Thymol blue

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Thymol blue
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Names
Preferred IUPAC name
3,3-Bis[4-hydroxy-2-methyl-5-(propan-2-yl)phenyl]-2,1λ6-benzoxathiole-1,1(3H)-dione
Other names
α-hydroxy-α,α-bis(5-hydroxycarvacryl)- o-toluenesulfonic acid γ-sultone; thymolsulfonephthalein
Identifiers
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3D model (JSmol)
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  • InChI=1S/C27H30O5S/c1-15(2)19-13-22(17(5)11-24(19)28)27(21-9-7-8-10-26(21)33(30,31)32-27)23-14-20(16(3)4)25(29)12-18(23)6/h7-16,28-29H,1-6H3 checkY
    Key: PRZSXZWFJHEZBJ-UHFFFAOYSA-N checkY
  • InChI=1/C27H30O5S/c1-15(2)19-13-22(17(5)11-24(19)28)27(21-9-7-8-10-26(21)33(30,31)32-27)23-14-20(16(3)4)25(29)12-18(23)6/h7-16,28-29H,1-6H3
    Key: PRZSXZWFJHEZBJ-UHFFFAOYAE
  • O=S2(=O)OC(c1ccccc12)(c3cc(c(O)cc3C)C(C)C)c4cc(c(O)cc4C)C(C)C
Properties
C27H30O5S
Molar mass 466.59 g·mol−1
Appearance Brownish-green crystal powder
Melting point 221–224 °C (430–435 °F; 494–497 K)
decomposes[1]
Insoluble
UV-vismax) 594 nm (1st)
376 nm (2nd)[1]
Hazards
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Template:Chembox Footer/trackingTemplate:Short description

Thymol blue (thymolsulfonephthalein) is a brownish-green or reddish-brown crystalline powder that is used as a pH indicator. It is insoluble in water but soluble in alcohol and dilute alkali solutions.

Thymol blue (pH indicator)
below pH 8.0 above pH 9.6
8.0 9.6
Thymol blue (pH indicator)
below pH 1.2 above pH 2.8
1.2 2.8

It transitions from red to yellow at pH 1.2–2.8 and from yellow to blue at pH 8.0–9.6. It is usually a component of Universal indicator.

At wavelength (378 - 382) nm, extinction coefficient > 8000 and at wavelength (298 - 302) nm, the extinction coefficient > 12000.[3]

Structures

Thymol blue has different structures at different pH.

File:Thymolblau.pngthymol blue.
File:Color change of thymol blue at different pH.jpg
Color of thymol blue solution at different acid-base conditions: left: acidic, middle: neutral, right: alkaline

Safety

It may cause irritation. Its toxicological properties have not been fully investigated.[4] Harmful if swallowed, Acute Toxicity. Only Hazardous when percent values are above 10%.[5]

Bibliography

  • Merck. "Thymol Blue." The Merck Index. 14th ed. 2006. Accessed via web on 2007-02-25.

References

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  1. ^ a b Thymol Blue
  2. ^ Page Module:Citation/CS1/styles.css has no content."Thymol blue". pubchem.ncbi.nlm.nih.gov. Retrieved 12 December 2021.
  3. ^ Page Module:Citation/CS1/styles.css has no content."Product Specification: Thymol Blue- ACS reagent" (PDF). Sigma-Aldrich. 9 October 2017. p. 1.
  4. ^ Page Module:Citation/CS1/styles.css has no content."Thymol Blue MSDS". Fisher Scientific. Retrieved 2024-07-23.
  5. ^ Page Module:Citation/CS1/styles.css has no content."Thymol blue". PubChem. Retrieved 2017-10-09.

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