33149-71-2

Basic information

• Product Name: Benzenamine, 2-(1E)-1-propenyl-
• CAS NO: 33149-71-2
• Molecular Formula: C9H11N
• Molecular Weight: 133.193
• Mol File: 33149-71-2.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Benzenamine, 2-(1E)-1-propenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 2-(1E)-1-propenyl-(33149-71-2)
• EPA Substance Registry System: Benzenamine, 2-(1E)-1-propenyl-(33149-71-2)

Safety Data

• Hazardous Substances Data: 33149-71-2(Hazardous Substances Data)

Upstream product

• 94-66-6 2-allylcyclohexan-1-one 
• 73930-99-1 1-nitro-2-(prop-1-en-1-yl)benzene 
• 615-36-1 2-bromoaniline 
• 169268-95-5 tert-butyl allyl(phenyl)carbamate 
• 3422-01-3 tert-butyl phenylcarbamate 
• 589-09-3 N-allyl-N-phenylamine 
• 32704-22-6 2-allyl-phenylamine 
• 615-43-0 2-iodophenylamine 
• 762-72-1 allyl-trimethyl-silane 
• 24850-33-7 allyltributylstanane 
• 345894-03-3 N-(4-nitrobenzylidene)-2-cyclopropylaniline 
• 102968-91-2 2-propylthio-N-allylaniline 
• 74-96-4 ethyl bromide 
• 13493-47-5 N-(2-formylphenyl)acetamide 

Downstream Products

• 138386-55-7 C₂₇H₂₄NP 
• 138386-56-8 C₂₇H₂₄NP 
• 936637-46-6 (E)-1-phenyl-N-(2-((E)-prop-1-en-1-yl)phenyl)methanimine 
• 1361121-55-2 C₁₉H₁₉NO₂S 
• 1374693-87-4 C₂₇H₂₉NO₆S 
• 51315-71-0 E-4-methyl-N-(2-(prop-1-en-1-yl)phenyl)benzenesulfonamide 
• 72844-89-4 o-(1-trans-Propenyl)thiobenzanilide 
• 5278-43-3 3-methyl-2-phenyl-quinoline 
• 138386-78-4 (4-Fluoro-phenyl)-(3-methyl-quinolin-2-yl)-amine 
• 138386-77-3 (3-Methyl-quinolin-2-yl)-phenyl-amine 
• 887-94-5 1-methyl-2-phenyl-1,2-dihydroquinoline 
• 936637-50-2 C₁₉H₂₁N 
• 936637-48-8 C₂₀H₂₃N 
• 15379-45-0 3-ethyloxindole 

Relevant articles and documents

Selective Synthesis of Primary Anilines from NH3 and Cyclohexanones by Utilizing Preferential Adsorption of Styrene on the Pd Nanoparticle Surface

Dehydrogenative aromatization is one of the attractive alternative methods for directly synthesizing primary anilines from NH3 and cyclohexanones. However, the selective synthesis of primary anilines is quite difficult because the desired primary aniline products and the cyclohexanone substrates readily undergo condensation affording the corresponding imines (i.e., N-cyclohexylidene-anilines), followed by hydrogenation to produce N-cyclohexylanilines as the major products. In this study, primary anilines were selectively synthesized in the presence of supported Pd nanoparticle catalysts (e.g., Pd/HAP, HAP=hydroxyapatite, Ca10(PO4)6(OH)2) by utilizing competitive adsorption unique to heterogeneous catalysis; in other words, when styrene was used as a hydrogen acceptor, which preferentially adsorbs on the Pd nanoparticle surface in the presence of N-cyclohexylidene-anilines, various structurally diverse primary anilines were selectively synthesized from readily accessible NH3 and cyclohexanones. The Pd/HAP catalyst was reused several times though its catalytic performance gradually declined.

Selenium-catalyzed oxidative c(sp2)-h amination of alkenes exemplified in the expedient synthesis of (Aza-)indoles

A new selenium-catalyzed protocol for the direct, intramolecular amination of C(sp2)-H bonds using N-fluorobenzenesulfonimide as the terminal oxidant is reported. This method enables the facile formation of a broad range of diversely functionalized indoles and azaindoles derived from easily accessible ortho-vinyl anilines and vinylated aminopyridines, respectively. The procedure exploits the pronounced carbophilicity of selenium electrophiles for the catalytic activation of alkenes and leads to the formation of C(sp2)-N bonds in high yields and with excellent functional group tolerance.

A new entry to the phenanthridine ring system

A new synthesis of phenanthridine derivatives having three-point diversity has been developed based on the sequential application of three-atom economic processes viz. aza-Claisen rearrangement, ring-closing enyne metathesis and Diels-Alder reaction as key steps. An unexpected isomerisation was observed during aza-Claisen rearrangement of N-allylanilines which may open up new opportunities in heterocyclic synthesis.