65874-43-3

Basic information

• Product Name: 1H-Phenalen-1-one, 9-(4-methoxyphenyl)-
• CAS NO: 65874-43-3
• Molecular Formula: C20H14O2
• Molecular Weight: 286.33
• Mol File: 65874-43-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1H-Phenalen-1-one, 9-(4-methoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Phenalen-1-one, 9-(4-methoxyphenyl)-(65874-43-3)
• EPA Substance Registry System: 1H-Phenalen-1-one, 9-(4-methoxyphenyl)-(65874-43-3)

Safety Data

• Hazardous Substances Data: 65874-43-3(Hazardous Substances Data)

Upstream product

• 548-39-0 Perinaphthenon 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 120681-10-9 (E)‐3‐(naphthalen‐1‐yl)acryloyl chloride 
• 13026-12-5 (E)-3-(naphthalen-1-yl)acrylic acid 
• 98978-43-9 (E)-ethyl 3-(naphthalen-1-yl)acrylate 
• 66-77-3 1-naphthaldehyde 

Downstream Products

• 65874-44-4 2-hydroxy-9-(4'-methoxyphenyl)-1H-phenalen-1-one 
• 56252-02-9 2-hydroxy-9-(4-hydroxyphenyl)-1H-phenalen-1-one 
• 159853-35-7 3-(4-Methoxy-phenyl)-3b,4a-dihydro-4-oxa-cyclopropa[a]phenalen-5-one 
• 159853-36-8 2-hydroxy-4-(4-methoxyphenyl)-1H-phenalen-1-one 
• 149184-19-0 irenolone 
• 757243-51-9 [4'-O₁₃CH₃]9-(4'-methoxyphenyl)-phenalen-1-one 
• 757243-49-5 9-(4-hydroxyphenyl)-1H-phenalen-1-one 
• 159853-33-5 4-(4-methoxyphenyl)-1H-phenalen-1-one 

Relevant articles and documents

Concise Synthesis of Natural Phenylphenalenone Phytoalexins and a Regioisomer

Concise total syntheses of the natural phytoalexins 2-hydroxy-8-(4-hydroxyphenyl)phenalen-1-one (1), 2-hydroxy-8-(3,4-dihydroxyphenyl)phenalen-1-one (2), and hydroxyanigorufone (4), together with regioisomer 3 are accomplished in 11 or 12 steps. The synthetic strategy features a Friedel-Crafts acylation to construct the 1H-phenalen-1-one tricyclic core followed by a Suzuki cross-coupling to obtain the target compounds.

Synthesis and antifungal activity of Musa phytoalexins and structural analogs

Several perinaphthenone/phenylphenalenone compounds were synthesized to establish a relationship between structure and antifungal activity against Mycosphaerella fijiensis. Substitutions on the unsaturated carbonyl system or addition of a phenyl group reduced antibiotic activity.