Phthalide

Phthalide
Names
	IUPAC name 2-Benzofuran-1(3H)-one
	Other names Phthalolactone
Identifiers
CAS Number	87-41-2 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:38085;
ChemSpider	6621;
ECHA InfoCard	100.001.586
PubChem CID	6885;
UNII	8VV922U86J;
	InChI InChI=1S/C8H6O2/c9-8-7-4-2-1-3-6(7)5-10-8/h1-4H,5H2 Key: WNZQDUSMALZDQF-UHFFFAOYSA-N; InChI=1/C8H6O2/c9-8-7-4-2-1-3-6(7)5-10-8/h1-4H,5H2 Key: WNZQDUSMALZDQF-UHFFFAOYAW;
	SMILES O=C1OCc2ccccc12;
Properties
Chemical formula	C8H6O2
Molar mass	134.13 g·mol−1
Melting point	75 to 77 °C (167 to 171 °F; 348 to 350 K)[1]
Boiling point	290 °C (554 °F; 563 K)[2]
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	Infobox references

Phthalide is an organic chemical compound with the molecular formula C₈H₆O₂. It is a lactone that serves as the core chemical structure for a variety of more complex chemical compounds including dyes (such as phenolphthalein), fungicides (such as tetrachlorophthalide, often referred to simply as "phthalide"), and natural oils (such as butylphthalide).

Uses

Phthalide is used in the synthesis of several pharmaceutical drugs including isoxepac, vatalanib, and hydralazine as well as the pesticide kresoxim-methyl.

Examples

Phenolphthalein
Tetrachlorophthalide
Butylphthalide

References

↑ Kumar, R. Arun; Maheswari, C. Uma; Ghantasala, Satheesh; Jyothi, C.; Reddy, K. Rajender (2011). "Synthesis of 3H-Quinazolin-4-ones and 4H-3,1-Benzoxazin-4-ones via Benzylic Oxidation and Oxidative Dehydrogenation using Potassium Iodide-tert-Butyl Hydroperoxide". Advanced Synthesis & Catalysis. 353 (2+3): 401–410. doi:10.1002/adsc.201000580.
↑ Kus, Nermin Simsek (2008). "Some oxidation reactions with molecular oxygen in subcritical water". Asian Journal of Chemistry. 20 (2): 1226–1230.

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[1] Kumar, R. Arun; Maheswari, C. Uma; Ghantasala, Satheesh; Jyothi, C.; Reddy, K. Rajender (2011). "Synthesis of 3H-Quinazolin-4-ones and 4H-3,1-Benzoxazin-4-ones via Benzylic Oxidation and Oxidative Dehydrogenation using Potassium Iodide-tert-Butyl Hydroperoxide". Advanced Synthesis & Catalysis. 353 (2+3): 401–410. doi:10.1002/adsc.201000580.

[2] Kus, Nermin Simsek (2008). "Some oxidation reactions with molecular oxygen in subcritical water". Asian Journal of Chemistry. 20 (2): 1226–1230.