sulfite are: (1)ACD/LogP: -1.31 ; (2)# of Rule of 5 Violations: 0 ; (3)ACD/LogD (pH 5.5): -1.31 ; (4)ACD/LogD (pH 7.4): -1.31 ; (5)ACD/BCF (pH 5.5): 1 ; (6)ACD/BCF (pH 7.4): 1 ; (7)ACD/KOC (pH 5.5): 4.6 ; (8)ACD/KOC (pH 7.4): 4.6 ; (9)#H bond acceptors: 3 ; (10)#H bond donors: 0 ; (11)#Freely Rotating Bonds: 0 ; (12)Polar Surface Area: 54.74Å2 ; (13)Index of Refraction: 1.569 ; (14)Molar Refractivity: 21.61 cm3 ; (15)Molar Volume: 65.9 cm3 ; (16)Polarizability: 8.56 ×10-24cm3 ; (17)Surface Tension: 75.1 dyne/cm ; (18)Density: 1.64 g/cm3 ; (19)Flash Point: 57 °C ; (20)Enthalpy of Vaporization: 39.03 kJ/mol ; (21)Boiling Point: 170.6 °C at 760 mmHg ; (22)Vapour Pressure: 1.94 mmHg at 25°C

Preparation of Cyclic ethylene sulfite: Cyclic ethylene sulfite can be generated from oxirane according to the following chemical equation in SO2 as reagent, with tetraethylammonium bromide as catalytic agent at 110-120°C for 3 hour(s). Yield is 70 %.

Uses of Cyclic ethylene sulfite: Cyclic ethylene sulfite can be widely used as a reactant in many reaction, for instance, [1,3,2]dioxathiolane 2,2-dioxide can be obtained from Cyclic ethylene sulfite in many conditions. One of it's conditions is that reaction undergo in CCl4 and H2O as solvent with RuO4, sodium hypochlorite as reagent under ambient temperature for 1.5 hour(s). Yield is 73 %.

When you are using this chemical, please be cautious about it as the following: It is quite irritating to eyes, respiratory system and skin. When you are using this chemical, please wear suitable gloves and eye/face protection to avoid contact with skin and eyes. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, Do not breathe dust, because it is quite harmful by inhalation, in contact with skin and if swallowed.

You can still convert the following datas into molecular structure :
(1).SMILES:O=S1OCCO1
(2).InChI:InChI=1/C2H4O3S/c3-6-4-1-2-5-6/h1-2H2

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