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2,6-Dichloropyridine

From Wikipedia, the free encyclopedia
2,6-Dichloropyridine
Names
Preferred IUPAC name
2,6-Dichloropyridine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.017.531 Edit this at Wikidata
EC Number
  • 219-282-3
UNII
  • InChI=1S/C5H3Cl2N/c6-4-2-1-3-5(7)8-4/h1-3H
    Key: FILKGCRCWDMBKA-UHFFFAOYSA-N
  • C1=CC(=NC(=C1)Cl)Cl
Properties
C5H3Cl2N
Molar mass 147.99 g·mol−1
Appearance white solid
Density 1.665 g/cm3[1]
Melting point 86–89 °C (187–192 °F; 359–362 K)
Boiling point 211–212 °C (412–414 °F; 484–485 K)
Hazards
GHS labelling:
GHS06: ToxicGHS07: Exclamation mark
Danger
H301, H315, H319, H335
P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

2,6-Dichloropyridine is a chloropyridine with the formula C5H3Cl2N. A white solid, it is one of six isomers of dichloropyridine. It serves as a precursor to the antibiotic enoxacin,[2] as well as the drug and anpirtoline and the antifungal liranaftate.

Synthesis

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2,6-Dichoropyridine is produced by reaction of pyridine with chlorine. 2-Chloropyridine is an intermediate.[2]

Toxicity

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The LD50 is 115 mg/kg (oral, mice).[2]

References

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  1. ^ Kumar, Parveen; Rautiainen, J. Mikko; Novotný, Jan; Ward, Jas S.; Marek, Radek; Rissanen, Kari; Puttreddy, Rakesh (2024). "The Impact of ortho -substituents on Bonding in Silver(I) and Halogen(I) Complexes of 2-Mono- and 2,6-Disubstituted Pyridines: An In-Depth Experimental and Theoretical Study". Chemistry – A European Journal. 30 (13): e202303643. doi:10.1002/chem.202303643. PMID 38055221.
  2. ^ a b c Shimizu, Shinkichi; Watanabe, Nanao; Kataoka, Toshiaki; Shoji, Takayuki; Abe, Nobuyuki; Morishita, Sinji; Ichimura, Hisao (2007). "Pyridine and Pyridine Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a22_399. ISBN 978-3527306732.