| Identification | More | [Name]
6-Bromonicotinic acid | [CAS]
6311-35-9 | [Synonyms]
2-BROMO-3-PYRIDINECARBOXYLIC ACID
2-BROMO-5-PYRIDINECARBOXYLIC ACID
2-BROMONICOTINIC ACID
2-BROMOPYRIDINE-3-CARBOXYLIC ACID
3-PYRIDINECARBOXYLIC ACID, 2-BROMO-
3-PYRIDINECARBOXYLIC ACID, 6-BROMO-
6-BROMO-3-PYRIDINECARBOXYLIC ACID
6-BROMONICOTINC ACID
6-BROMONICOTINIC ACID
6-BROMOPYRIDINE-3-CARBOXYLIC ACID
AKOS BBS-00001340
AURORA 23320
IFLAB-BB F1921-0015
IFLAB-BB F1926-0006
6-Bromo-3-pyridine carboxlic acid
6-Bromo-3-pyridinecarboxylic
2-BROMOPYRIDINE-5-CARBOXYLIC ACID
6-BROMONICOTIC ACID
6-bromocicotinic acid
6-Bromonicotinic acid, 6-Bromo-3-pyridinecarboxylic acid | [EINECS(EC#)]
628-671-0 | [Molecular Formula]
C6H4BrNO2 | [MDL Number]
MFCD01646068 | [Molecular Weight]
202.01 | [MOL File]
6311-35-9.mol |
| Chemical Properties | Back Directory | [Appearance]
Off-white Plates | [Melting point ]
200-203 °C(lit.)
| [Boiling point ]
343.3±27.0 °C(Predicted) | [density ]
1.813±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
Crystalline Powder | [pka]
3.24±0.10(Predicted) | [color ]
White | [Detection Methods]
HPLC | [InChI]
InChI=1S/C6H4BrNO2/c7-5-2-1-4(3-8-5)6(9)10/h1-3H,(H,9,10) | [InChIKey]
JDJBRMNTXORYEN-UHFFFAOYSA-N | [SMILES]
C1=NC(Br)=CC=C1C(O)=O | [CAS DataBase Reference]
6311-35-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
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 . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29333990 |
| Hazard Information | Back Directory | [Chemical Properties]
Off-white Plates | [Uses]
A potential hypolipidemic agent; a nicotinic acid analog | [Synthesis]
General procedure for the synthesis of 6-bromonicotinic acid from 2-bromo-5-methylpyridine: 2-bromo-5-methylpyridine (100 g, 0.291 mol) was dissolved in 1000 mL of water and Aliquat 336 (2 mL) was added as a phase transfer catalyst. Subsequently, potassium permanganate (251 g, 0.797 mol) was added slowly over 1 hr. The reaction mixture was stirred at 110 °C for 30 min and continued for 1 h to ensure complete reaction. Upon completion of the reaction, the mixture was filtered through diatomaceous earth while hot and the diatomaceous earth was washed with hot water. The filtrate was concentrated to half the original volume under reduced pressure. To the concentrate was added 48% hydrobromic acid (about 300 mL), and the precipitated 6-bromonicotinic acid crystals were filtered, washed with water and dried to give 52 g of white crystals in 44% yield. The product was characterized by 1H-NMR (CDCl3) with chemical shift δ (ppm) of 7.64 (1H, d, J = 8.0 Hz), 8.08 (1H, d, J = 8.0 Hz), 9.03 (1H, s). | [References]
[1] Synthesis, 1994, # 1, p. 87 - 92
[2] Journal of Materials Chemistry, 2005, vol. 15, # 48, p. 5164 - 5173
[3] Patent: EP1391451, 2004, A1. Location in patent: Page 143
[4] Journal of Organic Chemistry, 1949, vol. 14, p. 509,513
[5] Synthesis, 2003, # 4, p. 551 - 554 |
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