29475-88-5

Basic information

• Product Name: 2-STYRYLINDOLE
• Synonyms: 2-STYRYLINDOLE
• CAS NO: 29475-88-5
• Molecular Formula: C₁₆H₁₃N
• Molecular Weight: 219.28
• Product Categories: pharmacetical
• Mol File: 29475-88-5.mol
• Article Data: 23

Chemical Properties

• Boiling Point: 409.885 °C at 760 mmHg
• Flash Point: 182.303 °C
• Appearance: /
• Density: 1.185 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.757
• CAS DataBase Reference: 2-STYRYLINDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-STYRYLINDOLE(29475-88-5)
• EPA Substance Registry System: 2-STYRYLINDOLE(29475-88-5)

Safety Data

• Hazardous Substances Data: 29475-88-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 60, p. 6218, 1995 DOI: 10.1021/jo00124a048

InChI:InChI=1/C16H13N/c1-2-6-13(7-3-1)10-11-15-12-14-8-4-5-9-16(14)17-15/h1-12,17H/b11-10+

Upstream product

• 1190425-92-3 (E)-N-(2-pyridylsulfonyl)-2-styrylindole 
• 7318-33-4 4-methyl-N′-((2E)-3-phenylallylidene)benzenesulfonohydrazide 
• 3958-60-9 2-nitrophenylmethyl bromide 
• 14371-10-9 (E)-3-phenylpropenal 
• 221044-05-9 N-(2-pyrimidyl)indole 
• 588-72-7 [(E)-2-bromoethenyl]benzene 
• 3419-91-8 N-(2-pyridyl)indole 
• 316122-26-6 N-((E)-4-phenylbut-3-en-2-ylidene)aniline 
• 1896-62-4 (E)-benzalacetone 
• 62-53-3 aniline 
• 615-43-0 2-iodophenylamine 
• 95-51-2 o-chloroaniline 
• 615-36-1 2-bromoaniline 
• 95-20-5 2-methyl-1H-indole 

Downstream Products

• 134924-10-0 5-phenyl-1,4-dihydro-7H-benzocarbazol-1,4-dion 

Relevant articles and documents

Nickel-Catalyzed Straightforward and Regioselective C-H Alkenylation of Indoles with Alkenyl Bromides: Scope and Mechanistic Aspect

Nickel-catalyzed regioselective C-H bond alkenylation of indoles and related heteroarenes with alkenyl bromides is accomplished under relatively mild conditions. This method allows the straightforward synthesis of C-2 alkenylated indoles employing an air-stable and well-defined nickel catalyst, (bpy)NiBr2, providing a solution to the limitations associated with hydroindolation and oxidative alkenylation. The reaction conceded the coupling of indole derivatives with various alkenyl bromides, such as aromatic and heteroaromatics, α- and β-substituted as well as exo- and endo-cyclic alkenyl compounds. An extensive mechanistic investigation, including controlled study, reactivity experiments, kinetics and labeling studies, and EPR and XPS analyses, highlights that the alkenylation proceeds through a single-electron transfer process comprising an odd-electron oxidative addition of alkenyl bromide. Furthermore, the alkenylation operates via a probable Ni(I)/Ni(III) pathway involving the rate-limiting C-H nickelation of indole.

Rhodium-Catalyzed Aryl Migratory/Decarbonylation of Diaryl Ketones via the Activation of Unstrained C-C Bonds

A Rh-catalyzed aryl migratory/decarbonylation of unstrained ketones has been developed. This viable transformation provides a complementary decarbonylative method using diaryl ketones to afford a variety of alkenylated heterocycles in good yields with moderate to good stereoselectivity and broad substrate scope. The synthetic utility of this protocol is also demonstrated by the conversion of the alkenylated heterocycles to tetrahydrocarbazole derivatives.

Cobalt(III)?Catalyzed C?H Activation: A Secondary Amide Directed Decarboxylative Functionalization of Alkynyl Carboxylic Acids Wherein Amide NH-group Remains Unreactive

A Co(III)-catalyzed C?H activation reaction for ortho-alkenylation of benzamides (aryl/heteroaryl) and C2-alkenylation of indole derivatives have been developed using alkynyl carboxylic acid as an alkene source. A high regioselectivity has been achieved i