100246-19-3

Basic information

• Product Name: (Z)-2-bromo-3-(4-nitrophenyl)prop-2-en-1-ol
• Synonyms: (Z)-2-bromo-3-(4-nitrophenyl)prop-2-en-1-ol
• CAS NO: 100246-19-3
• Molecular Weight: 258.071
• Mol File: 100246-19-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (Z)-2-bromo-3-(4-nitrophenyl)prop-2-en-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-2-bromo-3-(4-nitrophenyl)prop-2-en-1-ol(100246-19-3)
• EPA Substance Registry System: (Z)-2-bromo-3-(4-nitrophenyl)prop-2-en-1-ol(100246-19-3)

Safety Data

• Hazardous Substances Data: 100246-19-3(Hazardous Substances Data)

Upstream product

• 555-16-8 4-nitrobenzaldehdye 
• 51738-11-5 methyl (Z)-2-bromo-3-(4-nitrophenyl)-2-propenoate 
• 13301-83-2 p-nitro-α-bromocinnamaldehyde 

Downstream Products

• 1380159-32-9 N-(5-bromo-2-methylphenyl)-N-[(Z)-2-bromo-3-(4-nitrophenyl)prop-2-enyl]-4-methylbenzenesulfonamide 

Relevant articles and documents

Double C-H functionalization in sequential order: Direct synthesis of polycyclic compounds by a palladium-catalyzed C-H alkenylation-arylation cascade

Palladium-catalyzed cascade C-H alkenylation and arylation provides convenient access to polycyclic aromatic compounds. Treatment of 3-bromoaniline derivatives bearing a bromocinnamyl group on the nitrogen atom with a catalytic amount of [Pd(OAc)2] and PCy3aHBF4 in the presence of Cs2CO3 in dioxane affords naphthalene-fused indole derivatives in good yields. This double cyclization reaction is also applicable to heterocyclic substrates, giving fused indoles containing a heteroaromatic ring such as dibenzofuran, dibenzothiophene, carbazole, indole, or benzofuran through heterocyclic C-H arylation. When using a 2,6-unsubstituted aniline derivative, the first C-H arylation preferentially proceeds at the more hindered position of the aniline ring.