Methyl 3,5-dibromopicolinate

Base Information

• Chemical Name: Methyl 3,5-dibromopicolinate
• CAS No.: 61830-41-9
• Molecular Formula: C₇H₅Br₂NO₂
• Molecular Weight: 294.93
• DSSTox Substance ID: DTXSID20494109
• Wikidata: Q82341234
• Mol file: 61830-41-9.mol

Synonyms:Methyl 3,5-dibromopicolinate;61830-41-9;Methyl 3,5-dibromopyridine-2-carboxylate;Methyl3,5-dibromopicolinate;SCHEMBL6057160;DTXSID20494109;CS-0365846

Chemical Property of Methyl 3,5-dibromopicolinate

Chemical Property:

• Vapor Pressure: 0.000299mmHg at 25°C
• Melting Point: 96-97 °C
• Boiling Point: 321.4oC at 760 mmHg
• PKA: -3.26±0.10(Predicted)
• Flash Point: 148.2oC
• PSA: 39.19000
• Density: 1.928g/cm3
• LogP: 2.39320
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 294.86665
• Heavy Atom Count: 12
• Complexity: 177

Purity/Quality:

95% ^*data from raw suppliers

METHYL-3,5-DIBROMOPICOLINATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=C(C=N1)Br)Br

Technology Process of Methyl 3,5-dibromopicolinate

There total 7 articles about Methyl 3,5-dibromopicolinate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

methanol (67-56-1) + 3,5-dibromopyridine-2-carboxylic acid (61830-40-8) → methyl 3,5-dibromopyridine-2-carboxylate (61830-41-9)

Guidance literature:

With thionyl chloride; at 70 ℃; Inert atmosphere;

Reference yield:

3,5-dibromopyridine-2-carboxylic acid (61830-40-8) → methyl 3,5-dibromopyridine-2-carboxylate (61830-41-9)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂

With thionyl chloride;

Reference yield:

3,5-dibromo-4-hydroxy-pyridine-2-carboxylic acid (858852-20-7,959244-23-6) → methyl 3,5-dibromopyridine-2-carboxylate (61830-41-9)

Guidance literature:

Multi-step reaction with 5 steps

1: POCl₃; PCl₅ / Behandeln des Reaktionsprodukts mit Methanol

2: ethanolic KOH

3: aqueous HI; red phosphorus

4: SOCl₂

With phosphorus; potassium hydroxide; thionyl chloride; phosphorus pentachloride; hydrogen iodide; trichlorophosphate;

upstream raw materials:

methanol

3,5-dibromopyridine-2-carboxylic acid

3,5-dibromo-4-hydroxy-pyridine-2-carboxylic acid

3,5-dibromo-4-chloro-pyridine-2-carboxylic acid

Refernces

• 1、 -. "DISUBSTITUTED ALKYNE DERIVATIVES". Page/Page column 125-126. . Retrieved 2020/07/14.