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Diethyl pyridine-3,5-dicarboxylate

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Name

Diethyl pyridine-3,5-dicarboxylate

EINECS 224-982-7
CAS No. 4591-56-4 Density 1.165 g/cm3
PSA 65.49000 LogP 1.43500
Solubility N/A Melting Point 49.0 to 53.0 °C
Formula C11H13NO4 Boiling Point 300.5 °C at 760 mmHg
Molecular Weight 223.229 Flash Point 135.5 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 4591-56-4 (Diethyl pyridine-3,5-dicarboxylate) Hazard Symbols N/A
Synonyms

3,5-Pyridinedicarboxylicacid, diethyl ester (6CI,7CI,8CI,9CI);3,5-Dicarbethoxypyridine;3,5-Diethoxycarbonylpyridine;Diethyl dinicotinate;Diethylpyridine-3,5-dicarboxylate;NSC 165814;

Article Data 27

Diethyl pyridine-3,5-dicarboxylate Synthetic route

625-92-3

3,5-dibromopyridine

64-17-5

ethanol

201230-82-2

carbon monoxide

4591-56-4

diethyl 3,5-pyridinedicarboxylate

Conditions
ConditionsYield
With triethylamine; bis-triphenylphosphine-palladium(II) chloride at 100℃; under 5171.5 Torr; for 3h;100%
499-81-0

3,5-Pyridinedicarboxylic acid

64-17-5

ethanol

4591-56-4

diethyl 3,5-pyridinedicarboxylate

Conditions
ConditionsYield
Stage #1: 3,5-Pyridinedicarboxylic acid With thionyl chloride for 10h; Reflux;
Stage #2: ethanol for 2h; Cooling with ice; Reflux;
88%
With thionyl chloride85%
With sulfuric acid at 80℃; for 3h;80%
499-81-0

3,5-Pyridinedicarboxylic acid

4591-56-4

diethyl 3,5-pyridinedicarboxylate

Conditions
ConditionsYield
With sulfuric acid In ethanol for 12h; Reflux;78%
With hydrogenchloride
With sulfuric acid; potassium hydrogencarbonate In ethanol
With sulfuric acid; potassium hydrogencarbonate In ethanol
499-81-0

3,5-Pyridinedicarboxylic acid

64-17-5

ethanol

A

84254-37-5

5-carbethoxy-3-pyridinecarboxylic acid

B

4591-56-4

diethyl 3,5-pyridinedicarboxylate

Conditions
ConditionsYield
With sulfuric acidA 50%
B n/a
625-92-3

3,5-dibromopyridine

64-17-5

ethanol

201230-82-2

carbon monoxide

A

20986-40-7

ethyl 5-bromo-3-pyridinecarboxylate

B

4591-56-4

diethyl 3,5-pyridinedicarboxylate

Conditions
ConditionsYield
With triethylamine; palladium; Polymer at 120℃; under 5171.5 Torr; for 10h; Product distribution; variation of catalyst, base and reaction time;A 39%
B 21%
1246767-24-7

(E)-3-(ethoxycarbonyl)acryloyl azide

4591-56-4

diethyl 3,5-pyridinedicarboxylate

Conditions
ConditionsYield
With acetic acid In dimethyl sulfoxide at 150℃; for 4h; Inert atmosphere;33%
15074-61-0

pyridine-3,5-dicarbonyl dichloride

64-17-5

ethanol

4591-56-4

diethyl 3,5-pyridinedicarboxylate

Conditions
ConditionsYield
With triethylamine In dichloromethane for 18h;1.18 g
1261271-06-0

C11H13NO4*C68H44N4O4Zn

A

4591-56-4

diethyl 3,5-pyridinedicarboxylate

B

1261272-21-2

C68H44N4O4Zn

Conditions
ConditionsYield
In toluene at 25℃; Equilibrium constant;
1261271-33-3

C11H13NO4*C68H44N4O4Zn

A

4591-56-4

diethyl 3,5-pyridinedicarboxylate

B

1261270-53-4

5,10,15,20-tetrakis-(biphenyl-4-ol)porphyrin zinc(II)

Conditions
ConditionsYield
In toluene at 25℃; Equilibrium constant;
1261271-48-0

C11H13NO4*C48H36N4O4Zn

A

95213-01-7

[5,10,15,20-tetrakis(3-methoxyphenyl)-21H,23H-porphinato(2-)-κN21,κN22,κN23,κN24]zinc

B

4591-56-4

diethyl 3,5-pyridinedicarboxylate

Conditions
ConditionsYield
In toluene at 25℃; Equilibrium constant;

Diethyl pyridine-3,5-dicarboxylate Specification

The Diethyl pyridine-3,5-dicarboxylate is an organic compound with the formula C11H13NO4. The IUPAC name of this chemical is diethyl pyridine-3,5-dicarboxylate. With the CAS registry number 4591-56-4, it is also named as 3,5-pyridinedicarboxylic acid, diethyl ester. The product's categories are Pyridines, Pyrimidines, Purines and Pteredines.

Physical properties about Diethyl pyridine-3,5-dicarboxylate are: (1)ACD/LogP: 2.38; (2)ACD/LogD (pH 5.5): 2.38; (3)ACD/LogD (pH 7.4): 2.38; (4)ACD/BCF (pH 5.5): 37.61; (5)ACD/BCF (pH 7.4): 37.62; (6)ACD/KOC (pH 5.5): 466.93; (7)ACD/KOC (pH 7.4): 466.96; (8)#H bond acceptors: 5; (9)#Freely Rotating Bonds: 6; (10)Polar Surface Area: 65.49 Å2; (11)Index of Refraction: 1.508; (12)Molar Refractivity: 57.15 cm3; (13)Molar Volume: 191.4 cm3; (14)Polarizability: 22.65×10-24cm3; (15)Surface Tension: 43.1 dyne/cm; (16)Density: 1.165 g/cm3; (17)Flash Point: 135.5 °C; (18)Enthalpy of Vaporization: 54.05 kJ/mol; (19)Boiling Point: 300.5 °C at 760 mmHg; (20)Vapour Pressure: 0.00112 mmHg at 25°C.

Preparation: this chemical can be prepared by pyridine-3,5-dicarboxylic acid and ethanol. This reaction will need reagent concentrated H2SO4.



Uses of Diethyl pyridine-3,5-dicarboxylate: it can be used to produce 23,5-dicarbethoxy-1-ethylpyridinium iodide by heating. It will need solvent various solvent(s) with reaction time of 12 hours. The yield is about 90%.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(OCC)c1cc(C(=O)OCC)cnc1
(2)InChI: InChI=1/C11H13NO4/c1-3-15-10(13)8-5-9(7-12-6-8)11(14)16-4-2/h5-7H,3-4H2,1-2H3
(3)InChIKey: PGGQCHVPWSXPSI-UHFFFAOYAX
(4)Std. InChI: InChI=1S/C11H13NO4/c1-3-15-10(13)8-5-9(7-12-6-8)11(14)16-4-2/h5-7H,3-4H2,1-2H3
(5)Std. InChIKey: PGGQCHVPWSXPSI-UHFFFAOYSA-N

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