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Thymolphthalein: Difference between revisions

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{{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 [[laxative]].<ref>Hubacher MH, Doernberg S, Horner A. Laxatives: chemical structure and potency of phthaleins and hydroxyanthraquinones. J Am Pharm Assoc Am Pharm Assoc. 1953;42(1):23-30. PMID 13034620.</ref>
Thymolphthalein is also known to have use as a [[laxative]].<ref>Hubacher MH, Doernberg S, Horner A. Laxatives: chemical structure and potency of phthaleins and hydroxyanthraquinones. J Am Pharm Assoc Am Pharm Assoc. 1953;42(1):23-30. {{PMID|13034620}}.</ref>


==Preparation==
==Preparation==

Revision as of 22:08, 22 May 2017

Thymolphthalein
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
  • 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 checkY
    Key: LDKDGDIWEUUXSH-UHFFFAOYSA-N checkY
  • 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
  • O=C1OC(c2ccccc12)(c3cc(c(O)cc3C)C(C)C)c4cc(c(O)cc4C)C(C)C
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
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 [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Thymolphthalein is 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 is also known to have use as a laxative.[2]

Preparation

Thymolphthalein can be synthesized from thymol and phthalic anhydride by Friedel–Crafts alkylation:

References

  1. ^ Hahn HH; Cheuk SF; Elfenbein S; Wood WB (April 1970). "Studies on the Pathogenesis of Fever: Xix. Localization of Pyrogen in Granulocytes" (PDF). 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. Laxatives: chemical structure and potency of phthaleins and hydroxyanthraquinones. J Am Pharm Assoc Am Pharm Assoc. 1953;42(1):23-30. PMID 13034620.
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