n-Butyl carbonate supplier

Name
DIBUTYL CARBONATE
EINECS 208-816-0
CAS No. 542-52-9
Article Data100
CAS DataBase
Density 0.932 g/cm³
Solubility
Melting Point < 25 °C
Formula C₉H₁₈O₃
Boiling Point 207.2 °C at 760 mmHg
Molecular Weight 174.24
Flash Point 76 °C
Transport Information
Appearance liquid
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Di-n-butylcarbonate;Dibutyl carbonate;NSC 8462;
PSA 35.53000
LogP 2.73980

Synthetic route

: 124-38-9
carbon dioxide

: 71-36-3
butan-1-ol

: 542-52-9
Dibutyl carbonate

Conditions

Conditions	Yield
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%

: 124-38-9
carbon dioxide

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

: 542-52-9
Dibutyl carbonate

Conditions

Conditions	Yield
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

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

A: 542-52-9
Dibutyl carbonate

B: 1482505-53-2
C11H24O4Ti

Conditions

Conditions	Yield
Heating;	A 96% B n/a

...Expand

: tetrabutoxytitanium

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

: 542-52-9
Dibutyl carbonate

Conditions

Conditions	Yield
Heating;	96%

: 57-13-6
urea

: 71-36-3
butan-1-ol

: 542-52-9
Dibutyl carbonate

Conditions

Conditions	Yield
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.

: 2171-74-6
1,3-benzodioxol-2-one

: 71-36-3
butan-1-ol

A: 542-52-9
Dibutyl carbonate

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

Conditions

Conditions	Yield
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

...Expand

: 126-33-0
sulfolane

: 71-36-3
butan-1-ol

: 542-52-9
Dibutyl carbonate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 190℃; under 1125.11 Torr; for 70h; Temperature; Pressure; Solvent;	89.4%

: 57-13-6
urea

: 71-36-3
butan-1-ol

A: 592-35-8
butyl carbamate

B: 542-52-9
Dibutyl carbonate

Conditions

Conditions	Yield
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;

...Expand

: 1351865-61-6
tert-butyl 3-bromodiazirine-3-carboxylate

: 2372-45-4
sodium butanolate

A: 2568-90-3
di-n-butyloxymethane

B: 542-52-9
Dibutyl carbonate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide; butan-1-ol at 0 - 20℃; for 0.333333h;	A 31% B 82%

...Expand

: 2372-45-4
sodium butanolate

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

A: 2568-90-3
di-n-butyloxymethane

B: 542-52-9
Dibutyl carbonate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide; butan-1-ol at 0 - 20℃; for 0.333333h;	A 35% B 75%

...Expand

: 616-38-6
carbonic acid dimethyl ester

: 71-36-3
butan-1-ol

: 542-52-9
Dibutyl carbonate

Conditions

Conditions	Yield
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

A: 102-85-2
tri-n-butyl phosphite

B: 542-52-9
Dibutyl carbonate

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate under 8 Torr; Heating;	A 71% B n/a

: 544-16-1
n-Butyl nitrite

: 201230-82-2
carbon monoxide

: 542-52-9
Dibutyl carbonate

Conditions

Conditions	Yield
With auphen; potassium iodide In butan-1-ol at 80℃; under 22502.3 Torr; for 5h; Autoclave;	70.3%

: 109-65-9
1-bromo-butane

: 124-38-9
carbon dioxide

: 71-36-3
butan-1-ol

: 542-52-9
Dibutyl carbonate

Conditions

Conditions	Yield
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;

...Expand

: 588-43-2
Tributyl orthoformate

: 542-52-9
Dibutyl carbonate

Conditions

Conditions	Yield
With mercury(II) diacetate at 210℃; for 2h;	68%

: zirconium (IV) butoxide

: 124-38-9
carbon dioxide

: 542-52-9
Dibutyl carbonate

Conditions

Conditions	Yield
In neat (no solvent) at 180℃; under 90009 Torr; for 1h; Pressure;	67%

: 3147-85-1
allophanic acid butyl ester

: 71-36-3
butan-1-ol

: 542-52-9
Dibutyl carbonate

Conditions

Conditions	Yield
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 urea	62.2%

