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542-52-9

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542-52-9 Usage

Chemical Properties

liquid

Uses

Dibutyl Carbonate is a potential fuel substitute due to the observed decrease in CO2 emissions. Also used in CO2 catalytic activation.

Preparation

A 160 mL Parr autoclave was charged with butanol 982 (2.22 g, 0.03 mol), N-cyclohexyl-N',N',N'',N''-tetramethylguanidine (CyTMG; 6.9 g, 0.035 mol), and acetonitrile (30 mL). The autoclave was attached to a pressure head, and 160 psig CO2 was introduced with stirring at room temperature. An exothermic reaction ensued, leading to an increase in temperature to ca. 40℃. In a Fischer–Porter bottle was placed a solution of 1-chlorobutane (8.33 g, 0.09 mol) in acetonitrile (10 mL). This bottle was attached to a pressure head, and 80 psig CO2 was introduced above the solution. After 1 h, the solution of 1-chlorobutane was added in one portion under 80 psig CO2 to the pre-formed carbonate anion solution generated in the autoclave. After the addition, the pressure was increased to 160 psig with CO2, and the reaction mixture was warmed to 85 ℃ for 16 h. Thereafter, the reaction mixture was allowed to cool to room temperature, and then the pressure was released. An aliquot was removed, diluted with diethyl ether, and CyTMGH+Cl- was filtered off; by GC analysis using biphenyl as an internal standard, the yield of dibutyl carbonate was calculated as 73%; oil.

Flammability and Explosibility

Notclassified

Check Digit Verification of cas no

The CAS Registry Mumber 542-52-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,4 and 2 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 542-52:
(5*5)+(4*4)+(3*2)+(2*5)+(1*2)=59
59 % 10 = 9
So 542-52-9 is a valid CAS Registry Number.
InChI:InChI=1/C9H18O3/c1-3-5-7-11-9(10)12-8-6-4-2/h3-8H2,1-2H3

542-52-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name DIBUTYL CARBONATE

1.2 Other means of identification

Product number -
Other names carbonic acid dibutyl ester

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
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:542-52-9 SDS

542-52-9Synthetic route

carbon dioxide
124-38-9

carbon dioxide

butan-1-ol
71-36-3

butan-1-ol

Dibutyl carbonate
542-52-9

Dibutyl carbonate

Conditions
ConditionsYield
1,1,3,3-tetra-n-butyl-1,3-di(n-butyloxy)-distanoxane; di-n-butyl-di(n-butyloxy)tin at 120℃; for 4h; Industry scale; Autoclave;99%
Stage #1: butan-1-ol; 1,1,3,3-tetra-n-butyl-1,3-di(n-butyloxy)-distanoxane; di-n-butyl-di(n-butyloxy)tin In water at 160℃; under 1125.11 Torr; Industry scale;
Stage #2: carbon dioxide; 1,1,3,3-tetra-n-butyl-1,3-di(n-butyloxy)-distanoxane; di-n-butyl-di(n-butyloxy)tin In water at 120℃; under 30003 Torr; for 600h; Autoclave; Industry scale;
99%
With 2-Cyanopyridine; cerium(IV) oxide at 119.84℃; under 37503.8 Torr; for 24h; Autoclave;87%
carbon dioxide
124-38-9

carbon dioxide

di-n-butyl-di(n-butyloxy)tin
3349-36-8

di-n-butyl-di(n-butyloxy)tin

Dibutyl carbonate
542-52-9

Dibutyl carbonate

Conditions
ConditionsYield
at 120℃; for 4h; Autoclave;99%
at 180℃; under 90009 Torr; for 1h; Autoclave;55.2%
at 120℃; for 4h; Autoclave; Industry scale;
1,1,3,3-tetra-n-butyl-1,3-di(n-butyloxy)-distanoxane at 120℃; under 30003 Torr; for 4h; Industry scale; Autoclave;
In neat (no solvent) at 180℃; under 90009 Torr; for 1h; Pressure;62 %Chromat.
tetrabutoxytitanium

