Conditions | Yield |
---|---|
With 3-(2-hydroxylethyl)-1-(3-aminopropyl)imidazolium bromide grafted onto divinylbenzene polymer (PDVB-HEIMBr) at 140℃; under 15001.5 Torr; for 3h; Autoclave; | 100% |
With bis[(1R,2R)-N,N'-bis(3,5-di-tert-butyl-salicylidene)cyclohexane-1,2-diaminoaluminium(III)]oxide; tetrabutylammomium bromide at 26℃; under 2280.15 Torr; for 24h; | 100% |
With choline chloride; zinc dibromide at 110℃; under 11251.1 Torr; for 1h; Autoclave; neat (no solvent); | 100% |
Conditions | Yield |
---|---|
With 2-Cyanopyridine; cerium(IV) oxide at 129.84℃; under 37503.8 Torr; for 1h; Autoclave; | 99% |
With 1,8-diazabicyclo[5.4.0]undec-7-ene; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate at 70℃; under 7500.75 Torr; for 18h; Reagent/catalyst; Solvent; Pressure; Autoclave; | 74% |
With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,2-dibromomethane at 70℃; under 7500.75 Torr; for 18h; Reagent/catalyst; Autoclave; Ionic liquid; | 74% |
oxirane
piperazine-1-carboxylic acid
A
piperazine
B
[1,3]-dioxolan-2-one
Conditions | Yield |
---|---|
With zinc dibromide at 160℃; for 8.5h; | A 97.7% B 94.9% |
Conditions | Yield |
---|---|
With Zn6Al2(OH)16CO3·6H2O at 130℃; under 22.5023 Torr; for 3h; Reagent/catalyst; Time; | 96% |
With zinc(II) chloride at 160℃; under 112.511 Torr; for 3h; Reagent/catalyst; Temperature; Pressure; Ionic liquid; | 92.7% |
With 1-hexadecyl-3-methylimidazolium chloride; zinc(II) chloride In neat (no solvent) at 140℃; under 112.511 Torr; for 3h; Reagent/catalyst; Temperature; Pressure; Green chemistry; | 92.2% |
oxirane
N-β-aminoethylcarbamic acid
A
[1,3]-dioxolan-2-one
B
ethylenediamine
Conditions | Yield |
---|---|
With zinc(II) oxide at 100℃; for 0.5h; | A 92.6% B 95.2% |
Conditions | Yield |
---|---|
MCM-41-TBD; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine for 15h; Heating; | 95% |
With potassium carbonate at 105℃; Entfernen des entstehenden Aethanols; | |
tiveTMNano*MgO*Plus*(NAP-MgO,*Aerogel*prepared) at 125℃; for 1h; |
Tetramethylammonium hydrogen carbonate
2-bromoethanol
[1,3]-dioxolan-2-one
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 0.166667h; | 95% |
carbon dioxide
N,N-dimethylformamide ethylene acetal
A
[1,3]-dioxolan-2-one
B
N,N-dimethyl-formamide
Conditions | Yield |
---|---|
at 110℃; under 37503 Torr; for 15h; | A 95% B n/a |
Conditions | Yield |
---|---|
With dicobalt octacarbonyl at 180℃; for 1h; | 95% |
With 1,1,1-trioctyl-1-methylphosphonium methylcarbonate at 90℃; for 4h; | 86% |
ytterbium(III) triflate In 1,2-dichloro-ethane for 8h; Heating; | 41% |
Tetramethylammonium hydrogen carbonate
2-chloro-ethanol
[1,3]-dioxolan-2-one
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 0.75h; | 94% |
Conditions | Yield |
---|---|
18-crown-6 ether; bis(tributyltin)sulfide In acetonitrile at 80℃; for 10h; | 93% |
18-crown-6 ether; bis(tributyltin)sulfide In acetonitrile at 80℃; for 10h; various catalysts, and catalytic systems; further alkyl bromides; | 93% |
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 40℃; under 760.051 Torr; for 15h; Inert atmosphere; Glovebox; Green chemistry; | 92% |
Conditions | Yield |
---|---|
With 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine In 2-methyltetrahydrofuran at 30℃; for 2h; | 91% |
Conditions | Yield |
---|---|
In potassium carbonate; ethylene glycol | 90% |
With dmap In ethylene glycol |
Conditions | Yield |
---|---|
With N-chloro-succinimide; (neocuproine)Pd(OAc)2; sodium acetate In acetonitrile at 55℃; under 760.051 Torr; for 24h; Molecular sieve; | 89% |
