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Methyl 6-chloro-2-pyridinecarboxylate

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Name

Methyl 6-chloro-2-pyridinecarboxylate

EINECS -0
CAS No. 6636-55-1 Density 1.295g/cm3
PSA 39.19000 LogP 1.52160
Solubility Slightly soluble in water. Melting Point 93-94oC
Formula C7H6ClNO2 Boiling Point 275.832oC at 760 mmHg
Molecular Weight 171.583 Flash Point 120.619oC
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 6636-55-1 (6-CHLORO-2-PICOLINIC ACID METHYL ESTER) Hazard Symbols N/A
Synonyms

Picolinicacid, 6-chloro-, methyl ester (6CI,8CI);6-Chloropyridine-2-carboxylic acidmethyl ester;Methyl (6-chloropyridin-2-yl)acetate;Methyl6-chloro-2-pyridinecarboxylate;Methyl 6-chloropicolinate;NSC 51592;

Article Data 19

Methyl 6-chloro-2-pyridinecarboxylate Synthetic route

67-56-1

methanol

4684-94-0

6-chloropicolinic acid

6636-55-1

methyl 6-chloropicolinate

Conditions
ConditionsYield
With thionyl chloride at 0 - 50℃; for 6.75h;100%
Stage #1: methanol; 6-chloropicolinic acid With hydrogenchloride for 15h; Heating / reflux;
Stage #2: With sodium hydroxide In water
95%
With hydrogenchloride In water at 80℃; for 48h;
With hydrogenchloride In water at 80℃; for 48h;
4684-94-0

6-chloropicolinic acid

598-99-2

Methyl trichloroacetate

6636-55-1

methyl 6-chloropicolinate

Conditions
ConditionsYield
With 18-crown-6 ether; potassium carbonate at 90 - 150℃; for 2h;83%
2402-78-0

2,6-dichloropyridine

67-56-1

methanol

201230-82-2

carbon monoxide

A

5453-67-8

2,6-bis(methoxycarbonyl)pyridine

B

6636-55-1

methyl 6-chloropicolinate

Conditions
ConditionsYield
With triethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride at 140℃; under 37503 Torr; for 6h; methoxycarbonylation;A 81%
B n/a
30062-34-1

methyl 2-hydroxy-6-pyridinecarboxylate

6636-55-1

methyl 6-chloropicolinate

Conditions
ConditionsYield
With trichlorophosphate at 110℃; for 14h;61%
2459-07-6

methyl pyridine-2-carboxylate

1984-23-2

p-nitrophenyl isocyanide

A

6636-55-1

methyl 6-chloropicolinate

B

methyl 6-((4-nitrophenyl)carbamoyl)picolinate

C

6-(4-nitro-phenylaminooxalyl)-pyridine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
Stage #1: methyl pyridine-2-carboxylate With fluorine In dichloromethane at -78 - -50℃;
Stage #2: p-nitrophenyl isocyanide In dichloromethane at -50 - 0℃; for 4h;
A 40%
B 31%
C n/a
4684-94-0

6-chloropicolinic acid

6636-55-1

methyl 6-chloropicolinate

Conditions
ConditionsYield
With hydrogenchloride
Multi-step reaction with 2 steps
1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 3 h / 20 °C
2: dichloromethane / 1.58 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 3 h / 20 °C
2: 1.5 h / 20 °C
View Scheme
626-05-1

2,6-Dibromopyridine

67-56-1

methanol

124-38-9

carbon dioxide

A

5453-67-8

2,6-bis(methoxycarbonyl)pyridine

B

6636-55-1

methyl 6-chloropicolinate

Conditions
ConditionsYield
With hydrogenchloride; n-butyllithium Yield given. Multistep reaction. Yields of byproduct given;
4684-94-0

6-chloropicolinic acid

16045-88-8, 373-57-9

boron trifluoride methanol complex

6636-55-1

methyl 6-chloropicolinate

Conditions
ConditionsYield
at 110℃; for 0.25h;
38195-81-2

1-oxy-pyridine-2-carboxylic acid methyl ester

A

6636-55-1

methyl 6-chloropicolinate

B

24484-93-3

4-Chloro-pyridine-2-carboxylic acid methyl ester

Conditions
ConditionsYield
With trichlorophosphate at 80℃; for 17h; Yield given. Yields of byproduct given;
2459-07-6

methyl pyridine-2-carboxylate

6636-55-1

methyl 6-chloropicolinate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: mCPBA / CH2Cl2 / 48 h / Ambient temperature
2: POCl3 / 17 h / 80 °C
View Scheme

Methyl 6-chloro-2-pyridinecarboxylate Chemical Properties

Molecular structure of Methyl 6-chloro-2-pyridinecarboxylate (CAS NO.6636-55-1) is:

Product Name: Methyl 6-chloro-2-pyridinecarboxylate
CAS Registry Number: 6636-55-1
IUPAC Name: methyl 6-chloropyridine-2-carboxylate
Molecular Weight: 171.58104 [g/mol]
Molecular Formula: C7H6ClNO2
XLogP3-AA: 2
H-Bond Donor: 0
H-Bond Acceptor: 3 
Melting Point: 93-94°C
Molar Volume: 132.5 cm3
Surface Tension: 44.4 dyne/cm
Density: 1.294 g/cm3
Flash Point: 120.6 °C
Enthalpy of Vaporization: 51.43 kJ/mol
Boiling Point: 275.8 °C at 760 mmHg
Vapour Pressure: 0.00498 mmHg at 25°C
Product Categories: Picolinic acid series

Methyl 6-chloro-2-pyridinecarboxylate Specification

 Methyl 6-chloro-2-pyridinecarboxylate , its cas register number is 6636-55-1. It also can be called 2-Pyridinecarboxylicacid, 6-chloro-, methyl ester ; 6-Chloro-2-pyridinecarboxylic acid methyl ester ; 6-Chloropicolinic acid methyl ester .

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