19480-52-5

Basic information

• Product Name: Phenol, 2,6-bis[[2-hydroxy-3-[(2-hydroxy-5-methylphenyl)methyl]-5-methylphenyl] methyl]-4-methyl-
• CAS NO: 19480-52-5
• Molecular Formula: C39H40O5
• Molecular Weight: 588.744
• Mol File: 19480-52-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Phenol, 2,6-bis[[2-hydroxy-3-[(2-hydroxy-5-methylphenyl)methyl]-5-methylphenyl] methyl]-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Phenol, 2,6-bis[[2-hydroxy-3-[(2-hydroxy-5-methylphenyl)methyl]-5-methylphenyl] methyl]-4-methyl-(19480-52-5)
• EPA Substance Registry System: Phenol, 2,6-bis[[2-hydroxy-3-[(2-hydroxy-5-methylphenyl)methyl]-5-methylphenyl] methyl]-4-methyl-(19480-52-5)

Safety Data

• Hazardous Substances Data: 19480-52-5(Hazardous Substances Data)

Upstream product

• 7647-01-0 hydrogenchloride 
• 106-44-5 p-cresol 
• 22247-59-2 3-[3-[3-(hydroxymethyl)-5-methylsalicyl]-5-methylsalicyl]-2-hydroxy-5-methylbenzylalcohol 
• 27404-65-5 C₃₉H₃₈Cl₂O₅ 
• 91-04-3 2,6-bis(hydroxymethyl)-4-methylphenol 
• 3236-63-3 2,2'-methylenebis(4-methylphenol) 

Relevant articles and documents

Catalytic Activation of Unstrained C(Aryl)-C(Alkyl) Bonds in 2,2′-Methylenediphenols

Catalytic activation of unstrained and nonpolar C-C bonds remains a largely unmet challenge. Here, we describe our detailed efforts in developing a rhodium-catalyzed hydrogenolysis of unstrained C(aryl)-C(alkyl) bonds in 2,2′-methylenediphenols aided by removable directing groups. Good yields of the monophenol products are obtained with tolerating a wide range of functional groups. In addition, the reaction is scalable, and the catalyst loading can be reduced to as low as 0.5 mol %. Moreover, this method proves to be effective to cleave C(aryl)-C(alkyl) linkages in both models of phenolic resins and commercial novolacs resins. Finally, detailed experimental and computational mechanistic studies show that with C-H activation being a competitive but reversible off-cycle reaction, this transformation goes through a directed C(aryl)-C(alkyl) oxidative addition pathway.