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96-49-1 Usage

Chemical Properties

colourless crystals

Uses

Different sources of media describe the Uses of 96-49-1 differently. You can refer to the following data:
1. Ethylene carbonate is an ester of ethylene glycol and carbonic acid. Ethylene carbonate is used as a polar solvent with a molecular dipole moment of 4.9 D, only 0.1 D lower than that of propylene carb onate. It can be used as a high permittivity component of electrolytes in lithium batteries.
2. Solvent for many polymers and resins, plasticisers, rubbers and textiles.Ethylene carbonate is used as a polar solvent and a high permittivity component of electrolytes in lithium batteries. It finds application in surface coatings, dyes, fibers and plastics. It is also used as a plasticizer and as a precursor to vinylene carbonate. Further, it is used in the preparation of dimethyl carbonate, which acts as a useful solvent and a mild methylating agent.
3. Ethylene carbonate has been used:In the synthesis of aliphatic polyurethanes using diamines and diols.As a precursor for ring-opening polymerization using KOH as initiator.As a reactant in the preparation of dimethyl carbonate, glycerol carbonate by transesterification reaction.

Flammability and Explosibility

Nonflammable

Purification Methods

Dry 1,3-dioxolan-2-one over P2O5, then fractionally distil it at low or atmospheric pressure. Recrystallise it from dry Et2O (plates, m 36.5o, 38.5-40o was also reported). It is soluble in H2O. [Beilstein 19 II 135,19 III/IV 1556, 19/4 V 6.]

Check Digit Verification of cas no

The CAS Registry Mumber 96-49-1 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 6 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 96-49:
(4*9)+(3*6)+(2*4)+(1*9)=71
71 % 10 = 1
So 96-49-1 is a valid CAS Registry Number.
InChI:InChI=1/C3H4O3/c4-3-5-1-2-6-3/h1-2H2

96-49-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A15735)  Ethylene carbonate, 99%   

  • 96-49-1

  • 500g

  • 144.0CNY

  • Detail
  • Alfa Aesar

  • (A15735)  Ethylene carbonate, 99%   

  • 96-49-1

  • 2500g

  • 530.0CNY

  • Detail
  • Alfa Aesar

  • (A15735)  Ethylene carbonate, 99%   

  • 96-49-1

  • 10000g

  • 1962.0CNY

  • Detail
  • Sigma-Aldrich

  • (676802)  Ethylenecarbonate  anhydrous, 99%

  • 96-49-1

  • 676802-1L

  • 1,776.06CNY

  • Detail
  • Sigma-Aldrich

  • (676802)  Ethylenecarbonate  anhydrous, 99%

  • 96-49-1

  • 676802-6X1L

  • 7,289.10CNY

  • Detail
  • Aldrich

  • (E26258)  Ethylenecarbonate  98%

  • 96-49-1

  • E26258-100G

  • 216.45CNY

  • Detail
  • Aldrich

  • (E26258)  Ethylenecarbonate  98%

  • 96-49-1

  • E26258-500G

  • 279.63CNY

  • Detail
  • Aldrich

  • (E26258)  Ethylenecarbonate  98%

  • 96-49-1

  • E26258-3KG

  • 1,396.98CNY

  • Detail

96-49-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name Ethylene carbonate

1.2 Other means of identification

Product number -
Other names 1,3-Dioxolan-2-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Adhesives and sealant chemicals,Intermediates
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:96-49-1 SDS

