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Revision as of 13:27, 10 January 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{chembox}} taken from revid 463413868 of page Thymol_blue for the Chem/Drugbox validation project (updated: 'CASNo').  Latest revision as of 00:41, 19 August 2024 edit BD2412 (talk | contribs)Autopatrolled, IP block exemptions, Administrators2,453,387 editsm Clean up spacing around commas and other punctuation fixes, replaced: ,i → , i, , → ,Tag: AWB 
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}}
{{chembox {{chembox
| Verifiedfields = changed
| verifiedrevid = 440335737
| Watchedfields = changed
| Name = Thymol blue
| verifiedrevid = 470609766
| ImageFile = Thymolblau skeletal.png
| Name = Thymol blue
| ImageSize = 225px
| ImageFile = Thymolblau skeletal.png
| IUPACName = <small>4-nona-1,3,5-trien-9-yl]- 5-methyl-2-propan-2-yl-phenol</small>
| ImageSize = 200px
| OtherNames = <small>α-hydroxy-α,α-bis(5-hydroxycarvacryl)- o-toluenesulfonic&nbsp;acid&nbsp;γ-sultone; thymolsulfonephthalein</small>
| ImageFile2 = Thymol Blue crystals.jpg
| Section1 = {{Chembox Identifiers
| ImageSize2 = 200px
| SMILES = O=S2(=O)OC(c1ccccc12)(c3cc(c(O)cc3C)C(C)C)c4cc(c(O)cc4C)C(C)C
| PIN = 3,3-Bis-2,1λ<sup>6</sup>-benzoxathiole-1,1(3''H'')-dione
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| OtherNames = α-hydroxy-α,α-bis(5-hydroxycarvacryl)- o-toluenesulfonic&nbsp;acid&nbsp;γ-sultone; thymolsulfonephthalein
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 76-61-9
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 59008 | ChemSpiderID = 59008
| EC_number = 200-973-3
| PubChem = 65565 | PubChem = 65565
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 8YB4804L4M
| 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 | 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
| InChIKey = PRZSXZWFJHEZBJ-UHFFFAOYAE | InChIKey = PRZSXZWFJHEZBJ-UHFFFAOYAE
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = PRZSXZWFJHEZBJ-UHFFFAOYSA-N | StdInChIKey = PRZSXZWFJHEZBJ-UHFFFAOYSA-N
| SMILES = O=S2(=O)OC(c1ccccc12)(c3cc(c(O)cc3C)C(C)C)c4cc(c(O)cc4C)C(C)C
| CASNo_Ref = {{cascite|correct|??}}
}}
| CASNo = <!-- blanked - oldvalue: 76-61-9 -->
|Section2={{Chembox Properties
| C=27 | H=30 | O=5 | S=1
| Appearance = Brownish-green crystal powder
| MeltingPtC = 221-224
| MeltingPt_notes = <br> decomposes<ref name="sigma"></ref>
| Solubility = Insoluble
| LambdaMax = 594 nm (1st)<br> 376 nm (2nd)<ref name="sigma" />
}}
|Section3={{Chembox Hazards
| MainHazards = Harmful
| GHS_ref=<ref>{{cite web |title=Thymol blue |url=https://pubchem.ncbi.nlm.nih.gov/compound/65565#section=Safety-and-Hazards |website=pubchem.ncbi.nlm.nih.gov |access-date=12 December 2021 |language=en}}</ref>
| GHSPictograms = {{GHS07}}
| GHSSignalWord = Warning
| HPhrases = {{H-phrases|302}}
| PPhrases = {{P-phrases|264|270|301+312|330|501}}
| NFPA-H = 1
| NFPA-F = 1
}} }}
| Section2 = {{Chembox Properties
| Formula = C<sub>27</sub>H<sub>30</sub>O<sub>5</sub>S
| MolarMass = 466.59<ref>Number derived from ]</ref> g mol<sup>−1</sup>
| Appearance = Brownish-green crystal powder
| Solubility = Insoluble
}}
}} }}

'''Thymol blue''' (thymolsulfonephthalein) is a brownish-green or reddish-brown crystalline powder that is used as a ]. It is insoluble in ] but soluble in ] and dilute ] solutions. {{pH_indicator|indicator_name=Thymol blue|low_pH=8.0|high_pH=9.6|low_pH_color=yellow|high_pH_color=blue|high_pH_text=white}}
{{pH_indicator|indicator_name=Thymol blue|low_pH=1.2|high_pH=2.8|low_pH_color=red|low_pH_text=white|high_pH_color=yellow}}
It transitions from red to yellow at ] 1.2–2.8 and from yellow to blue at pH 8.0–9.6. It is usually a component of ].

At wavelength (378 - 382) nm, extinction coefficient > 8000 and at wavelength (298 - 302) nm, the extinction coefficient > 12000.<ref>{{Cite web |last=|first=|date=9 October 2017|title=Product Specification: Thymol Blue- ACS reagent|url=http://www.sigmaaldrich.com/Graphics/COfAInfo/SigmaSAPQM/SPEC/11/114545/114545-BULK_______SIAL_____.pdf|publisher=Sigma-Aldrich|volume=1|pages=1}}</ref>

==Structures==
Thymol blue has different structures at different pH.
:]thymol blue.
]

==Safety==
It may cause irritation. Its toxicological properties have not been fully investigated.<ref>{{Cite web |title=Thymol Blue MSDS |url=https://fscimage.fishersci.com/msds/60620.htm#:~:text=Eye:%20May%20cause%20eye%20irritation,irritation%20of%20the%20digestive%20tract. |access-date=2024-07-23 |website=Fisher Scientific}}</ref> Harmful if swallowed, Acute Toxicity. Only Hazardous when percent values are above 10%.<ref>{{Cite web|url=https://pubchem.ncbi.nlm.nih.gov/compound/Thymol_blue#section=GHS-Classification|title=Thymol blue|publisher=PubChem|language=en|access-date=2017-10-09}}</ref>

==Bibliography==
* Merck. "Thymol Blue." ''The Merck Index''. 14th ed. 2006. Accessed via web on 2007-02-25.

==References==
{{reflist}}

==External links==
{{Commons category|Thymol blue}}
*

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