2,6-Dichloropyridine

Last updated
2,6-Dichloropyridine
C5H3Cl2N.svg
Names
Preferred IUPAC name
2,6-Dichloropyridine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.017.531 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 219-282-3
PubChem CID
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
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:
GHS-pictogram-skull.svg GHS-pictogram-exclam.svg
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 an aryl chloride and a chloropyridine with the formula C5H3Cl2N. A white solid, it is one of six isomers of dichlorpyridine. It serves as a precursor to the antibiotic enoxacin. [1] 2,6-Dichoropyridine is produced by direct reaction of pyridine with chlorine. 2-Chloropyridine is an intermediate. [1]

Toxicity

The LD50 is 115 mg/kg (oral, mice). [1]

Related Research Articles

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<span class="mw-page-title-main">Hantzsch ester</span> Chemical compound

Hantzsch ester refers to an organic compound with the formula HN(MeC=C(CO2Et))2CH2 where Me = methyl (CH3) and Et = ethyl (C2H5). It is a light yellow solid. The compound is an example of a 1,4-dihydropyridine. It is named after Arthur Rudolf Hantzsch who described its synthesis in 1881. The compound is a hydride donor, e.g., for reduction of imines to amines. It is a synthetic analogue of NADH, a naturally occurring dihydropyridine.

<span class="mw-page-title-main">Lutidine</span> Index of chemical compounds with the same name

Lutidine is the trivial name used to describe the chemical compounds which are dimethyl derivatives of pyridine. Their chemical properties resemble those of pyridine, although the presence of the methyl groups may prohibit some of the more straightforward reactions. Lutidine comes in several isomers:

<span class="mw-page-title-main">2,6-Lutidine</span> Chemical compound

2,6-Lutidine is a natural heterocyclic aromatic organic compound with the formula (CH3)2C5H3N. It is one of several dimethyl-substituted derivative of pyridine, all of which are referred to as lutidines. It is a colorless liquid with mildly basic properties and a pungent, noxious odor.

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2,6-Di-<i>tert</i>-butylpyridine Chemical compound

2,6-Di-tert-butylpyridine is an organic compound with the formula (Me3C)2C5H3N. This colourless, oily liquid is derived from pyridine by replacement of the two H atoms with tert-butyl groups. It is a hindered base. For example, it can be protonated, but it does not form an adduct with boron trifluoride.

<span class="mw-page-title-main">2-Mercaptopyridine</span> Chemical compound

2-Mercaptopyridine is an organosulfur compound with the formula HSC5H4N. This yellow crystalline solid is a derivative of pyridine. The compound and its derivatives serve primarily as acylating agents. A few of 2-mercaptopyridine’s other uses include serving as a protecting group for amines and imides as well as forming a selective reducing agent. 2-Mercaptopyridine oxidizes to 2,2’-dipyridyl disulfide.

<span class="mw-page-title-main">2-Chloropyridine</span> Chemical compound

2-Chloropyridine is an aryl chloride with the formula C5H4ClN. It is a colorless liquid that is mainly used to generate fungicides and insecticides in industry. It also serves to generate antihistamines and antiarrythymics for pharmaceutical purposes. It is one of three isomers of chloropyridine. It is a colorless liquid that is mainly used to generate fungicides and insecticides in industry. It also serves to generate antihistamines and antiarrythymics for pharmaceutical purposes.

Chloropyridines are a group of aryl chlorides consisting of a pyridine ring with chlorine atoms as substituents.

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<span class="mw-page-title-main">2,6-Diacetylpyridine</span> Chemical compound

2,6-Diacetylpyridine is an organic compound with the formula C5H3N(C(O)CH3)2. It is a white solid that is soluble in organic solvents. It is a disubstituted pyridine. It is a precursor to ligands in coordination chemistry.

Diiminopyridines are a class of diimine ligands. They featuring a pyridine nucleus with imine sidearms appended to the 2,6–positions. The three nitrogen centres bind metals in a tridentate fashion, forming pincer complexes. Diiminopyridines are notable as non-innocent ligand that can assume more than one oxidation state. Complexes of DIPs participate in a range of chemical reactions, including ethylene polymerization, hydrosilylation, and hydrogenation.

<span class="mw-page-title-main">Pyrithione</span> Chemical compound

Pyrithione is the common name of an organosulfur compound with molecular formula C
5
H
5
NOS
, chosen as an abbreviation of pyridinethione, and found in the Persian shallot. It exists as a pair of tautomers, the major form being the thione 1-hydroxy-2(1H)-pyridinethione and the minor form being the thiol 2-mercaptopyridine N-oxide; it crystallises in the thione form. It is usually prepared from either 2-bromopyridine, 2-chloropyridine, or 2-chloropyridine N-oxide, and is commercially available as both the neutral compound and its sodium salt. It is used to prepare zinc pyrithione, which is used primarily to treat dandruff and seborrhoeic dermatitis in medicated shampoos, though is also an anti-fouling agent in paints.

<span class="mw-page-title-main">2,4-Lutidine</span> Chemical compound

2,4-Lutidine is a heterocyclic organic compound with the formula (CH3)2C5H3N. It is one of several dimethyl-substituted derivatives of pyridine, all of which are referred to as lutidines. It is a colorless liquid with mildly basic properties and a pungent, noxious odor. The compound has few uses.

<span class="mw-page-title-main">3,5-Lutidine</span> Chemical compound

3,5-Lutidine is a heterocyclic organic compound with the formula (CH3)2C5H3N. It is one of several dimethyl-substituted derivatives of pyridine, all of which are referred to as lutidines. It is a colorless liquid with mildly basic properties and a pungent odor. The compound is a precursor to the drug omeprazole.

<span class="mw-page-title-main">Transition metal pyridine complexes</span>

Transition metal pyridine complexes encompass many coordination complexes that contain pyridine as a ligand. Most examples are mixed-ligand complexes. Many variants of pyridine are also known to coordinate to metal ions, such as the methylpyridines, quinolines, and more complex rings.

<span class="mw-page-title-main">3-Chloropyridine</span> Chemical compound

3-Chloropyridine is an aryl chloride and isomer of chloropyridine with the formula C5H4ClN. It is a colorless liquid that is mainly used as a building block in organic synthesis.

2-Chloromethylpyridine is an organohalide that consists of a pyridine core bearing a chloromethyl group. It is one of three isomeric chloromethylpyridines, along with 3- and 4-chloromethylpyridine. It is an alkylating agent. 2-Chloromethylpyridine is a precursor to pyridine-containing ligands.

Bromopyridines are a group of aryl bromides consisting of a pyridine ring with bromine atoms as substituents.

References

  1. 1 2 3 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.