96-49-1Synthetic route

oxirane
75-21-8

oxirane

carbon dioxide
124-38-9

carbon dioxide

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

Conditions
ConditionsYield
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%
carbon dioxide
124-38-9

carbon dioxide

ethylene glycol
107-21-1

ethylene glycol

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

Conditions
ConditionsYield
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
75-21-8

oxirane

piperazine-1-carboxylic acid
10430-90-7

piperazine-1-carboxylic acid

A

piperazine
110-85-0

piperazine

B

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

Conditions
ConditionsYield
With zinc dibromide at 160℃; for 8.5h;A 97.7%
B 94.9%
ethylene glycol
107-21-1

ethylene glycol

urea
57-13-6

urea

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

Conditions
ConditionsYield
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
75-21-8

oxirane

N-β-aminoethylcarbamic acid
109-58-0

N-β-aminoethylcarbamic acid

A

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

B

ethylenediamine
107-15-3

ethylenediamine

Conditions
ConditionsYield
With zinc(II) oxide at 100℃; for 0.5h;A 92.6%
B 95.2%
ethylene glycol
107-21-1

ethylene glycol

Diethyl carbonate
105-58-8

Diethyl carbonate

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

Conditions
ConditionsYield
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
58345-96-3

Tetramethylammonium hydrogen carbonate

2-bromoethanol
540-51-2

2-bromoethanol

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

Conditions
ConditionsYield
In acetonitrile at 20℃; for 0.166667h;95%
carbon dioxide
124-38-9

carbon dioxide

N,N-dimethylformamide ethylene acetal
19449-26-4

N,N-dimethylformamide ethylene acetal

A

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

B

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

Conditions
ConditionsYield
at 110℃; under 37503 Torr; for 15h;A 95%
B n/a
ethylene glycol
107-21-1

ethylene glycol

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

Conditions
ConditionsYield
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
58345-96-3

Tetramethylammonium hydrogen carbonate

2-chloro-ethanol
107-07-3

2-chloro-ethanol

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

Conditions
ConditionsYield
In acetonitrile at 20℃; for 0.75h;94%
potassium carbonate
584-08-7

potassium carbonate

ethylene dibromide
106-93-4

ethylene dibromide

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

Conditions
ConditionsYield
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%
Iodoethanol
624-76-0

Iodoethanol

carbon dioxide
124-38-9

carbon dioxide

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 40℃; under 760.051 Torr; for 15h; Inert atmosphere; Glovebox; Green chemistry;92%
bis(phenyl) carbonate
102-09-0

bis(phenyl) carbonate

ethylene glycol
107-21-1

ethylene glycol

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

Conditions
ConditionsYield
With 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine In 2-methyltetrahydrofuran at 30℃; for 2h;91%
Ethyl trichloroacetate
515-84-4

Ethyl trichloroacetate

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

Conditions
ConditionsYield
In potassium carbonate; ethylene glycol90%
With dmap In ethylene glycol
carbon monoxide
201230-82-2

carbon monoxide

ethylene glycol
107-21-1

ethylene glycol

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

Conditions
ConditionsYield
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%
oxirane
75-21-8

oxirane

carbon monoxide
201230-82-2

carbon monoxide

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

Conditions
ConditionsYield
With 1-carboxypropyl-imidazolium bromide at 120℃; under 11251.1 Torr; for 2h;87.33%
2,2'-dipyridyl carbonate
1659-31-0

2,2'-dipyridyl carbonate

ethylene glycol
107-21-1

ethylene glycol

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

Conditions
ConditionsYield
In toluene at 110℃; for 1h;85%
carbon dioxide
124-38-9

carbon dioxide

2-bromoethanol
540-51-2

2-bromoethanol

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

Conditions
ConditionsYield
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;
phosgene
75-44-5

phosgene

2,2-dibutyl[1,3,2]dioxastannolane
3590-59-8

2,2-dibutyl[1,3,2]dioxastannolane

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

Conditions
ConditionsYield
for 0.5h;78%
oxirane
75-21-8

oxirane

ethanol
64-17-5

ethanol

carbon dioxide
124-38-9

carbon dioxide

A

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

B

2-ethoxy-ethanol
110-80-5

2-ethoxy-ethanol

C

ethylene glycol
107-21-1

ethylene glycol

Conditions
ConditionsYield
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
75-21-8

