Methyl 4-chloropicolinate
- CAS No.
- 24484-93-3
- Chemical Name:
- Methyl 4-chloropicolinate
- Synonyms
- 4-CHLORO-PYRIDINE-2-CARBOXYLIC ACID METHYL ESTER;METHYL 4-CHLOROPYRIDINE-2-CARBOXYLATE;4-chloropicolinate;EOS-62380;IFLAB-BB F2108-0101;oro-2-pyridinecarboxyL;Methyl 4-chloropicolite;METHYL 4-CHLOROPICOLINATE;4-chloropyridine-2-formate;Methyl 4-Chloro-2-picolinate
- CBNumber:
- CB2224066
- Molecular Formula:
- C7H6ClNO2
- Molecular Weight:
- 171.58
- MOL File:
- 24484-93-3.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/4/1 10:12:56
| Melting point | 50-52 |
|---|---|
| Boiling point | 105-111 °C(Press: 2-3 Torr) |
| Density | 1.294±0.06 g/cm3(Predicted) |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | Chloroform (Slightly), Methanol (Slightly) |
| form | Solid |
| pka | -0.25±0.10(Predicted) |
| color | Off-White to Beige |
| InChI | InChI=1S/C7H6ClNO2/c1-11-7(10)6-4-5(8)2-3-9-6/h2-4H,1H3 |
| InChIKey | VTENWIPSWAMPKI-UHFFFAOYSA-N |
| SMILES | C1(C(OC)=O)=NC=CC(Cl)=C1 |
| CAS DataBase Reference | 24484-93-3(CAS DataBase Reference) |
Methyl 4-chloropicolinate price More Price(3)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | ADE000348 | 4-Chloro-pyridine-2-carboxylic acid methyl ester AldrichCPR | 24484-93-3 | 1G | ₹18023.63 | 2022-06-14 | Buy |
| TCI Chemicals (India) | M1832 | Methyl 4-Chloro-2-pyridinecarboxylate min. 98.0 % | 24484-93-3 | 1G | ₹3900 | 2022-05-26 | Buy |
| TCI Chemicals (India) | M1832 | Methyl 4-Chloro-2-pyridinecarboxylate min. 98.0 % | 24484-93-3 | 5G | ₹5700 | 2022-05-26 | Buy |
Methyl 4-chloropicolinate Chemical Properties,Uses,Production
Chemical Properties
Brown Solid
Uses
Methyl 4-Chloropicolinate (cas# 24484-93-3) is a compound useful in organic synthesis.
Production Methods
The starting material 2-picolinic acid was treated with SOCl2 to generate 4-chloropicolinoyl chloride, and then esterification with MeOH resulted in the formation of methyl 4-chloropicolinate.
Synthesis Reference(s)
Synthetic Communications, 26, p. 2017, 1996 DOI: 10.1080/00397919608003557
Synthesis
To a suspension of 4-chloropyridine-2-carboxylic acid (4.5 g, 29.0 mmol) in methylene chloride (120 mL) was added oxalyl chloride (3.0 mL, 1.2 eq) under Ar2. The reaction was cooled to 0° C., and 500 uL of DMF was added. A large amount of gas was generated in situ. The reaction was stirred at room temperature for 1.5 h and then concentrated. Dry MeOH (50 mL) was added to the crude acyl chloride residue. The reaction was stirred at room temperature for 0.5 h, then quenched with NaHCO3 (5%) to neutral, extracted with EtOAc, and washed with brine. The combined organics were dried over MgSO4, filtered, and concentrated in vacuo to give 5.0 g of a crude solid, which was triturated with 5% EtOAc/hexane to give Methyl 4-chloropicolinate as a light yellow solid (4.5 g, 90%).
Methyl 4-chloropicolinate Preparation Products And Raw materials
Raw materials
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