p-Xylenol Blue

Base Information

• Chemical Name: p-Xylenol Blue
• CAS No.: 125-31-5
• Molecular Formula: C23H22 O5 S
• Molecular Weight: 410.491
• Hs Code.: 29147000
• European Community (EC) Number: 204-736-5
• NSC Number: 10471
• UNII: BRA8Z80WK7
• DSSTox Substance ID: DTXSID8026303
• Nikkaji Number: J5.370H
• Wikidata: Q1542346
• ChEMBL ID: CHEMBL1613534
• Mol file: 125-31-5.mol

Synonyms:p-Xylenol Blue;Xylenol Blue;125-31-5;p-Xylenolsulfonephthalein;p-Xylenolsulfonphthalein;p-Xylenesulfonephthalein;p-Xylenolsulfophthalein;1,4-Dimethyl-5-hydroxybenzenesulfonphthalein;NSC 10471;Phenol, 4,4'-(1,1-dioxido-3H-2,1-benzoxathiol-3-ylidene)bis[2,5-dimethyl-;EINECS 204-736-5;UNII-BRA8Z80WK7;BRA8Z80WK7;DTXSID8026303;NSC10471;NSC-10471;Phenol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis(2,5-dimethyl-, S,S-dioxide;4-[3-(4-hydroxy-2,5-dimethylphenyl)-1,1-dioxo-2,1lambda6-benzoxathiol-3-yl]-2,5-dimethylphenol;DTXCID406303;2,5-Xylenol, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)di-, S,S-dioxide;4,4'-(3H-2,1-Benzoxathiol-3-ylidene)bis(2,5-dimethylphenol) S,S-dioxide;p-Xylenol blue;Phenol, 4,4'-(1,1-dioxido-3H-2,1-benzoxathiol-3-ylidene)bis(2,5-dimethyl-;CAS-125-31-5;1,4-dimethyl-5-hydroxybenzenesulfonephthalein;4,4'-(3H-2,1-Benzoxathiol-3-ylidene)bis(2,5-dimethylphenol)-S,S-dioxide;4,4'-(3H-2,1-benzoxathiol-3-ylidene)bis[2,5-dimethylphenol] S,S-dioxide;C23H22O5S;MFCD00005870;starbld0016709;XYLENOL BLUE, P-;XYLENOL BLUE [MI];SCHEMBL62880;CHEMBL1613534;Tox21_201524;Tox21_303062;AKOS024306979;NCGC00091153-01;NCGC00091153-02;NCGC00256968-01;NCGC00259074-01;BS-43765;FT-0631731;X0016;X0026;D92792;X-6800;Xylenol Blue, indicator grade, Dye content 90 %;J-610080;Q1542346;2, 4,4'-(3H-2,1-benzoxathiol-3-ylidene)di-, S,S-dioxide;Phenol,4'-(3H-2,1-benzoxathiol-3-ylidene)bis[2,5-dimethyl-, S,S-dioxide;Phenol, 4,4 -(3H-2,1-benzoxathiol-3-ylidene)bis[2,5-dimethyl-, S,S-dioxide;Phenol, 4,4'-(3H-2,1-benzoxathiol- 3-ylidene)bis[2,5-dimethyl-, S,S-dioxide;PHENOL,4,4'-(1,1-DIOXIDO-3H-2,1-BENZOXATHIOL-3-YLIDENE)BIS[2,5-DIMETHYL-;4-[3-(4-hydroxy-2,5-dimethyl-phenyl)-1,1-dioxo-2,1$l^{6}-benzoxathiol-3-yl]-2,5-dimethyl-phenol

Chemical Property of p-Xylenol Blue

Chemical Property:

• Melting Point: 212°C (dec.)
• Boiling Point: 577.2 °C at 760 mmHg
• PKA: 9.52(at 25℃)
• Flash Point: 302.9 °C
• PSA: 92.21000
• Density: 1.346 g/cm³
• LogP: 5.42300
• Solubility.: Solubility Slightly soluble in water, soluble in ethanol
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 410.11879497
• Heavy Atom Count: 29
• Complexity: 671

Purity/Quality:

98%,99%, ^*data from raw suppliers

Xylenol Blue ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1O)C)C2(C3=CC=CC=C3S(=O)(=O)O2)C4=C(C=C(C(=C4)C)O)C
• Uses: Indicator, used in 0.02% solution: pH 1.2 red, 2.8 yellow, 9.6 blue. Xylenol Blue is used in methods and devices that change color to indicate the presence of opioids and other narcotics.

Technology Process of p-Xylenol Blue

There total 4 articles about p-Xylenol Blue which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 55.0%

2,5-Dimethylphenol (95-87-4) + 2-sulfobenzoic acid cyclic anhydride (81-08-3) → 3,3-bis(4-hydroxy-2,5-dimethylphenyl)-3H-2,1λ6-benzoxathiole 1,1-dioxide (125-31-5)

Guidance literature:

In xylene; for 0.00416667h; Microwave irradiation;

DOI:10.1135/cccc20021779

Reference yield: 18.0%

2,5-Dimethylphenol (95-87-4) + saccharin (81-07-2) → 3,3-bis(4-hydroxy-2,5-dimethylphenyl)-3H-2,1λ6-benzoxathiole 1,1-dioxide (125-31-5)

Guidance literature:

With sulfuric acid; at 110 ℃; for 4h; Neat (no solvent);

DOI:10.1080/00397911.2010.535946

Reference yield:

2,5-Dimethylphenol (95-87-4) + 2-chlorosulfonylbenzoyl chloride (34684-21-4) → 3,3-bis(4-hydroxy-2,5-dimethylphenyl)-3H-2,1λ6-benzoxathiole 1,1-dioxide (125-31-5)

Guidance literature:

With zinc(II) chloride;

upstream raw materials:

2,5-Dimethylphenol

2-sulfobenzoic acid

2-chlorosulfonylbenzoyl chloride

2-sulfobenzoic acid cyclic anhydride

Downstream raw materials:

bromo xylenol blue

Refernces

• 1、 Cihelnik, Simon,Stibor, Ivan,Lhotak, Pavel. "Solvent-free synthesis of sulfonephthaleins, sulfonefluoresceins and fluoresceins under microwave irradiation". . p. 1779 - 1789. Retrieved 2007/10/03.