17090-09-4

Basic information

• Product Name: 2-Propenamide, N-(2-chlorophenyl)-
• CAS NO: 17090-09-4
• Molecular Formula: C9H8ClNO
• Molecular Weight: 181.622
• Mol File: 17090-09-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-Propenamide, N-(2-chlorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenamide, N-(2-chlorophenyl)-(17090-09-4)
• EPA Substance Registry System: 2-Propenamide, N-(2-chlorophenyl)-(17090-09-4)

Safety Data

• Hazardous Substances Data: 17090-09-4(Hazardous Substances Data)

Upstream product

• 95-51-2 o-chloroaniline 
• 814-68-6 acryloyl chloride 

Downstream Products

• 3335-85-1 3-benzyl-1-methyl-1,3-dihydroindol-2-one 
• 553-03-7 3,4-dihydro-2(1H)-quinolone 
• 2760-32-9 N-(2-chlorophenyl)-2-methylacetamide 
• 620-71-3 N-(phenyl)-2-methylacetamide 
• 1504-06-9 3-methylindolin-2-one 
• 67262-56-0 o-ethylacrylanilide 
• 91246-20-7 o-ethylpropioanilide 
• 86524-01-8 N-(2-Chloro-phenyl)-3-(4-pyridin-2-yl-piperazin-1-yl)-propionamide 

Relevant articles and documents

Synthesis of 4-Trifluoromethylated 1,3-Butadienes via Palladium Catalyzed Heck Reaction

1,3-Butadiene plays a key role in modern synthetic chemistry and biochemistry because it is a key intermediate in the synthesis of many drugs. A new and effective method for the synthesis of 4-trifluoromethylated 1,3-butadiene through the fluorinated Heck reaction catalyzed by Pd(0) is described. Without additives, 1-chloro-3,3,3-trifluoropropene (an inexpensive CF3 structural unit that is harmless to ozone) reacts with enamide to synthesize 4-trifluoromethylated 1,3-butadienes with good yield, high regioselectivity and chemical selectivity, and strong tolerance of substrate functional groups such as alkynes, aldehyde, and ester groups.

Systematic study of the glutathione (GSH) reactivity of N-arylacrylamides: 1. Effects of aryl substitution

Success in the design of targeted covalent inhibitors depends in part on a knowledge of the factors influencing electrophile reactivity. In an effort to further develop an understanding of structure-reactivity relationships among N-arylacrylamides, we determined glutathione (GSH) reaction rates for a family of N-arylacrylamides independently substituted at ortho-, meta-, and para-positions with 11 different groups common to inhibitor design. We find that substituent effects on reaction rates show a linear Hammett correlation for ortho-, meta-, and para-substitution. In addition, we note a correlation between 1H and 13C NMR chemical shifts of the acrylamide with GSH reaction rates, suggesting that NMR chemical shifts may be a convenient surrogate measure of relative acrylamide reactivity. Density functional theory calculations reveal a correlation between computed activation parameters and experimentally determined reaction rates, validating the use of such methodology for the screening of synthetic candidates in a prospective fashion.

Synthesis of Oxindole Derivatives from N-Alkenyl-o-Chloroanilides with Zero-Valent Nickel Complex

Oxindole derivatives have been obtained from N-alkenyl-o-chloroanilides by reaction with tetrakis(triphenylphoaphine)nickel(0) in toluene as solvent in good yields.A detailed analysis of all the products of the reaction allows to confirm the postulated mechanism of the cyclization reaction.The o-chloroanilides of the 3-cyclohexenylacetic acid fails in the cyclization reaction, since the torsional hindrance seems to avoid that the endocyclic double bond may be orthogonally to the ortho-?-nickel complex intermediate on the aromatic ring.