Welcome to LookChem.com Sign In|Join Free

CAS

  • or

4427-92-3

Post Buying Request

4427-92-3 Suppliers

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier

4427-92-3 Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 51, p. 2977, 1986 DOI: 10.1021/jo00365a024Synthesis, p. 636, 1989 DOI: 10.1055/s-1989-27345

Check Digit Verification of cas no

The CAS Registry Mumber 4427-92-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,4,2 and 7 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 4427-92:
(6*4)+(5*4)+(4*2)+(3*7)+(2*9)+(1*2)=93
93 % 10 = 3
So 4427-92-3 is a valid CAS Registry Number.
InChI:InChI=1/C9H8O3/c10-9-11-6-8(12-9)7-4-2-1-3-5-7/h1-5,8H,6H2

4427-92-3Synthetic route

styrene oxide
96-09-3

styrene oxide

carbon dioxide
124-38-9

carbon dioxide

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

Conditions
ConditionsYield
With tert.-butylhydroperoxide; tetrabutylammomium bromide; zinc dibromide; silica gel; gold In decane at 80℃; under 60004.8 Torr; for 4h;100%
With [aluminum((1R,2R)-N,N′-bis(3,5-di-tert-butyl-salicylidene)cyclohexane-1,2-diamine)2O]; tetrabutylammomium bromide at 60℃; under 3750.38 Torr; for 24h; Mechanism; Reagent/catalyst; Temperature; Pressure; Autoclave;100%
With tetrabutylammomium bromide at 105℃; under 760.051 Torr; for 20h; Schlenk technique;100%
bis(phenyl) carbonate
102-09-0

bis(phenyl) carbonate

phenylethane 1,2-diol
93-56-1

phenylethane 1,2-diol

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-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; Reagent/catalyst; Solvent;99%
With iron(II) bromide In 1,4-dioxane at 150℃; for 18h; Inert atmosphere; Sealed tube;96%
phenylethane 1,2-diol
93-56-1

phenylethane 1,2-diol

Diethyl carbonate
105-58-8

Diethyl carbonate

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

Conditions
ConditionsYield
With aluminum oxide; cesium fluoride at 129.85℃; for 0.416667h;98%
aluminum oxide; cesium fluoride at 129.85℃; for 0.416667h;98%
With MgLa mixed oxide at 125℃; for 2h;98%
styrene
292638-84-7

styrene

carbon dioxide
124-38-9

carbon dioxide

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

Conditions
ConditionsYield
With tert.-butylhydroperoxide at 80℃; under 15001.5 Torr; for 10h; Reagent/catalyst; Time; Autoclave;98%
With tert.-butylhydroperoxide; aniline In neat (no solvent) at 100℃; under 15001.5 Torr; for 5h; Catalytic behavior; Reagent/catalyst; Solvent; Time; Temperature; Pressure;97%
With N-Bromosuccinimide; water; 1,8-diazabicyclo[5.4.0]undec-7-ene at 60℃; under 12929 Torr; for 2 - 3h; Product distribution / selectivity;85%
phenylethane 1,2-diol
93-56-1

phenylethane 1,2-diol

carbon dioxide
124-38-9

carbon dioxide

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

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

A

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

B

3-Hydroxy-3-methyl-2-butanone
115-22-0

3-Hydroxy-3-methyl-2-butanone

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; zinc(II) chloride In acetonitrile at 80℃; under 15001.5 Torr; for 24h; Autoclave; Sealed tube; chemoselective reaction;A 98%
B 91 %Chromat.
With silver(l) oxide; N,N,N',N'-tetramethylguanidine In acetonitrile at 80℃; under 7500.75 Torr; for 12h; Autoclave;A 95 %Spectr.
B 97 %Spectr.
phenylethane 1,2-diol
93-56-1

phenylethane 1,2-diol

carbon monoxide
201230-82-2

carbon monoxide

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-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;97%
With air; potassium iodide; palladium(II) iodide In ISOPROPYLAMIDE at 100℃; under 15201 Torr; for 15h; Autoclave;94%
Stage #1: phenylethane 1,2-diol; carbon monoxide With sulfur; triethylamine In N,N-dimethyl-formamide at 80℃; under 7500.75 Torr; for 5h; Inert atmosphere; Autoclave;
Stage #2: With copper(ll) bromide In N,N-dimethyl-formamide at 20℃; under 760.051 Torr; for 16h;
94%
phenylethane 1,2-diol
93-56-1

phenylethane 1,2-diol

carbon dioxide
124-38-9

carbon dioxide

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

Conditions
ConditionsYield
With 2-Cyanopyridine; cerium(IV) oxide at 179.84℃; under 37503.8 Torr; for 48h; Autoclave;95%
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; Autoclave;79%
With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,1-dibromomethane at 70℃; under 7500.75 Torr; for 18h; Reagent/catalyst; Autoclave; Ionic liquid;79%
phenylethane 1,2-diol
93-56-1

