3-Phenylazoacetylacetone

3-Phenylazoacetylacetone
Names
	IUPAC name 3-phenyldiazenylpentane-2,4-dione
	Other names Phenyl-azo-acetylacetone; 3-(Phenylazo)pentane-2,4-dione
Identifiers
CAS Number	56276-49-4 ;
3D model (JSmol)	Interactive image; Interactive image;
ChemSpider	82881 ;
ECHA InfoCard	100.054.609
PubChem CID	91785;
UNII	4LP68P99TS ;
	InChI InChI=1S/C11H12N2O2/c1-8(14)11(9(2)15)13-12-10-6-4-3-5-7-10/h3-7,11H,1-2H3/b13-12+ Key: KZPRCESDIPAEAE-OUKQBFOZSA-N ; InChI=1/C11H12N2O2/c1-8(14)11(9(2)15)13-12-10-6-4-3-5-7-10/h3-7,11H,1-2H3/b13-12+ Key: KZPRCESDIPAEAE-OUKQBFOZBS;
	SMILES CC(=O)C(C(=O)C)N=NC1=CC=CC=C1; O=C(C(/N=N/c1ccccc1)C(=O)C)C;
Properties
Chemical formula	C11H12N2O2
Molar mass	204.229 g·mol−1
Melting point	96 °C (205 °F; 369 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

3-Phenylazoacetylacetone (or phenyl-azo-acetylaceton) is a chemical compound^[1] used as an intermediate in the preparation of biologically active compounds,^[2] chelating agents,^[3] and dyes.^[4]

Preparation has been described as involving the gradual addition of a solution of benzenediazonium chloride exactly neutralized with sodium carbonate to a cold solution of acetylacetone in aqueous sodium carbonate.^[5]

References

^ Chemical Society (Great Britain) (1902). Journal - Chemical Society, London. Chemical Society. pp. 649–. Retrieved 23 June 2010.
^ Sharma, R. N.; Dikshit, S. N.; Dubey, L.; Pandey, G.; Sharma, Harendra K. Synthesis, characterization, and biological activities of some new arylazopyrazoles. Oriental Journal of Chemistry (2009), 25(4), 923-926
^ Studies on some new Ru(III) complexes using aryl-azopentane-2,4-dione and 2,6-bis(2'-benzimidazolyl)pyridine as ligands: synthesis, spectroscopic, luminescent, electrochemical and biological activities. Mishra, Lallan; Yadaw, Ajay K.; Phadke, Ratna S.; Choi, Chang S.; Araki, Koji Metal-Based Drugs (2001), 8(2), 65-71.
^ Heterocyclic monoazo dyes derived from 3-cyano-2(1H)-pyridinethione. Part 2. 2-4-(Arylazo)-3,5-disubstituted-pyrazol-1-yl-carbonyl-thieno[2,3-b]pyridine derivatives. Ho, Yuh Wen; Wang, Ing Jing, Dyes and Pigments (1995), 29(4), 295-304.
^ Journal of the Chemical Society, Volume 82, Part 1 Royal Society of Chemistry (Great Britain) (1902, digitized 2007). Found at Google Books. Accessed June 22, 2010.

Additional sources

Baeyer and Claisen's phenylazoacetylacetone (Abstr., 1888, 828)

[Britain)1902-1] Chemical Society (Great Britain) (1902). Journal - Chemical Society, London. Chemical Society. pp. 649–. Retrieved 23 June 2010.

[2] Sharma, R. N.; Dikshit, S. N.; Dubey, L.; Pandey, G.; Sharma, Harendra K. Synthesis, characterization, and biological activities of some new arylazopyrazoles. Oriental Journal of Chemistry (2009), 25(4), 923-926

[3] Studies on some new Ru(III) complexes using aryl-azopentane-2,4-dione and 2,6-bis(2'-benzimidazolyl)pyridine as ligands: synthesis, spectroscopic, luminescent, electrochemical and biological activities. Mishra, Lallan; Yadaw, Ajay K.; Phadke, Ratna S.; Choi, Chang S.; Araki, Koji Metal-Based Drugs (2001), 8(2), 65-71.

[4] Heterocyclic monoazo dyes derived from 3-cyano-2(1H)-pyridinethione. Part 2. 2-4-(Arylazo)-3,5-disubstituted-pyrazol-1-yl-carbonyl-thieno[2,3-b]pyridine derivatives. Ho, Yuh Wen; Wang, Ing Jing, Dyes and Pigments (1995), 29(4), 295-304.

[5] Journal of the Chemical Society, Volume 82, Part 1 Royal Society of Chemistry (Great Britain) (1902, digitized 2007). Found at Google Books. Accessed June 22, 2010.

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