oxirane

ethanol
64-17-5

ethanol

carbon dioxide
124-38-9

carbon dioxide

A

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

B

ethylene glycol
107-21-1

ethylene glycol

Conditions
ConditionsYield
With potassium iodide; magnesium carbonate at 149.84℃; under 22502.3 Torr; for 3h;A 75.7%
B 6.7%
oxalyl dichloride
79-37-8

oxalyl dichloride

ethylene glycol
107-21-1

ethylene glycol

A

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

B

1,4-dioxane-2,3-dione
3524-70-7

1,4-dioxane-2,3-dione

Conditions
ConditionsYield
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
carbon dioxide
124-38-9

carbon dioxide

2-chloro-ethanol
107-07-3

2-chloro-ethanol

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

Conditions
ConditionsYield
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;
4-(trifluoromethoxy)benzonitrile
332-25-2

4-(trifluoromethoxy)benzonitrile

ethylene glycol
107-21-1

ethylene glycol

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

Conditions
ConditionsYield
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%
oxirane
75-21-8

oxirane

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

Conditions
ConditionsYield
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
oxirane
75-21-8

oxirane

CO2

CO2

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

Conditions
ConditionsYield
Ni(P(C6H11-cyclo)3)2 In toluene at 100℃; under 3677.5 - 4413.05 Torr; for 24h;62%
1,3-DIOXOLANE
646-06-0

1,3-DIOXOLANE

A

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

B

ethylene glycol monoformate
628-35-3

ethylene glycol monoformate

Conditions
ConditionsYield
With oxygen; CoCl2 In 1,2-dimethoxyethane at 60℃; for 24h;A 10%
B 61%
Bromoform
75-25-2

Bromoform

2-(hexyloxy)-1,3-dioxolane
83498-70-8

2-(hexyloxy)-1,3-dioxolane

A

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

B

1-bromo-hexane
111-25-1

1-bromo-hexane

C

formic acid-(2-bromo-ethyl ester)
6065-67-4

formic acid-(2-bromo-ethyl ester)

D

hexanal
66-25-1

hexanal

E

2-bromoethyl hexyl carbonate

2-bromoethyl hexyl carbonate

F

1,2-dibromomethane
74-95-3

1,2-dibromomethane

Conditions
ConditionsYield
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
24471-99-6

Bis<1,2-ethanediyl> orthocarbonate

A

[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

B

Carbonic acid bis-(2-hydroxy-ethyl) ester

Carbonic acid bis-(2-hydroxy-ethyl) ester

Conditions
ConditionsYield
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
96-49-1

[1,3]-dioxolan-2-one

propan-1-ol-3-amine
156-87-6

propan-1-ol-3-amine

(3-hydroxy-propyl)-carbamic acid-(2-hydroxy-ethyl ester)
69506-93-0

(3-hydroxy-propyl)-carbamic acid-(2-hydroxy-ethyl ester)

Conditions
ConditionsYield
1) 50-55 deg C, 1 h; 2) r.t., overnight;100%
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

2-hydroxyethyl carbamate
5395-01-7

2-hydroxyethyl carbamate

Conditions
ConditionsYield
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
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

4-Fluorophenol
371-41-5

4-Fluorophenol

2-(4'-fluorophenoxy)ethanol
2924-66-5

2-(4'-fluorophenoxy)ethanol

Conditions
ConditionsYield
With potassium fluoride at 160℃;100%
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 18h; Inert atmosphere;82%
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

2,6-Dichlorophenol
87-65-0

2,6-Dichlorophenol

2-(2,6-dichlorophenoxy)ethanol
42001-44-5

2-(2,6-dichlorophenoxy)ethanol

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide for 2h; Heating;100%
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

2-methoxy-4-nitrophenol
3251-56-7

2-methoxy-4-nitrophenol

2-(2-methoxy-4-nitrophenoxy)ethanol

2-(2-methoxy-4-nitrophenoxy)ethanol

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide at 160℃; for 2h;100%
With tetra-(n-butyl)ammonium iodide; magnesium sulfate In chloroform
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

