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76-61-9

Basic Information
CAS No.: 76-61-9
Name: Thymol Blue
Molecular Structure:
Molecular Structure of 76-61-9 (Thymol Blue)
Formula: C27H30O5S
Molecular Weight: 466.598
Synonyms: Thymosulfonphthalein;4-[7-(4-hydroxy-2-methyl-5-propan-2-yl-phenyl)-9,9-dioxo-8-oxa-9$l^{6}-thiabicyclo[4.3.0]nona-1,3,5-trien-7-yl]-5-methyl-2-propan-2-yl-phenol;Phenol, 4,4-(3H-2,1-benzoxathiol-3-ylidene)bis(5-methyl-2-(1-methylethyl)-, S,S-dioxide;Thymolsulfophthalein;5-19-03-00462 (Beilstein Handbook Reference);Thymol, 6,6-(3H-2,1-benzoxathiol-3-ylidene)di-, S,S-dioxide;Thymolsulphonphthalein;Thymolsulfonephalein;Thymolsulfonephthalein;Phenol,4,4'-(1,1-dioxido-3H-2,1-benzoxathiol- 3-ylidene)bis[5-methyl-2-(1-methylethyl)-;
EINECS: 200-973-3
Density: 1.252 g/cm3
Melting Point: 221-224 °C
Boiling Point: 580.5 °C at 760 mmHg
Flash Point: 304.9 °C
Solubility: Soluble in alcohol and dilute alkali solutions. Insoluble in water.
Appearance: brown to green powder or crystals
Risk Codes: 10
Safety: 24/25
Transport Information: UN 1170 3/PG 3
PSA: 92.21000
LogP: 7.05300
Synthetic route
81-08-3

2-sulfobenzoic acid cyclic anhydride

89-83-8

thymol

A

861304-71-4

2-(4-hydroxy-5-isopropyl-2-methyl-benzoyl)-benzenesulfonic acid

B

76-61-9

thymol blue

Conditions
ConditionsYield
With zinc(II) chloride at 105 - 110℃;
89-83-8

thymol

34684-21-4

2-chlorosulfonylbenzoyl chloride

A

2-(2-isopropyl-5-methyl-phenoxysulfonyl)-benzoic acid-(2-isopropyl-5-methyl-phenyl ester)

B

76-61-9

thymol blue

Conditions
ConditionsYield
at 100 - 110℃;

2-(4,4'-dihydroxy-5,5'-diisopropyl-2,2'-dimethyl-benzhydryl)-benzenesulfonic acid

76-61-9

thymol blue

Conditions
ConditionsYield
im Sonnenlicht;
1,1-dioxo-1λ6-benzisothiazol-3-one

1,1-dioxo-1λ6-benzisothiazol-3-one

76-61-9

thymol blue

Conditions
ConditionsYield
With sulfuric acid Erhitzen der Reaktionsloesung mit Thymol auf 140grad;
89-83-8

thymol

ammonium salt of/the/ 2-sulfo-benzoic acid

ammonium salt of/the/ 2-sulfo-benzoic acid

76-61-9

thymol blue

Conditions
ConditionsYield
With phosphorus pentoxide
89-83-8

thymol

benzoic acid o-sulfonic acid-dichloride

benzoic acid o-sulfonic acid-dichloride

76-61-9

thymol blue

Conditions
ConditionsYield
With zinc(II) chloride at 100 - 110℃;
89-83-8

thymol

5435-44-9, 22243-66-9

(E)-3-Ureido-but-2-enoic acid ethyl ester

benzoic acid o-sulfonic acid endo anhydride

benzoic acid o-sulfonic acid endo anhydride

A

861304-71-4

2-(4-hydroxy-5-isopropyl-2-methyl-benzoyl)-benzenesulfonic acid

B

76-61-9

thymol blue

Conditions
ConditionsYield
at 105 - 110℃;
89-83-8

thymol

dichloride of/the/ benzoic acid o-sulfonic acid

dichloride of/the/ benzoic acid o-sulfonic acid

A

76-61-9

thymol blue

B

benzoic acid o-sulfonic acid dithymyl ester

benzoic acid o-sulfonic acid dithymyl ester

Conditions
ConditionsYield
at 100 - 110℃;

2-(4,4'-dihydroxy-5,5'-diisopropyl-2,2'-dimethyl-benzhydryl)-benzenesulfonic acid

air

air

76-61-9

thymol blue

2-(4,4'-dihydroxy-5,5'-diisopropyl-2,2'-dimethyl-benzhydryl)-benzenesulfonic acid

air

air

alkali

alkali

76-61-9

thymol blue

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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The IUPAC name of Thymol blue is 4-[3-(4-hydroxy-2-methyl-5-propan-2-ylphenyl)-1,1-dioxo-2,1λ6-benzoxathiol-3-yl]-5-methyl-2-propan-2-ylphenol. With the CAS registry number 76-61-9, it is also named as Phenol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis(5-methyl-2-(1-methylethyl)-, S,S-dioxide. The product's categories are analytical chemistry; indicator (pH); pH indicators. It is brown to green powder or crystals which is stable, combustible and incompatible with strong oxidizing agents. Dust may form an explosive mixture with air, so people should avoid contact with skin and eyes.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 6.62; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6.62; (4)ACD/LogD (pH 7.4): 6.62; (5)#H bond acceptors: 5; (6)#H bond donors: 2; (7)#Freely Rotating Bonds: 6; (8)Index of Refraction: 1.611; (9)Molar Refractivity: 129.35 cm3; (10)Molar Volume: 372.4 cm3; (11)Polarizability: 51.27×10-24 cm3; (12)Surface Tension: 51.3 dyne/cm; (13)Enthalpy of Vaporization: 90.05 kJ/mol; (14)Vapour Pressure: 4.46E-14 mmHg at 25°C; (15)Rotatable Bond Count: 4; (16)Tautomer Count: 45; (17)Exact Mass: 466.181395; (18)MonoIsotopic Mass: 466.181395; (19)Topological Polar Surface Area: 92.2; (20)Heavy Atom Count: 33; (21)Complexity: 751.

Uses of Thymol blue: It is used as medicine in clinical diagnosis. And it is also used as pH indicator which has two color range: (1) changes from red to yellow between 1.2-2.8 in acid range; (2) changes from yellow to blue between 8.0-9.6 in alkaline range.

People can use the following data to convert to the molecule structure. 
1. SMILES: O=S2(=O)OC(c1ccccc12)(c3cc(c(O)cc3C)C(C)C)c4cc(c(O)cc4C)C(C)C;
2. InChI: 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.