6-Chloro-5-fluoro-nicotinicacid
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6-Chloro-5-fluoro-nicotinicacid
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CAS No:
38186-86-6
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Formula:
C6H3ClFNO2
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Chemical Name:
6-Chloro-5-fluoro-nicotinicacid
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Synonyms:
6-Chloro-5-fluoro-nicotinicacid;5-fluoro-6-chloronicotinic acid;6-Chloro-5-fluoropyridine-3-carboxylic acid;6-Chloro-5-fluoropyridine-3-carboxylic acid, 3-Carboxy-6-chloro-5-fluoropyridine;6-Chloro-5-fluoropyridine-3-carboxylic acid, 5-Carboxy-2-chloro-3-fluoropyridine;3-PYRIDINECARBOXYLIC ACID, 6-CHLORO-5-FLUORO-;6-Chloro-5-fluoropyridine-3-carboyxlic acid
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CAS No:
Safety Information
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501
H302
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
6-Chloro-5-fluoro-nicotinicacid Use and Manufacturing
To a solution of 2-chloro-3-fluoro-5-methylpyridine (512 mg, 3.S2mmol) in pyridine (2.5 mL) and water (2.5 mL) was added one portion of potassium permanganate (1.1 g, 6.9 mmol). The reaction mixture was heated to 100 °C. Two more equal portion of potassium permanganate (for a total of 3.3 g, 20.7 mmol) were added afterrespectively 1 h and 2 h of stirring at 100 °C. When needed, the solid accumulated in the condenser were washed down with water and pyridine. After another 1 h of stirring at 100 °C, the reaction mixture was cooled down to room temperature. The reaction mixture was quenched with saturated aqueous Na2S2O3 and stirred 30 minutes. The mixture was filtered, then acidified to pH 2 with HC1 5 M. The aqueous layer was extracted with EtOAc (3x). The combined organics were washed with brine (lx), dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by silica gel flash chromatography eluting with 90percent to 70percent PE-EtOAc gradient to give the title compound as a white solid (300 mg, 49percent).
Computed Properties
Molecular Weight:175.54
XLogP3:1.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:174.9836342
Monoisotopic Mass:174.9836342
Topological Polar Surface Area:50.2
Heavy Atom Count:11
Complexity:167
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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