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5-BroMo-6-hydroxypicolinic acid structure
5-BroMo-6-hydroxypicolinic acid structure

5-BroMo-6-hydroxypicolinic acid

Iupac Name:5-bromo-6-oxo-1H-pyridine-2-carboxylic acid
CAS No.: 1214385-51-9
Molecular Weight:218.00486
Modify Date.: 2022-11-23 15:34
Introduction:

Bromine (115 g, 720 mmol) was added drop-wise to a suspension of 6-oxo-1, 6-dihydropyridine-2-carboxylic acid (25 g, 180 mmol) in acetic acid (400 mL). The reaction mixture was heated to 80° C. for 16 hours, whereupon it was concentrated to dryness under reduced pressure. The residue was triturated with tert-butyl methyl ether (200 mL) and filtered; the filter cake was washed with tert-butyl methyl ether (3×100 mL) to provide the product as a gray solid. Yield: 39.0 g, 179 mmol, 99percent.

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1. Names and Identifiers
1.1 Name
5-BroMo-6-hydroxypicolinic acid
1.2 Synonyms

2-Pyridinecarboxylic acid, 5-bromo-1,6-dihydro-6-oxo- 5-bromo-6-hydroxypyridine-2-carboxylic acid 5-bromo-6-oxo-1,6-dihydropyridine-2-carboxylic acid

1.3 CAS No.
1214385-51-9
1.4 CID
66570682
1.5 Molecular Formula
C6H4BrNO3 (isomer)
1.6 Inchi
InChI=1S/C6H4BrNO3/c7-3-1-2-4(6(10)11)8-5(3)9/h1-2H,(H,8,9)(H,10,11)
1.7 InChIkey
YVVISLCKIQNUDL-UHFFFAOYSA-N
1.8 Canonical Smiles
C1=C(C(=O)NC(=C1)C(=O)O)Br
1.9 Isomers Smiles
C1=C(C(=O)NC(=C1)C(=O)O)Br
2. Properties
2.1 Density
2.0±0.1 g/cm3 (Predicted)
2.1 Boiling point
437.6±45.0 °C at 760 mmHg (Predicted)
2.1 Refractive index
1.666 (Predicted)
2.1 Flash Point
218.5±28.7 °C (Predicted)
2.1 PSA
70.42000
2.1 logP
0.31 (Predicted)
2.1 Appearance
White solid
3. Computational chemical data
  • Molecular Weight: 218.00486g/mol
  • Molecular Formula: C6H4BrNO3
  • Compound Is Canonicalized: True
  • XLogP3-AA: 0.8
  • Exact Mass: 216.93746
  • Monoisotopic Mass: 216.93746
  • Complexity: 280
  • Rotatable Bond Count: 1
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Topological Polar Surface Area: 66.4
  • Heavy Atom Count: 11
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count: 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Isotope Atom Count: 0
  • Covalently-Bonded Unit Count: 1
  • CACTVS Substructure Key Fingerprint: AAADcYBiMAAAEAAAAAAAAAAAAAAAAAAAAAAgAAAAAAAAAAAAAAAAHgBQCAABiAiBgAAACALAAgCIACXSWACAAAAAAgAACACAAEAqBAAAACAAEAAABACQkYAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==
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