Chemistry:Thymolphthalein

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Thymolphthalein
Thymolphthalein skeletal.svg
Names
Preferred IUPAC name
3,3-Bis[4-hydroxy-2-methyl-5-(propan-2-yl)phenyl]-2-benzofuran-1(3H)-one
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
EC Number
  • 204-729-7
UNII
Properties
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[1]
GHS pictograms GHS08: Health hazard
GHS Signal word Warning
H341, H350, H361
P201, P202, P210, P233, P240, P241, P242, P243, P280, P281, P303+361+353, P308+313, P370+378, P403+235, P405, P501
NFPA 704 (fire diamond)
Flammability code 0: Will not burn. E.g. waterHealth code 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineReactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no codeNFPA 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).
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Infobox references

Thymolphthalein is a phthalein dye used as an acidbase (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.[2]

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

Thymolphthalein is also known to have use as a laxative[3] and for disappearing ink.[4]

Preparation

Thymolphthalein can be synthesized from thymol and phthalic anhydride.

ThymolphthaleinSynthesis.png

See also

References

  1. "Thymolphthalein" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/31316#section=Safety-and-Hazards. 
  2. Hahn HH; Cheuk SF; Elfenbein S; Wood WB (April 1970). "Studies on the Pathogenesis of Fever: Xix. Localization of Pyrogen in Granulocytes". The Journal of Experimental Medicine 131 (4): 701–9. doi:10.1084/jem.131.4.701. PMID 5430784. 
  3. Hubacher, MH; Doernberg, S; Horner, A (1953). "Laxatives: chemical structure and potency of phthaleins and hydroxyanthraquinones". Journal of the American Pharmaceutical Association 42 (1): 23–30. doi:10.1002/jps.3030420108. PMID 13034620. 
  4. Katz, David A. (1982). "Disappearing Ink". https://www.chymist.com/Disappearing%20Ink.pdf.