Phthalazine
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| Appearance | Pale yellow needles |
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| Acidity (pKa) | 3.39[3] |
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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
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- ↑ Merck Index, 11th Edition, 7344.
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- ↑ 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.
- ↑ a b c One or more of the preceding sentences incorporates text from a publication now in the public domain: Script error: No such module "template wrapper".
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