62820-81-9

Basic information

• Product Name: Benzaldehyde, 2-(2-phenylethenyl)-, (Z)-
• CAS NO: 62820-81-9
• Molecular Formula: C15H12O
• Molecular Weight: 208.26
• Mol File: 62820-81-9.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzaldehyde, 2-(2-phenylethenyl)-, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzaldehyde, 2-(2-phenylethenyl)-, (Z)-(62820-81-9)
• EPA Substance Registry System: Benzaldehyde, 2-(2-phenylethenyl)-, (Z)-(62820-81-9)

Safety Data

• Hazardous Substances Data: 62820-81-9(Hazardous Substances Data)

Upstream product

• 4877-77-4 (Z)-1-bromo-2-(2-phenylethenyl)benzene 
• 68-12-2 N,N-dimethyl-formamide 
• 36901-75-4 (2-bromobenzyl)triphenylphosphonium bromide 
• 78602-28-5 1-bromo-2-(2-phenylethenyl)benzene 
• 13141-40-7 [2-(2-phenylethynyl)phenyl]methanol 
• 26260-02-6 2-iodobenzaldehyde 
• 536-74-3 phenylacetylene 
• 6630-33-7 ortho-bromobenzaldehyde 
• 59046-72-9 o-(phenylethynyl)benzaldehyde 
• 100-52-7 benzaldehyde 
• 173314-03-9 Z-2-benzylidenebenzocyclobutanol 
• 173314-02-8 E-2-benzylidenebenzocyclobutanol 

Downstream Products

• 143825-29-0 2-((Z)-Styryl)-benzaldehyde oxime 
• 95206-93-2 3,4-diphenyl-1H-2-benzazepine 
• 95206-88-5 1,7b-dihydro-1-endo-phenyl-1a-phenylcyclopropaisoquinoline 
• 95206-73-8 N-[2-((Z)-Styryl)-benzyl]-benzamide 
• 95206-81-8 N-[2-((Z)-Styryl)-benzyl]-benzimidoyl chloride 
• 54737-54-1 2-((Z)-Styryl)-benzylamine; hydrochloride 
• 18636-54-9 1,2-diphenyl-1H-indene 
• 1370529-56-8 (Z)-phenyl(2-styrylphenyl)methanol 
• 91388-40-8 (Z)-1-formyl-2-(2-phenylethenyl)benzene tosylhydrazone 

Relevant articles and documents

Selective Divergent Synthesis of Indanols, Indanones, and Indenes via Acid-Mediated Cyclization of (Z)- and (E)-(2-Stilbenyl)methanols and Its Application for the Synthesis of Paucifloral F Derivatives

Starting from bromo/iodobenzaldehyde derivatives, the corresponding (Z)- and (E)-(2-stilbenyl)methanols could be prepared in 2-5 steps via Pd-catalyzed cross-coupling reactions (Sonogashira and Heck reactions) followed by aryllithium/aryl Grignard addition. For the (E)-stilbenes, subsequent acid-mediated cyclization using p-TsOH immobilized on silica (PTS-Si) at low temperatures furnished the 2,3-trans-1-indanols with complete stereocontrol at the C2-C3. Further oxidization of the alcohol provided the indanones, which are structurally related to the natural product paucifloral F. At higher temperatures, 1,2- and 2,3-disubstituted indenes could be selectively prepared in good to excellent yields. On the other hand, the (Z)-stilbenes, under similar conditions (PTS-Si), did not give the indanols; only the 1,2-disubstituted indenes could be obtained. To gain further insights into the stereochemistry at C2-C3 for the (Z)-stilbenes, hydride or azide was employed as a nucleophile; the corresponding indane products were obtained with the cis stereochemistry at the C2-C3. Thus, the (Z)- or (E)-olefin geometry of the substrate directed the stereoselective indanyl cyclization to furnish the cis or trans at the C2-C3 ring junction, respectively, while reaction conditions controlled the selectivity of the product types.

Novel cyclization cascades to functionalized indanes and tetrahydronaphthalenes

Cyclization cascades involving C-C bond formations followed by lactonization reactions provide fast access to structurally complex tricyclic indane and tetrahydronaphthalene derivatives. Crown Copyright

1,7-Electrocyclisation and Carbene Reactions of o-Alkenylaryldiazoalkanes: The Effect of Alkene Configuration on the Mode of Reaction

The 1,7-8?-electron electrocyclisation of o-alkenylaryldiazoalkanes (1) to give 1H-2,3-benzodiazepines (3) takes place readily for substrates with a cis-hydrogen atom at the cyclisation site, but is blocked by phenyl or methyl groups at that position.Such