phenylethane 1,2-diol

ethyl carbonate derivative

ethyl carbonate derivative

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

Conditions
ConditionsYield
With γ-Fe2O3-immobilized 1,5,7-triazabicyclo[4.4.0]dec-5-ene nanoparticles (MNPs-TBD) at 125℃; for 10h;95%
phenylethane 1,2-diol
93-56-1

phenylethane 1,2-diol

2,2'-dipyridyl carbonate
1659-31-0

2,2'-dipyridyl carbonate

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

Conditions
ConditionsYield
In toluene at 110℃; for 0.5h;94%
carbon dioxide
124-38-9

carbon dioxide

trimethylsulfoxonium iodide
1774-47-6

trimethylsulfoxonium iodide

benzaldehyde
100-52-7

benzaldehyde

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

Conditions
ConditionsYield
Stage #1: trimethylsulfoxonium iodide With sodium hydride In dimethyl sulfoxide at 25℃; for 0.0833333h; Inert atmosphere;
Stage #2: benzaldehyde In tetrahydrofuran; dimethyl sulfoxide for 1h; Inert atmosphere;
Stage #3: carbon dioxide In tetrahydrofuran; dimethyl sulfoxide at 40℃; under 760.051 Torr; for 6h; Inert atmosphere;
94%
phenylethane 1,2-diol
93-56-1

phenylethane 1,2-diol

trifluoromethyl trifluoromethanesulfonate
3582-05-6

trifluoromethyl trifluoromethanesulfonate

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

Conditions
ConditionsYield
With triethylamine In acetonitrile at 20℃; for 1h; Reagent/catalyst; Sealed tube;94%
2-Bromo-1-phenylethanol
2425-28-7

2-Bromo-1-phenylethanol

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

Conditions
ConditionsYield
93.6%
styrene oxide
96-09-3

styrene oxide

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

Conditions
ConditionsYield
With 4C33H15O6(3-)*6Zr(4+)*4O(2-)*4HO(1-)*4H2O; tetrabutylammomium bromide at 100℃; under 760.051 Torr; for 16h; Catalytic behavior;92.8%
With carbon dioxide; pyrrolidine hydrochloride at 195℃; under 44130.5 Torr;
Multi-step reaction with 2 steps
1: COCl2; pyridine / Behandeln des Reaktionsgemisches mit NH3 in Benzol
2: water
View Scheme
With potassium iodide; L-Tryptophan at 120℃; under 15001.5 Torr; for 2h;22 %Chromat.
With ZnBr2 complex with hybrid polymer based on 5,5'-dibromo-2,2'-bipyridine and octavinylsilsesquioxane at 100℃; under 750.075 Torr; for 72h; Reagent/catalyst; Temperature; Schlenk technique;89 %Spectr.
2-Bromo-1-phenylethanol
2425-28-7

2-Bromo-1-phenylethanol

Tetramethylammonium hydrogen carbonate
58345-96-3

Tetramethylammonium hydrogen carbonate

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

Conditions
ConditionsYield
In acetonitrile at 20℃; for 0.25h;92%
phenylethane 1,2-diol
93-56-1

phenylethane 1,2-diol

urea
57-13-6

urea

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

Conditions
ConditionsYield
With iron(II) bromide In 1,4-dioxane at 150℃; for 18h; Reagent/catalyst; Solvent; Inert atmosphere; Sealed tube;90%
With zinc(II) chloride at 160℃; under 112.511 Torr; for 3h; Ionic liquid;81.2%
With 1-hexadecyl-3-methylimidazolium chloride; zinc(II) chloride In neat (no solvent) at 160℃; under 112.511 Torr; for 3h; Green chemistry;81.2%
styrene
292638-84-7

styrene

sodium hydrogencarbonate
144-55-8

sodium hydrogencarbonate

A

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

B

2-Bromo-1-phenylethanol
2425-28-7

2-Bromo-1-phenylethanol

Conditions
ConditionsYield
With N-Bromosuccinimide In water; N,N-dimethyl-formamide at 30℃; for 1h; Microwave irradiation;A 6%
B 89%
With N-Bromosuccinimide In water; N,N-dimethyl-formamide at 100℃; for 1h; Microwave irradiation;A 70%
B 20%
phenylethane 1,2-diol
93-56-1

phenylethane 1,2-diol

carbamic acid phenyl ester
622-46-8

carbamic acid phenyl ester

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

Conditions
ConditionsYield
With iron(II) bromide In 1,4-dioxane at 150℃; for 18h; Inert atmosphere; Sealed tube;89%
styrene oxide
96-09-3

styrene oxide

carbon monoxide
201230-82-2

carbon monoxide

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

Conditions
ConditionsYield
at 25℃; under 750.075 Torr; for 24h; Inert atmosphere; Schlenk technique;89%
With 1-carboxypropyl-imidazolium bromide at 120℃; under 11251.1 Torr; for 2h;86.85%
styrene
292638-84-7

