2039-77-2

Basic information

• Product Name: 9-ACETYLPHENANTHRENE
• Synonyms: 9-ACETYLPHENANTHRENE;ACETYLPHENANTHRENE, 9-;methyl 9-phenanthryl ketone;1-(9-Phenanthryl)ethanone;1-phenanthren-9-ylethanone;9-Acetylphenanthrene 97%
• CAS NO: 2039-77-2
• Molecular Formula: C₁₆H₁₂O
• Molecular Weight: 220.27
• EINECS: 218-021-0
• Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives;C15 to C38;Carbonyl Compounds;Ketones
• Mol File: 2039-77-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: 73-74 °C(lit.)
• Boiling Point: 405.9°Cat760mmHg
• Flash Point: 180.7°C
• Appearance: /
• Density: 1.164g/cm³
• Vapor Pressure: 8.47E-07mmHg at 25°C
• Refractive Index: 1.685
• CAS DataBase Reference: 9-ACETYLPHENANTHRENE(CAS DataBase Reference)
• NIST Chemistry Reference: 9-ACETYLPHENANTHRENE(2039-77-2)
• EPA Substance Registry System: 9-ACETYLPHENANTHRENE(2039-77-2)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 2039-77-2(Hazardous Substances Data)

Usage

General Description

9-Acetylphenanthrene is an organic chemical compound consisting of a phenanthrene core structure with an acetyl functional group attached to one of its carbon atoms. It is a polycyclic aromatic hydrocarbon with potential applications in the fields of organic synthesis, pharmaceuticals, and materials science. 9-Acetylphenanthrene is typically used as a building block in the synthesis of various organic compounds and is also studied for its potential biological activities, including its role as a potential anticancer agent. This compound is also used as a reference standard in analytical chemistry for the detection and quantification of similar polycyclic aromatic compounds in environmental and biological samples.

InChI:InChI=1/C16H12O/c1-11(17)16-10-12-6-2-3-7-13(12)14-8-4-5-9-15(14)16/h2-10H,1H3

Upstream product

• 16331-54-7 phenanthrene-9-carbonyl chloride 
• 917-65-7 methylaluminum dichloride 
• 71112-64-6 9-phenanthrylmagnesium bromide 
• 85-01-8 phenanthrene 
• 75-36-5 acetyl chloride 
• 105-53-3 diethyl malonate 
• 137257-88-6 2-amino>-1-(9'-phenanthrenyl)-1-ethanone 
• 917-64-6 methyl magnesium iodide 
• 7446-70-0 aluminium trichloride 
• 75-15-0 carbon disulfide 
• 17024-12-3 9-iodo-phenanthrene 
• 108-24-7 acetic anhydride 
• 573-17-1 9-bromophenanthrene 
• 137257-86-4 2-amino>-1-(9'-phenanthrenyl)-1-ethanol 

Downstream Products

• 947-73-9 9-Aminophenanthrene 
• 25177-46-2 9-phenanthrylacetic acid 
• 91480-61-4 [9]phenanthryl-acetic acid amide 
• 33466-14-7 9-(2-bromoacetyl)phenanthrene 
• 60300-73-4 1-(9-phenanthryl)-1-phenylethylene 
• 32870-98-7 9-ethynylphenanthrene 
• 79178-10-2 (E)-1-Phenanthren-9-yl-3-phenyl-propenone 
• 84-11-7 9,10-phenanthrenequinone 
• 17024-04-3 9-Isopropyl-phenanthren 
• 79161-74-3 4-Phenanthren-9-yl-2-phenyl-2,3-dihydro-benzo[b][1,4]thiazepine 
• 79161-79-8 3-(2-Amino-phenylsulfanyl)-1-phenanthren-9-yl-3-phenyl-propan-1-one 
• 128479-27-6 2-(9-phenanthryl)propanoic acid 
• 19291-89-5 9-(α-Methyl-benzyl)-phenanthren 
• 104577-77-7 9-<4-Carboxy-phenylimino-acetyl>-phenanthren 

Relevant articles and documents

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Concise Synthesis of Polysubstituted Carbohelicenes by a C?H Activation/Radical Reaction/C?H Activation Sequence

Disclosed herein is the merging of C?H activation and radical chemistry, enabling rapid access to a structurally diverse family of fused carbohelicenes through the fusion of α-acetylnaphthalenes with alkynes under oxidative conditions. This cascade process exhibits exquisite chemoselectivity and regioselectivity. The reaction pathway was analyzed by intermediate separations, control experiments, radical trapping, EPR, MALDI-TOF-MS, and ESI-HRMS experiments, and shown to involve a C2?H activation/radical reaction/C8?H activation relay.

Hydration of aromatic alkynes catalyzed by a self-assembled hexameric organic capsule

The combination of a Br?nsted acid catalyst and a supramolecular organic capsule formed by the self-assembly of six resorcin[4]arene units efficiently promotes the mild hydration of aromatic alkynes to their corresponding ketones. The capsule provides a suitable nanoenvironment that favors protonation of the substrate and addition of water.

Direct one-pot synthesis of phenanthrenes via Suzuki-Miyaura coupling/aldol condensation cascade reaction

(Chemical Equation Presented) We have developed an efficient cascade reaction, a Suzuki-Miyaura coupling followed by an aldol condensation, for the construction of phenanthrene derivatives using microwave irradiation. For example, the reaction of methyl 2-bromophenylacetamide with 2- formylphenylboronic acid in the presence of a palladium catalyst and a base provided a biaryl intermediate, which underwent in situ cyclization to afford the corresponding phenanthrene in high yield.