With air; potassium iodide; palladium(II) iodide In ISOPROPYLAMIDE at 100℃; under 15201 Torr; for 15h; Autoclave; | 84% |
With oxygen; potassium iodide; palladium(II) iodide In N,N-dimethyl acetamide at 100℃; under 15201 Torr; for 15h; | 84% |
Conditions | Yield |
---|---|
With 1-carboxypropyl-imidazolium bromide at 120℃; under 11251.1 Torr; for 2h; | 87.33% |
Conditions | Yield |
---|---|
In toluene at 110℃; for 1h; | 85% |
Conditions | Yield |
---|---|
Stage #1: carbon dioxide With potassium carbonate In N,N-dimethyl-formamide at 30℃; under 760.051 Torr; for 4h; Stage #2: 2-bromoethanol In N,N-dimethyl-formamide at 30℃; for 20h; | 81% |
With caesium carbonate In N,N-dimethyl-formamide at 40℃; under 760.051 Torr; for 15h; Inert atmosphere; Glovebox; Green chemistry; | 75% |
With 1,8-diazabicyclo[5.4.0]undec-7-ene In water; acetone at 100℃; under 4654.46 Torr; for 0.166667h; Flow reactor; |
Conditions | Yield |
---|---|
for 0.5h; | 78% |
oxirane
ethanol
carbon dioxide
A
[1,3]-dioxolan-2-one
B
2-ethoxy-ethanol
C
ethylene glycol
Conditions | Yield |
---|---|
With lanthanum(III) oxide; potassium iodide at 149.84℃; under 22502.3 Torr; for 3h; | A 77.3% B 14.1% C 6.8% |
oxirane
ethanol
carbon dioxide
A
[1,3]-dioxolan-2-one
B
ethylene glycol
Conditions | Yield |
---|---|
With potassium iodide; magnesium carbonate at 149.84℃; under 22502.3 Torr; for 3h; | A 75.7% B 6.7% |
oxalyl dichloride
ethylene glycol
A
[1,3]-dioxolan-2-one
B
1,4-dioxane-2,3-dione
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 0℃; for 0.333333h; | A n/a B 72% |
With triethylamine 1.) THF, 15 min, 0 deg C; 2.) 200-300 deg C, 10.5 hrs; Yield given; | A 1.9% B n/a |
Conditions | Yield |
---|---|
Stage #1: carbon dioxide With potassium carbonate In N,N-dimethyl-formamide at 30℃; under 760.051 Torr; for 4h; Stage #2: 2-chloro-ethanol In N,N-dimethyl-formamide at 30℃; for 20h; | 72% |
With potassium carbonate In PEG-400 at 50℃; under 15001.5 Torr; for 3h; Autoclave; | > 99 %Chromat. |
With ethyl(8-diisopropylamino-3,6-dioxaoctyl)dimethylammonium bis{(trifluoromethyl)sulfonyl}azanide at 25℃; under 7500.75 Torr; for 48h; Autoclave; Green chemistry; | |
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dimethyl sulfoxide at 20℃; for 0.333333h; Mechanism; Solvent; | |
With tetrabutylammomium bromide; silica gel; potassium carbonate at 110℃; under 7600.51 Torr; for 2h; Catalytic behavior; Reagent/catalyst; Temperature; Pressure; Autoclave; |
Conditions | Yield |
---|---|
With 3,7-di([1,1′-biphenyl]-4-yl)-10-(naphthalen-1-yl)-10H-phenoxazine; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 24h; Reagent/catalyst; Inert atmosphere; Irradiation; Sealed tube; | 70% |
Conditions | Yield |
---|---|
With carbon dioxide; Ni(P(C6H11-cyclo)3)2 In toluene at 100℃; under 3677.5 - 4413.05 Torr; for 24h; Product distribution; yield by different catalysts; | 62% |
With carbon dioxide |
Conditions | Yield |
---|---|
Ni(P(C6H11-cyclo)3)2 In toluene at 100℃; under 3677.5 - 4413.05 Torr; for 24h; | 62% |
Conditions | Yield |
---|---|
With oxygen; CoCl2 In 1,2-dimethoxyethane at 60℃; for 24h; | A 10% B 61% |
Bromoform
2-(hexyloxy)-1,3-dioxolane
A
[1,3]-dioxolan-2-one
B
1-bromo-hexane
C
formic acid-(2-bromo-ethyl ester)
D
hexanal
F
1,2-dibromomethane
Conditions | Yield |
---|---|
dibenzoyl peroxide at 100℃; for 2h; Rate constant; Product distribution; other temperature; | A n/a B n/a C n/a D n/a E 60% F n/a |
Bis<1,2-ethanediyl> orthocarbonate
A
[1,3]-dioxolan-2-one
Conditions | Yield |
---|---|
