853065-37-9

Basic information

• Product Name: 2-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)quinoline
• Synonyms: 2-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)quinoline
• CAS NO: 853065-37-9
• Molecular Weight: 257.335
• Mol File: 853065-37-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)quinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)quinoline(853065-37-9)
• EPA Substance Registry System: 2-((1E,3E)-4-phenylbuta-1,3-dien-1-yl)quinoline(853065-37-9)

Safety Data

• Hazardous Substances Data: 853065-37-9(Hazardous Substances Data)

Upstream product

• 91-63-4 2-methylquinoline 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 
• 91-22-5 quinoline 
• 1613-37-2 Quinoline N-oxide 
• 16939-57-4 (E)-buta-1,3-dienylbenzene 
• 137845-37-5 4-methyl-N-(3-phenylallylidene)benzenesulfonamide 
• 104-55-2 3-phenyl-propenal 
• 14371-10-9 (E)-3-phenylpropenal 

Downstream Products

• 5426-20-0 2-(4-phenylbutyl)quinoline 

Relevant articles and documents

Nematocidal and trichomonacidal activities of 2-substituted quinolines

Several quinolines were synthesized and evaluated in vitro and in vivo against the nematodes Caenorhabditis elegans, Heligmosomoides polygyrus and the protozoa Trichomonas vaginalis. If some of them have shown in vitro nematocide activity (at 10 μM), however, their trichomonacidal activity reached 50% reduction at only 100 μM. The in vivo activity on Trichinella spiralis model was evaluated for some of the most in vitro active quinolines.

Direct alkenylation of alkylazaarenes with aldehydes through C(sp3)-H functionalization under catalytic InCl3 activation

Under the influence of InCl3 as a Lewis acid catalyst, a methodology on the C(sp3)-H functionalization of alkylazaarenes has been demonstrated through the activation of benzylic C-H bonds towards their addition reaction with the appropriate electrophiles. This methodology was chiefly applied in the direct alkenylation of primary and secondary benzylic C-H bonds of alkylazaarenes with aldehydes. A variety of alkenyl products were afforded in generally good yields including the starting alkenyl intermediate used in the synthesis of montelukast and other related molecules.

Cobalt-catalyzed direct alkenylation of 2-methylquinolines with aldehydes via C(sp3)-H functionalization in water

The direct C(sp3)-H alkenylation of 2-methylquinolines with aldehydes as a simple methodology to afford 2-alkenylated quinolines is reported. In the presence of catalytic CoCl2 in water, the economically and ecologically sound transformation is proposed to proceed via the direct benzylic addition to the aldehyde followed by an elimination step to provide 2-alkenylated quinolines in good to excellent yield of up to 95%. Georg Thieme Verlag Stuttgart New York.