18594-32-6

Basic information

• Product Name: 5-phenyl-1-(2-thienyl)-2,4-pentadien-1-one
• Synonyms: 5-phenyl-1-(2-thienyl)-2,4-pentadien-1-one
• CAS NO: 18594-32-6
• Molecular Formula: C15H12OS
• Molecular Weight: 240.32018
• Mol File: 18594-32-6.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-phenyl-1-(2-thienyl)-2,4-pentadien-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-phenyl-1-(2-thienyl)-2,4-pentadien-1-one(18594-32-6)
• EPA Substance Registry System: 5-phenyl-1-(2-thienyl)-2,4-pentadien-1-one(18594-32-6)

Safety Data

• Hazardous Substances Data: 18594-32-6(Hazardous Substances Data)

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 88-15-3 2-Acetylthiophene 
• 104-55-2 3-phenyl-propenal 
• 98-03-3 thiophene-2-carbaldehyde 
• 15787-96-9 1-(thiophen-2-yl)prop-2-yn-1-one 
• 201852-49-5 potassium (E)-trifluoro(styryl)borate 
• 5271-67-0 2-Thiophenecarbonyl chloride 
• 300-57-2 allylbenzene 
• 108-86-1 bromobenzene 

Downstream Products

• 102311-91-1 5t-phenyl-1-[2]thienyl-penta-2t,4-dien-1-one-phenylhydrazone 
• 102311-93-3 (+/-)-1-phenyl-5-trans-styryl-3-[2]thienyl-4,5-dihydro-1H-pyrazole 
• 137444-78-1 2-methoxy-4-styryl-6-(2-thienyl)nicotinonitrile 

Relevant articles and documents

Palladium-Catalyzed Aminomethylation of Nitrodienes and Dienones via Double C—N Bond Activation

A new strategy for the generation of the active Pd-alkyl species from aminal via C—N bond activation has been established, in which the formation of zwitterionic intermediate through aza-Michael addition of aminal to nitrodienes or dienones is identified as a key step for the activation of the C—N bond. The efficient strategy has enabled a new palladium-catalyzed α-aminomethylation of nitrodienes and dienones via double C—N bond activation. The scope and versatility of the reaction were demonstrated and a broad range of substrates bearing electron-donating and -withdrawing groups on the aromatic rings were all compatible with this reaction to furnish the desired α-aminomethylated products in moderate to good yields with excellent regioselectivities and E/Z selectivities.

Palladium-Catalyzed Oxidative Allylation of Sulfoxonium Ylides: Regioselective Synthesis of Conjugated Dienones

The first examples of palladium-catalyzed allylic C-H oxidative allylation of sulfoxonium ylides to afford the corresponding conjugated dienones with moderate to good yields have been established. The features of this novel conversion include mild reaction conditions, wide substrate scope, and excellent regioselectivity.

D-A-π-D Synthetic approach for thienyl chalcones - NLO - a structure activity study

With the growing interest for organic molecules in Nonlinear Optical (NLO) applications, we have synthesized nine novel thienyl chalcones based on the D-A-π-D design. In order to establish the identity, these have been characterized in detail. Having followed the design based synthetic route, we have focused on two prime criteria for comparison; namely second harmonic generation (SHG) and non-linear absorption. In this work the role of the electron withdrawing groups, electron donating groups and extended conjugation, have been extensively studied vis-à-vis the NLO properties. The change in these properties by virtue of the molecular structure has been elucidated in this work as the structure activity relationship. Optical nonlinearity is studied using ultrafast (100 fs) laser pulses at 800 nm, employing the open aperture Z-scan technique. The compounds exhibit large effective three-photon absorption (3PA) coefficients, in the order of 10-28 m3/W2. These observations show that these compounds possess potential for application in all-optical limiting and switching devices.