styrene

sodium hydrogencarbonate
144-55-8

sodium hydrogencarbonate

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

Conditions
ConditionsYield
With N-Bromosuccinimide In water; acetone at 24 - 60℃; for 18h; Solvent; Microwave irradiation;86%
styrene oxide
96-09-3

styrene oxide

carbon dioxide
124-38-9

carbon dioxide

A

phenylethane 1,2-diol
93-56-1

phenylethane 1,2-diol

B

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

Conditions
ConditionsYield
With cobalt 1,4-benzenedicarboxylate; 1-butyl-4-aza-1-azoniabicyclo[2.2.2]octane bromide In neat (no solvent) at 70℃; under 760.051 Torr; for 27h;A 9%
B 85%
With Zn(2,5-bis{N-(2,6-diisopropylphenyl)iminomethyl}pyrrole)2; tetrabutylammomium bromide at 105℃; under 760.051 Torr; for 2h; Catalytic behavior; Reagent/catalyst; Temperature; Time; Schlenk technique; Inert atmosphere;A n/a
B 80%
With C16H18Cl2CrN4(1+)*Cl(1-); tetra-(n-butyl)ammonium iodide In dichloromethane at 100℃; under 15001.5 Torr; for 18h; Catalytic behavior; Reagent/catalyst; Autoclave;A 12 %Chromat.
B 79 %Chromat.
styrene
292638-84-7

styrene

sodium hydrogencarbonate
144-55-8

sodium hydrogencarbonate

A

styrene oxide
96-09-3

styrene oxide

B

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

Conditions
ConditionsYield
With N-Bromosuccinimide In water; acetone at 60℃; for 7.5h; Time; Microwave irradiation;A 11%
B 78%
With N-Bromosuccinimide In water; acetone at 60℃; for 7.5h; Sealed tube;A 45%
B 37%
carbon dioxide
124-38-9

carbon dioxide

toluene-4-sulfonic acid 2-hydroxy-2-phenylethyl ester
40434-87-5, 40435-14-1, 127911-68-6, 40348-74-1

toluene-4-sulfonic acid 2-hydroxy-2-phenylethyl ester

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-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;77%
styrene oxide
96-09-3

styrene oxide

carbon dioxide
124-38-9

carbon dioxide

A

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

B

acetophenone
98-86-2

acetophenone

Conditions
ConditionsYield
With (2-hydroxyphenyl)diphenyl(propyl)phosphonium iodide In neat (no solvent) at 23℃; under 7500.75 Torr; for 24h; Autoclave;A 74%
B n/a
phosgene
75-44-5

phosgene

phenylethane 1,2-diol
93-56-1

phenylethane 1,2-diol

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

Conditions
ConditionsYield
With pyridine In tetrahydrofuran for 2h; Heating;73%
carbon dioxide
124-38-9

carbon dioxide

2-Bromo-1-phenylethanol
2425-28-7

2-Bromo-1-phenylethanol

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

Conditions
ConditionsYield
With cobalt(II) nitrate hexahydrate; 2,5-dihydroxyterephthalohydrazide In dimethyl sulfoxide at 100℃; under 4500.45 Torr; for 5h;73%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In water; acetone at 85℃; under 6723.1 Torr; for 0.166667h; Flow reactor;
styrene
292638-84-7

styrene

sodium hydrogencarbonate
144-55-8

sodium hydrogencarbonate

A

styrene oxide
96-09-3

styrene oxide

B

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

C

2-Bromo-1-phenylethanol
2425-28-7

2-Bromo-1-phenylethanol

Conditions
ConditionsYield
With N-Bromosuccinimide In water; acetone at 60℃; for 0.166667h; Time; Microwave irradiation;A 15%
B 9%
C 73%
With N-Bromosuccinimide In water; N,N-dimethyl-formamide at 80℃; for 1h; Microwave irradiation;A 10%
B 65%
C 10%
With N-Bromosuccinimide In water; acetone at 60℃; for 1h; Solvent; Microwave irradiation;A 40%
B 48%
C 10%
With N-Bromosuccinimide In water; acetone at 60℃; for 3h; Sealed tube;A 47%
B 36%
C 8%
With N-Bromosuccinimide In water; acetone at 60℃; for 1h; Sealed tube;A 41%
B 24%
C 33%
carbon dioxide
124-38-9

