15851-89-5

Basic information

• Product Name: 2-Propenoyl chloride,3-(4-methylphenyl)-
• Synonyms: Cinnamoylchloride, p-methyl- (8CI); 3-(p-Tolyl)acryloyl chloride; 4-Methylcinnamoylchloride; p-Methylcinnamoyl chloride
• CAS NO: 15851-89-5
• Molecular Formula: C₁₀H₉ClO
• Molecular Weight: 180.63086
• Mol File: 15851-89-5.mol
• Article Data: 93

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-Propenoyl chloride,3-(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propenoyl chloride,3-(4-methylphenyl)-(15851-89-5)
• EPA Substance Registry System: 2-Propenoyl chloride,3-(4-methylphenyl)-(15851-89-5)

Safety Data

• Hazardous Substances Data: 15851-89-5(Hazardous Substances Data)

Upstream product

• 1866-39-3 4-methylcinnamic acid 
• 104-87-0 4-methyl-benzaldehyde 
• 1866-39-3 trans-p-methylcinnamic acid 
• 79-37-8 oxalyl dichloride 

Downstream Products

• 93392-74-6 6-[4-((E)-3-p-Tolyl-acryloyl)-piperazin-1-yl]-3,4-dihydro-1H-quinolin-2-one 
• 153854-88-7 2-(4-methyl cinnamoyloxy)acetophenone 
• 15795-11-6 p-methyl-N-phenylcinnamamide 
• 315706-79-7 N-(4-propyl-cyclohexyl)-3-p-tolyl-acrylamide 
• 808170-50-5 (E)-N-(2-benzoyl-4-nitrophenyl)-3-(4-methylphenyl)acrylic acid amide 
• 929625-28-5 N-allyl-3-p-tolyl-acrylamide 
• 1065478-37-6 methyl 2-{2-[4-(methyl)cinnamoyl]amino-1-oxo-3-phenyl}propyl-amino-3-(2-oxo-3-pyrrolidinyl)-propionate 
• 1333163-09-9 (E)-N-(4-(3-bromophenylamino)quinazolin-6-yl)-3-(p-tolyl)acrylamide 

Relevant articles and documents

Photoredox Cyclization of N-Arylacrylamides for Synthesis of Dihydroquinolinones

Metal- and additive-free photoredox cyclization of N-arylacrylamides is herein reported that provides a concise access to the formation of dihydroquinolinones. In this protocol, sustainable visible light was used as the energy source, and the organic light-emitting molecule 4CzIPN served as the efficient photocatalyst. This reaction system features exclusive 6-endo-trig cyclization selectivity with a generally good yield of a range of functionalized dihydroquinolinones and dihydrobenzoquinolinones. Mechanistical studies reveal the feasibility of both 1,3-H shift and intersystem crossing of the diradical intermediate.

Enantioselective Rauhut–Currier Reaction with β-Substituted Acrylamides Catalyzed by N-Heterocyclic Carbenes

β-Substituted acrylamides have low electrophilicity and are yet to be exploited in the enantioselective Rauhut–Currier reaction. By exploiting electron-withdrawing protection of the amide and moderate nucleophilicity N-heterocyclic carbenes, such substrates have been converted to enantioenriched quinolones. The reaction proceeds with complete diastereoselectivity, good yield, and modest enantioselectivity. Derivatizations are reported, as are computational studies, supporting decreased amide bond character with electron-withdrawing protection of the nitrogen.

Design, Synthesis, Structure-Activity Relationship, Molecular Docking, and Herbicidal Evaluation of 2-Cinnamoyl-3-Hydroxycyclohex-2-en-1-one Derivatives as Novel 4-Hydroxyphenylpyruvate Dioxygenase Inhibitors

Cinnamic acid, isolated from cinnamon bark, is a natural product with excellent bioactivity, and it effectively binds with cyclohexanedione to form novel 4-hydroxyphenylpyruvate dioxygenase (HPPD) inhibitors. According to the active sub-structure combinat