7466-50-4

Usage

Uses

Used in Organic Synthesis:
3-Phenanthrenecarbaldehyde is used as a key intermediate in organic synthesis for the production of various pharmaceuticals and organic compounds, contributing to the development of new and effective drugs and materials.
Used in Pharmaceutical Industry:
3-Phenanthrenecarbaldehyde is used as a precursor in the synthesis of pharmaceuticals for its potential biological and pharmacological activities, playing a crucial role in the discovery and production of new medications.
Used in Dye and Pigment Production:
3-Phenanthrenecarbaldehyde is used as a raw material in the production of dyes and pigments, providing color and stability to various products in industries such as textiles, plastics, and printing inks.

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 academic research and scientific papers

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 of polycyclic azaarenes by an extended Pomeranz-Fritsch procedure

An extension of the Pomeranz-Fritsch procedure has been evaluated as a route to some polycyclic azaarenes. Aromatic aldehydes were treated with the dimethyl and diethyl acetals of 2-aminoethanal, the resulting imines reduced to amines which were tosylated and the resulting sulfonamides treated under a range of acidic conditions. The two naphthaldehydes led to benzo[f]isoquinoline and benzo[h]isoquinoline in overall yields of 13% and 36%. Phenanthrene-9- carbaldehyde and phenanthrene-3-carbaldehyde gave dibenzo[f,h]isoquinoline and naphtho[2,1-g]isoquinoline, respectively, as the major tetracyclic products. No pentacyclic product was obtained from a similar sequence starting from pyrene-1-carbaldehyde. Georg Thieme Verlag Stuttgart.

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

2-[(arylmethyl)amino]-2-methyl-1,3-propanediol DNA intercalators. An examination of the effects of aromatic ring variation on antitumor activity and DNA binding

The effects of variation of aromatic ring size, shape, and side-chain position on antitumor activity and DNA binding in a series of carbocyclic 2-[(arylmethyl)amino]-2-methyl-1,3-propanediols (AMAPs) were examined. In general, the interaction of AMAPs wit

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