ChemicalBook--->CAS DataBase List--->66572-56-3

66572-56-3

66572-56-3 Structure

66572-56-3 Structure
IdentificationMore
[Name]

2-Bromopyridine-4-carboxylic acid
[CAS]

66572-56-3
[Synonyms]

2-BROMO-4-PYRIDINECARBOXYLIC ACID
2-BROMOISONICOTINIC ACID
2-BROMOPYRIDINE-4-CARBOXYLIC ACID
4-PYRIDINECARBOXYLIC ACID, 2-BROMO-
IFLAB-BB F1926-0035
RARECHEM AL BE 1524
2-bromo-4-picolinic acid
2-BROMO-4-PYRIDINECARBOXYLIC ACID/2-BROMOISONICOTINIC ACID
2-Bromoisonicotinic acid , 2-Bromopyridine-4-carboxylic acid
2-Bromoisonicotinic acid ,98%
[EINECS(EC#)]

626-472-3
[Molecular Formula]

C6H4BrNO2
[MDL Number]

MFCD01646069
[Molecular Weight]

202.01
[MOL File]

66572-56-3.mol
Chemical PropertiesBack Directory
[Melting point ]

229-231°C
[Boiling point ]

447.2±30.0 °C(Predicted)
[density ]

1.813±0.06 g/cm3(Predicted)
[storage temp. ]

Keep Cold
[form ]

Crystals or Crystalline Powder
[pka]

2.98±0.10(Predicted)
[color ]

White
[Detection Methods]

HPLC,NMR
[BRN ]

471895
[InChI]

InChI=1S/C6H4BrNO2/c7-5-3-4(6(9)10)1-2-8-5/h1-3H,(H,9,10)
[InChIKey]

YBTKGKVQEXAYEM-UHFFFAOYSA-N
[SMILES]

C1(Br)=NC=CC(C(O)=O)=C1
[CAS DataBase Reference]

66572-56-3(CAS DataBase Reference)
[Storage Precautions]

Store under nitrogen
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264-P271-P280-P302+P352-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S36/37:Wear suitable protective clothing and gloves .
[WGK Germany ]

3
[Hazard Note ]

Irritant/Keep Cold
[HazardClass ]

IRRITANT
[HS Code ]

29333990
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Potassium permanganate-->Potassium dichromate-->2-Bromo-4-methylpyridine
[Preparation Products]

2-(Trifluoromethyl)isonicotinic acid-->2-Phenyl-isonicotinic acid-->Ethyl 2-bromoisonicotinate-->2-(5-Acetylthiophen-2-yl)-isonicotinic acid-->2-bromo-4-(1-pyrrolidinylcarbonyl)pyridine(SALTDATA: FREE)
Hazard InformationBack Directory
[Chemical Properties]

White to light brown powder
[Uses]

2-Bromoisonicotinic acid is a biochemical reagent that can be used as a biological material or organic compound for life science related research.
[Application]

2-Bromoisonicotinic Acid is a useful research chemical for organic synthesis and other chemical processes.
[Health Hazard]

Accidental contact with 2-Bromopyridine-4-carboxylic acid causes skin irritation and serious eye irritation.
[Synthesis]

2-Bromo-4-methylpyridine

4926-28-7

2-Bromopyridine-4-carboxylic acid

66572-56-3

General procedure for the synthesis of 2-bromo-4-pyridinecarboxylic acid from 2-bromo-4-methylpyridine: To a stirred solution of 29.0 g (69 mmol) of 2-bromo-4-methylpyridine dissolved in 150 mL of concentrated sulfuric acid was added batchwise 67.9 g (231 mmol) of potassium dichromate. The reaction was cooled using an ice bath to maintain a constant temperature. After addition, the reaction mixture was continued to be stirred at room temperature for 2 hours. Subsequently, the reaction mixture was slowly poured into 2 L of ice water and stirred at room temperature for 1 hour. The resulting crystals were collected by filtration, washed with water until the eluent was colorless, and finally dried under vacuum to give 30.0 g (88% yield) of 2-bromo-4-pyridinecarboxylic acid.

[References]

[1] Patent: US2011/111046, 2011, A1. Location in patent: Page/Page column 17; 18
[2] Patent: WO2011/58473, 2011, A1. Location in patent: Page/Page column 36; 37
[3] Chemical and Pharmaceutical Bulletin, 1990, vol. 38, # 9, p. 2446 - 2458
[4] Patent: US2008/51397, 2008, A1. Location in patent: Page/Page column 9; 24
[5] Polyhedron, 2016, vol. 118, p. 159 - 170
Spectrum DetailBack Directory
[Spectrum Detail]

2-Bromopyridine-4-carboxylic acid(66572-56-3)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

2-Bromopyridine-4-carboxylic acid, 97%(66572-56-3)
[Sigma Aldrich]

66572-56-3(sigmaaldrich)
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