312612-61-6

Basic information

• Product Name: 9-IODO-10-PHENYLPHENANTHRENE
• Synonyms: 9-IODO-10-PHENYLPHENANTHRENE
• CAS NO: 312612-61-6
• Molecular Formula: C₂₀H₁₃I
• Molecular Weight: 380.22
• Mol File: 312612-61-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 475.101 °C at 760 mmHg
• Flash Point: 214.668 °C
• Appearance: /
• Density: 1.552 g/cm³
• CAS DataBase Reference: 9-IODO-10-PHENYLPHENANTHRENE(CAS DataBase Reference)
• NIST Chemistry Reference: 9-IODO-10-PHENYLPHENANTHRENE(312612-61-6)
• EPA Substance Registry System: 9-IODO-10-PHENYLPHENANTHRENE(312612-61-6)

Safety Data

• Hazardous Substances Data: 312612-61-6(Hazardous Substances Data)

Usage

General Description

9-IODO-10-PHENYLPHENANTHRENE is a chemical compound with the molecular formula C22H15I. It is a polycyclic aromatic hydrocarbon containing a phenyl group and an iodine atom. 9-IODO-10-PHENYLPHENANTHRENE has potential applications in organic synthesis and material science due to its unique structure and properties. It is used as a building block in the synthesis of various organic compounds and can also act as a fluorescent probe in biological research. 9-IODO-10-PHENYLPHENANTHRENE has attracted attention in the scientific community for its potential use in various fields, and further research and development of its applications are ongoing.

Upstream product

• 312612-69-4 trimethyl-(10-phenylphenanthren-9-yl)-silane 
• 10271-65-5 2-(phenylethynyl)-1,1'-biphenyl 
• 13029-09-9 2,2'-dibromobiphenyl 
• 2052-07-5 2-Bromobiphenyl 
• 882-33-7 diphenyldisulfane 

Downstream Products

• 205-99-2 benzo[e]acephenanthrylene 
• 725213-67-2 9-phenyl-10-(2-phenylethynyl)phenanthrene 
• 844-20-2 9-phenylphenanthrene 

Relevant articles and documents

Iodine-catalyzed, highly atom-economic synthesis of 9-sulfenylphenanthrenes and polycyclic heteroaromatics in water

A highly atom-economical and green synthetic method is developed for the oxidative thiolative annulation of 2-alkynyl biaryls with disulfides to synthesize a wide variety of 9-sulfenylphenanthrenes and polycyclic heteroaromatics in water. The transformation requires only a couple of inexpensive reagents, i.e., iodine as a catalyst and hydrogen peroxide (H2O2) as a green oxidant, to furnish the desired products in good to excellent yield. The notable advantages of this protocol over the previously developed synthetic methods are a metal-free, cost-effective, and highly atom economic (>90%) protocol, use of inexpensive reagents as the catalyst and green oxidant, use of water as the reaction medium, very high (>95%) carbon efficiency (water as the major waste), broad substrate scope, high functional group tolerance, high yields of products up to 95%, straight-forward scale-up process upto 10 g scale and significantly, low E-factor (2.25) and high EcoScale score (67).

Synthesis of polycyclic aromatics and heteroaromatics via electrophilic cyclization

(Chemical Equation Presented) A variety of substituted polycyclic aromatics are readily prepared in good to excellent yields under very mild reaction conditions by the reaction of 2-(1-alkynyl)biphenyls with ICl, I2, NBS, and p-O2NC

Synthesis of polycyclic aromatic iodides via ICI-induced intramolecular cyclization

The reaction of 2-(arylethynyl)biphenyls with ICI at -78°C affords substituted polycyclic aromatic iodides in good to excellent yields. The aryl substituents can be either electron-donating or electron-withdrawing groups such as OMe, Me, CHO, CO2Et or NO2 groups. This chemistry has been successfully extended to systems containing a variety of polycyclic and heterocyclic rings.