15804-58-7

Basic information

• Product Name: (E)-3-(2-chlorophenyl)-2-cyanoacrylamide
• Synonyms: (E)-3-(2-chlorophenyl)-2-cyanoacrylamide
• CAS NO: 15804-58-7
• Molecular Weight: 206.631
• Mol File: 15804-58-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (E)-3-(2-chlorophenyl)-2-cyanoacrylamide(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-3-(2-chlorophenyl)-2-cyanoacrylamide(15804-58-7)
• EPA Substance Registry System: (E)-3-(2-chlorophenyl)-2-cyanoacrylamide(15804-58-7)

Safety Data

• Hazardous Substances Data: 15804-58-7(Hazardous Substances Data)

Upstream product

• 107-91-5 cyanoacetic acid amide 
• 89-97-4 2-CHLOROBENZYLAMINE 
• 89-98-5 2-chloro-benzaldehyde 
• 109-77-3 malononitrile 
• 108164-67-6 3-(2-chlorophenyl)-3-hydroxy-2-methylenepropionitrile 
• 2698-41-1 o-chlorobenzylidene malononitrile 

Downstream Products

• 1346555-73-4 triethylammonium 4-(2-chlorophenyl)-3,5-dicyano-6-oxo-1,4,5,6-tetrahydropyridin-2-olate 

Relevant articles and documents

Oxidative Olefination of Benzylamine with an Active Methylene Compound Mediated by Hypervalent Iodine (III)

Hypervalent iodine-mediated oxidative olefination of amines with an active methylene compound provides a rapid gateway towards the formation of electrophilic alkenes under mild reaction conditions in good to excellent yields. This is an efficient protocol for the preparation of substituted electrophilic alkenes.

An efficient catalyst-free one-pot synthesis of primary amides from the aldehydes of the Baylis-Hillman reaction

Herein, a facile and efficient method for the preparation of allyl amides from the aldehyde of Baylis-Hillman adducts has been developed using a hydroxylamine/methanol system under a catalyst-free condition. The effects of solvents and temperature on the reaction and substituents on the phenyl ring have been examined. This method is best demonstrated by its advantages such as operational simplicity, moderate to excellent yields, short reaction time, and simple reaction procedure. Most importantly, the reaction proceeds smoothly in the absence of a catalyst and an external oxidant.

Studies of reversible conjugate additions

Benzalcyanoacetamides were designed and synthesized as reversible thiol conjugate addition acceptors. These thia-conjugate additions can rapidly and reversibly achieve equilibrium under aqueous conditions at neutral pH. Kinetic studies show that electron-withdrawing groups at the 4-position of the phenyl ring of the benzalcyanoacetamides promote the conjugate addition at equilibrium. Dynamic thiol exchange of these conjugate acceptors is faster than singly activated α,β-unsaturated carbonyl compounds. These thia-conjugate additions can be assembled as potentially useful components in dynamic combinatorial chemistry. Benzalcyanoacetamides were studied with thiols as reversible thiol conjugate addition acceptors. These thia-conjugate additions can rapidly and reversibly achieve equilibrium under aqueous conditions at neutral pH, which verifies the ultimate use of these conjugate acceptors in dynamic combinatorial chemistry. Copyright