157869-13-1

Basic information

• Product Name: Benzenamine, 2-[(4-bromophenyl)ethynyl]-
• CAS NO: 157869-13-1
• Molecular Formula: C14H10BrN
• Molecular Weight: 272.144
• Mol File: 157869-13-1.mol
• Article Data: 28

Chemical Properties

• CAS DataBase Reference: Benzenamine, 2-[(4-bromophenyl)ethynyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 2-[(4-bromophenyl)ethynyl]-(157869-13-1)
• EPA Substance Registry System: Benzenamine, 2-[(4-bromophenyl)ethynyl]-(157869-13-1)

Safety Data

• Hazardous Substances Data: 157869-13-1(Hazardous Substances Data)

Upstream product

• 52670-38-9 2-ethynylaniline 
• 589-87-7 1,4-bromoiodobenzene 
• 615-43-0 2-iodophenylamine 
• 103529-16-4 2-[(trimethylsilyl)ethynyl]aniline 
• 136350-66-8 1-bromo-4-(2,2-dibromovinyl)benzene 
• 1122-91-4 4-bromo-benzaldehyde 
• 766-96-1 4-bromo-1-ethynylbenzene 

Downstream Products

• 6127-49-7 2-(4-bromophenyl)indole 
• 1220451-92-2 C₂₅H₂₀BrNO₂ 
• 1220451-85-3 C₂₀H₁₈BrNO₂ 
• 1401404-43-0 6-(4-bromophenyl)-11H-indolo[3,2-c]quinoline 

Relevant articles and documents

Metal-Free and syn-Selective Hydrohalogenation of Alkynes through a Pseudo-Intramolecular Process

A new metal-free hydrohalogenation method for alkynes has been developed, which proceeds through a pseudo-intramolecular process. In this reaction, ethynylaniline serves as a substrate to quantitatively form an anilinium salt upon treatment with hydrochloric acid. The spatial proximity facilitates the efficient electrophilic addition of HCl to the ethynyl group in syn-mode, affording the corresponding chloroalkene without overaddition. This protocol was applied to HBr and HI, and the corresponding bromo- and iodoalkenes were obtained, respectively. The obtained chloroalkene was converted to tri-substituted alkenes possessing different aryl/alkynyl groups through Pd-catalyzed cross-coupling reactions.

Photocatalyzed Intramolecular [2+2] Cycloaddition of N-Alkyl-N-(2-(1-arylvinyl)aryl)cinnamamides

N-Alkyl-N-(2-(1-arylvinyl)aryl)cinnamamides are converted into natural product inspired scaffolds via iridium photocatalyzed intramolecular [2+2] photocycloaddition. The protocol has a broad substrate scope, whilst operating under mild reaction conditions. Tethering four components forming a trisubstituted cyclobutane core builds rapidly high molecular complexity. Our approach allows the design and synthesis of a variety of tetrahydrocyclobuta[c]quinolin-3(1H)-ones, in yields ranging between 20–99 %, and with excellent regio- and diastereoselectivity. Moreover, it was demonstrated that the intramolecular [2+2]-cycloaddition of 1,7-enynes—after fragmentation of the cyclobutane ring—leads to enyne-metathesis-like products.

Copper-Catalyzed Enantioselective C-H Arylation between 2-Arylindoles and Hypervalent Iodine Reagents

The copper-catalyzed enantioselective C-H arylation between 2-arylindoles and hypervalent iodine reagents has been successfully developed, which provides a convenient and economical route to the highly atroposelective synthesis of axially chiral indole de