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| |Section2={{Chembox Properties | |Section2={{Chembox Properties | ||
| | C=8|H=6|N=2 | |||
| | Formula=C<sub>8</sub>H<sub>6</sub>N<sub>2</sub> | |||
| | MolarMass=130.15 g/mol | |||
| | Appearance=Pale yellow needles | | Appearance=Pale yellow needles | ||
| | Density= | | Density= | ||
| | |
| MeltingPtCL=90 | ||
| | MeltingPtCH=91 | |||
| | BoilingPt=315-317 °C (decomposition) | |||
| | BoilingPtCL=315 | |||
| | BoilingPtCH=317 | |||
| | Boiling_notes=decomposition | |||
| | Solubility=Miscible | | Solubility=Miscible | ||
| | pKa=3.39<ref>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.</ref> | | pKa=3.39<ref>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.</ref> | ||
Revision as of 16:54, 5 March 2012
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| Names | |
|---|---|
| IUPAC name Phthalazine | |
| Other names
Benzo-orthodiazine 2,3-Benzodiazine Benzopyridazine | |
| Identifiers | |
| CAS Number | |
| 3D model (JSmol) | |
| ECHA InfoCard | 100.005.422 
|
| PubChem CID | |
| CompTox Dashboard (EPA) | |
SMILES
| |
| Properties | |
| Chemical formula | C8H6N2 |
| Molar mass | 130.150 g·mol |
| Appearance | Pale yellow needles |
| Solubility in water | Miscible |
| Acidity (pKa) | 3.39 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa).
 Y verify (what is ?)
Infobox references
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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 quinoxaline, cinnoline and quinazoline.
Synthesis
Phthalazine can be obtained by the condensation of w-tetrabromorthoxylene with hydrazine, or by the reduction of chlorphthalazine with phosphorus and hydroiodic acid.
Properties
It possesses basic properties and forms addition products with alkyl iodides.
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 orthophthalaldehydoacid. 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.
References
- Merck Index, 11th Edition, 7344.
- 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.
This article incorporates text from a publication now in the public domain: Chisholm, Hugh, ed. (1911). Encyclopædia Britannica (11th ed.). Cambridge University Press. {{cite encyclopedia}}: Missing or empty|title=(help)
