7466-50-4

Basic information

• Product Name: 3-Phenanthrenecarbaldehyde
• Synonyms: 3-Phenanthrenecarbaldehyde;3-Phenanthrenecarboxaldehyde
• CAS NO: 7466-50-4
• Molecular Formula: C₁₅H₁₀O
• Molecular Weight: 206.2393
• Mol File: 7466-50-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 405.7°Cat760mmHg
• Flash Point: 269.2°C
• Appearance: /
• Density: 1.217g/cm³
• Vapor Pressure: 8.58E-07mmHg at 25°C
• Refractive Index: 1.745
• CAS DataBase Reference: 3-Phenanthrenecarbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Phenanthrenecarbaldehyde(7466-50-4)
• EPA Substance Registry System: 3-Phenanthrenecarbaldehyde(7466-50-4)

Safety Data

• Hazardous Substances Data: 7466-50-4(Hazardous Substances Data)

Usage

General Description

3-Phenanthrenecarbaldehyde is a chemical compound with the molecular formula C15H10O. It belongs to the group of phenanthrene derivatives and contains a aldehyde functional group. 3-Phenanthrenecarbaldehyde is used in organic synthesis and is a key intermediate in the production of various pharmaceuticals and organic compounds. 3-Phenanthrenecarbaldehyde is also used in the production of dyes and pigments. It is a white to off-white solid with a strong aromatic odor and is considered to be stable under normal conditions. Additionally, this compound has been studied for its potential biological and pharmacological activities, making it an important compound in the field of medicinal chemistry.

InChI:InChI=1/C15H10O/c16-10-11-5-6-13-8-7-12-3-1-2-4-14(12)15(13)9-11/h1-10H

Upstream product

• 408528-18-7 phenanthrene-3-carbanilide 
• 2039-76-1 1-(phenanthren-3-yl)ethanone 
• 24471-44-1 3-(bromomethyl)phenanthrene 
• 96403-16-6 phenantrene-3-carboxylic acid chloride 
• 832-71-3 3-methylphenathrene 
• 7470-14-6 phenanthrene-3-carboxylic acid 
• 33895-27-1 (phenanthren-3-ylmethyl)triphenylphosphonium bromide 
• 2378-86-1 4-methylbenzyltriphenylphosphonium bromide 
• 4714-21-0 4-methylstilbene 

Downstream Products

• 22863-78-1 [3]Phenanthryl-methanol 
• 22329-19-7 trans-3-Styrylphenanthrene 
• 57468-46-9 <12>-helicene 
• 97814-71-6 3-[(Z)-2-(2-Bromo-5-fluoro-phenyl)-vinyl]-phenanthrene 
• 31136-21-7 1-(2-naphthyl)-2-(3-phenanthryl)ethylene 

Relevant articles and documents

Systematic investigations on fused π-system compounds of seven benzene rings prepared by photocyclization of diphenanthrylethenes

We studied the photoproducts of 1-(n-phenanthryl)-2-(m-phenanthryl)ethenes (nEm; n, m = 1, 3 and 9) for understanding photocyclization patterns based on NMR spectroscopy. The crystal structures of the photoproducts were analyzed by X-ray crystallography, and the photophysical features of the photocyclized molecules were investigated based on emission and transient absorption measurements. Phenanthrene derivatives substituted at the 1- and 3-positions were prepared for synthesizing nEm by photocyclization of stilbene derivatives. We obtained four types of primary photoproducts (n@m) from the corresponding nEm. Two of them were found to have racemic molecular structures in the single crystal determined by X-ray crystallography. Besides the primary photoproducts, two types of secondary photoproducts (n@mPP) were isolated. Fluorescence quantum yields and lifetimes of the obtained photoproducts were determined in solution whereas the definite fluorescence quantum yields were obtained in the powder. Observation of the triplet-triplet absorption spectra in solution by laser photolysis techniques showed that intersystem crossing to the triplet state competes with the fluorescence process.

Preparation and Properties of New Methano-Bridged Dibenzophenanthrenes

Intramolecular Friedel-Crafts alkylation of 1-(hydroxymethyl)helicenes 1-R and 15-Me leads to 10,11-methano-bridged dibenzophenanthrenes 2-R and 16-Me, respectively.These molecules are shaped like the back of a turtle as shown by X-ray crystal structure analysis.Their nonplanarity, however, is not rigid, as revealed by the temperature dependence of their (1)H-NMR spectra.With inversion barriers of about 62.4 and 67.1 kJ mol1- 2-H and 2-Me are surprisingly flexible.A remarkable diastereoselectivity is observed in the addition of methyl- and phenylmagnesium bromide to 1-formylhelicenes 14-Me leading to secondary alcohols 15a,b-Me, which cyclize to bridged hydrocarbons 16a,b-Me, in which the substituents R = Me, Ph are in the thermodynamically less favorable endo-position.Upon heating, endo-16a,b-Me isomerize to exo-16a,b-Me irreversibly. Key Words: Helicenes, methano-bridged/ Aromatic hydrocarbons, polycyclic/ Cycloheptatriene, all-benzoanellated, flexibility of/ Distorted aromatic rings

Phenanthrene derivatives

The present invention relates to compounds of formula (1) or a monomethyl ether thereof (the compound of formula (1) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters thereof; acid addition salts thereof; wherein Ar