tetrabutoxytitanium

1,2-propylene cyclic carbonate
108-32-7

1,2-propylene cyclic carbonate

A

Dibutyl carbonate
542-52-9

Dibutyl carbonate

B

C11H24O4Ti
1482505-53-2

C11H24O4Ti

Conditions
ConditionsYield
Heating;A 96%
B n/a
tetrabutoxytitanium

tetrabutoxytitanium

1,2-propylene cyclic carbonate
108-32-7

1,2-propylene cyclic carbonate

Dibutyl carbonate
542-52-9

Dibutyl carbonate

Conditions
ConditionsYield
Heating;96%
urea
57-13-6

urea

butan-1-ol
71-36-3

butan-1-ol

Dibutyl carbonate
542-52-9

Dibutyl carbonate

Conditions
ConditionsYield
With nickel diacetate; triphenylphosphine at 110 - 170℃; for 20h;95%
With zinc(II) oxide at 223.84℃; for 7h; Catalytic behavior; Reagent/catalyst; Temperature; Autoclave;36.2 %Chromat.
1,3-benzodioxol-2-one
2171-74-6

1,3-benzodioxol-2-one

butan-1-ol
71-36-3

butan-1-ol

A

Dibutyl carbonate
542-52-9

Dibutyl carbonate

B

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With sodium methylate In neat (no solvent) at 60℃; for 1h; Catalytic behavior; Temperature; Reagent/catalyst; Inert atmosphere;A 58%
B 90%
With sodium methylate at 60℃; for 1h; Reagent/catalyst; Temperature; Inert atmosphere;A 71 %Chromat.
B n/a
sulfolane
126-33-0

sulfolane

butan-1-ol
71-36-3

butan-1-ol

Dibutyl carbonate
542-52-9

Dibutyl carbonate

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 190℃; under 1125.11 Torr; for 70h; Temperature; Pressure; Solvent;89.4%
urea
57-13-6

urea

butan-1-ol
71-36-3

butan-1-ol

A

butyl carbamate
592-35-8

butyl carbamate

B

Dibutyl carbonate
542-52-9

Dibutyl carbonate

Conditions
ConditionsYield
With MgZn1.7Al hydrotalcite calcined at 450°C at 230℃; under 15001.5 Torr; for 4h; Catalytic behavior; Autoclave;A 9%
B 85%
With MgZn1.7Al hydrotalcite calcined at 450°C at 200℃; under 15001.5 Torr; for 4h; Catalytic behavior; Time; Autoclave;A 63%
B 22%
calcined Yb(NO3)3.6H2O at 180℃; under 6460.43 Torr; for 6h; Inert atmosphere; Autoclave;A 12.8%
B 43.1%
With di(n-butyl)tin oxide In diphenylether at 170 - 200℃; for 8h;
tert-butyl 3-bromodiazirine-3-carboxylate
1351865-61-6

tert-butyl 3-bromodiazirine-3-carboxylate

sodium butanolate
2372-45-4

sodium butanolate

A

di-n-butyloxymethane
2568-90-3

di-n-butyloxymethane

B

Dibutyl carbonate
542-52-9

Dibutyl carbonate

Conditions
ConditionsYield
In N,N-dimethyl-formamide; butan-1-ol at 0 - 20℃; for 0.333333h;A 31%
B 82%
sodium butanolate
2372-45-4

sodium butanolate

butyl 3-bromo-3H-diazirine-3-carboxylate
792950-89-1

butyl 3-bromo-3H-diazirine-3-carboxylate

A

di-n-butyloxymethane
2568-90-3

di-n-butyloxymethane

B

Dibutyl carbonate
542-52-9

Dibutyl carbonate

Conditions
ConditionsYield
In N,N-dimethyl-formamide; butan-1-ol at 0 - 20℃; for 0.333333h;A 35%
B 75%
carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

butan-1-ol
71-36-3

butan-1-ol

Dibutyl carbonate
542-52-9

Dibutyl carbonate

Conditions
ConditionsYield
With tetraethylammonium L-prolinate at 110℃; for 4h; Reagent/catalyst; Temperature; Time;72%
With C5H8NO2(1-)*C8H20N(1+) at 110℃; for 4h; Kinetics; Reagent/catalyst; Temperature; Time;
With Ru2O/SrO/HgO/SiO2(K2O/MgO/ZnO/SiO2) catalyst at 130 - 140℃; under 1125.11 - 1500.15 Torr; Temperature; Reagent/catalyst; Pressure; Inert atmosphere; Green chemistry;
O,O-dibutyl (tributoxymethyl)phosphonate

