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Thymolphthalein

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Thymolphthalein
Thymolphthalein.svg
Names
IUPAC name
3,3-bis(4-hydroxy-2-methyl-5-propan-2-ylphenyl)-2-benzofuran-1-one
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.004.300 Edit this at Wikidata
EC Number
  • 204-729-7
UNII
CompTox Dashboard (EPA)
Properties
Chemical formula
C28H30O4
Molar mass 430.544 g·mol−1
Appearance White powder
Melting point 248 to 252 °C (478 to 486 °F; 521 to 525 K) (decomposes)
Hazards
R-phrases (outdated) 4, 10
S-phrases (outdated) S22 S24/25
NFPA 704 (fire diamond)
NFPA 704 four-colored diamond
0
1
0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Thymolphthalein is a phthalein dye used as an acid–base (pH) indicator. Its transition range is around pH 9.3–10.5. Below this pH, it is colorless; above, it is blue. The molar extinction coefficient for the blue thymolphthalein dianion is 38,000 M−1 cm−1 at 595 nm.[1]

Thymolphthalein (pH indicator)
below pH 9.3 above pH 10.5
9.3 10.5
Thymolphthalein (pH indicator)
below pH <0 above pH 9.3
<0 9.3

Thymolphthalein is also known to have use as a laxative [2] and for disappearing ink.[3]

Preparation

Thymolphthalein can be synthesized from thymol and phthalic anhydride

ThymolphthaleinSynthesis.png

References

  1. ^ Hahn HH; Cheuk SF; Elfenbein S; Wood WB (April 1970). "Studies on the Pathogenesis of Fever: Xix. Localization of Pyrogen in Granulocytes". J. Exp. Med. 131 (4): 701–9. doi:10.1084/jem.131.4.701. PMC 2138774. PMID 5430784.
  2. ^ Hubacher, MH; Doernberg, S; Horner, A (1953). "Laxatives: chemical structure and potency of phthaleins and hydroxyanthraquinones". J Am Pharm Assoc Am Pharm Assoc. 42 (1): 23–30. doi:10.1002/jps.3030420108. PMID 13034620.
  3. ^ Katz, David A. (1982). "Disappearing Ink" (PDF). www.chymist.com. Retrieved August 14, 2017.
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