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| CAS No.: | 24484-93-3 |
|---|---|
| Name: | Methyl 4-chloropicolinate |
| Molecular Structure: | |
|
|
|
| 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: |
Xi
|
| Risk Codes: | 36 |
| Safety: | 26 |
| PSA: | 39.19000 |
| LogP: | 1.52160 |

4-chloropicolinic acid


diazomethyl-trimethyl-silane


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

| Conditions | Yield |
|---|---|
| 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% |

methanol


4-chloropicolinic acid


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

| Conditions | Yield |
|---|---|
| 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% |

| Conditions | Yield |
|---|---|
| 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% |

4-chloropicolinic acid


N,N-dimethyl-formamide


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

| Conditions | Yield |
|---|---|
| With oxalyl dichloride In methanol; dichloromethane at 0 - 20℃; for 18h; | 74% |

methanol


4-chloro-pyridine-2-carbonyl chloride


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

| Conditions | Yield |
|---|---|
| at 20℃; for 0.5h; | 72% |
| at 20 - 55℃; for 0.75h; | 39.6% |

2-Picolinic acid


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

| Conditions | Yield |
|---|---|
| With sodium bromide In methanol; thionyl chloride; sodium hydrogencarbonate | 72% |
| With sodium bromide In methanol; thionyl chloride; sodium hydrogencarbonate | 72% |
| With thionyl chloride In ethyl acetate; N,N-dimethyl-formamide | 50% |

methanol


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

| Conditions | Yield |
|---|---|
| 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% |


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

| Conditions | Yield |
|---|---|
| With thionyl chloride; sodium bromide for 16h; Reflux; | 57.9% |

pyridine-2-carbonyl chloride


methanol


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

| Conditions | Yield |
|---|---|
| In toluene at 0℃; for 1h; | 33% |
| at 0℃; for 0.75h; |

2-Picolinic acid


methanol

A

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

B

methyl 4,6-dichloropyridine-2-carboxylate

| Conditions | Yield |
|---|---|
| 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)

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