O,O-dibutyl (tributoxymethyl)phosphonate

A

tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

B

Dibutyl carbonate
542-52-9

Dibutyl carbonate

Conditions
ConditionsYield
With boron trifluoride diethyl etherate under 8 Torr; Heating;A 71%
B n/a
n-Butyl nitrite
544-16-1

n-Butyl nitrite

carbon monoxide
201230-82-2

carbon monoxide

Dibutyl carbonate
542-52-9

Dibutyl carbonate

Conditions
ConditionsYield
With auphen; potassium iodide In butan-1-ol at 80℃; under 22502.3 Torr; for 5h; Autoclave;70.3%
1-bromo-butane
109-65-9

1-bromo-butane

carbon dioxide
124-38-9

carbon dioxide

butan-1-ol
71-36-3

butan-1-ol

Dibutyl carbonate
542-52-9

Dibutyl carbonate

Conditions
ConditionsYield
With tetra-(n-butyl)ammonium iodide; potassium carbonate In N,N-dimethyl-formamide at 60℃;70%
With N,N,N',N'-tetramethylguanidine In neat liquid at 60℃; for 6h; Mechanism; Reagent/catalyst; Temperature;
Tributyl orthoformate
588-43-2

Tributyl orthoformate

Dibutyl carbonate
542-52-9

Dibutyl carbonate

Conditions
ConditionsYield
With mercury(II) diacetate at 210℃; for 2h;68%
zirconium (IV) butoxide

zirconium (IV) butoxide

carbon dioxide
124-38-9

carbon dioxide

Dibutyl carbonate
542-52-9

Dibutyl carbonate

Conditions
ConditionsYield
In neat (no solvent) at 180℃; under 90009 Torr; for 1h; Pressure;67%
allophanic acid butyl ester
3147-85-1

allophanic acid butyl ester

butan-1-ol
71-36-3

butan-1-ol

Dibutyl carbonate
542-52-9

Dibutyl carbonate

Conditions
ConditionsYield
di(n-butyl)tin oxide In diphenylether at 130 - 210℃; for 4h;66.7%
di(n-butyl)tin oxide In diphenylether at 5 - 235℃; for 4h; Heating / reflux;66.7%
With urea62.2%
1,2-propylene cyclic carbonate
108-32-7

1,2-propylene cyclic carbonate

zirconium (IV) butoxide

zirconium (IV) butoxide

Dibutyl carbonate
542-52-9

Dibutyl carbonate

Conditions
ConditionsYield
In hexane Heating;64%
allophanic acid butyl ester
3147-85-1

allophanic acid butyl ester

urea
57-13-6

urea

butan-1-ol
71-36-3

butan-1-ol

Dibutyl carbonate
542-52-9

Dibutyl carbonate

Conditions
ConditionsYield
62.2%
1,2-propylene cyclic carbonate
108-32-7

1,2-propylene cyclic carbonate

tin(IV) n-butoxide

tin(IV) n-butoxide

Dibutyl carbonate
542-52-9

Dibutyl carbonate

Conditions
ConditionsYield
In hexane Heating;60%
tert-butyl 3-bromodiazirine-3-carboxylate
1351865-61-6

tert-butyl 3-bromodiazirine-3-carboxylate

sodium butanolate
2372-45-4

sodium butanolate

A

butyl 1,1-dimethylethyl carbonate

butyl 1,1-dimethylethyl carbonate

B

Dibutyl carbonate
542-52-9

Dibutyl carbonate

Conditions
ConditionsYield
In N,N-dimethyl-formamide at -15℃;A 27%
B 52%
1-bromo-butane
109-65-9

1-bromo-butane

potassium carbonate
584-08-7

potassium carbonate

Dibutyl carbonate
542-52-9

Dibutyl carbonate

Conditions
ConditionsYield
bis(tri-n-butyltin)oxide In N,N-dimethyl-formamide at 100℃; for 10h;51%
1-iodo-butane
542-69-8

1-iodo-butane

carbon dioxide
124-38-9

carbon dioxide

butan-1-ol
71-36-3

butan-1-ol

Dibutyl carbonate
542-52-9

Dibutyl carbonate

Conditions
ConditionsYield
Stage #1: carbon dioxide With 1-butyl-3-methyl-1H-imidazol-3-iumhydrogencarbonate at 25℃; under 760.051 Torr; for 6h;
Stage #2: 1-iodo-butane; butan-1-ol at 25℃; under 760.051 Torr; for 12h;
44.3%
carbon monoxide
201230-82-2

