3-Bromopyridine-2-carboxylic Acid

Base Information

• Chemical Name: 3-Bromopyridine-2-carboxylic Acid
• CAS No.: 30683-23-9
• Molecular Formula: C6H4BrNO2
• Molecular Weight: 202.007
• Hs Code.: 2933399090
• European Community (EC) Number: 639-403-7
• DSSTox Substance ID: DTXSID10365990
• Nikkaji Number: J2.226.673J
• Wikidata: Q72511933
• Mol file: 30683-23-9.mol

Synonyms:3-Bromopyridine-2-carboxylic Acid;30683-23-9;3-bromopicolinic acid;3-bromo-2-pyridinecarboxylic acid;2-Pyridinecarboxylic acid, 3-bromo-;3-BROMOPYRIDINE-2-CARBOXYLICACID;3-Bromo-pyridine-2-carboxylic acid;MFCD01320380;bromopyridine carboxylic;AF-399/40963066;SCHEMBL398923;bromopyridine-2-carboxylic acid;DTXSID10365990;KBDIRPOTVAODSA-UHFFFAOYSA-N;3-bromo-2-pyridine carboxlic acid;3-Bromopyridin-2-ylcarboxylic acid;3-Bromo-2-pyridine carboxylic acid;BCP22115;BBL100607;STL554401;AKOS005198944;AC-3285;CS-W002771;FS-1310;SB40495;SY004667;A5611;AM20070088;FT-0638933;EN300-84427;3-Bromo-2-pyridinecarboxylic acid, AldrichCPR;J-400350;J-512139;2-Hydrazino-4-methyl-thiazole-5-carboxylicacidethylester;F1926-0036;3-Bromopicolinic acid pound>>2-Pyridinecarboxylic acid, 3-bromo-

Chemical Property of 3-Bromopyridine-2-carboxylic Acid

Chemical Property:

• Appearance/Colour: light yellow cryst
• Vapor Pressure: 0.000181mmHg at 25°C
• Melting Point: 141-144 °C
• Refractive Index: 1.616
• Boiling Point: 315.7 °C at 760 mmHg
• PKA: 2.29±0.10(Predicted)
• Flash Point: 144.8 °C
• PSA: 50.19000
• Density: 1.813 g/cm³
• LogP: 1.54230
• Storage Temp.: Room temperature.
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 200.94254
• Heavy Atom Count: 10
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

3-Bromopyridine-2-carboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)C(=O)O)Br

Technology Process of 3-Bromopyridine-2-carboxylic Acid

There total 4 articles about 3-Bromopyridine-2-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:

3-bromopyridine-2-carbonitrile (55758-02-6) → 3-bromopicolinic acid (30683-23-9)

Guidance literature:

With hydrogenchloride; water; at 110 ℃; for 24h;

DOI:10.1021/ol800834q

Reference yield:

3-Bromo-pyridine-2-carboxylic acid phenylamide (188677-47-6) → 3-bromopicolinic acid (30683-23-9)

Guidance literature:

With hydrogenchloride; for 15h; Heating;

DOI:10.1080/00397919708003053

Reference yield:

N-phenylpicolinamide (10354-53-7) → 3-bromopicolinic acid (30683-23-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi, 2.) substituted 1,2-dibromoethane / 1.) THF, -78 deg C - 0.5 h, room temperature - 1 h, 2.) THF, -78 deg C - 1 h, room temperature - 2 h

2: aq. HCl / 15 h / Heating

With hydrogenchloride; n-butyllithium; substituted 1,2-dibromoethane;

DOI:10.1080/00397919708003053

upstream raw materials:

3-Bromo-pyridine-2-carboxylic acid phenylamide

N-phenylpicolinamide

3-bromopyridine-2-carbonitrile

Downstream raw materials:

3-bromopicolinaldehyde

3-bromo-2-chloropyridine

2,3-dibromopyridine

Refernces

• 1、 Carson, Matthew W.,Giese, Matthew W.,Coghlan, Michael J.. "An intra/intermolecular suzuki sequence to benzopyridyloxepines containing geometrically pure exocyclic tetrasubstituted alkenes". supporting information; experimental part. p. 2701 - 2704. Retrieved 2009/05/26.
• 2、 Epsztajn,Plotka,Grabowska. "Application of organolithium compounds in organic synthesis. Part 19. Synthetic strategies based on aromatic metallation. A concise regiospecific synthesis of 3-halogenated picolinic and isonicotinic acids". . p. 1075 - 1086. Retrieved 2007/10/03.