42589-78-6

Basic information

• Product Name: (+/-)-1.5-Dicarboxymethylacenaphthen
• CAS NO: 42589-78-6
• Molecular Weight: 270.285
• Mol File: 42589-78-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (+/-)-1.5-Dicarboxymethylacenaphthen(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-1.5-Dicarboxymethylacenaphthen(42589-78-6)
• EPA Substance Registry System: (+/-)-1.5-Dicarboxymethylacenaphthen(42589-78-6)

Safety Data

• Hazardous Substances Data: 42589-78-6(Hazardous Substances Data)

Upstream product

• 83-32-9 acenaphthene 
• 16726-67-3 5-bromo-1-naphthalenecarboxylic acid 
• 59866-97-6 5-bromo-1-naphthoic acid methyl ester 

Relevant articles and documents

From Acenaphthenes to (+)-Delavatine A: Visible-Light-Induced Ring Closure of Methyl (α-Naphthyl) Acrylates

Disclosed herein is a visible light mediated cyclization of methyl (α-naphthyl) acrylates and heteroaromatic analogues yielding substituted acenaphthenes and azaacenaphthenes. This highly functional-group-tolerant transformation was put to the test in an enantioselective formal synthesis of delavatine A. Mechanistic details were elucidated by DFT-calculations revealing an unusual intramolecular H-transfer mediated by a primary amine. The generality of this transformation enables a novel synthetic strategy of five membered ring annulation at an advanced stage, allowing reliance upon naphthalene chemistry up to the point of acenaphthene construction.