14306-91-3

Basic information

• Product Name: C₂₉H₄₃O₂
• Synonyms: C₂₉H₄₃O₂
• CAS NO: 14306-91-3
• Molecular Weight: 423.659
• Mol File: 14306-91-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₂₉H₄₃O₂(CAS DataBase Reference)
• NIST Chemistry Reference: C₂₉H₄₃O₂(14306-91-3)
• EPA Substance Registry System: C₂₉H₄₃O₂(14306-91-3)

Safety Data

• Hazardous Substances Data: 14306-91-3(Hazardous Substances Data)

Upstream product

• 118-82-1 4,4'-Methylenebis(2,6-di-tert-butylphenol) 

Downstream Products

• 118-82-1 4,4'-Methylenebis(2,6-di-tert-butylphenol) 
• 4359-97-1 2,6-di-tert-butyl-4-(3,5-di-tert-butyl-4-hydroxy-benzylidene)-cyclohexa-2,5-dienone 

Relevant articles and documents

Antioxidant activity of o-bisphenols: The role of intramolecular hydrogen bonding

A kinetic and thermodynamic investigation on the antioxidant activity of 2,2′-methylenebis(6-tertbutyl-4-methylphenol) (2), 2,2′-ethylidenebis(4,6-di-tert-butylphenol) (3), and 4,4′-methylenebis(2,6di-tert-butylphenol) (4) are reported. EPR studies of the equilibration between 3 or 4 and a reference phenol, and the corresponding phenoxyl radicals, allowed us to determine the O-H bond dissociation enthalpy (BDE) of the O-H bond as 81.2 and 81.1 kcal/mol in 3 and 4, respectively. Despite this similarity, the absolute rate constants for the reaction with peroxyl radicals, determined by autoxidation studies under controlled conditions, indicate that the o-bisphenols 2 and 3 behave as excellent antioxidants while the p-bisphenol 4 is less effective by a factor of 64 and 22, respectively. FT-IR spectroscopy and product studies suggest that the very good antioxidant activity of the o-bisphenols largely arises from both the reduced steric crowding about the hydroxyl group and the stabilization of the aroxyl radical due to the formation of an intramolecular hydrogen bond between the residual OH and the oxygen radical center.