2-Anilinoethanol
122-98-5

2-Anilinoethanol

N-phenyl-2-oxazolidinone
703-56-0

N-phenyl-2-oxazolidinone

Conditions
ConditionsYield
With 1-n-butyl-3-methylimidazolim bromide; 3-butyl-1-methylimidazolium acetate at 140℃; for 9h;99%
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

phenol
108-95-2

phenol

2-Phenoxyethanol
122-99-6

2-Phenoxyethanol

Conditions
ConditionsYield
With potassium fluoride99%
With potassium iodide97.7%
With tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 170℃; for 0.583333h; Inert atmosphere; Schlenk technique;94%
With tetraethylammonium iodide
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

ethylene glycol
107-21-1

ethylene glycol

Conditions
ConditionsYield
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%
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

meta-hydroxyacetanilide
621-42-1

meta-hydroxyacetanilide

acetic acid-[3-(2-hydroxy-ethoxy)-anilide]

acetic acid-[3-(2-hydroxy-ethoxy)-anilide]

Conditions
ConditionsYield
In methanol; ethyl acetate; toluene99%
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

ethanol
64-17-5

ethanol

Diethyl carbonate
105-58-8

Diethyl carbonate

Conditions
ConditionsYield
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
96-49-1

[1,3]-dioxolan-2-one

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
25015-63-8

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
97174-38-4

1,2-bis((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)oxy)ethane

Conditions
ConditionsYield
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.
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

1,3-bis(methylamino)propane
111-33-1

1,3-bis(methylamino)propane

C11H22N2O6

C11H22N2O6

Conditions
ConditionsYield
at 80℃; for 47h; Inert atmosphere;99%
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

2,4-bisbenzyloxy-N-butyl-5-(5-hydroxy-1,3-dihydroisoindole-2-carbonyl)-N-methylbenzamide
1126832-47-0

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
1126832-54-9

2,4-bisbenzyloxy-N-butyl-5-[5-(2-hydroxyethoxy)-1,3-dihydroisoindole-2-carbonyl]-2,4-dihydroxy-N-methylbenzamide

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 80℃; for 16h;98.9%
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

4-fluoro-1,3-dioxolane-2-one
114435-02-8

4-fluoro-1,3-dioxolane-2-one

Conditions
ConditionsYield
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%
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

N-butylamine
109-73-9

N-butylamine

2-hydroxyethyl N-butylcarbamate
13105-54-9

2-hydroxyethyl N-butylcarbamate

Conditions
ConditionsYield
In dichloromethane at 0 - 20℃; for 24h; Inert atmosphere;98%
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

3-nitro-aniline
99-09-2

3-nitro-aniline

3-(3-nitrophenyl)oxazolidin-2-one
5198-51-6

3-(3-nitrophenyl)oxazolidin-2-one

Conditions
ConditionsYield
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
96-49-1

[1,3]-dioxolan-2-one

N,N'-bis(trimethylsilyl)hydrazine
692-56-8

N,N'-bis(trimethylsilyl)hydrazine

methylamine
74-89-5

methylamine

Methyl-carbamic acid 2-trimethylsilanyloxy-ethyl ester
79967-00-3

Methyl-carbamic acid 2-trimethylsilanyloxy-ethyl ester

Conditions
ConditionsYield
98%
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

4-nitro-phenol
100-02-7

4-nitro-phenol

2-(4-nitrophenoxy)ethanol
16365-27-8

2-(4-nitrophenoxy)ethanol

Conditions
ConditionsYield
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
96-49-1

[1,3]-dioxolan-2-one

4-bromo-3-methylphenol
14472-14-1

4-bromo-3-methylphenol

2-(4-bromo-3-methylphenoxy)ethanol
26738-92-1

2-(4-bromo-3-methylphenoxy)ethanol

Conditions
ConditionsYield
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-formamide86%

96-49-1Relevant articles and documents

Synthesis of Cyclic Carbonates from Carbon Dioxide and Epoxides in the Presence of Organoantimony Compounds as Novel Catalysts

