75552-46-4

Basic information

• Product Name: 23CHLOROPHENYL14BENZOQUINONE
• Synonyms: 23CHLOROPHENYL14BENZOQUINONE
• CAS NO: 75552-46-4
• Molecular Formula: C₁₂H₇ClO₂
• Molecular Weight: 218.63578
• Mol File: 75552-46-4.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 23CHLOROPHENYL14BENZOQUINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 23CHLOROPHENYL14BENZOQUINONE(75552-46-4)
• EPA Substance Registry System: 23CHLOROPHENYL14BENZOQUINONE(75552-46-4)

Safety Data

• Hazardous Substances Data: 75552-46-4(Hazardous Substances Data)

Upstream product

• 17333-84-5 3-chlorobenzenediazonium 
• 106-51-4 p-benzoquinone 
• 108-42-9 3-chloro-aniline 
• 63503-60-6 3-chlorophenylboronic acid 
• 108-95-2 phenol 

Downstream Products

• 307514-06-3 7-(3-chlorophenyl)-5-hydroxybenzo[1,3]oxathiol-2-one 
• 59007-06-6 2-(3'-chlorophenyl)-1,4-hydroquinone 

Relevant articles and documents

Generation of arylated quinones by iron-catalyzed oxidative arylation of phenols: Formal synthesis of phellodonin, sarcodonin ε, leucomelone and betulinan A

Biologically and pharmaceutically relevant arylated quinones (Quin-Ar) have been synthesized via direct C-H arylation of a variety of phenols using arylboronic acids. An inexpensive, environmentally friendly iron catalyst, ferric sulphate, Fe2(SO4)3, was employed in this operationally simple and efficient method.

The direct arylation of benzoquinones with arylboronic acid promoted by iron(II) oxalate

Arylations of various quinones with several arylboronic acids have been developed. The reactions proceed readily at ambient temperature using iron(II) oxalate as a catalyst and potassium persulfate as a co-oxidant. The mechanism is presumed to proceed through a nucleophilic radical addition to the quinone with in situ reoxidation of the resulting dihydroquinone.

Iron-mediated direct arylation with arylboronic acids through an aryl radical transfer pathway

A novel iron-mediated direct C-H arylation of quinones and pyridine analogues with arylboronic acids has been developed using dichloromethane and water as solvents at ambient temperature. FeS is employed and serves as an efficient catalyst. A detailed reaction mechanism is speculated and expounded.