54158-97-3

Basic information

• Product Name: 4-(4-N,N-dimethylaminobenzyl)phenol
• Synonyms: 4-(4-N,N-dimethylaminobenzyl)phenol
• CAS NO: 54158-97-3
• Molecular Weight: 227.306
• Mol File: 54158-97-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4-(4-N,N-dimethylaminobenzyl)phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-N,N-dimethylaminobenzyl)phenol(54158-97-3)
• EPA Substance Registry System: 4-(4-N,N-dimethylaminobenzyl)phenol(54158-97-3)

Safety Data

• Hazardous Substances Data: 54158-97-3(Hazardous Substances Data)

Upstream product

• 102827-03-2 (4-(dimethylamino)phenyl)(4-hydroxyphenyl)methanone 
• 100-66-3 methoxybenzene 
• 1703-46-4 N,N-dimethyl-4-hydroxymethylaniline 
• 108-95-2 phenol 
• 53039-60-4 (4-methoxyphenyl)-(4-N,N-dimethylaminophenyl)-methane 
• 64-17-5 ethanol 

Relevant articles and documents

TiCl4-activated selective nucleophilic substitutions of tert-butyl alcohol and benzyl alcohols with π-donating substituents

TiCl4-activated selective nucleophilic substitution reactions of tert-butyl alcohol and benzyl alcohols with π-donating substituents in the presence of primary and secondary alcohols can be carried out with various oxygen, nitrogen and carbon nucleophiles in good yields.

Iridium-Catalyzed Highly Efficient and Site-Selective Deoxygenation of Alcohols

An iridium-catalyzed, highly efficient, and site-selective deoxygenation of primary, secondary, and tertiary alcohols has been realized, under the assistance of a 4-(N-substituted amino)aryl directing group. Only the hydroxyl adjacent to the directing group can be deoxygenated. The deoxygenation is performed in water, with formic acid as both the promoter and hydride donor. Excellent yields and functionality tolerance, as well as high efficiency (S/C up to 1000 000, TOF up to 445 000 h-1), are obtained. The kinetic isotope effect studies show that hydride formation is the rate-determining step, and the deoxygenation follows an SN1-type pathway. The deoxygenation protocol has been demonstrated useful in the structural modification of naturally occurring ketones and steroids.