2,6-Dibromopyridine-4-carboxylic acid

Base Information

• Chemical Name: 2,6-Dibromopyridine-4-carboxylic acid
• CAS No.: 2016-99-1
• Molecular Formula: C6H3Br2NO2
• Molecular Weight: 280.903
• Hs Code.: 2933399990
• European Community (EC) Number: 640-910-0
• DSSTox Substance ID: DTXSID30573191
• Nikkaji Number: J2.408.520A
• Wikidata: Q72464948
• Mol file: 2016-99-1.mol

Synonyms:2016-99-1;2,6-DIBROMOPYRIDINE-4-CARBOXYLIC ACID;2,6-Dibromoisonicotinic acid;4-Pyridinecarboxylic acid, 2,6-dibromo-;MFCD09743987;2,6-Dibromo-4-pyridinecarboxylic acid;2,6-dibromoisonicotinicacid;2,6-Dibromopyridine-4-carboxylicacid;2,6-Dibromo-isonicotinic acid;SCHEMBL3443331;DTXSID30573191;AULQTVXAKNKCCA-UHFFFAOYSA-N;AMY10244;CL0267;AKOS005216798;AC-9594;CS-W003630;PB18991;PS-4229;SY023715;A4397;EN300-120315;Z1269137593

Chemical Property of 2,6-Dibromopyridine-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 184-185 °C(Solv: water (7732-18-5))
• Refractive Index: 1.652
• Boiling Point: 487.474 °C at 760 mmHg
• PKA: 2.59±0.10(Predicted)
• Flash Point: 248.616 °C
• PSA: 50.19000
• Density: 2.202 g/cm³
• LogP: 2.30480
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 280.85100
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

99% ^*data from raw suppliers

2,?6-?Dibromopyridine-?4-?carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(N=C1Br)Br)C(=O)O
• Uses: 2,?6-?Dibromopyridine-?4-?carboxylic Acid is an analog of 2,6-Dichloroisonicotinic acid which binds and inhibits tobacco catalase activity.

Technology Process of 2,6-Dibromopyridine-4-carboxylic acid

There total 7 articles about 2,6-Dibromopyridine-4-carboxylic acid 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: 98.0%

methyl 2,6-dibromoisonicotinate (119308-57-5) → 2,6-dibromoisonicotinic acid (2016-99-1)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; for 4h; Heating;

DOI:10.1021/jo060557i

Reference yield: 83.0%

citrazinic acid (99-11-6) → 2,6-dibromoisonicotinic acid (2016-99-1)

Guidance literature:

With phosphorus(V) oxybromide; at 180 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm400416u

Reference yield: 33.0%

2,6-Dibromopyridine (626-05-1) + carbon dioxide (124-38-9,18923-20-1) → 2,6-dibromoisonicotinic acid (2016-99-1)

Guidance literature:

2,6-Dibromopyridine; With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; In tetrahydrofuran; at -30 ℃; for 3h; Inert atmosphere;

carbon dioxide;

DOI:10.1039/d1dt03252f

upstream raw materials:

citrazinic acid

methyl 2,6-dibromoisonicotinate

2,6-Dibromopyridine

carbon dioxide

Downstream raw materials:

2-bromo-6-methoxypyridine-4-carboxylic acid

C-(2,6-dibromo-[4]pyridyl)-methylamine

2,6-Dibromopyridine-4-carbaldehyde

2-methoxy-6-phenylisonicotinic acid

Refernces

• 1、 Ulrich, Gilles,Bedel, Sébastien,Picard, Claude,Tisnès, Pierre. "Synthesis of bisfunctionalized-oligopyridines bearing an ester group". . p. 6113 - 6115. Retrieved 2001.
• 2、 Ngo, Khang,Collins-Kautz, Chelsey,Gerstenecker, Stefan,Wagner, Bj?rn,Heine, Andreas,Klebe, Gerhard. "Protein-Induced Change in Ligand Protonation during Trypsin and Thrombin Binding: Hint on Differences in Selectivity Determinants of Both Proteins?". . p. 3274 - 3289. Retrieved 2020/04/17.