Nomura, Ryoki,Ninagawa, Akira,Matsuda, Haruo

, p. 3735 - 3738 (1980)

The reactions of carbon dioxide (1) with epoxides 2 to form cyclic carbonates 3 were carried out in the presence of organoantimony compounds as catalysts.Pentavalent organoantimony compounds, especially tetraphenylstibonium bromide (4b) and triphenylantimony dibromide (4d), are found to be more active catalysts than trivalent compounds, and the reactivity of compounds 2 seems to be in the following order: propylene oxide (2b) > styrene oxide (2d) > ethylene oxide (2a) > (chloromethyl)ethylene oxide (2c).The ring-opening polymerizations of 2b and 2d are also examined by using 4b and 4d, and it is found that they have no effect on the polymerization.On the basis of the results obtained, a reasonable scheme is proposed for the reaction.

Microporous Polymeric Spheres as Highly Efficient and Metal-Free Catalyst for the Cycloaddition of CO2 to Cyclic Organic Carbonates at Ambient Conditions

Ding, Shunmin,Sun, Ling,Ma, Xiaohua,Cheng, Dan,Wu, Shaohua,Zeng, Rong,Deng, Shengjun,Chen, Chao,Zhang, Ning

, p. 2970 - 2977 (2020)

Abstract: The cycloaddition of CO2 with epoxides to cyclic organic carbonates using metal-free heterogeneous catalysts is considered as a 100percent atom-economic and environmental-friendly route for CO2 utilization. Herein, we developed a metal-free microporous polymeric spheres catalyst (p-TBIB) by a simple Friedel–Crafts alkylation and applied in the cycloaddition of CO2 to cyclic organic carbonates. The catalyst shows high CO2 uptake (62.7?cm3?g?1, at 298?K and 1?bar), high selectivity over N2 (46 at 298?K) and perfect cycloaddition activities (66–97percent) and selectivities (over 99percent) and reusability (at least ten cycles) at ambient conditions (at 298?K and 1?bar). Graphic Abstract: [Figure not available: see fulltext.].

A simple synthesis of ethylene carbonate from carbon dioxide and 2-chloroethanol using silica gel as a catalyst

Lyubimov, Sergey E.,Zvinchuk, Anastasia A.,Sokolovskaya, Marina V.,Davankov, Vadim A.,Chowdhury, Biswajit,Zhemchugov, Pavel V.,Arzumanyan, Ashot V.

, (2020)

A “green”, simple, technically and economically feasible synthesis of valuable ethylene carbonate from 2-chloroethanol and CO2 was developed using K2CO3 as a base, silica gel as a catalyst and under mild reaction conditions. The influence of reaction temperature, CO2 pressure, base and additives on conversion of 2-chloroethanol was studied.

Imidazolium ionic liquids/organic bases: Efficient intermolecular synergistic catalysts for the cycloaddition of CO2 and epoxides under atmospheric pressure

Ji, Liangzheng,Luo, Zhoujie,Zhang, Yongya,Wang, Rong,Ji, Yayan,Xia, Fei,Gao, Guohua

, p. 124 - 130 (2018)

An intermolecular synergistic catalytic system consisting of ionic liquids and organic bases is developed for the cycloaddition of CO2 and epoxides. This strategy realizes the cycloaddition takes place under atmospheric pressure of CO2 with high activity. NMR, FT-IR spectroscopy and DFT calculations are applied to investigate the synergistic effect and reaction mechanism on molecules. Plausible ionic liquids/secondary amines and ionic liquids/tertiary amines catalyzed mechanisms are proposed and further confirmed by more detailed DFT calculations including reaction pathways and energy profiles, respectively. The procedure reported here represents a facile, cost-effective and energy-efficient route for chemical fixation of CO2 into 5-membered cyclic carbonates.

Stereochemistry of copper- and nickel-catalyzed insertion of carbon dioxide into epoxides. A microwave study

Baeckvall, Jan-E.,Karlsson, Ola,Ljunggren, Stig O.