carbon dioxide

trimethylsulfoxonium iodide
1774-47-6

trimethylsulfoxonium iodide

benzaldehyde
100-52-7

benzaldehyde

A

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

Conditions
ConditionsYield
Stage #1: trimethylsulfoxonium iodide With sodium hydride In dimethyl sulfoxide at 25℃; for 0.0833333h; Inert atmosphere;
Stage #2: benzaldehyde In dimethyl sulfoxide for 1h; Inert atmosphere;
Stage #3: carbon dioxide In dimethyl sulfoxide at 80℃; under 760.051 Torr; for 12h; Inert atmosphere;
A 71%
B 23%
Stage #1: trimethylsulfoxonium iodide With sodium hydride In dimethyl sulfoxide at 25℃; for 0.0833333h; Inert atmosphere;
Stage #2: benzaldehyde In dimethyl sulfoxide for 1h; Inert atmosphere;
Stage #3: carbon dioxide In dimethyl sulfoxide at 40℃; under 760.051 Torr; for 12h; Temperature; Inert atmosphere;
A 30%
B 65%
styrene
292638-84-7

styrene

carbon dioxide
124-38-9

carbon dioxide

A

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

B

(1,2-dibromoethyl)benzene
102921-26-6, 93-52-7

(1,2-dibromoethyl)benzene

Conditions
ConditionsYield
With N-Bromosuccinimide; 1,8-diazabicyclo[5.4.0]undec-7-ene In water under 15514.9 Torr; for 3h;A 65%
B 20%
phenylethane 1,2-diol
93-56-1

phenylethane 1,2-diol

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

Conditions
ConditionsYield
In benzene for 3h; Heating;64%
4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

A

methanol
67-56-1

methanol

B

phenylethane 1,2-diol
93-56-1

phenylethane 1,2-diol

Conditions
ConditionsYield
With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); potassium tert-butylate; hydrogen In tetrahydrofuran at 140℃; for 4h; Autoclave;A > 99 %Chromat.
B 99%
With C23H21MnN2O3P(1+)*Br(1-); potassium tert-butylate; hydrogen In 1,4-dioxane at 140℃; under 37503.8 Torr; for 16h; Autoclave;A 95 %Chromat.
B 99%
With carbonylhydrido(tetrahydroborato)[bis(2-diphenylphosphinoethyl)-amino]ruthenium(II); potassium carbonate In isopropyl alcohol at 140℃; Glovebox;A 93 %Chromat.
B 95%
4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

1-phenyl-2-phenylaminoethanol
99342-73-1, 31121-09-2

1-phenyl-2-phenylaminoethanol

3,5-diphenyl-1,3-oxazolidin-2-one
7426-72-4

3,5-diphenyl-1,3-oxazolidin-2-one

Conditions
ConditionsYield
With potassium phosphate In N,N-dimethyl-formamide at 130℃; for 19h;99%
4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

phenylethane 1,2-diol
93-56-1

phenylethane 1,2-diol

Conditions
ConditionsYield
With potassium tert-butylate; hydrogen; C16H18BrCoINO2 In dibutyl ether at 160℃; under 45004.5 Torr; for 18h; Catalytic behavior; Reagent/catalyst; Solvent; Pressure; Temperature; Sealed tube; Autoclave;95%
With water; N,N'-dimethylimidazolium-2-carboxylate at 140℃; under 3000.3 Torr; for 24h; Autoclave; Sealed tube;90 %Chromat.
pyrrolidine
123-75-1

pyrrolidine

4-Phenyl-1,3-dioxolan-2-one
4427-92-3

4-Phenyl-1,3-dioxolan-2-one

N-[(2-hydroxy-2-phenyl)ethyloxycarbonyl]pyrrolidine

N-[(2-hydroxy-2-phenyl)ethyloxycarbonyl]pyrrolidine

Conditions
ConditionsYield
In ethyl acetate at 40℃; for 4h;94.1%

4427-92-3Relevant articles and documents

Phenol and Organic Bases Co-Catalyzed Chemical Fixation of Carbon Dioxide with Terminal Epoxides to Form Cyclic Carbonates

Shen, Yu-Mei,Duan, Wei-Liang,Shi, Min

, p. 337 - 340 (2003)

Phenol can efficiently catalyze the reactions of terminal epoxides with carbon dioxide in the presence of catalytic amounts of various organic bases such as 4-dimethylaminopyridine (DMAP), pyridine, 1,8-diazabicyclo[5.4.0]undec- 7-ene, and triethylamine t

Atomic zinc dispersed on graphene synthesized for active CO2 fixation to cyclic carbonates

Wang, Congwei,Song, Qingwen,Zhang, Kan,Liu, Ping,Wang, Junying,Wang, Jianmei,Zhang, Hengxuan,Wang, Junzhong

, p. 1299 - 1302 (2019)

CO2 fixation to cyclic carbonates is important but depends on the catalyst. Here, atomic zinc (1.62 at%) dispersed on graphene was synthesized as a high-performance heterocatalyst for the cycloaddition reaction of epoxides and CO2. H

Halogen-free fixation of carbon dioxide into cyclic carbonatesviabifunctional organocatalysts

Zhang, Feng,Bulut, Safak,Shen, Xiaojun,Dong, Minghua,Wang, Yanyan,Cheng, Xiaomeng,Liu, Huizhen,Han, Buxing