With hydrogenchloride In water for 0.166667h; Product distribution; Ambient temperature; study of the acid catalyzed hydrolysis reaction of various spiroorthocarbonates, mechanism is discussed, mechanism is discussed; | A 56% B 24% |
[1,3]-dioxolan-2-one
propan-1-ol-3-amine
(3-hydroxy-propyl)-carbamic acid-(2-hydroxy-ethyl ester)
Conditions | Yield |
---|---|
1) 50-55 deg C, 1 h; 2) r.t., overnight; | 100% |
Conditions | Yield |
---|---|
With ammonia In water 1.) 0 deg C, 4 h, 2.) 25 deg C, overnight; | 100% |
With ammonia at 20℃; under 600.048 Torr; for 1h; Addition; solid-gas reaction; ring cleavage; | 92% |
With ammonia; water | |
With ammonia; water |
Conditions | Yield |
---|---|
With potassium fluoride at 160℃; | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 18h; Inert atmosphere; | 82% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide for 2h; Heating; | 100% |
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide at 160℃; for 2h; | 100% |
With tetra-(n-butyl)ammonium iodide; magnesium sulfate In chloroform |
Conditions | Yield |
---|---|
With 1-n-butyl-3-methylimidazolim bromide; 3-butyl-1-methylimidazolium acetate at 140℃; for 9h; | 99% |
Conditions | Yield |
---|---|
With potassium fluoride | 99% |
With potassium iodide | 97.7% |
With tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 170℃; for 0.583333h; Inert atmosphere; Schlenk technique; | 94% |
With tetraethylammonium iodide |
Conditions | Yield |
---|---|
With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); potassium tert-butylate; hydrogen In tetrahydrofuran at 140℃; under 38002.6 Torr; for 0.5h; Time; Pressure; Autoclave; | 99% |
In water at 250℃; for 2h; Temperature; Sealed tube; Inert atmosphere; | 99% |
With potassium tert-butylate; hydrogen; C16H18BrCoINO2 In dibutyl ether at 160℃; under 45004.5 Torr; for 20h; Sealed tube; Autoclave; | 92% |
Conditions | Yield |
---|---|
In methanol; ethyl acetate; toluene | 99% |
Conditions | Yield |
---|---|
With Zn6Al2(OH)16NO3·nΗ2O at 83℃; for 6h; Reagent/catalyst; Time; | 99% |
at 69.84℃; for 6h; Catalytic behavior; Reagent/catalyst; | 78.1% |
With carbon dioxide at 160℃; under 4500.45 Torr; for 4h; Autoclave; | 40.5% |
[1,3]-dioxolan-2-one
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
1,2-bis((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)oxy)ethane
Conditions | Yield |
---|---|
With manganese(II) triflate bis-acetonitrile solvate; potassium tert-butylate In benzene-d6 at 20℃; for 3h; Reagent/catalyst; Inert atmosphere; Glovebox; | 99% |
With tris(bis(trimethylsilyl)amido)lanthanum(III) at 20℃; for 6h; Reagent/catalyst; Inert atmosphere; | 99 %Spectr. |
With C42H50Mg2N4 for 6h; Catalytic behavior; | 99 %Spectr. |
Conditions | Yield |
---|---|
at 80℃; for 47h; Inert atmosphere; | 99% |
[1,3]-dioxolan-2-one
2,4-bisbenzyloxy-N-butyl-5-(5-hydroxy-1,3-dihydroisoindole-2-carbonyl)-N-methylbenzamide
2,4-bisbenzyloxy-N-butyl-5-[5-(2-hydroxyethoxy)-1,3-dihydroisoindole-2-carbonyl]-2,4-dihydroxy-N-methylbenzamide
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 80℃; for 16h; | 98.9% |
[1,3]-dioxolan-2-one
4-fluoro-1,3-dioxolane-2-one
Conditions | Yield |
---|---|
With N-fluorobis(benzenesulfon)imide at 120℃; for 0.5h; Reagent/catalyst; Sealed tube; | 98.2% |
With fluorine at 5℃; Electrolysis; | 94% |
With fluorine at 50℃; | 70% |
Conditions | Yield |
---|---|
In dichloromethane at 0 - 20℃; for 24h; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane at 100℃; for 5h; Inert atmosphere; | 98% |
With triethylamine; adenine In neat (no solvent) at 110℃; for 18h; | 95% |
With lithium chloride at 176℃; for 8h; | |
