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Ethyl 3,4-bis(2-methoxyethoxy)benzoate
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Name

Ethyl 3,4-bis(2-methoxyethoxy)benzoate

 EINECS 605-991-9
CAS No. 183322-16-9 Density 1.102 g/cm3
PSA 63.22000 LogP 1.91370
Solubility N/A Melting Point 55-58 °C
Formula C15H22O6 Boiling Point 401.7 °C at 760 mmHg
Molecular Weight 298.336 Flash Point 175.5 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 183322-16-9 (Ethyl 3,4-bis(2-methoxyethoxy)benzoate) Hazard Symbols N/A
Synonyms

3,4-Bis(2-methoxyethoxy)benzoic acid ethyl ester;

Article Data 22

Ethyl 3,4-bis(2-methoxyethoxy)benzoate Synthetic route

3943-89-3

Ethyl protocatechuate

6482-24-2

2-Bromoethyl methyl ether

183322-16-9

3,4-bis(2-methoxyethoxy)benzoic acid ethyl ester

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In acetone at 60℃; for 19h; Inert atmosphere;100%
With potassium carbonate In acetone at 20 - 70℃; for 24h;93%
With tetra-(n-butyl)ammonium iodide; potassium carbonate In acetone for 64h; Inert atmosphere; Reflux;93%
819813-71-3

3,4-bis(2-methoxyethoxy)-benzoic acid

64-17-5

ethanol

183322-16-9

3,4-bis(2-methoxyethoxy)benzoic acid ethyl ester

Conditions
ConditionsYield
With sulfuric acid Cooling with ice; Reflux;98%
627-42-9

2-chloroethyl methyl ether

3943-89-3

Ethyl protocatechuate

183322-16-9

3,4-bis(2-methoxyethoxy)benzoic acid ethyl ester

Conditions
ConditionsYield
With 4-(Methylamino)pyridine; potassium carbonate at 90 - 95℃; Temperature; Reagent/catalyst;95%
With carbon dioxide; ammonia at 50℃; for 0.5h; Temperature; Reagent/catalyst;94.6%
With potassium tert-butylate; potassium iodide In N,N-dimethyl-formamide at 100℃; for 12h;87%
With tetra-(n-butyl)ammonium iodide; potassium carbonate In acetone for 120h; Heating;
With potassium carbonate In N,N-dimethyl-formamide at 90 - 100℃; for 9h;95 %Chromat.
16427-44-4

2-methoxyethyl methanesulfonate

3943-89-3

Ethyl protocatechuate

183322-16-9

3,4-bis(2-methoxyethoxy)benzoic acid ethyl ester

Conditions
ConditionsYield
With tetrabutylammomium bromide; potassium carbonate In toluene for 6h; Reflux;95%
With potassium tert-butylate; tetrabutylammomium bromide In N,N-dimethyl-formamide at 30 - 40℃; for 10h;90.5%
3943-89-3

Ethyl protocatechuate

17178-10-8

2-methoxy-ethyl p-toluenesulfonyloxy ester

183322-16-9

3,4-bis(2-methoxyethoxy)benzoic acid ethyl ester

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 6h; Reflux;89%
With potassium carbonate In acetonitrile for 6h; Reflux;89%

4-chloro-6,7-di-(2-methoxyethoxy)quinazoline hydrochloride

3943-89-3

Ethyl protocatechuate

6482-24-2

2-Bromoethyl methyl ether

183322-16-9

3,4-bis(2-methoxyethoxy)benzoic acid ethyl ester

Conditions
ConditionsYield
With potassium carbonate In acetone
99-50-3

3,4-Dihydroxybenzoic acid

183322-16-9

3,4-bis(2-methoxyethoxy)benzoic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sulfuric acid / 10 h / 40 - 80 °C
2: potassium tert-butylate; potassium iodide / N,N-dimethyl-formamide / 12 h / 100 °C
View Scheme
183322-16-9

3,4-bis(2-methoxyethoxy)benzoic acid ethyl ester

179688-26-7

2-nitro-4,5-bis(2-methoxyethoxy)benzoic acid ethyl ester

Conditions
ConditionsYield
With sulfuric acid; nitric acid In acetic acid at 20 - 70℃; for 2h;100%
With sulfuric acid; nitric acid In acetic acid at 15 - 35℃;100%
With sulfuric acid; nitric acid; acetic anhydride; acetic acid at 40℃; for 2h; Concentration; Large scale;98.3%
183322-16-9

3,4-bis(2-methoxyethoxy)benzoic acid ethyl ester

C15H22O7

Conditions
ConditionsYield
Stage #1: 3,4-bis(2-methoxyethoxy)benzoic acid ethyl ester In tetrahydrofuran for 0.5h; Reflux;
Stage #2: With peracetic acid; dinitrogen monoxide In tetrahydrofuran at 50℃; under 22502.3 Torr; for 2h; Reagent/catalyst; Temperature; Autoclave;		95.2%
183322-16-9

3,4-bis(2-methoxyethoxy)benzoic acid ethyl ester

819813-71-3

3,4-bis(2-methoxyethoxy)-benzoic acid

Conditions
ConditionsYield
With potassium hydroxide In ethanol; water at 20℃; for 3h;90%

Ethyl 3,4-bis(2-methoxyethoxy)benzoate Specification

The Ethyl 3,4-bis(2-methoxyethoxy)benzoate with cas registry number of 183322-16-9, has the systematic name of ethyl 3,4-bis(2-methoxyethoxy)benzoate. And it is also named benzoic acid, 3,4-bis(2-methoxyethoxy)-, ethyl ester.

Physical properties about this chemical are: (1)ACD/LogP: 1.93; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 6; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 11; (6)Polar Surface Area: 63.22 Å2; (7)Index of Refraction: 1.488; (8)Molar Refractivity: 78.03 cm3; (9)Molar Volume: 270.5 cm3; (10)Polarizability: 30.93×10-24cm3; (11)Surface Tension: 36.1 dyne/cm; (12)Enthalpy of Vaporization: 65.28 kJ/mol; (13)Vapour Pressure: 1.15E-06 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OCC)c1cc(OCCOC)c(OCCOC)cc1;
(2)InChI: InChI=1/C15H22O6/c1-4-19-15(16)12-5-6-13(20-9-7-17-2)14(11-12)21-10-8-18-3/h5-6,11H,4,7-10H2,1-3H3;
(3)InChIKey: VGFZRAVMWXHEJB-UHFFFAOYAU;
(4)Std. InChI: InChI=1S/C15H22O6/c1-4-19-15(16)12-5-6-13(20-9-7-17-2)14(11-12)21-10-8-18-3/h5-6,11H,4,7-10H2,1-3H3;
(5)Std. InChIKey: VGFZRAVMWXHEJB-UHFFFAOYSA-N

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