32870-98-7

Basic information

• Product Name: 9-ETHYNYLPHENANTHRENE
• Synonyms: 9-ETHYNYLPHENANTHRENE;9-Ethynylphenanthrene 97%;[Phenanthren-9-yl]ethyne
• CAS NO: 32870-98-7
• Molecular Formula: C₁₆H₁₀
• Molecular Weight: 202.25
• Product Categories: Alkynes;Organic Building Blocks;Terminal
• Mol File: 32870-98-7.mol
• Article Data: 13

Chemical Properties

• Melting Point: 63-67 °C(lit.)
• Boiling Point: 377.7 °C at 760 mmHg
• Flash Point: 174 °C
• Appearance: /
• Density: 1.15 g/cm³
• Vapor Pressure: 1.44E-05mmHg at 25°C
• Refractive Index: 1.713
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: 9-ETHYNYLPHENANTHRENE(CAS DataBase Reference)
• NIST Chemistry Reference: 9-ETHYNYLPHENANTHRENE(32870-98-7)
• EPA Substance Registry System: 9-ETHYNYLPHENANTHRENE(32870-98-7)

Safety Data

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39
• WGK Germany: 3
• Hazardous Substances Data: 32870-98-7(Hazardous Substances Data)

Usage

General Description

9-Ethynylphenanthrene is a polycyclic aromatic hydrocarbon compound consisting of a phenanthrene backbone with an ethynyl group attached at the 9 position. It is a highly reactive and potentially toxic compound that is used in chemical research and synthesis. It has been identified as an environmental pollutant and a potential carcinogen. Due to its aromatic structure and potential reactivity, 9-ethynylphenanthrene is of interest in various fields of chemistry, including organic synthesis, materials science, and environmental analysis. Its properties and potential applications continue to be studied, with the aim of understanding and controlling its reactivity and potential impact on the environment and human health.

InChI:InChI=1/C16H10/c1-2-12-11-13-7-3-4-9-15(13)16-10-6-5-8-14(12)16/h1,3-11H

Upstream product

• 573-17-1 9-bromophenanthrene 
• 75-20-7 calcium carbide 
• 583-55-1 1-Bromo-2-iodobenzene 
• 18442-29-0 2,2′-bis(ethynyl)-1,1′-biphenyl 
• 18238-34-1 2,2′-bis[(trimethylsilyl)ethynyl]biphenyl 
• 38274-16-7 2-bromo-1-(trimethylsilylethynyl)benzene 
• 16331-54-7 phenanthrene-9-carbonyl chloride 
• 90965-06-3 dimethyl 1-(1-diazo-2-oxopropyl)phosphonate 
• 4707-71-5 Phenanthrene-9-carboxaldehyde 
• 191996-61-9 trimethyl(phenanthren-9-ylethynyl)silane 
• 2039-77-2 9-acetylphenanthrene 

Downstream Products

• 855749-04-1 4-methyl-N-(2-phenanthren-9-ylethynyl-phenyl)-benzenesulfonamide 
• 1311312-27-2 1-(2-(phenanthren-9-ylethynyl)phenyl)-1H-pyrrole 
• 2510-55-6 9-cyanophenanthrene 
• 25177-46-2 9-phenanthrylacetic acid 
• 1421275-98-0 1-(biphenyl-4-yl)-4-(phenanthren-9-yl)-1H-1,2,3-triazole 
• 1384115-67-6 [4-(phenanthren-9-yl)-7,7-diphenyl-7λ5-phosphinino[2,3-b]-furan-6-yl](phenyl)methanone 

Relevant articles and documents

Solvent-Dependent Cyclization of 2-Alkynylanilines and ClCF2COONa for the Divergent Assembly of N-(Quinolin-2-yl)amides and Quinolin-2(1 H)-ones

Herein, we present an expedient Cu-catalyzed [5 + 1] cyclization of 2-alkynylanilines and ClCF2COONa to divergent construction of N-(quinolin-2-yl)amides and quinolin-2(1H)-ones by regulating the reaction solvents. Notably, nitrile acts as a solvent and performs the Ritter reactions. ClCF2COONa is used as a C1 synthon in this transformation, which also represents the first example for utilization of ClCF2COONa as an efficient desiliconization reagent. The current protocol involves in situ generation of isocyanide, copper-activated alkyne, Ritter reaction and protonation.

Direct Exploitation of the Ethynyl Moiety in Calcium Carbide Through Sealed Ball Milling

Ball milling of calcium carbide (CaC2) enables the reaction of its ethynyl moiety with organic electrophiles. This was realized simply by co-milling CaC2 with organic substrates in a sealed jar without the need for an additive or a catalyst. Various ketones including those bearing α-hydrogens were ethynylated in good yields at short reaction times. Aryl halides are also amenable substrates for this protocol as they furnish aryl ethynes through a benzyne intermediate. This method offers a practical and cheap alternative to the established procedures for introducing ethynyl functionalities.

Ruthenium-Catalyzed Cycloisomerization of 2,2′-Diethynyl- biphenyls Involving Cleavage of a Carbon-Carbon Triple Bond

A ruthenium complex catalyzes a new cycloisomerization reaction of 2,2′-diethynylbiphenyls to form 9-ethynylphenanthrenes, thereby cleaving the carbon-carbon triple bond of the original ethynyl group. A metal-vinylidene complex is generated from one of th