, p. 4985 - 4988 (1980)

Reaction of trans-1,2-dideuterioethene oxide (1) with carbon dioxide, using copper and nickel catalysts, and subsequent analysis of the product ethene carbonate-d2 (2) by microwave spectroscopy, shows that the copper-catalyzed reaction is stereo-specific (retention) whereas the nickel-catalyzed reaction is non-stereospecific.

Water as an efficient medium for the synthesis of cyclic carbonate

Sun, Jian,Ren, Junyi,Zhang, Suojiang,Cheng, Weiguo

, p. 423 - 426 (2009)

Herein, we report a novel method for the synthesis of cyclic carbonate in water. By tuning the amount of water, cycloaddition of CO2 to epoxide in aqueous medium leads to cyclic carbonates with moderate to excellent yields and high selectivities. In addition, the presence of water could remarkably improve the activity of ionic liquids by which the turnover frequency of the reaction is about 4-5 times higher in the presence than in the absence of water. The relationship between the higher catalytic reactivity and water was proposed.

Guanidinium salt functionalized PEG: An effective and recyclable homogeneous catalyst for the synthesis of cyclic carbonates from CO2 and epoxides under solvent-free conditions

Dou, Xiao-Yong,Wang, Jin-Quan,Du, Ya,Wang, Er,He, Liang-Nian

, p. 3058 - 3062 (2007)

A guanidinium bromide covalently bound to CO2-philic polyethylene glycol (PEG) is proved to be a highly effective homogeneous catalyst for the eco-friendly synthesis of cyclic carbonates from carbon dioxide and epoxides under mild conditions, which requires no additional organic solvents or co-catalyst. Notably, it has been found that there is a pronouncedly cooperative effect between the catalyst part and the support part. Moreover, the catalyst is able to be reused with retention of high catalytic activity and selectivity. This process looks promising as a strategy for homogeneous catalyst recycling. Georg Thieme Verlag Stuttgart.

Method for preparing cyclic carbonate from quaternary phosphonium salt

-

Paragraph 0046; 0065; 0069-0076; 0084-0085; 0098-0099, (2021/08/25)

The invention provides a method for preparing a cyclic carbonate by using a quaternary phosphonium salt in order to overcome the problems of insufficient catalyst activity and low yield of a target product in the existing process for preparing a cyclic carbonate by using a quaternary phosphonium salt catalyst, and adopts the quaternary phosphonium salt shown 1 as a catalyst by using carbon dioxide and an epoxy compound as reactants. Without solvent, carbon dioxide is reacted with the epoxy compound to form a cyclic carbonate. The method for preparing the cyclic carbonate by the quaternary phosphonium salt adopts the quaternary phosphonium salt represented by the structural formula 1 as a catalyst, has obviously excellent catalytic activity, and improves the selectivity of the target product.

Method for preparing cyclic carbonate through catalysis of hydrogen bond donor functionalized polymeric ionic liquid

-

Paragraph 0049-0092, (2021/02/10)

The invention provides a preparation method of a hydrogen bond donor functionalized polymerization ionic liquid catalyst, and a method for synthesizing cyclic carbonate by catalyzing CO2 and epoxide with the catalyst. According to the method, an imidazolyl ionic liquid monomer and a hydrogen bond donor monomer are subjected to cross-linking polymerization in proportion to form the polymerized ionic liquid catalyst, the catalyst can efficiently catalyze CO2 and epoxide to be converted into cyclic carbonate under the optimal reaction condition, and the yield can reach 99%. Compared with a traditional catalyst, the polymerization ionic liquid catalyst has the advantages that a hydrogen bond donor and ionic liquid are effectively combined in a free radical polymerization manner to form a heterogeneous catalyst which has the advantages of rich hydrogen bond donor, dispersed active sites, good catalytic effect, simple preparation method, good cycle performance, simple separation and the like, and huge industrial application potential is achieved.

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