13522-81-1

Basic information

• Product Name: o-Cresol, 4-methoxy-, acetate
• CAS NO: 13522-81-1
• Molecular Weight: 180.203
• Mol File: 13522-81-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: o-Cresol, 4-methoxy-, acetate(CAS DataBase Reference)
• NIST Chemistry Reference: o-Cresol, 4-methoxy-, acetate(13522-81-1)
• EPA Substance Registry System: o-Cresol, 4-methoxy-, acetate(13522-81-1)

Safety Data

• Hazardous Substances Data: 13522-81-1(Hazardous Substances Data)

Upstream product

• 672-13-9 2-hydroxy-5-methoxybenzaldehyde 
• 64-19-7 acetic acid 
• 100-84-5 1-methoxy-3-methyl-benzene 
• 5307-05-1 1-hydroxy-4-methoxy-2-methylbenzene 
• 108-24-7 acetic anhydride 
• 91497-79-9 1-acetoxy-2-acetoxymethyl-4-methoxybenzene 

Downstream Products

• 1352754-61-0 5-acetyl-4-methoxy-2-methylphenyl acetate 
• 1352754-70-1 4-(2,3-dihydro-5-hydroxy-8-methoxy-6-methylbenzo[b][1,4]oxathiin-2-yl)benzene-1,2-diol 
• 1352754-69-8 2-[3,4-bis((dimethyl-tert-butylsilyl)oxy)phenyl]-2,3-dihydro-8-methoxy-6-methylbenzo[b][1,4]oxathiin-5-ol 
• 1352754-68-7 2-[3,4-bis((dimethyl-tert-butylsilyl)oxy)phenyl]-5-(benzyloxy)-2,3-dihydro-8-methoxy-6-methylbenzo[b][1,4]oxathiine 
• 1352754-67-6 5-(benzyloxy)-2,3-dihydro-8-methoxy-2-(4-methoxyphenyl)-6-methylbenzo[b][1,4]oxathiine 
• 1352754-66-5 2-(2-(benzyloxy)-6-hydroxy-5-methoxy-3-methylphenylthio)isoindoline-1,3-dione 
• 1352754-65-4 5-(benzyloxy)-2-methoxy-4-methylphenol 
• 1352754-64-3 5-(benzyloxy)-2-methoxy-4-methylphenyl acetate 
• 1352754-63-2 1-(5-(benzyloxy)-2-methoxy-4-methylphenyl)ethanone 
• 1352754-62-1 1-(5-hydroxy-2-methoxy-4-methylphenyl)ethanone 
• 1352754-53-0 2,3-dihydro-8-methoxy-2-(4-methoxyphenyl)-6-methylbenzo[b][1,4]oxathiin-5-ol 
• 5307-05-1 1-hydroxy-4-methoxy-2-methylbenzene 

Relevant articles and documents

Optimization of the antioxidant activity of hydroxy-substituted 4-thiaflavanes: A proof-of-concept study

The design and the synthesis of a new family of hydroxy-4-thiaflavanes, in which the reactive phenolic OH is ortho to the sulfur atom of the benzofused oxathiin ring, allowed to prepare antioxidants that show rate constants for the reaction with peroxyl radicals (kinh), and bond dissociation energies (BDE), of the ArO-H group identical to those of α-tocopherol, the main component of vitamin E and the most effective lipophilic antioxidant known in nature. The peculiar conformation of the six-membered heterocyclic ring prevents the formation of an intramolecular hydrogen bond between the OH group and the S atom, while ensuring a good stabilization by electron donation of the phenoxyl radical formed after the reaction with peroxyl radicals. The preparation of these compounds was achieved through an inverse electron demand hetero Diels-Alder reaction of styrenes with o-thioquinones, in turn prepared from accurately designed 1,3-dihydroxy arenes. Properly arranging the substitution pattern on the aromatic ring, as in derivatives 9 and 11, allowed to reach values of kinh up to 4.0× 106 M-1 s -1 and BDE(OH) of 77.2 kcal mol-1. This approach represents an innovative way to obtain highly active antioxidants without using strongly electron donating alkylamino groups which are associated with adverse toxicological profiles. Sulfur makes the difference (again): The stereoelectronic features triggered by the sulfur atom in the benzo-fused six-membered ring of 4-thiaflavanes have been exploited to design a new family of phenolic antioxidants that show an ability to react with peroxyl radicals identical to that of α-tocopherol, the main component of vitamin E and the most potent natural lipophilic antioxidant (see scheme). Copyright