177539-44-5

Basic information

• Product Name: 2,2'-(2-t-butyl-1,4-phenylenedioxy)diethanol
• Synonyms: 2,2'-(2-t-butyl-1,4-phenylenedioxy)diethanol
• CAS NO: 177539-44-5
• Molecular Weight: 254.326
• Mol File: 177539-44-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,2'-(2-t-butyl-1,4-phenylenedioxy)diethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-(2-t-butyl-1,4-phenylenedioxy)diethanol(177539-44-5)
• EPA Substance Registry System: 2,2'-(2-t-butyl-1,4-phenylenedioxy)diethanol(177539-44-5)

Safety Data

• Hazardous Substances Data: 177539-44-5(Hazardous Substances Data)

Upstream product

• 96-49-1 [1,3]-dioxolan-2-one 
• 1948-33-0 tert-butylhydroquinone 

Relevant articles and documents

Photochemical rearrangements of quinone monoketals

We have studied the photochemistry of over 15 quinone cyclic monoketals, which were prepared by diol exchange from the dimethyl ketals, Swanton oxidation/hydrolysis, or direct ketalization. Their reactions in acidic media are generally explained by the classical mechanism for cyclohexadienone photochemical (di-π-methane) rearrangements: photocyclization to a cyclopropane-oxyallylcation that is protonated, followed by sovolysis. This reaction pathway provides, after hydrolysis, β-carboxy-substituted cyclopentenones. With a substituent at the β-position of the quinone monoketal, rearrangement selectivity is modestly in favor of the more substituted alkene product. With a substituent at the α-position of the quinone monoketal, rearrangement selectivity is strongly in favor of the less substituted alkene product. Possible mechanistic reasoning to explain these observations is offered.