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

: zirconium (IV) butoxide

: 542-52-9
Dibutyl carbonate

Conditions

Conditions	Yield
In hexane Heating;	64%

: 3147-85-1
allophanic acid butyl ester

: 57-13-6
urea

: 71-36-3
butan-1-ol

: 542-52-9
Dibutyl carbonate

Conditions

Conditions	Yield
	62.2%

...Expand

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

: tin(IV) n-butoxide

: 542-52-9
Dibutyl carbonate

Conditions

Conditions	Yield
In hexane Heating;	60%

: 1351865-61-6
tert-butyl 3-bromodiazirine-3-carboxylate

: 2372-45-4
sodium butanolate

A: butyl 1,1-dimethylethyl carbonate

B: 542-52-9
Dibutyl carbonate

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at -15℃;	A 27% B 52%

...Expand

: 109-65-9
1-bromo-butane

: 584-08-7
potassium carbonate

: 542-52-9
Dibutyl carbonate

Conditions

Conditions	Yield
bis(tri-n-butyltin)oxide In N,N-dimethyl-formamide at 100℃; for 10h;	51%

: 542-69-8
1-iodo-butane

: 124-38-9
carbon dioxide

: 71-36-3
butan-1-ol

: 542-52-9
Dibutyl carbonate

Conditions

Conditions	Yield
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%

...Expand

: 201230-82-2
carbon monoxide

: 2372-45-4
sodium butanolate

A: 542-52-9
Dibutyl carbonate

B: 2050-60-4
di-n-butyl oxalate

Conditions

Conditions	Yield
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%

...Expand

: n-C4H9ONa

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

A: 542-52-9
Dibutyl carbonate

B: 2050-60-4
di-n-butyl oxalate

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

Conditions

Conditions	Yield
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

...Expand

: tetrabutoxytitanium

: 124-38-9
carbon dioxide

: 542-52-9
Dibutyl carbonate

Conditions

Conditions	Yield
at 180℃; under 90009 Torr; for 1h; Autoclave;	39.5%
In neat (no solvent) at 180℃; under 90009 Torr; for 1h; Pressure;	42 %Chromat.

: 787624-20-8, 14057-03-5
bis(triphenylphosphine)nickel(II) diiodide

: n-C4H9ONa

A: 542-52-9
Dibutyl carbonate

B: 2050-60-4
di-n-butyl oxalate

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

Conditions

Conditions	Yield
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

...Expand

: n-C4H9ONa

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

A: 542-52-9
Dibutyl carbonate

B: 2050-60-4
di-n-butyl oxalate

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

Conditions

Conditions	Yield
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

...Expand

: nickel(II) iodide

: n-C4H9ONa

A: 542-52-9
Dibutyl carbonate

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

Conditions

Conditions	Yield
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

...Expand

: 542-52-9
Dibutyl carbonate

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

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

Conditions

Conditions	Yield
With sodium butanolate at 120℃; for 0.5h; Inert atmosphere;	99%

: 50-00-0
formaldehyd

: 542-52-9
Dibutyl carbonate

: 616-34-2
methoxycarbonylmethylamine

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

Conditions

Conditions	Yield
In neat (no solvent) at 100℃; for 1h; Kabachnik-Fields Reaction; Microwave irradiation;	93%

...Expand

: 50-00-0
formaldehyd

: 542-52-9
Dibutyl carbonate

: 459-73-4
GlyOEt*HCl

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

Conditions

Conditions	Yield
In neat (no solvent) at 100℃; for 1h; Kabachnik-Fields Reaction; Microwave irradiation;	93%

...Expand

: 124-09-4
1,6-Hexanediamine

: 542-52-9
Dibutyl carbonate

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

Conditions

Conditions	Yield
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;

: 693-98-1
2-methylimidazole

: 542-52-9
Dibutyl carbonate

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

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N,N,N,N,N-hexamethylphosphoric triamide at 140℃; for 5h;	90%

