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n-Butyl carbonate

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Name

n-Butyl carbonate

EINECS 208-816-0
CAS No. 542-52-9 Density 0.932 g/cm3
PSA 35.53000 LogP 2.73980
Solubility N/A Melting Point < 25 °C
Formula C9H18O3 Boiling Point 207.2 °C at 760 mmHg
Molecular Weight 174.24 Flash Point 76 °C
Transport Information N/A Appearance liquid
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 542-52-9 (DIBUTYL CARBONATE) Hazard Symbols N/A
Synonyms

Di-n-butylcarbonate;Dibutyl carbonate;NSC 8462;

Article Data 100

n-Butyl carbonate Synthetic route

124-38-9

carbon dioxide

71-36-3

butan-1-ol

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%
124-38-9

carbon dioxide

3349-36-8

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

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

108-32-7

1,2-propylene cyclic carbonate

A

542-52-9

Dibutyl carbonate

B

1482505-53-2

C11H24O4Ti

Conditions
ConditionsYield
Heating;A 96%
B n/a

tetrabutoxytitanium

108-32-7

1,2-propylene cyclic carbonate

542-52-9

Dibutyl carbonate

Conditions
ConditionsYield
Heating;96%
71-36-3

butan-1-ol

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.
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
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
126-33-0

sulfolane

71-36-3

butan-1-ol

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%
71-36-3

butan-1-ol

A

592-35-8

butyl carbamate

B

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;
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
ConditionsYield
In N,N-dimethyl-formamide; butan-1-ol at 0 - 20℃; for 0.333333h;A 31%
B 82%
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
ConditionsYield
In N,N-dimethyl-formamide; butan-1-ol at 0 - 20℃; for 0.333333h;A 35%
B 75%

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

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