25679-39-4

Basic information

• Product Name: Benzenesulfonic acid, 3,5-bis(1,1-dimethylethyl)-4-hydroxy-
• Synonyms: Benzenesulfonic acid,3,5-bis(1,1-dimethylethyl)-4-hydroxy;3,5-di-tert-butyl-4-hydroxybenzenesulfonic acid;4-Hydroxy-3,5-di-tert-butyl-benzolsulfonsaeure
• CAS NO: 25679-39-4
• Molecular Formula: C14H22O4S
• Molecular Weight: 286.38700
• Mol File: 25679-39-4.mol
• Article Data: 1

Chemical Properties

• Density: 1.173±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Benzenesulfonic acid, 3,5-bis(1,1-dimethylethyl)-4-hydroxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenesulfonic acid, 3,5-bis(1,1-dimethylethyl)-4-hydroxy-(25679-39-4)
• EPA Substance Registry System: Benzenesulfonic acid, 3,5-bis(1,1-dimethylethyl)-4-hydroxy-(25679-39-4)

Safety Data

• Hazardous Substances Data: 25679-39-4(Hazardous Substances Data)

Upstream product

• 128-39-2 2,6-di-tert-butylphenol 

Downstream Products

• 87806-71-1 3,5-di-t-butyl-4-hydroxybenzenesulfonic acid chloride 

Relevant articles and documents

Sulfonation of three Symmetrical 2,6-Dialkylphenols, 2,6-Dichlorophenol, Phenol, and 2,6-Dimethylanisole. Sulfation and Sulfonation Product Distribution and Mechanisms

The sulfonation of four symmetrically substituted 2,6-disubstituted phenols, phenol, 2,6-dimethylanisole with SO3 in aprotic solvents was studied.With the phenols the initial product is the phenyl hydrogen sulfate, which is slowly converted into the phenolsulfonic acids via O-desulfonation and subsequent C-sulfonation if the phenol is in excess and via C-sulfonation and subsequent O-desulfonation if the SO3 is in excess.The ratio of partial rate factors for 3- and 4-sulfonation (f3/f4) for 2,6-dimethylphenol (1) in nitromethan strongly decreases on replacing the methyl groups by i-Pr, t-Bu (steric effects), and Cl (electronic effects).The strong increase of f3/f4 on increasing the SO3:1 ratio from 0.9 to 6.0 is ascribed to increasing sulfonation of the phenyl hydrogensulfate for which because of steric inhibition of resonance f3/f4 is higher (3.9) than that of the phenol 1 (0.01) and of 2,6-dimethylanisole (5) (0.01).The protic sulfonation of 1 and 5 in concentrated sulfuric acid was also studied.The large variations in f3/f4 with increasing sulfuric acid concentration are discussed in terms of steric inhibition of resonance for the entities undergoing sulfonation, viz., 1, its hydrogen sulfate, and 5 by the various sulfonating entities in the sulfuric acid range 75 - 107 percent H2SO4.