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Diethyl pyridine-2,3-dicarboxylate

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Name

Diethyl pyridine-2,3-dicarboxylate

EINECS N/A
CAS No. 2050-22-8 Density 1.165 g/cm3
PSA 65.49000 LogP 1.43500
Solubility N/A Melting Point N/A
Formula C11H13NO4 Boiling Point 295.8 °C at 760 mmHg
Molecular Weight 223.229 Flash Point 132.7 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 2050-22-8 (Diethyl pyridine-2,3-dicarboxylate) Hazard Symbols IrritantXi
Synonyms

2,3-Pyridinedicarboxylicacid, diethyl ester (6CI,8CI,9CI);Diethyl 2,3-pyridinedicarboxylate;Diethylquinolinate;Quinolinic acid diethyl ester;

Article Data 19

Diethyl pyridine-2,3-dicarboxylate Synthetic route

89-00-9

Pyridine-2,3-dicarboxylic acid

64-17-5

ethanol

2050-22-8

2,3-diethyl pyridinedicarboxylate

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 100℃; for 120h;91.8%
With sulfuric acid at 100℃; for 12h; Sealed tube;90%
With sulfuric acid at 19℃; for 17.5h; Fischer esterification; Reflux; Inert atmosphere; Large scale reaction;78%
2402-77-9

2,3-dichloro-pyridine

64-17-5

ethanol

201230-82-2

carbon monoxide

2050-22-8

2,3-diethyl pyridinedicarboxylate

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; sodium acetate; palladium diacetate at 160℃; under 11250.9 Torr; for 3h; Carboxylation;85%
762-21-0

acetylenedicarboxylic acid diethyl ester

2450-71-7

Propargylamine

2050-22-8

2,3-diethyl pyridinedicarboxylate

Conditions
ConditionsYield
With dihydrogen peroxide In ethanol at 65℃; for 12h; Temperature;82%
aminodiester

aminodiester

acrolein monomer

acrolein monomer

36016-13-4

diethyl 2-aminofumarate

2050-22-8

2,3-diethyl pyridinedicarboxylate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In butan-1-ol72.3%
acrolein monomer

acrolein monomer

36016-13-4

diethyl 2-aminofumarate

2050-22-8

2,3-diethyl pyridinedicarboxylate

Conditions
ConditionsYield
With toluene-4-sulfonic acid In butan-1-ol72.3%

C11H15NO4

2050-22-8

2,3-diethyl pyridinedicarboxylate

Conditions
ConditionsYield
In nitrobenzene at 190℃; for 5h; Green chemistry;56%
64-17-5

ethanol

quinolinic acid α-ethyl ester-β chloride

quinolinic acid α-ethyl ester-β chloride

2050-22-8

2,3-diethyl pyridinedicarboxylate

ethanolic HCl

ethanolic HCl

89-00-9

Pyridine-2,3-dicarboxylic acid

2050-22-8

2,3-diethyl pyridinedicarboxylate

Conditions
ConditionsYield
With hydrogenchloride; toluene-4-sulfonic acid In EtOAC; ethanol
79-37-8

oxalyl dichloride

concentrated NH4 OH

concentrated NH4 OH

NH4 OCOCH3

NH4 OCOCH3

109-92-2

ethyl vinyl ether

68-12-2, 33513-42-7

N,N-dimethyl-formamide

108-56-5

diethyl oxaloacetate

2050-22-8

2,3-diethyl pyridinedicarboxylate

Conditions
ConditionsYield
With hydrogenchloride; acetic acid; triethylamine In ethanol; water; 1,2-dichloro-ethane
55155-23-2

2,3-pyridinedicarboxylic acid chloride

64-17-5

ethanol

2050-22-8

2,3-diethyl pyridinedicarboxylate

Conditions
ConditionsYield
for 1h; Reflux;

Diethyl pyridine-2,3-dicarboxylate Specification

The Diethyl pyridine-2,3-dicarboxylate, with the CAS registry number 2050-22-8, is also called 2,3-pyridinedicarboxylic acid, diethyl ester. And the molecular formula of the chemical is C11H13NO4.

The characteristics of this chemical are as followings: (1)ACD/LogP: 1.19; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.19; (4)ACD/LogD (pH 7.4): 1.19; (5)ACD/BCF (pH 5.5): 4.69; (6)ACD/BCF (pH 7.4): 4.69; (7)ACD/KOC (pH 5.5): 105.27; (8)ACD/KOC (pH 7.4): 105.27; (9)#H bond acceptors: 5; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 65.49 Å2; (13)Index of Refraction: 1.508; (14)Molar Refractivity: 57.15 cm3; (15)Molar Volume: 191.4 cm3; (16)Polarizability: 22.65×10-24cm3; (17)Surface Tension: 43.1 dyne/cm; (18)Density: 1.165 g/cm3; (19)Flash Point: 132.7 °C; (20)Enthalpy of Vaporization: 53.56 kJ/mol; (21)Boiling Point: 295.8 °C at 760 mmHg; (22)Vapour Pressure: 0.00149 mmHg at 25°C.

Preparation of Diethyl pyridine-2,3-dicarboxylate: This chemical can be prepared by pyridine-2,3-dicarboxylic acid and ethanol. The reaction will need reagent conc. H2SO4, and the menstruum benzene. The reaction time is 16 hours with heating, and the yield is about 70%. 

Uses of Diethyl pyridine-2,3-dicarboxylate: It can react with 2-formyl-nicotinic acid ethyl ester to produce pyridine-2,3-dicarbaldehyde. This reaction will need reagent diisobutyl aluminum hydride, and the menstruum hexane and toluene. The reaction time is 20 minutes with temperature of -70°C, and the yield is about 16.5%.   

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C(OCC)c1ncccc1C(=O)OCC
(2)InChI: InChI=1/C11H13NO4/c1-3-15-10(13)8-6-5-7-12-9(8)11(14)16-4-2/h5-7H,3-4H2,1-2H3
(3)InChIKey: LIVYVINPLCASPD-UHFFFAOYAH

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