, p. 1147 - 1153 (2021)

Bifunctional organocatalysts bearing diamine and carboxylic acid groups were used for the preparation of cyclic carbonates by cycloaddition reactions of CO2and epoxides. Hydrogen-bonding interactions originating from carboxylic acids are of eno

Cycloaddition of COto epoxides catalyzed by N-heterocyclic carbene (NHC)-ZnBrsystem under mild conditions

Liu, Xiang,Cao, Changsheng,Li, Yunfei,Guan, Pei,Yang, Longguang,Shi, Yanhui

, p. 1343 - 1348 (2012)

A very simple and convenient method toward coupling of COwith epoxides catalyzed by NHC/ZnBrhas been developed. This catalytic system exhibits excellent activity and selectivity in the cycloaddition reactions of COto terminal epoxides. The reactions can e

Highly Active Ultrasmall Ni Nanoparticle Embedded Inside a Robust Metal-Organic Framework: Remarkably Improved Adsorption, Selectivity, and Solvent-Free Efficient Fixation of CO2

Singh, Manpreet,Solanki, Pratik,Patel, Parth,Mondal, Aniruddha,Neogi, Subhadip

, p. 8100 - 8110 (2019)

We report integrating additional functionality in an amine decorated, robust metal-organic framework (MOF) by encapsulating Ni nanoparticles (NPs). In-depth characterization of the postmodified structure confirms well-dispersed and ultrasmall NPs inside t

Correlation between the basicity of solid bases and their catalytic activity towards the synthesis of unsymmetrical organic carbonates

Veldurthy, Bhaskar,Clacens, Jean-Marc,Figueras, Francois

, p. 237 - 242 (2005)

The correlation between the basic properties of solid catalysts and the reaction rate of the selective synthesis of unsymmetrical organic carbonates via direct condensation of diethylcarbonate (DEC) and alcohols was investigated. A detailed kinetic study of the transesterification of 1-phenylethanol and DEC was made with catalysts with different basic strengths. The solids included fluorinated hydrotalcite, MgLa mixed oxides, CsF (pure or supported on α- and γ-aluminas), KF (pure or supported on α- and γ-aluminas), anatase, rutile, and zirconia. Basic properties were determined by the adsorption of CO2, measured by gravimetry coupled with mass spectrometry and by calorimetry. Both techniques show a higher basicity for MgLa mixed oxides. The rate of the reaction was roughly proportional to the number of strongly basic sites present on the catalyst, except for CsF/α-Al 2O3, which showed higher activity for several different substrates in spite of a lower number and strength of basic sites. This is attributed to the high nucleophilicity of the alcoholate formed as an intermediate. The addition of water to the reaction medium induces two effects: inhibition of the reaction and the promotion of etherification of the substrate by ethanol as a side reaction. The catalysts can be reused several times with a small loss of activity.

Bifunctional coordination polymers as efficient catalysts for carbon dioxide conversion

Arunachalam, Rajendran,Chinnaraja, Eswaran,Valkonen, Arto,Rissanen, Kari,Subramanian, Palani S.

, (2019)

The multidentate ligand H2L upon complexation with Zn (II) and Cd (II) provide a one-dimensional polymeric networks. These coordination polymers (CPs) CP-1 and CP-2 containing Zn (II) and Cd (II) metals respectively are well characterized. The

Hydrogen bonding-inspired organocatalysts for CO2 fixation with epoxides to cyclic carbonates

Liu, Xiao-Fang,Song, Qing-Wen,Zhang, Shuai,He, Liang-Nian

, p. 69 - 74 (2016)

Carboxyl-containing organocatalysts, e.g. EDTA (ethylenediaminetetraacetic acid) in combination with nucleophilic halide such as nBu4NBr were demonstrated to be efficient catalyst systems for the synthesis of cyclic carbonates from CO2/su

[Zinc(II)(Pyridine-Containing Ligand)] Complexes as Single-Component Efficient Catalyst for Chemical Fixation of CO2 with Epoxides

Abbiati, Giorgio,Caselli, Alessandro,Cavalleri, Matteo,Panza, Nicola,Rizzato, Silvia,Tseberlidis, Giorgio,di Biase, Armando

, p. 2764 - 2771 (2021)

The reaction between epoxides and CO2 to yield cyclic carbonates is efficiently promoted under solvent-free and relatively mild reaction conditions (0.5 mol % catalyst loading, 0.8 MPa, 125 °C) by zinc(II) complexes of pyridine containing macrocyclic ligands (Pc?L pyridinophanes). The zinc complexes have been fully characterized, including X-ray structural determination. The [Zn(II)X(Pc?L)]X complexes showed good solubility in several polar solvents, including cyclic carbonates. The scope of the reaction under solvent-free conditions has been studied and good to quantitative conversions with excellent selectivities have been obtained, starting from terminal epoxides. When solvent-free conditions were not possible (solid epoxides or low solubility of the catalyst in the oxirane) the use of cyclic carbonates as solvents has been successfully investigated. The remarkable stability of the catalytic system has been demonstrated by a series of consecutive runs.

