Phthalide

Last updated
Phthalide
Phthalide.svg
Names
Preferred IUPAC name
2-Benzofuran-1(3H)-one
Other names
Phthalolactone
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.001.586 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • 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
  • O=C1OCc2ccccc12
Properties
C8H6O2
Molar mass 134.134 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).

Phthalide is an organic chemical compound with the molecular formula C8H6O2. It is a white solid and the simplest benzo lactone. It is prepared from hydroxymethylbenzoic acid. [3]

Contents

Phthalides

The phthalide core is found 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).

Examples

See also

Phthalide is used in the synthesis of dibenzosuberone.

References

  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.
  3. J. H. Gardner, C. A. Naylor, Jr (1936). "Phthalide". Organic Syntheses. 16: 71. doi:10.15227/orgsyn.016.0071.{{cite journal}}: CS1 maint: multiple names: authors list (link)