137768-28-6

Basic information

• Product Name: ethyl <α-(9,10-dihydro-9-anthryl)benzhydryl>cyanoacetate
• CAS NO: 137768-28-6
• Molecular Weight: 457.572
• Mol File: 137768-28-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: ethyl <α-(9,10-dihydro-9-anthryl)benzhydryl>cyanoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl <α-(9,10-dihydro-9-anthryl)benzhydryl>cyanoacetate(137768-28-6)
• EPA Substance Registry System: ethyl <α-(9,10-dihydro-9-anthryl)benzhydryl>cyanoacetate(137768-28-6)

Safety Data

• Hazardous Substances Data: 137768-28-6(Hazardous Substances Data)

Upstream product

• 613-31-0 9,10-dihydroanthracene 
• 5232-99-5 etocrylene 

Relevant articles and documents

Arene Hydrides, 10. Michael Additions of Anthracene Hydride. Selective Reduction of the ArC=C Moiety by Fragmentation of the Michael Adduct

Anthracene hydride (AH-) in THF undergoes Michael addition onto the acrylic acid derivatives 1 and 2.Secondary reactions of the first formed anions 3 and 4 of the Michael adducts depend on the absence (3) or presence (4) of an aryl group in β position.The non-benzylic 3 or its protonated or deprotonated form can cyclize via ester condensation to yield the "dibenzo-bicyclononanones" 10b,c.Deprotonation of the anion 4 by excess AH- usually leads to fragmentation of the C-CAr bond formed in the Michael addition.The overall result is a selective C=C reduction of cinnamonic acid derivatives and analogues: PhR'C=C -> PhR'CH-CH.This fragmentation is hampered in the Michael addition adduct 4h with dimethyl benzylidenemalonate 2h probably due to the necessity of a pronounced conformational reorganization during the fragmentation step.Key Words: Cinnamic acid derivatives, selective saturation / Michael addition / Anthracene hydride