Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
Stage #1: ethylene glycol With titanium(IV) isopropylate at 120℃; for 1h; Large scale; Stage #2: dimethylsulfite at 64 - 150℃; Large scale; | 92.6% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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℃; |
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
With thionyl chloride |
thionyl chloride
ethylene glycol
A
ethylene sulfite
B
1,2-dichloro-ethane
C6H6Cr(CO)2OS(CH3)2
ethylene sulfite
Conditions | Yield |
---|---|
With H2O In water |
Conditions | Yield |
---|---|
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
3-(2-fluoro-phenyl)-penta-1,4-diyn-3-ol
2-[1-ethynyl-1-(2-fluoro-phenyl)-prop-2-ynyloxy]-ethanol
Conditions | Yield |
---|---|
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
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
Conditions | Yield |
---|---|
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
3-Cyclohexyl-1,4-pentadiin-3-ol
2-(1-cyclohexyl-1-ethynyl-prop-2-ynyloxy)-ethanol
Conditions | Yield |
---|---|
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
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
Conditions | Yield |
---|---|
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
3-(2-chloro-phenyl)-penta-1,4-diyn-3-ol
2-[1-(2-chloro-phenyl)-1-ethynyl-prop-2-ynyloxy]-ethanol
Conditions | Yield |
---|---|
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% |
ethylene sulfite
2-(1-ethynyl-1-phenethyl-prop-2-ynyloxy)-ethanol
Conditions | Yield |
---|---|
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
3-(2-methoxy-phenyl)-penta-1,4-diyn-3-ol
2-[1-ethynyl-1-(2-methoxy-phenyl)-prop-2-ynyloxy]-ethanol
Conditions | Yield |
---|---|
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
C23H15ClO
2-[1-(4-chloro-phenyl)-3-phenyl-1-phenylethynyl-prop-2-ynyloxy]ethanol
Conditions | Yield |
---|---|
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
3-methyl-1-penten-4-yn-3-ol
2-(1-Ethynyl-1-methyl-allyloxy)-ethanol
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; | 60% |
ethylene sulfite
3-methyl-1,4-pentadiyne-3-ol
2-(1-Ethynyl-1-methyl-prop-2-ynyloxy)-ethanol
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; | 60% |
ethylene sulfite
3-(4-chloro-phenyl)-penta-1,4-diyn-3-ol
2-[1-(4-chloro-phenyl)-1-ethynyl-prop-2-ynyloxy]-ethanol
Conditions | Yield |
---|---|
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
3-Phenyl-1,4-pentadiin-3-ol
2-(1-ethynyl-1-phenyl-prop-2-ynyloxy)-ethanol
Conditions | Yield |
---|---|
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
3-o-tolyl-penta-1,4-diyn-3-ol
2-(1-ethynyl-1-o-tolyl-prop-2-ynyloxy)-ethanol
Conditions | Yield |
---|---|
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
ethylene sulfite
2-(1-Methyl-1-phenyl-prop-2-ynyloxy)-ethanol
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; | 55% |
ethylene sulfite
Conditions | Yield |
---|---|
With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium In diethyl ether at -75℃; for 1h; | 47% |
(mesitylene)tricarbonylchromium
ethylene sulfite
1.3.5-(CH3)3C6H3Cr(CO)2OS(OCH2)2
Conditions | Yield |
---|---|
In benzene Irradiation (UV/VIS); UV irradiation;; | 40% |
In benzene Irradiation (UV/VIS); UV irradiation;; | 40% |
ethylene sulfite
1-Ethynyl-1-cyclohexanol
2-(1-ethynylcyclohexyloxy)ethanol
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 20℃; | 39% |
ethylene sulfite
3-naphthalen-1-ylmethyl-penta-1,4-diyn-3-ol
Conditions | Yield |
---|---|
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
3,7-dimethyloct-6-en-1-yn-3-ol
2-(1-Ethynyl-1,5-dimethyl-hex-4-enyloxy)-ethanol
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; | 37% |
ethylene sulfite
Cr(CO)2((C6H5)2C2)(C6(CH3)6)
(CH3)6C6Cr(CO)2OS(OCH2)2
Conditions | Yield |
---|---|
In benzene Irradiation (UV/VIS); UV irradiation;; | 34% |
In benzene Irradiation (UV/VIS); UV irradiation;; | 34% |
ethylene sulfite
2-methyl-but-3-yn-2-ol
2-(1,1-dimethylprop-2-ynyloxy)ethanol
Conditions | Yield |
---|---|
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
ethylene sulfite
Conditions | Yield |
---|---|
In methanol; dichloromethane; N,N-dimethyl-formamide at 20 - 90℃; for 28.5h; | 26% |
ethylene sulfite
(benzene)tricarbonylchromium
C6H6Cr(CO)2OS(OCH2)2
Conditions | Yield |
---|---|
In benzene Irradiation (UV/VIS); UV irradiation;; | 21% |
In benzene Irradiation (UV/VIS); UV irradiation;; | 21% |
Reported in EPA TSCA Inventory.
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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