39169-63-6

Basic information

• Product Name: ethylene glycol 2-(3,5-di-tert-butyl-4-hydroxyphenyl)-ethyl ether
• Synonyms: ethylene glycol 2-(3,5-di-tert-butyl-4-hydroxyphenyl)-ethyl ether
• CAS NO: 39169-63-6
• Molecular Weight: 294.434
• Mol File: 39169-63-6.mol

Chemical Properties

• CAS DataBase Reference: ethylene glycol 2-(3,5-di-tert-butyl-4-hydroxyphenyl)-ethyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: ethylene glycol 2-(3,5-di-tert-butyl-4-hydroxyphenyl)-ethyl ether(39169-63-6)
• EPA Substance Registry System: ethylene glycol 2-(3,5-di-tert-butyl-4-hydroxyphenyl)-ethyl ether(39169-63-6)

Safety Data

• Hazardous Substances Data: 39169-63-6(Hazardous Substances Data)

Upstream product

• 128-39-2 2,6-di-tert-butylphenol 
• 112-27-6 2,2'-[1,2-ethanediylbis(oxy)]bisethanol 
• 75-21-8 oxirane 

Relevant articles and documents

β-Hydroxyalkylation of sterically hindered phenols with epoxides in acid medium

Reactions of 2,6-dialkylphenols with ethylene oxide, propylene oxide and epichlorohydrin in the presence of SnCl4 at the temperature from -5 to +5°C leads to the formation of respective phenols containing a hydroxy group in the β-position of the aliphatic chain of the para-substituent. The conditions for maximum selectivity of the reaction of 2,6-di-tert-butylphenol with ethylene oxide were determined. By HPLC-MS method the directions of the side reactions were explored. The method has been successfully tested in a pilot installation. With 2,6-dimethylphenol instead of 2,6-di-tert-butylphenol a sharp increase occurs in the content of ethers in the reaction product. With epichlorohydrin, 2,6-di-tert-butylphenol affords a product, which is easily converted into an epoxide containing a sterically hindered phenol in its structure.

Development of a one-stage synthesis of 2,6-di-tert-4-ethylbutylphenol from 2,6-di-tert-butylphenol

Investigation of the catalyzed reaction of 2,6-di-tert-butylphenol with ethanol, ethylene glycol, oligomeric glycols, and paraldehyde in a strongly basic medium permitted to develop a technologically suitable procedure for manufacture of 2,6-di-tert-4-ethyl-butylphenol, used in the synthesis of Antioxidant-425.