carbon monoxide

sodium butanolate
2372-45-4

sodium butanolate

A

Dibutyl carbonate
542-52-9

Dibutyl carbonate

B

di-n-butyl oxalate
2050-60-4

di-n-butyl oxalate

Conditions
ConditionsYield
With [nickel(II)(pyridine)4(chloride)2] In tetrahydrofuran under 30002.4 Torr; for 20h; Ambient temperature;A 11%
B 41%
With dibromo(N,N,N',N'-tetramethylethane-1,2-diamine)nickel(II) In tetrahydrofuran under 30002.4 Torr; for 20h; Ambient temperature;A 35%
B 12%
n-C4H9ONa

n-C4H9ONa

[nickel(II)(pyridine)4(chloride)2]
14076-99-4, 20154-73-8, 36829-43-3

[nickel(II)(pyridine)4(chloride)2]

A

Dibutyl carbonate
542-52-9

Dibutyl carbonate

B

di-n-butyl oxalate
2050-60-4

di-n-butyl oxalate

C

tetracarbonyl nickel
13463-39-3, 71564-36-8

tetracarbonyl nickel

Conditions
ConditionsYield
With carbon monoxide In tetrahydrofuran byproducts: NaCl; addn. of n-C4H9ONa to suspn. of Ni compd., CO (40 bar), room temp., 20h, hydrolysis with H2SO4, sepn. of organic phase, dried; yield of organic products detected by chromy.;A 11%
B 41%
C n/a
With carbon monoxide In tetrahydrofuran byproducts: NaCl; addn. of n-C4H9ONa to suspn. of Ni compd., CO (40 bar), 75°C, 20h, hydrolysis with H2SO4, sepn. of organic phase, dried; yield of organic products detected by chromy.;A 22%
B 28%
C n/a
tetrabutoxytitanium

tetrabutoxytitanium

carbon dioxide
124-38-9

carbon dioxide

Dibutyl carbonate
542-52-9

Dibutyl carbonate

Conditions
ConditionsYield
at 180℃; under 90009 Torr; for 1h; Autoclave;39.5%
In neat (no solvent) at 180℃; under 90009 Torr; for 1h; Pressure;42 %Chromat.
bis(triphenylphosphine)nickel(II) diiodide
787624-20-8, 14057-03-5

bis(triphenylphosphine)nickel(II) diiodide

n-C4H9ONa

n-C4H9ONa

A

Dibutyl carbonate
542-52-9

Dibutyl carbonate

B

di-n-butyl oxalate
2050-60-4

di-n-butyl oxalate

C

tetracarbonyl nickel
13463-39-3, 71564-36-8

tetracarbonyl nickel

Conditions
ConditionsYield
With carbon monoxide In tetrahydrofuran byproducts: NaI; addn. of n-C4H9ONa to suspn. of Ni compd., CO (40 bar), room temp., 20h, hydrolysis with H2SO4, sepn. of organic phase, dried; yield of organic products detected by chromy.;A 9%
B 38%
C n/a
n-C4H9ONa

n-C4H9ONa

dibromo(N,N,N',N'-tetramethylethane-1,2-diamine)nickel(II)
14878-48-9

dibromo(N,N,N',N'-tetramethylethane-1,2-diamine)nickel(II)

A

Dibutyl carbonate
542-52-9

Dibutyl carbonate

B

di-n-butyl oxalate
2050-60-4

di-n-butyl oxalate

C

tetracarbonyl nickel
13463-39-3, 71564-36-8

tetracarbonyl nickel

Conditions
ConditionsYield
With carbon monoxide In tetrahydrofuran byproducts: NaI; addn. of n-C4H9ONa to suspn. of Ni compd., CO (40 bar), room temp., 20h, hydrolysis with H2SO4, sepn. of organic phase, dried; yield of organic products detected by chromy.;A 35%
B 12%
C n/a
nickel(II) iodide

nickel(II) iodide

n-C4H9ONa

n-C4H9ONa

A

Dibutyl carbonate
542-52-9

Dibutyl carbonate

B

tetracarbonyl nickel
13463-39-3, 71564-36-8

tetracarbonyl nickel

Conditions
ConditionsYield
With carbon monoxide In tetrahydrofuran byproducts: NaI; addn. of n-C4H9ONa to suspn. of Ni compd., CO (40 bar), room temp., 20h, hydrolysis with H2SO4, sepn. of organic phase, dried; yield of organic product detected by chromy.;A 31%
B n/a
Dibutyl carbonate
542-52-9

