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Cas Database |
| Name |
Methyl 4-chloropicolinate |
EINECS | -0 |
| CAS No. | 24484-93-3 | Density | 1.294 g/cm3 |
| PSA | 39.19000 | LogP | 1.52160 |
| Solubility | N/A | Melting Point |
50-52 °C |
| Formula | C7H6ClNO2 | Boiling Point | 264 °C at 760 mmHg |
| Molecular Weight | 171.583 | Flash Point | 113.5 °C |
| Transport Information | N/A | Appearance | Brown solid |
| Safety | 26 | Risk Codes | 36 |
| Molecular Structure |
|
Hazard Symbols |
 Xi
|
| 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; |
Article Data | 58 |
Methyl 4-chloropicolinate 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 | 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% |
- 67-56-1
methanol
- 5470-22-4
4-chloropicolinic acid
- 24484-93-3
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% |
- 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | 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% |
- 67-56-1
methanol
- 24484-93-3
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% |
- 24484-93-3
4-Chloro-pyridine-2-carboxylic acid methyl ester
| Conditions | Yield |
|---|---|
| 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 | Yield |
|---|---|
| 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 | Yield |
|---|---|
| With thionyl chloride; sodium iodide 1.) 76 h, 2.) r.t., 0.5 h; Yield given. Multistep reaction. Yields of byproduct given; |
Methyl 4-chloropicolinate Chemical Properties
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
Methyl 4-chloropicolinate Safety Profile
Safety Information of Methyl 4-chloropicolinate (CAS NO.24484-93-3):
Hazard Codes: Xi
Hazard Note: Irritant
HazardClass: IRRITANT
Methyl 4-chloropicolinate 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 .
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