With acetate-based butylimidazolium ionic liquid immobilized silica-coated magnetic nanoparticles In neat (no solvent) at 120℃; for 12h; Green chemistry; |
[1,3]-dioxolan-2-one
N,N'-bis(trimethylsilyl)hydrazine
methylamine
Methyl-carbamic acid 2-trimethylsilanyloxy-ethyl ester
Conditions | Yield |
---|---|
98% |
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 170℃; for 21h; Inert atmosphere; Schlenk technique; | 98% |
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 16h; Inert atmosphere; | 89% |
With tetraethylammonium iodide at 150℃; |
[1,3]-dioxolan-2-one
4-bromo-3-methylphenol
2-(4-bromo-3-methylphenoxy)ethanol
Conditions | Yield |
---|---|
With potassium carbonate In toluene at 115℃; for 24h; Product distribution / selectivity; | 98% |
With potassium carbonate In toluene at 115℃; for 24h; Inert atmosphere; | 98% |
With potassium carbonate In N,N-dimethyl-formamide | 86% |
IUPAC Name: 1,3-Dioxolan-2-one
Synonyms of Glycol carbonate (CAS NO.96-49-1): 1,3-Dioxacyclopentan-2-one ; Cyclic ethylene carbonate ; Dioxolone-2 ; Ethylene glycol carbonate ; Ethylenester kyseliny uhlicite
CAS NO: 96-49-1
Molecular Formula: C3H4O3
Molecular Weight: 88.06
Molecular Structure:
EINECS: 202-510-0
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 35.53 Å2
Index of Refraction: 1.424
Molar Refractivity: 17.17 cm3
Molar Volume: 67.3 cm3
Surface Tension: 37.3 dyne/cm
Density: 1.308 g/cm3
Flash Point: 163.5 °C
Enthalpy of Vaporization: 48.54 kJ/mol
Boiling Point: 248.2 °C at 760 mmHg
Vapour Pressure: 0.0246 mmHg at 25°C
Melting Point: 35-38 °C(lit.)
Solubility H2O: 1 M at 20 °C, clear, colorless
Appearance: colourless crystals
Stability: Stable. Incompatible with strong oxidizing agents, acids, bases, reducing agents.
Product Categories of Glycol carbonate (CAS NO.96-49-1): Intermediates of Dyes and Pigments;API intermediates;Dioxanes & Dioxolanes;Dioxolanes
Glycol carbonate (CAS NO.96-49-1) is a good solvent for high polymer such as PVC. It is also used as hydroxyethylating reagent when producing finishing agent for cotton fabric, rubber ingredients. Glycol carbonate produce carbon dioxide in acid medium, so it can be used as plastics foaming agents.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LDLo | intraperitoneal | 500mg/kg (500mg/kg) | "Summary Tables of Biological Tests," National Research Council Chemical-Biological Coordination Center. Vol. 5, Pg. 338, 1953. | |
rabbit | LD50 | skin | > 3gm/kg (3000mg/kg) | United States Environmental Protection Agency, Office of Pesticides and Toxic Substances. Vol. 8EHQ-0391-1139, | |
rat | LD50 | oral | 10gm/kg (10000mg/kg) | Union Carbide Data Sheet. Vol. 7/21/1971, |
Reported in EPA TSCA Inventory.
Safety Information about Glycol carbonate (CAS NO.96-49-1):
Hazard Codes: Xi
Risk Statements: 36/37/38-41
R36/37/38: Irritating to eyes, respiratory system and skin.
R41: Risk of serious damage to the eyes.
Safety Statements: 26-36-39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36: Wear suitable protective clothing.
S39: Wear eye / face protection.
WGK Germany: 1
RTECS: FF9550000
HS Code: 29209010
Moderately toxic by intraperitoneal route. Mildly toxic by ingestion. A skin and eye irritant. Combustible when exposed to heat or flame; can react with oxidizing materials. To fight fire, use alcohol foam, CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes.
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage: Store in a cool, dry place. Store in a tightly closed container.
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