Phthalazine

Structural formula
General
Surname	Phthalazine
other names	2,3-benzodiazine; 2,3-diazanaphthalene; Benzo [ d ] pyridazine; Benzo-orthodiazine;
Molecular formula	C 8 H 6 N 2
Brief description	pale yellow solid
External identifiers / databases
EC number	205-963-2
ECHA InfoCard	100.005.422
PubChem	9207
Wikidata	Q6593919
properties
Molar mass	130.15 g mol −1
Physical state	firmly
Melting point	89-92 ° C
boiling point	317 ° C
solubility	soluble in water; soluble in organic solvents;
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 341
	P: 281
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Phthalazine is an organic compound that belongs to the heterocycles (more precisely: heteroaromatics and diazanaphthalenes ). The compound consists of a benzene ring to which a pyridazine ring is fused . Phthalazine is isomeric to quinazoline , quinoxaline and cinnoline .

Extraction and presentation

Phthalazine can be obtained by condensation of ω-tetrabromothoxylene with hydrazine or by reduction of chlorophthalazine with phosphorus and hydrogen iodide . The preparation by oxidation of 1-hydrazinophthalazine is also possible .

properties

Phthalazine is a pale yellow solid that is soluble in water. It has basic properties and forms addition products with alkyl iodides. Phthalazine and its derivatives do not occur in nature.

use

Phthalazine is used as a starting material for various organic syntheses.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f data sheet Phthalazine, 98% from AlfaAesar, accessed on June 12, 2013 ( PDF )(JavaScript required) .
^ ^A ^b ^c Raymond N. Castle: The Chemistry of Heterocyclic Compounds, Condensed Pyridazines Including… John Wiley & Sons, 2009, ISBN 0-470-18848-0 , pp. 324 ff . ( limited preview in Google Book search).
↑ ^a ^b Data sheet Phthalazine, 98% from Sigma-Aldrich , accessed on June 12, 2013 ( PDF ).
↑ ^a ^b Phthalazines . In: Encyclopædia Britannica . 11th edition. tape 21 : Payn - Polka . London 1911, p. 545 (English, full text [ Wikisource ]).
↑ Desmond J. Brown, Jonathan A. Ellman, Edward C. Taylor: Cinnolines and Phthalazines: Chemistry of Heterocyclic Compounds, Supplement II . John Wiley & Sons, 2005, ISBN 0-471-74411-5 , pp. 175 ( limited preview in Google Book search).

[Alfa-1] ↑ ^a ^b ^c ^d ^e ^f data sheet Phthalazine, 98% from AlfaAesar, accessed on June 12, 2013 ( PDF )(JavaScript required) .

[Raymond_N._Castle-2] A ^b ^c Raymond N. Castle: The Chemistry of Heterocyclic Compounds, Condensed Pyridazines Including… John Wiley & Sons, 2009, ISBN 0-470-18848-0 , pp. 324 ff . ( limited preview in Google Book search).

[Sigma-3] Data sheet Phthalazine, 98% from Sigma-Aldrich , accessed on June 12, 2013 ( PDF ).

[Britannica1911-4] Phthalazines . In: Encyclopædia Britannica . 11th edition. tape 21 : Payn - Polka . London 1911, p. 545 (English, full text [ Wikisource ]).

[Desmond_J._Brown,_Jonathan_A._Ellman,_Edward_C._Taylor-5] Desmond J. Brown, Jonathan A. Ellman, Edward C. Taylor: Cinnolines and Phthalazines: Chemistry of Heterocyclic Compounds, Supplement II . John Wiley & Sons, 2005, ISBN 0-471-74411-5 , pp. 175 ( limited preview in Google Book search).