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Thymolphthalein

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This article is about thymolphthalein. For other related dyes in the phthalein family, seePhthalein dye.

Thymolphthalein
Names

Preferred IUPAC name 3,3-Bis[4-hydroxy-2-methyl-5-(propan-2-yl)phenyl]-2-benzofuran-1(3H)-one
Identifiers
CAS Number	125-20-2^Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL587849^Y
ChemSpider	29054^Y
ECHA InfoCard	100.004.300
EC Number	204-729-7
PubChem CID	31316
UNII	YG5I28WSQP^Y
CompTox Dashboard(EPA)	DTXSID2051633
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,1-6H3^Y Key: LDKDGDIWEUUXSH-UHFFFAOYSA-N^Y 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,1-6H3 Key: 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⁻¹
Appearance	White powder
Melting point	248 to 252 °C (478 to 486 °F; 521 to 525 K) (decomposes)
Hazards^[1]
GHS labelling:
Pictograms
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)	1 0 0
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references

Chemical compound

Thymolphthalein is aphthalein dye used as anacid–base (pH)indicator. Its transition range is around pH 9.3–10.5. Below this pH, it is colorless; above, it is blue. Themolar extinction coefficient for the blue thymolphthaleindianion 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 alaxative^[3] and fordisappearing ink.^[4]

Thymolphthalein can be synthesized fromthymol andphthalic anhydride.

^"Thymolphthalein".pubchem.ncbi.nlm.nih.gov.
^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.
^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.
^Katz, David A. (1982)."Disappearing Ink"(PDF).www.chymist.com. RetrievedAugust 14, 2017.

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