Potassium Ions Induced Framework Interpenetration for Enhancing the Stability of Uranium-Based Porphyrin MOF with Visible-Light-Driven Photocatalytic Activity

Huang, Zhi-Wei,Hu, Kong-Qiu,Mei, Lei,Wang, Cong-Zhi,Chen, Yan-Mei,Wu, Wang-Suo,Chai, Zhi-Fang,Shi, Wei-Qun

, p. 651 - 659 (2021)

The stability of many MOFs is not satisfactory, which severely limits the exploration of their potential applications. Given this, we have proposed a strategy to improve the stability of MOFs by introducing alkali metal K+ capable of coordinating with met

Fabrication of metal-organic framework and infinite coordination polymer nanosheets by the spray technique

Li, Yu-Nong,Wang, Sha,Zhou, Yuan,Bai, Xiao-Jue,Song, Guo-Shuai,Zhao, Xue-Ying,Wang, Tie-Qiang,Qi, Xuan,Zhang, Xue-Min,Fu, Yu

, p. 1060 - 1065 (2017)

We have developed a rapid and convenient method for fabricating metal-organic framework (MOF) and infinite coordination polymer (ICP) nanosheets by spraying the atomized solution of metal ions onto the organic ligand solution. Nanosheet formation could be attributed to the anisotropic diffusion of metal ions in the ligand solution, which may give rise to a lateral interface of metal ions and organic ligands, where the crystals tend to grow laterally in the form of nanosheets. Three kinds of Zn- and Cu-based MOF nanosheets and two kinds of Co-based ICP nanosheets have been successfully obtained by spraying under mild conditions. The two-dimensional structures of nanosheets with a nanometer thickness and a homogeneous size can be evidenced by scanning electron microscopy, atomic force microscopy, X-ray diffraction, Brunauer-Emmett-Teller, and Fourier transform infrared spectroscopy measurements. Furthermore, the fabricated ICP nanosheets have exhibited efficient catalytic performance for the conversion of CO2 to high-value-added chemicals. This spray technique simplifies the nanosheet production process by industrialized means and enhances its controllability by the fast liquid-liquid interfacial fabrication, thus allowing access to the industrialized fabrication of MOF and ICP nanosheets. (Figure Presented).

Synthesis of cyclic carbonate from carbon dioxide and epoxides with polystyrene-supported quaternized ammonium salt catalysts

Lee, Sun-Do,Kim, Bo-Mi,Kim, Dong-Woo,Kim, Moon-Il,Roshan, Kuruppathparambil Roshith,Kim, Min-Kyung,Won, Yong-Son,Park, Dae-Won

, p. 69 - 76 (2014)

Polystyrene-supported quaternized ammonium salt catalysts (PS-alkyl-AX) were synthesized and characterized by various physicochemical analytic methods such as EA, FT-IR, XPS, and SEM. The reactivity of the catalysts was investigated for the synthesis of a

Synthesis of Cross-linked Ionic Poly(styrenes) and their Application as Catalysts for the Synthesis of Carbonates from CO2 and Epoxides

Bobbink, Felix D.,Van Muyden, Antoine P.,Gopakumar, Aswin,Fei, Zhaofu,Dyson, Paul J.

, p. 144 - 151 (2017)

A series of dicationic styrene-functionalized imidazolium-based salts, in which the two imidazolium rings are bridged by a functionalized spacer, are prepared. The salts are polymerized to afford cross-linked imidazolium-based ionic polystyrene materials,

Broadening the Scope of Steroidal Scaffolds: The Umpolung of a Bis-Primary Amine Precatalyst for the Insertion of CO2into Epoxides

Concellón, Carmen,Del Amo, Vicente,Fanjul-Mosteirín, Noé,Martín, Judith,Valdés, Carlos

, p. 6988 - 6992 (2020)

A cholic acid-based bis-primary amine is capable of promoting the insertion of CO2 into epoxides with the cooperative aid of an iodide anion. This framework is transformed in situ into a bis-carbamic acid. The latter is the active catalytic species, opera

Polymer grafted with asymmetrical dication ionic liquid as efficient and reusable catalysts for the synthesis of cyclic carbonates from CO2 and expoxides

Dai, Wei-Li,Bi, Jin,Luo, Sheng-Lian,Luo, Xu-Biao,Tu, Xin-Man,Au, Chak-Tong

, p. 92 - 99 (2014)

Polymer grafted with asymmetrical dication ionic liquid (IL) based on imidazolium and phosphonium ([P-Im-C4H8Ph 3P]Br2) was fabricated, and for the first time evaluated as catalyst for the synthesis of cyclic ca