Dibutyl carbonate

4-methylbenzene-1,3-diamine
95-80-7

4-methylbenzene-1,3-diamine

1-methyl-2,4-bis-(butoxycarbonylamino)-benzene
7469-49-0

1-methyl-2,4-bis-(butoxycarbonylamino)-benzene

Conditions
ConditionsYield
With sodium butanolate at 120℃; for 0.5h; Inert atmosphere;99%
formaldehyd
50-00-0

formaldehyd

Dibutyl carbonate
542-52-9

Dibutyl carbonate

methoxycarbonylmethylamine
616-34-2

methoxycarbonylmethylamine

N,N-bis(dibutoxyphosphinoylmethyl)glycine methyl ester
1487424-91-8

N,N-bis(dibutoxyphosphinoylmethyl)glycine methyl ester

Conditions
ConditionsYield
In neat (no solvent) at 100℃; for 1h; Kabachnik-Fields Reaction; Microwave irradiation;93%
formaldehyd
50-00-0

formaldehyd

Dibutyl carbonate
542-52-9

Dibutyl carbonate

GlyOEt*HCl
459-73-4

GlyOEt*HCl

N,N-bis(dibutoxyphosphinoylmethyl)glycine ethyl ester
1487424-92-9

N,N-bis(dibutoxyphosphinoylmethyl)glycine ethyl ester

Conditions
ConditionsYield
In neat (no solvent) at 100℃; for 1h; Kabachnik-Fields Reaction; Microwave irradiation;93%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Dibutyl carbonate
542-52-9

Dibutyl carbonate

1,6-bis-(n-butoxycarbonyl-amino)-hexane
3066-67-9

1,6-bis-(n-butoxycarbonyl-amino)-hexane

Conditions
ConditionsYield
In butan-1-ol Reflux; Large scale;92%
With sodium methylate In methanol at 80℃; Product distribution / selectivity; Inert atmosphere;
With sodium methylate In methanol at 80℃; Product distribution / selectivity;
2-methylimidazole
693-98-1

2-methylimidazole

Dibutyl carbonate
542-52-9

Dibutyl carbonate

1-butyl-2-methyl-1H-imidazole
13435-22-8

1-butyl-2-methyl-1H-imidazole

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N,N,N,N,N-hexamethylphosphoric triamide at 140℃; for 5h;90%
Dibutyl carbonate
542-52-9

Dibutyl carbonate

1,3-dibenzylurea
1466-67-7

1,3-dibenzylurea

n-butyl N-benzylcarbamate

n-butyl N-benzylcarbamate

Conditions
ConditionsYield
With silica gel-supported lanthanum(III) oxide at 150℃; for 12h; Autoclave; Inert atmosphere;87%
N,N'-Dimethylurea
96-31-1

N,N'-Dimethylurea

Dibutyl carbonate
542-52-9

Dibutyl carbonate

N-methyl-carbamic acid butyl ester
5461-30-3

N-methyl-carbamic acid butyl ester

Conditions
ConditionsYield
With 5percent K-silica gel at 150℃; for 8h;80%
5% K-silica gel at 150℃; for 8h; Conversion of starting material;
5% K-silica gel at 150℃; for 8h; Conversion of starting material;
Dibutyl carbonate
542-52-9

Dibutyl carbonate

1,3-Dicyclohexylurea
2387-23-7

1,3-Dicyclohexylurea

butyl N-cyclohexylcarbamate
17671-80-6

butyl N-cyclohexylcarbamate

Conditions
ConditionsYield
With silica gel-supported lanthanum(III) oxide at 150℃; for 6h; Autoclave; Inert atmosphere;80%
Dibutyl carbonate
542-52-9

Dibutyl carbonate

trimethyleneglycol
504-63-2

trimethyleneglycol

trimethylene carbonate
2453-03-4

trimethylene carbonate

Conditions
ConditionsYield
With sodium butanolate Reagent/catalyst;80%
Dibutyl carbonate
542-52-9

Dibutyl carbonate

bis(diphenyl)urea
102-07-8

bis(diphenyl)urea

N-phenyl-carbamic acid butyl ester
1538-74-5

N-phenyl-carbamic acid butyl ester

Conditions
ConditionsYield
With silica gel-supported lanthanum(III) oxide at 150℃; for 12h; Autoclave; Inert atmosphere;75%
1,6-Hexanediamine
124-09-4

