5-Bromopyridine-2-carboxylic acid

Base Information

• Chemical Name: 5-Bromopyridine-2-carboxylic acid
• CAS No.: 30766-11-1
• Molecular Formula: C6H4BrNO2
• Molecular Weight: 202.007
• Hs Code.: 29333990
• Mol file: 30766-11-1.mol

Synonyms:Picolinic acid, 5-bromo- (6CI,8CI);5-Bromo-2-picolinicacid;5-Bromo-2-pyridinecarboxylic acid;5-Bromopicolinic acid;

Chemical Property of 5-Bromopyridine-2-carboxylic acid

Chemical Property:

• Appearance/Colour: white cryst.
• Vapor Pressure: 0.000141mmHg at 25°C
• Melting Point: 173-175 °C
• Boiling Point: 319.5 °C at 760 mmHg
• PKA: 3.41±0.10(Predicted)
• Flash Point: 147 °C
• PSA: 50.19000
• Density: 1.813 g/cm³
• LogP: 1.54230
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Soluble in methanol.

Purity/Quality:

99% ^*data from raw suppliers

5-BromopicolinicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Description: 5-Bromopyridine-2-carboxylic acid has the chemical structure includes a pyridine ring with a carboxylic acid group at position 2 and a bromine atom at position 5. It has a melting point range of 173–176°C. Solubility data indicates it is soluble in methanol. It should be stored in a cool, dry, and well-sealed container away from oxidizing agents.
• Uses and Mechanism of Action: 5-Bromopyridine-2-carboxylic acid serves as an important intermediate in organic synthesis, particularly in the preparation of various compounds in pharmaceuticals, agrochemicals, and dyestuffs. 5-Bromopyridine-2-carboxylic acid can participate in coordination reactions with organotin(IV) compounds, resulting in the formation of various organotin(IV) complexes. These complexes exhibit different coordination geometries and topologies based on the nature of the organotin precursor and the conditions of the reaction.

Technology Process of 5-Bromopyridine-2-carboxylic acid

There total 22 articles about 5-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: 95.0%

tert-butyl 5-bromopyridine-2-carboxylate (845306-08-3) → 5-bromoisonicotinic acid (30766-11-1)

Guidance literature:

In hexafluoropropan-2-ol; at 100 ℃; for 3h; Microwave irradiation;

DOI:10.1016/j.tetlet.2010.02.100

Reference yield: 90.0%

methyl 5-bromopicolinate (29682-15-3) → 5-bromoisonicotinic acid (30766-11-1)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 0 - 20 ℃; for 15h;

DOI:10.1016/j.ejmech.2016.11.044

Reference yield: 64.0%

2,5-dibromopyridine (624-28-2) + carbon dioxide (124-38-9,18923-20-1) → 5-bromoisonicotinic acid (30766-11-1)

Guidance literature:

With n-butyllithium; In hexane; toluene; at -75 ℃; for 2h;

DOI:10.1002/ejoc.200390215

upstream raw materials:

5-bromo-2-methylpyridine

5-amino-pyridine-2-carboxylic acid

2,5-dibromopyridine

carbon dioxide

Downstream raw materials:

5-bromo-pyridine-2-carboxylic acid ethyl ester

methyl (5-bromopyridine-2-carbonyl)glycinate

6-trifluoromethylnicotinic acid

5-[4-(trifluoromethoxy)phenyl]pyridine-2-carboxylic acid

Refernces

• 1、 Pearson et al.. "-". . p. 789. Retrieved 1961.
• 2、 Knaus, Tanja,Tseliou, Vasilis,Humphreys, Luke D.,Scrutton, Nigel S.,Mutti, Francesco G.. "A biocatalytic method for the chemoselective aerobic oxidation of aldehydes to carboxylic acids". supporting information. p. 3931 - 3943. Retrieved 2018/09/11.