G-C3N4 and tetrabutylammonium bromide catalyzed efficient conversion of epoxide to cyclic carbonate under ambient conditions

Biswas, Tanmoy,Mahalingam, Venkataramanan

, p. 14839 - 14842 (2017)

A g-C3N4 and n-Bu4N+Br- combination is used for the first time for the conversion of epoxides to cyclic carbonates under CO2 filled balloon conditions. This combination was found to be very

Ambient chemical fixation of CO2 using a highly efficient heterometallic helicate catalyst system

Wang, Li,Xu, Cong,Han, Qingxin,Tang, Xiaoliang,Zhou, Panpan,Zhang, Ruilian,Gao, Guoshu,Xu, Benhua,Qin, Wenwu,Liu, Weisheng

, p. 2212 - 2215 (2018)

Two novel heptanuclear 3d-4f helicates have been synthesized and characterized. The helicates act as catalysts and show high catalytic activity for the coupling of CO2 and epoxides to obtain cyclic carbonates with a wide substrate scope at ambient temperature and pressure.

A polyhedral oligomeric silsesquioxane-based catalyst for the efficient synthesis of cyclic carbonates

Bivona, Lucia A.,Fichera, Ornella,Fusaro, Luca,Giacalone, Francesco,Buaki-Sogo, Mireia,Gruttadauria, Michelangelo,Aprile, Carmela

, p. 5000 - 5007 (2015)

Polyhedral oligomeric silsesquioxane functionalized with imidazolium chloride peripheries (POSS-Imi) was successfully synthesized through a novel synthesis protocol. The solid was extensively characterized via1H NMR, 13C NMR and IR spectroscopy as well as combustion chemical analysis, mass spectrometry and transmission electron microscopy. Moreover, an in-depth investigation through 29Si NMR was performed. POSS-Imi was used for the first time as a catalyst for the conversion of CO2 and epoxides into cyclic carbonates with excellent results in terms of both yield and selectivity. The catalyst displayed improved catalytic performance with respect to unsupported 1-butyl-3-methylimidazolium chloride. The enhanced activity was ascribed to the proximity effect generated by the increased local concentration of imidazolium species surrounding the inorganic silsesquioxane core.

Metalated-bipyridine-based porous hybrid polymers with POSS-derived Si-OH groups for synergistic catalytic CO2fixation

Zhang, Yadong,Luo, Niu,Xu, Jingyu,Liu, Ke,Zhang, Shengqi,Xu, Qinglin,Huang, Rui,Long, Zhouyang,Tong, Minman,Chen, Guojian

, p. 11300 - 11309 (2020)

Herein, we construct a new series of N-heterocyclic ligand bipyridine-based porous hybrid polymers (denoted Bpy-PHPs) from the Heck reaction of a rigid building unit octavinylsilsesquioxane (VPOSS) and 5,5′-dibromo-2,2′-bipyridine. Surprisingly, the typical sample Bpy-PHP-4 was found to be a metal-/halogen-free heterogeneous catalyst in the cycloaddition reaction of CO2 with a few epoxides under atmospheric pressure. After coordination with ZnBr2, the resultant ZnBr2@Bpy-PHP-4 afforded largely enhanced heterogeneous catalytic activities upon the conversion of carbon dioxide (CO2) and various epoxides into cyclic carbonates without using any co-catalysts under mild conditions. The moderate catalytic activities of Bpy-PHP-4 may be due to the presence of hydrogen bond donors (HBDs), i.e., polyhedral oligomeric silsesquioxane (POSS)-derived Si-OH groups and N active sites from Bpy linkers. In comparison, the high catalytic efficiency of ZnBr2@Bpy-PHP-4 should be attributed to the synergistic catalysis of Si-OH groups, N active atoms, and Bpy-coordinated ZnBr2. Moreover, the catalyst ZnBr2@Bpy-PHP-4 can be easily recovered and reused ten times without any significant loss of catalytic activities. This work affords an efficient metal-based porous hybrid polymer heterogeneous catalyst for the cycloaddition reaction of CO2 and epoxides under mild and co-catalyst-free conditions.

Amino acid/KI as multi-functional synergistic catalysts for cyclic carbonate synthesis from CO2 under mild reaction conditions: A DFT corroborated study

Roshan, Kuruppathparambil Roshith,Kathalikkattil, Amal Cherian,Tharun, Jose,Kim, Dong Woo,Won, Yong Sun,Park, Dae Won

, p. 2023 - 2031 (2014)

Naturally occurring amino acids were identified as efficient co-catalysts for the alkali metal halide-mediated synthesis of cyclic carbonates from carbon dioxide and epoxides under mild, solvent free reaction conditions. The binary system of histidine/pot

Mg-porphyrin complex doped divinylbenzene based porous organic polymers (POPs) as highly efficient heterogeneous catalysts for the conversion of CO2 to cyclic carbonates

