280584-49-8

Basic information

• Product Name: (E,E)-4-Bromo-1-(p-tolyl)-3-phenylpenta-1,3-diene
• Synonyms: (E,E)-4-Bromo-1-(p-tolyl)-3-phenylpenta-1,3-diene
• CAS NO: 280584-49-8
• Molecular Weight: 313.237
• Mol File: 280584-49-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (E,E)-4-Bromo-1-(p-tolyl)-3-phenylpenta-1,3-diene(CAS DataBase Reference)
• NIST Chemistry Reference: (E,E)-4-Bromo-1-(p-tolyl)-3-phenylpenta-1,3-diene(280584-49-8)
• EPA Substance Registry System: (E,E)-4-Bromo-1-(p-tolyl)-3-phenylpenta-1,3-diene(280584-49-8)

Safety Data

• Hazardous Substances Data: 280584-49-8(Hazardous Substances Data)

Upstream product

• 1530-37-6 (4-methylbenzyl)triphenylphosphonium chloride 

Downstream Products

• 280584-62-5 (E,E)-2-[1-Methyl-2-phenyl-4-(p-tolyl)buta-1,3-dienyl]benzaldehyde 
• 280584-63-6 (E,E)-2-[1-Methyl-2-phenyl-4-(p-tolyl)buta-1,3-dienyl]benzaldehyde p-tosylhydrazone 

Relevant articles and documents

Reactions of triene-conjugated diazo-compounds: Reaction paths from o-(1,3-dienyl)aryldiazomethanes to 3,8-methano-1,2-diazocines and to pyrrolo[2,1-a]phthalazines via intramolecular (3 + 2) and 1,1-cycloaddition reactions

The reaction paths followed by the triene-conjugated diazo-compounds 7, which have α,β aromatic and γ,δ; ε,ζ olefinic unsaturation, depend strongly on the nature of the substituents R1 and R2. Those with R1,R2 = (CH2)3, 7a-e, react at room temperature via an intramolecular (3 + 2) cycloaddition reaction of unprecedented regioselectivity to give the bridged benzodiazocines 18a-e in high yield. Those with R1 = Me and R2 = Ph, 7f and 7g, react at 80 °C to give the hydrocarbons 19f, g and, via new chemistry, the pyrrolo[2,1-a]phthalazines 24f, g. The structures of compounds 18a, 19a and 24f have been determined by X-ray crystallography.