70557-76-5

Basic information

• Product Name: 2-(4-chlorobenzyl)-1,4-naphthoquinone
• Synonyms: 2-(4-chlorobenzyl)-1,4-naphthoquinone
• CAS NO: 70557-76-5
• Molecular Weight: 282.726
• Mol File: 70557-76-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-(4-chlorobenzyl)-1,4-naphthoquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-chlorobenzyl)-1,4-naphthoquinone(70557-76-5)
• EPA Substance Registry System: 2-(4-chlorobenzyl)-1,4-naphthoquinone(70557-76-5)

Safety Data

• Hazardous Substances Data: 70557-76-5(Hazardous Substances Data)

Upstream product

• 1878-66-6 4-chlorophenylacetic Acid 
• 130-15-4 [1,4]naphthoquinone 
• 67-56-1 methanol 
• 3042-67-9 2-(4-chlorobenzyl)naphthalene 
• 104-88-1 4-chlorobenzaldehyde 
• 21473-01-8 2-naphthalenylmagnesium bromide 
• 7495-98-9 (4-chlorophenyl)(naphthalen-2-yl)methanone 

Relevant articles and documents

The Application of 2-Benzyl-1,4-naphthoquinones as Pronucleophiles in Aminocatalytic Synthesis of Tricyclic Derivatives

This study demonstrates an unprecedented reactivity of 2-substituted-1,4-naphthoquinones. By applying the principle of vinylogy, they have been employed as vinylogous pronucleophiles in the organocatalytic cascade reaction for the first time. This novel catalytic activation of 1,4-naphthoquinones enables access to carboannulated naphthalen-1(4H)-one derivatives of biological importance. The site-selectivity and stereoselectivity of a process proved possible to control by the proper choice of reaction conditions.

Electroorganic reactions. Part 56: Anodic oxidation of 2-methyl- and 2-benzylnaphthalenes: Factors influencing competing pathways

A systematic investigation of the anodic oxidation in nucleophilic media of 2-methyl and 2-benzylnaphthalenes, substituted at the 6-position in the naphthalene nucleus and at the 4-phenyl position of the benzylic side chain, has been carried out to identify factors favouring side-chain substitution. Cyclic voltammetry confirms that 6-substitution has a profound effect on the oxidation potentials of the naphthalene nucleus and 13C chemical shifts indicate polar effects at the benzylic carbon. However, little side-chain anodic oxidation is observed under any conditions tried; the radical-cations of electron-rich substrates preferentially dimerise and a strongly electron-withdrawing substituent at the 6-position (EtOSO2) promotes nuclear substitution. In contrast, oxidation with DDQ in aqueous acetic acid gives efficient side-chain oxidation for electron rich substrates, consistent with hydride transfer, possibly intramolecularly via a charge transfer complex.