Phthalazine
Names | |
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Preferred IUPAC name
Phthalazine[2] | |
Other names
Benzo-orthodiazine
2,3-Benzodiazine Benzo[d]pyridazine | |
Identifiers | |
3D model (
JSmol ) |
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ChemSpider | |
ECHA InfoCard
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100.005.422 |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C8H6N2 | |
Molar mass | 130.150 g·mol−1 |
Appearance | Pale yellow needles |
Melting point | 90 to 91 °C (194 to 196 °F; 363 to 364 K) |
Boiling point | 315 to 317 °C (599 to 603 °F; 588 to 590 K) (decomposition) |
Miscible | |
Acidity (pKa) | 3.39[3] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Phthalazine, also called benzo-orthodiazine or benzopyridazine, is a
.Synthesis
Phthalazine can be obtained by the condensation of w-tetrabromorthoxylene with hydrazine, or by the reduction of chlorphthalazine with phosphorus and hydroiodic acid.[4]
Properties
It possesses
alkyl iodides.[4]
Reactions
Upon oxidation 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
- ^ Merck Index, 11th Edition, 7344.
- ISBN 978-0-85404-182-4.
- ^ 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 public domain: Chisholm, Hugh, ed. (1911). "Phthalazines". Encyclopædia Britannica. Vol. 21 (11th ed.). Cambridge University Press. p. 545. One or more of the preceding sentences incorporates text from a publication now in the