3780-00-5

Basic information

• Product Name: (S)-1,1'-(1,2-propadiene-1,3-diyl)bisbenzene
• CAS NO: 3780-00-5
• Molecular Weight: 192.26
• Mol File: 3780-00-5.mol
• Article Data: 56

Chemical Properties

• CAS DataBase Reference: (S)-1,1'-(1,2-propadiene-1,3-diyl)bisbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1,1'-(1,2-propadiene-1,3-diyl)bisbenzene(3780-00-5)
• EPA Substance Registry System: (S)-1,1'-(1,2-propadiene-1,3-diyl)bisbenzene(3780-00-5)

Safety Data

• Hazardous Substances Data: 3780-00-5(Hazardous Substances Data)

Upstream product

• 4980-70-5 1,3-diphenyl-1-propyne 
• 7785-26-4 (-)-α-pinene 
• 3780-00-5 1-(3-phenyl-1,2-propadienyl)benzene 
• 591-50-4 iodobenzene 
• 28557-00-8 phenylzinc chloride 
• 6214-32-0 1-bromo-3-methylbuta-1,2-diene 
• 155818-57-8 3-phenyl-1-(tributylstannyl)-1,2-propadiene 
• 10147-11-2 propargyl benzene 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 27846-25-9 1-phenyl-2-(phenylsulfonyl)ethane 
• 1009080-92-5 C₂₀H₂₁N 
• 1009081-15-5 C₂₀H₂₀⁽²⁾HNO 
• 615253-71-9 1-(1,3-diphenylprop-2-yn-1-yl)pyrrolidine 
• 536-74-3 phenylacetylene 

Downstream Products

• 15408-55-6 4,4-Dichlor-1-phenyl-3-dichlormethylen-2-benzyliden-cyclobutan 
• 3780-00-5 (R)-1,3-diphenylallene 
• 41049-36-9 1-hydroxy-1,3-diphenylacetone 
• 86477-17-0 (3-methoxyprop-1-ene-1,3-diyl)dibenzene 
• 70148-43-5 3-benzylidene-2,4,5-triphenyl-pyrrolidine 
• 13702-35-7 (E)-2,3-diphenyl-propenal 
• 51351-77-0 C₁₅H₁₂Ni(P(C₆H₅)3)2 
• 482314-57-8 cis-[Ru(PMe₃)4(H)(NHC(CHPh)(CH₂Ph))] 
• 3780-00-5 1-(3-phenyl-1,2-propadienyl)benzene 
• 17325-41-6 cis-1,2-Diphenyl-anti-3,4-dibenzylidenecyclobutane 
• 17325-41-6 C₃₀H₂₄ 
• 17325-41-6 C₃₀H₂₄ 

Relevant articles and documents

Room Temperature Allenation of Terminal Alkynes with Aldehydes

A gold-catalyzed room temperature allenation of terminal alkynes (ATA) with aldehydes affording 1,3-disubstituted allenes with diverse functional groups has been developed by identifying a gold(I) catalyst and an amine. The practicality of this reaction has been demonstrated by a ten gram-scale synthesis and the synthetic potentials have been demonstrated via various transformations and formal total synthesis of (?)-centrolobine. Mechanistic studies revealed that the gold catalyst, the aldehyde effect, the fluoroalkyl hydroxyl solvent (TFE or HFIP) and the structure of amine are vital in this room temperature ATA reaction.

Trifluoromethylation of Allenes: An Expedient Access to α-Trifluoromethylated Enones at Room Temperature

A silver(I) catalyzed regioselective trifluoromethylation of allenes using Langlois's salt (NaOSOCF3) is demonstrated. This transformation enables direct expedient access to α-trifluoromethylated acroleins, which are valuable synthons for a number of pharmaceuticals and agrochemicals containing vinyl-CF3 moieties. Versatility of this trifluoromethylation method has been established with good yield and excellent regioselectivity. Preliminary experiments and computational studies were carried out to elucidate the mechanistic insight of this protocol.

Matched Coupling of Propargylic Carbonates with Cyclopropanols

The ring opening-coupling reaction of cyclopropanols with propargylic carbonates affording synthetically attractive allenyl ketones has been developed. The mechanism involves the ligand-exchange reaction of in situ formed allenyl palladium methoxide with cyclopropanols followed by carbon-carbon bond cleavage and reductive elimination. The reactions proceeded smoothly under mild reaction conditions with Pd(0)/XPhos catalysis in the absence of any external base and displayed a wide scope and application to a steroidal skeleton. The efficiency of chirality transfer and synthetic utility of the allene products have also been demonstrated.