1,6-Hexanediamine

Dibutyl carbonate
542-52-9

Dibutyl carbonate

A

1,6-bis-(n-butoxycarbonyl-amino)-hexane
3066-67-9

1,6-bis-(n-butoxycarbonyl-amino)-hexane

B

di(n-butyl)-6,6'-carbonylbis(azanediyl)bis(hexane-6,1-diyl) dicarbamate

di(n-butyl)-6,6'-carbonylbis(azanediyl)bis(hexane-6,1-diyl) dicarbamate

Conditions
ConditionsYield
In butan-1-ol Reflux; Large scale;A 74%
B 21%
Dibutyl carbonate
542-52-9

Dibutyl carbonate

bis(tri-n-butyltin)oxide
56-35-9

bis(tri-n-butyltin)oxide

tributyltin butoxide
3882-70-0

tributyltin butoxide

Conditions
ConditionsYield
heating for 1-1.5 h at 140°C;69%

542-52-9Relevant articles and documents

New Synthetic Approach to Polyfluorinated Carbonates

Ezhikova, M. A.,Kodess, M. I.,Pestov, A. V.,Semenova, A. M.,Zapevalov, A. Ya.

, (2020)

Abstract: Transesterification of commercial titanium(IV) alkoxides with2,2,3,3-tetrafluoropropan-1-ol, followed by in situ transesterification of mixedtitanium(IV) alkoxides thus formed with diphenyl carbonate, afforded alkyl2,2,3,3-tetrafluoropropyl carb

Microwave-Assisted Aminoalkylation of Phenols via Mustard Carbonate Analogues

Annatelli, Mattia,Aricò, Fabio,Castellano, Sabrina,Milite, Ciro,Trapasso, Giacomo,Viviano, Monica

supporting information, (2022/03/17)

microwave-assisted chlorine-free direct phenol substitution is presented, which is indicated as a key green chemistry research area for pharmaceuticals manufacturers. The reaction of -aminocarbonates (mustard carbonates) with several substituted phenols in the presence of a polar solvent (acetonitrile or butanol) led to the related aminoalkylated products via the anchimeric assistance of the nitrogen incorporated in the organic carbonate backbone. The aminoalkylation required short reaction time (7 min) and the related products were isolated in high yields (>90%) via quick liquid-liquid extraction or column chromatography depending on the solvent employed. Furthermore, microwave irradiation also promoted the one-pot aminoalkylation of phenol in excellent yield. In this approach a -aminoalcohol was reacted with phenol in the presence of diethyl carbonate, used for the in situ formation -aminocarbonate, key intermediate in the consequent anchimerically driven alkylation. The resulting product, namely N,N-dimethyl- 2-phenoxyethanamine, was isolated as pure in almost quantitative yield.

Synthesis of dimethyl carbonate from methanol and CO2under low pressure

Liu, Chun,Liu, Kai

, p. 35711 - 35717 (2021/12/04)

A mild and highly efficient approach has been developed for the direct synthesis of dimethyl carbonate (DMC) from methanol and CO2 under low initial pressure. The key to a successful transformation is the use of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), CH2Br2 and ionic liquid. Under the optimized reaction conditions, the yield of DMC was obtained up to 81% under 0.25 MPa. The direct synthesis of DMC can be carried out at balloon pressure using CH2Br2 and DBU. In this case, after the reaction, DBU was proved to be recyclable after having been treated with KOH in ethanol. In addition, a plausible mechanism for this synthetic reaction was proposed according to the experimental results.

Boosting the methanolysis of polycarbonate by the synergy between ultrasound irradiation and task specific ionic liquids

D'Anna, Francesca,Sbacchi, Maria,Infurna, Giulia,Dintcheva, Nadka Tz.,Marullo, Salvatore

supporting information, p. 9957 - 9967 (2021/12/24)

In an attempt to perform polycarbonate chemical recycling in a more sustainable way, we took into consideration the combined use of ultrasound irradiation and task specific ionic liquids. Towards this aim, the methanolysis of polycarbonate, into dimethylcarbonate and bisphenol A, was carried out in the presence of cholinium-based ionic liquids featuring anions derived from amino acids and other eco-friendly species. The target process was optimized in terms of both energy and material amounts as well as in terms of the nature of the catalysts used. The proposed protocol allowed high conversion and yields of bisphenol A to be obtained, under milder conditions compared to the ones so far reported in the literature, perfectly fulfilling green chemistry principles. The best performing catalyst can be reused without significant loss in performance and the methodology can be successfully applied to post-consumer polycarbonate samples. This journal is

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