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'''Thymolphthalein''' is a ] used as an ]–] (]) ]. Its transition range is around pH 9.3–10.5. Below this pH, it is colorless; above, it is blue. The ] for the blue thymolphthalein ] is 38,000&nbsp;M<sup>−1</sup>&nbsp;cm<sup>−1</sup> at 595&nbsp;nm.<ref>{{cite journal |author=Hahn HH |author2=Cheuk SF |author3=Elfenbein S |author4= Wood WB |title= Studies on the Pathogenesis of Fever: Xix. Localization of Pyrogen in Granulocytes|journal=J. Exp. Med. |volume=131 |issue=4 |pages=701–9 |date=April 1970 |pmid=5430784 |pmc=2138774 |doi= 10.1084/jem.131.4.701}}</ref> '''Thymolphthalein''' is a ] used as an ]–] (]) ]. Its transition range is around pH 9.3–10.5. Below this pH, it is colorless; above, it is blue. The ] for the blue thymolphthalein ] is 38,000&nbsp;M<sup>−1</sup>&nbsp;cm<sup>−1</sup> at 595&nbsp;nm.<ref>{{cite journal |author=Hahn HH |author2=Cheuk SF |author3=Elfenbein S |author4= Wood WB |title= Studies on the Pathogenesis of Fever: Xix. Localization of Pyrogen in Granulocytes|journal= The Journal of Experimental Medicine|volume=131 |issue=4 |pages=701–9 |date=April 1970 |pmid=5430784 |pmc=2138774 |doi= 10.1084/jem.131.4.701}}</ref>


{{pH_indicator_template|indicator_name=Thymolphthalein |low_pH=9.3 |high_pH=10.5|low_pH_color=white|high_pH_color=blue|high_pH_text=white}} {{pH_indicator_template|indicator_name=Thymolphthalein |low_pH=9.3 |high_pH=10.5|low_pH_color=white|high_pH_color=blue|high_pH_text=white}}


Thymolphthalein is also known to have use as a ]<ref>{{cite journal | last1 = Hubacher | first1 = MH | last2 = Doernberg | first2 = S | last3 = Horner | first3 = A | year = 1953 | title = Laxatives: chemical structure and potency of phthaleins and hydroxyanthraquinones | journal = J Am Pharm Assoc Am Pharm Assoc | volume = 42 | issue = 1| pages = 23–30 | pmid = 13034620 | doi = 10.1002/jps.3030420108 }}</ref> and for ].<ref>{{Cite web|url=https://www.chymist.com/Disappearing%20Ink.pdf|title=Disappearing Ink|last=Katz|first=David A.|date=1982|website=www.chymist.com|access-date=August 14, 2017}}</ref> Thymolphthalein is also known to have use as a ]<ref>{{cite journal | last1 = Hubacher | first1 = MH | last2 = Doernberg | first2 = S | last3 = Horner | first3 = A | year = 1953 | title = Laxatives: chemical structure and potency of phthaleins and hydroxyanthraquinones | journal = Journal of the American Pharmaceutical Association | volume = 42 | issue = 1| pages = 23–30 | pmid = 13034620 | doi = 10.1002/jps.3030420108 }}</ref> and for ].<ref>{{Cite web|url=https://www.chymist.com/Disappearing%20Ink.pdf|title=Disappearing Ink|last=Katz|first=David A.|date=1982|website=www.chymist.com|access-date=August 14, 2017}}</ref>


==Preparation== ==Preparation==

Latest revision as of 02:40, 3 August 2023

This article is about thymolphthalein. For other related dyes in the phthalein family, see Phthalein dye.
Thymolphthalein
Names
Preferred IUPAC name 3,3-Bis-2-benzofuran-1(3H)-one
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.004.300 Edit this at Wikidata
EC Number
  • 204-729-7
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C28H30O4/c1-15(2)20-13-23(17(5)11-25(20)29)28(22-10-8-7-9-19(22)27(31)32-28)24-14-21(16(3)4)26(30)12-18(24)6/h7-16,29-30H,1-6H3Key: LDKDGDIWEUUXSH-UHFFFAOYSA-N
  • InChI=1/C28H30O4/c1-15(2)20-13-23(17(5)11-25(20)29)28(22-10-8-7-9-19(22)27(31)32-28)24-14-21(16(3)4)26(30)12-18(24)6/h7-16,29-30H,1-6H3Key: LDKDGDIWEUUXSH-UHFFFAOYAV
SMILES
  • O=C1OC(c2ccccc12)(c3cc(c(O)cc3C)C(C)C)c4cc(c(O)cc4C)C(C)C
Properties
Chemical formula C28H30O4
Molar mass 430.544 g·mol
Appearance White powder
Melting point 248 to 252 °C (478 to 486 °F; 521 to 525 K) (decomposes)
Hazards
GHS labelling:
Pictograms GHS08: Health hazard
Signal word Warning
Hazard statements H341, H350, H361
Precautionary statements P201, P202, P210, P233, P240, P241, P242, P243, P280, P281, P303+P361+P353, P308+P313, P370+P378, P403+P235, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 1: Exposure would cause irritation but only minor residual injury. E.g. turpentineFlammability 0: Will not burn. E.g. waterInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
1 0 0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

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 cm at 595 nm.

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 and for disappearing ink.

Preparation

Thymolphthalein can be synthesized from thymol and phthalic anhydride.

See also

References

  1. "Thymolphthalein". pubchem.ncbi.nlm.nih.gov.
  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. PMC 2138774. 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" (PDF). www.chymist.com. Retrieved August 14, 2017.
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