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24484-93-3

Basic Information
CAS No.: 24484-93-3
Name: Methyl 4-chloropicolinate
Article Data: 58
Molecular Structure:
Molecular Structure of 24484-93-3 (Methyl 4-chloropicolinate)
Formula: C7H6ClNO2
Molecular Weight: 171.583
Synonyms: Picolinicacid, 4-chloro-, methyl ester (6CI,8CI);4-Chloro-2-picolinic acid methylester;4-Chloropyridine-2-carboxylic acid methyl ester;Methyl4-chloro-2-picolinate;Methyl4-chloropyridine-2-carboxylate;
EINECS: -0
Density: 1.294 g/cm3
Melting Point: 50-52 °C
Boiling Point: 264 °C at 760 mmHg
Flash Point: 113.5 °C
Appearance: Brown solid
Hazard Symbols: IrritantXi
Risk Codes: 36
Safety: 26
PSA: 39.19000
LogP: 1.52160
Synthetic route
5470-22-4

4-chloropicolinic acid

18107-18-1

diazomethyl-trimethyl-silane

24484-93-3

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

Conditions
ConditionsYield
Stage #1: 4-chloropicolinic acid; diazomethyl-trimethyl-silane With methanol In tetrahydrofuran at 0 - 20℃;
Stage #2: With acetic acid In tetrahydrofuran; methanol; water
96%
67-56-1

methanol

5470-22-4

4-chloropicolinic acid

24484-93-3

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

Conditions
ConditionsYield
Stage #1: 4-chloropicolinic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃;
Stage #2: methanol at 20℃; for 0.5h;
92%
Stage #1: 4-chloropicolinic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 1.5h;
Stage #2: methanol at 20℃; for 0.5h;
90%
Stage #1: 4-chloropicolinic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 2h;
Stage #2: methanol at 20℃; for 16h;
74%
98-98-6

2-Picolinic acid

67-56-1

methanol

24484-93-3

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

Conditions
ConditionsYield
Stage #1: 2-Picolinic acid With thionyl chloride; N,N-dimethyl-formamide at 20 - 72℃; for 16.6667h;
Stage #2: methanol at 20 - 55℃; for 0.75h;
Stage #3: With water; sodium hydrogencarbonate In methanol at 45℃; pH=8 - 9;
85%
Stage #1: 2-Picolinic acid With thionyl chloride; sodium bromide In water; chlorobenzene for 16h; Reflux; Large scale;
Stage #2: methanol In water; chlorobenzene; toluene for 1h; Reflux; Large scale;
71%
With thionyl chloride Heating / reflux;65%
5470-22-4

4-chloropicolinic acid

68-12-2, 33513-42-7

N,N-dimethyl-formamide

24484-93-3

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

Conditions
ConditionsYield
With oxalyl dichloride In methanol; dichloromethane at 0 - 20℃; for 18h;74%
67-56-1

methanol

53750-66-6

4-chloro-pyridine-2-carbonyl chloride

24484-93-3

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

Conditions
ConditionsYield
at 20℃; for 0.5h;72%
at 20 - 55℃; for 0.75h;39.6%
98-98-6

2-Picolinic acid

24484-93-3

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

Conditions
ConditionsYield
With sodium bromide In methanol; thionyl chloride; sodium hydrogencarbonate72%
With sodium bromide In methanol; thionyl chloride; sodium hydrogencarbonate72%
With thionyl chloride In ethyl acetate; N,N-dimethyl-formamide50%
67-56-1

methanol

24484-93-3

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

Conditions
ConditionsYield
Stage #1: 2-Picolinic acid With thionyl chloride at 20 - 100℃; for 157.333h;
Stage #2: methanol at 0 - 20℃; for 18.5h;
Stage #3: With sodium hydroxide In tetrahydrofuran; water; ethyl acetate
65.2%
Stage #1: 2-Picolinic acid With thionyl chloride at 80℃; for 72h;
Stage #2: methanol at 0℃; for 1h;
57%
Stage #1: 2-Picolinic acid With thionyl chloride; N,N-dimethyl-formamide at 45 - 80℃;
Stage #2: methanol In toluene at 0℃; for 1h;
44%
Stage #1: 2-Picolinic acid With thionyl chloride for 41h; Heating / reflux;
Stage #2: methanol In diethyl ether at 0 - 20℃; for 1.5h;
Stage #3: With sodium hydrogencarbonate In dichloromethane; water
44%

methyl 2-pyridinecarboxylate hydrochloride

24484-93-3

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

Conditions
ConditionsYield
With thionyl chloride; sodium bromide for 16h; Reflux;57.9%
29745-44-6

pyridine-2-carbonyl chloride

67-56-1

methanol

24484-93-3

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

Conditions
ConditionsYield
In toluene at 0℃; for 1h;33%
at 0℃; for 0.75h;
98-98-6

2-Picolinic acid

67-56-1

methanol

A

24484-93-3

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

B

98273-19-9

methyl 4,6-dichloropyridine-2-carboxylate

Conditions
ConditionsYield
With thionyl chloride; sodium iodide 1.) 76 h, 2.) r.t., 0.5 h; Yield given. Multistep reaction. Yields of byproduct given;
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    Product name: Methyl 4-Chloropicolinate CAS No.:24484-93-3 Molecule Formula:C7H6ClNO2 Molecule Weight:171.58 Purity: 97.0% Package: 25kg/drum Description:White powder Manufacture Standards:Enterprise Standard TESTING ITEMS

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Chemistry

Product Name: Methyl 4-chloropicolinate (CAS NO.24484-93-3)

Molecular Formula: C7H6ClNO2
Molecular Weight: 171.58g/mol
Mol File: 24484-93-3.mol
Appearance: Brown Solid
Boiling point: 264 °C at 760 mmHg
Flash Point: 113.5 °C
Density: 1.294 g/cm3
Index of Refraction: 1.531 
Molar Refractivity: 41.01 cm3 
Molar Volume: 132.5 cm3 
Surface Tension: 44.4 dyne/cm
Enthalpy of Vaporization: 50.18 kJ/mol
Vapour Pressure: 0.00997 mmHg at 25°C
XLogP3-AA: 1.7
H-Bond Donor: 0
H-Bond Acceptor: 3
Structure Descriptors of Methyl 4-chloropicolinate (CAS NO.24484-93-3):
  IUPAC Name: methyl 4-chloropyridine-2-carboxylate
  Canonical SMILES: COC(=O)C1=NC=CC(=C1)Cl
  InChI: InChI=1S/C7H6ClNO2/c1-11-7(10)6-4-5(8)2-3-9-6/h2-4H,1H3 
  InChIKey: VTENWIPSWAMPKI-UHFFFAOYSA-N
Product Categories: blocks; Carboxes; Pyridines; Acids and Derivatives; Heterocycles; pharmacetical; Pyridine; Aromatics Compounds; Aromatics; Bases & Related Reagents; Nucleotides; Pharmaceutical intermediate; Picolinic acid series

Safety Profile

Safety Information of Methyl 4-chloropicolinate (CAS NO.24484-93-3):
Hazard Codes: XiIrritant
Hazard Note: Irritant
HazardClass: IRRITANT

Specification

 Methyl 4-chloropicolinate , its CAS NO. is 24484-93-3, the synonyms are Methyl 4-chloropyridine-2-carboxylate ; 4-Chloropyridine-2-carboxylic acid methyl ester .