Phthalazine

From Wikipedia, the free encyclopedia
(Redirected from Phthalazines)
Jump to navigation Jump to search

<templatestyles src="Chembox/styles.css"/>

Template:Chembox image cellTemplate:Chembox image cellTemplate:Chembox AllOtherNamesTemplate:Chembox headerbarTemplate:Chembox IndexlistTemplate:Chembox JmolTemplate:Chembox ChEMBLTemplate:Chembox ECHATemplate:Chembox E numberTemplate:Chembox IUPHAR ligandTemplate:Chembox UNIITemplate:Chembox CompToxTemplate:Chembox headerbarTemplate:Chembox SolubilityInWaterTemplate:Chembox HazardsTemplate:Chembox Datapage checkTemplate:Yesno
Phthalazine[1]
Template:Longitem Template:Unbulleted list
ChEBI Template:Unbulleted list
ChemSpider Template:Unbulleted list
DrugBank Template:Unbulleted list
EC Number Template:Unbulleted list
KEGG Template:Unbulleted list
Template:Longitem Template:Unbulleted list
RTECS number Template:Unbulleted list
Script error: No such module "collapsible list".
Script error: No such module "collapsible list".
Template:Longitem Template:Chembox Elements/molecular formula
Molar mass Template:Chem molar mass
Appearance Pale yellow needles
Melting point Template:Chembox CalcTemperatures
Boiling point Template:Chembox CalcTemperatures
Acidity (pKa) 3.39[3]

Template:Chembox Footer/tracking container onlyScript error: No such module "TemplatePar".Template:Short description

Phthalazine, also called benzo-orthodiazine or benzopyridazine, is a heterocyclic organic compound with the molecular formula C8H6N2. It is isomeric with other naphthyridines including quinoxaline, cinnoline and quinazoline.

Synthesis

Phthalazine can be obtained by the condensation of ω-tetrabromorthoxylene with hydrazine, or by the reduction of chlorphthalazine with phosphorus and hydroiodic acid.[4]

Properties

It possesses basic properties and forms addition products with alkyl iodides.[4]

Reactions

Upon oxidation with alkaline potassium permanganate it yields pyridazine dicarboxylic acid. Zinc and hydrochloric acid decompose it with formation of orthoxylylene diamine. The keto-hydro derivative phthalazone (C8H6ON2), is obtained by condensing hydrazine with orthophthalaldehydoacidScript error: No such module "Unsubst".. On treatment with phosphorus oxychloride, it yields a chlorphthalazine, which with zinc and hydrochloric acid gives isoindole (C8H7N), and with tin and hydrochloric acid, phthalimidine (C8H7ON), the second nitrogen atom being eliminated as ammonia.[4]

References

<templatestyles src="Reflist/styles.css" />

  1. Merck Index, 11th Edition, 7344.
  2. Script error: No such module "citation/CS1".
  3. Brown, H.C., et al., in Baude, E.A. and Nachod, F.C., Determination of Organic Structures by Physical Methods, Academic Press, New York, 1955.
  4. a b c Wikisource One or more of the preceding sentences incorporates text from a publication now in the public domainScript error: No such module "template wrapper".

Script error: No such module "Check for unknown parameters".