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 in 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

5-bromophthalide [64169-34-2] is used in the synthesis of Roxadustat & Citalopram.

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)
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