83469-76-5

Basic information

• Product Name: 2-Methyl-6-hydroxyfluoran
• Synonyms: 2-Methyl-6-hydroxyfluoran;6-hydroxy-2-methylfluoran;6'-Hydroxy-2'-methylspiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one
• CAS NO: 83469-76-5
• Molecular Formula: C21H14 O4
• Molecular Weight: 330.33
• Mol File: 83469-76-5.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Methyl-6-hydroxyfluoran(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-6-hydroxyfluoran(83469-76-5)
• EPA Substance Registry System: 2-Methyl-6-hydroxyfluoran(83469-76-5)

Safety Data

• Hazardous Substances Data: 83469-76-5(Hazardous Substances Data)

Upstream product

• 106-44-5 p-cresol 
• 2513-33-9 2-(2,4-dihydroxybenzoyl)benzoic acid 
• 83469-74-3 2-(2'-chloro-4'-hydroxybenzoyl) benzoic acid 
• 372-20-3 3-fluorophenol 
• 5493-87-8 2-(2-hydroxy-5-methyl-benzoyl)-benzoic acid 
• 85-44-9 phthalic anhydride 
• 108-43-0 3-monochlorophenol 
• 2321-07-5 fluorescein 

Downstream Products

• 128683-43-2 2-Methyl-6-(5-acetamido-3,5-dideoxy-α-D-glycero-D-galacto-2-nonulopyranosylonic acid)xanthene-9-spiro-1'-isobenzofuran-3'-one 

Relevant articles and documents

PHASE-TRANSFER-CATALYZED SYNTHESIS OF ARYL α-KETOSIDES OF N-ACETYLNEURAMINIC ACID. A 2-METHYLFLUORAN-6-YL GLYCOSIDE OF N-ACETYLNEURAMINIC ACID, 2-METHYL-6-(5-ACETAMIDO-3,5-DIDEOXY-α-D-glycero-D-galacto-NONULOPYRANOSYLONIC ACID)XANTHENE-9-SPIRO-1'-ISOBENZOFURAN-3'-ONE, A NEW SUBSTRATE..

Glycosidation of N-acetylneuraminic acid by phase-transfer catalysis in chloroform-aqueous alkali gave several known and some new aryl α-ketosides in a short reaction time and in good yields.The 4-methylumbelliferyl α-ketoside, the standard substrate for neuraminidase, was prepared in a yield of up to 70percent.New Neu5Ac ketosides were prepared with fluorescein and the fluorescein analog, 2-methyl-6-hydroxyfluoran (2-methyl-6-hydroxyxanthene-9-spiro-1'-isobenzofuran-3'-one) as aglycons, the latter being synthesized from 2-(2-hydroxy-5-methylbenzoyl) benzoic acid and 3-fluorophenol.The α configuration was ascertained by 400-MHz 1H-NMR spectroscopy and by cleavage of the ketosides with neuraminidases from Vibrio cholerae and Clostridium perfringens.The enzymic hydrolysis of the 2-methylfluoran-6-yl ketoside gave Km values of 82 μM (V. cholerae) and 96 μM (C. perfringens).

2-AROYLBENZOIC ACIDS-VIII. THE SYNTHESIS AND SOME REACTIONS OF 2-AROYLBENZOIC ACIDS FROM m-CHLOROPHENOL

The syntheses of the novel 2-(4'-chloro-2'-hydroxybenzoyl) benzoic acid 1 and 2-(2'-chloro-4'-hydroxybenzoyl) benzoic acid 2 are described and some of their reactions are given.