Wang, Wenlong,Li, Cunyao,Jin, Jutao,Yan, Li,Ding, Yunjie

, p. 13135 - 13141 (2018)

A series of Mg-porphyrin complex doped divinylbenzene (DVB) based porous organic polymers (POPs) were systematically afforded through the method of free radical polymerization under solvothermal conditions. These POP catalysts have physical advantages of

Cycloaddition of styrene oxide and CO2 mediated by pyrolysis of urea

Tharun, Jose,Kim, Dong Woo,Roshan, Roshith,Kathalikkattil, Amal Cherian,Selvaraj, Manickam,Park, Dae-Won

, p. 14290 - 14293 (2013)

This paper reports the effectiveness of carrying out the cycloaddition reaction of styrene oxide (SO) and CO2 without the use of any catalysts. A naturally abundant and cheap material, urea, was utilized in promoting the reaction by controlling the reaction conditions. The influence of reaction temperature, carbon dioxide (CO2) pressure, amount of urea, and the reaction time on the selectivity of styrene carbonate (SC) was investigated. The Royal Society of Chemistry 2013.

Nicotine-derived ammonium salts as highly efficient catalysts for chemical fixation of carbon dioxide into cyclic carbonates under solvent-free conditions

Hajipour, Abdol R.,Heidari, Yasaman,Kozehgary, Gholamreza

, p. 61179 - 61183 (2015)

A series of easily prepared nicotine-derived ammonium salts were applied for the first time as recyclable and efficient catalysts for the coupling of carbon dioxide and epoxides to form cyclic carbonates at low pressure without using additional organic so

Cross-linked, porous imidazolium-based poly(ionic liquid)s for CO2capture and utilisation

Al-Maythalony, Bassem A.,Al-Qaisi, Feda'a M.,Assaf, Khaleel I.,Eftaiha, Ala'a F.,Hasan, Areej K.,Melhem, Maryam E.,Qaroush, Abdussalam K.,Usman, Muhammad

supporting information, p. 16452 - 16460 (2021/09/28)

CO2is the most influential greenhouse gas with drastic effects all over the world. Meanwhile, global warming is considered a hot topic to different groups of scientists dealing with the global warming phenomenon. As an alternative to the typically-used scrubbing agent that is heavily used in post-combustion capture technology, namely, monoethanolamine, with its well-known drawbacks, the ionic liquids (ILs) and their corresponding polymers,viz., poly(ionic liquid)s (PILs) have been exploited. In this study, we constructed new imidazolium-based PILs with high surface area fabricated from a 3-(3-(phthalimide)propyl)-1-vinylimidazolium bromide IL-precursor withN-allylphthalimide building blocks, in the presence of divinylbenzene serving as a cross-linker, through a free-radical polymerisation process, and provide their ability for the dual purposes of CO2capture and utilisation. In this context, the chemical structure of the monomers was fully characterised using elemental analysis, nuclear magnetic resonance and attenuated total reflectance-infrared spectroscopy. The polymeric materials were further examined by thermogravimetric analysis, the Brunauer-Emmett-Teller model and scanning electron microscopy. The sorption characteristics of the amine functionalised PILs were measured volumetrically with CO2uptake values up to 0.59 mmol CO2per g sorbent under RTP conditions (25 °C and 1 bar). For CO2utilisation purposes, the molar ratio of the ionic residues within the polymeric scaffold was increased ranging from one- and two- up to four-fold (×1, ×2, ×4), respectively. Remarkably, the polymeric materials showed excellent catalytic activity for the cycloaddition of CO2with epoxides to synthesise cyclic carbonates with almost quantitative conversion at 10 bar CO2and 110 °C.

Synthesis and a Catalytic Study of Diastereomeric Cationic Chiral-at-Cobalt Complexes Based on (R, R)-1,2-Diphenylethylenediamine

Emelyanov, Mikhail A.,Stoletova, Nadezhda V.,Smol'Yakov, Alexander F.,Il'In, Mikhail M.,Maleev, Victor I.,Larionov, Vladimir A.

, p. 13960 - 13967 (2021/09/11)

Here we report the first synthesis of two diastereomeric cationic octahedral Co(III) complexes based on commercially available (R,R)-1,2-diphenylethylenediamine and salicylaldehyde. Both diastereoisomers with opposite chiralities at the metal center (Λ and Δconfigurations) were prepared. The new Co(III) complexes possessed both acidic hydrogen-bond donating (HBD) NH moieties and nucleophilic counteranions and operate as bifunctional chiral catalysts for the challenging kinetic resolution of terminal and disubstituted epoxides by the reaction with CO2 under mild conditions. The highest selectivity factor (s) of 2.8 for the trans-chalcone epoxide was achieved at low catalyst loading (2 mol %) in chlorobenzene, which is the best achieved result currently for this type of substrate.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 4427-92-3