: 542-52-9
Dibutyl carbonate

: 1466-67-7
1,3-dibenzylurea

: n-butyl N-benzylcarbamate

Conditions

Conditions	Yield
With silica gel-supported lanthanum(III) oxide at 150℃; for 12h; Autoclave; Inert atmosphere;	87%

: 96-31-1
N,N'-Dimethylurea

: 542-52-9
Dibutyl carbonate

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

Conditions

Conditions	Yield
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;

: 542-52-9
Dibutyl carbonate

: 2387-23-7
1,3-Dicyclohexylurea

: 17671-80-6
butyl N-cyclohexylcarbamate

Conditions

Conditions	Yield
With silica gel-supported lanthanum(III) oxide at 150℃; for 6h; Autoclave; Inert atmosphere;	80%

: 542-52-9
Dibutyl carbonate

: 504-63-2
trimethyleneglycol

: 2453-03-4
trimethylene carbonate

Conditions

Conditions	Yield
With sodium butanolate Reagent/catalyst;	80%

: 542-52-9
Dibutyl carbonate

: 102-07-8
bis(diphenyl)urea

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

Conditions

Conditions	Yield
With silica gel-supported lanthanum(III) oxide at 150℃; for 12h; Autoclave; Inert atmosphere;	75%

: 124-09-4
1,6-Hexanediamine

: 542-52-9
Dibutyl carbonate

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

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

Conditions

Conditions	Yield
In butan-1-ol Reflux; Large scale;	A 74% B 21%

...Expand

: 542-52-9
Dibutyl carbonate

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

: 3882-70-0
tributyltin butoxide

Conditions

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

n-Butyl carbonate Specification

The Carbonic acid, dibutyl ester, with the CAS registry number 542-52-9, is also known as Di-n-butylcarbonate. It belongs to the product category of Carbonates. Its EINECS number is 208-816-0. This chemical's molecular formula is C₉H₁₈O₃ and molecular weight is 174.24. What's more, its systematic name is dibutyl carbonate.

Physical properties of Carbonic acid, dibutyl ester are: (1)ACD/LogP: 3.34; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.34; (4)ACD/LogD (pH 7.4): 3.34; (5)ACD/BCF (pH 5.5): 201.79; (6)ACD/BCF (pH 7.4): 201.79; (7)ACD/KOC (pH 5.5): 1554.03; (8)ACD/KOC (pH 7.4): 1554.03; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 35.53 Å²; (13)Index of Refraction: 1.419; (14)Molar Refractivity: 47.26 cm³; (15)Molar Volume: 186.9 cm³; (16)Polarizability: 18.73×10^-24cm³; (17)Surface Tension: 29.2 dyne/cm; (18)Density: 0.932 g/cm³; (19)Flash Point: 76 °C; (20)Enthalpy of Vaporization: 44.34 kJ/mol; (21)Boiling Point: 207.2 °C at 760 mmHg; (22)Vapour Pressure: 0.228 mmHg at 25°C.

Preparation: this chemical can be prepared by 1-bromo-butane and Potassium carbonate at the temperature of 100 °C. This reaction will need solvent dimethylformamide and catalyst 5 mol percent hexabutyldistannoxane ((Bu₃Sn)₂O) with the reaction time of 10 hours. The yield is about 51%.

Carbonic acid, dibutyl ester can be prepared by 1-bromo-butane and Potassium carbonate at the temperature of 100 °C

Uses of Carbonic acid, dibutyl ester: it can be used to produce O-Butyl-N-methyl-carbamat at the temperature of 150 °C. It will need reagent 5 percent K-silica gel with the reaction time of 8 hours. The yield is about 80%.

Carbonic acid, dibutyl ester can be used to produce O-Butyl-N-methyl-carbamat at the temperature of 150 °C

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OCCCC)OCCCC
(2)Std. InChI: InChI=1S/C9H18O3/c1-3-5-7-11-9(10)12-8-6-4-2/h3-8H2,1-2H3
(3)Std. InChIKey: QLVWOKQMDLQXNN-UHFFFAOYSA-N

Product Name

DIBUTYL CARBONATE

Synthetic route

n-Butyl carbonate Specification

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