Anigorufone

Base Information

• Chemical Name: Anigorufone
• CAS No.: 56252-32-5
• Molecular Formula: C19H12O2
• Molecular Weight: 272.303
• DSSTox Substance ID: DTXSID601291917
• Nikkaji Number: J11.142B
• Wikidata: Q104251238
• Metabolomics Workbench ID: 46291
• ChEMBL ID: CHEMBL1163760
• Mol file: 56252-32-5.mol

Synonyms:Anigorufone;56252-32-5;2-hydroxy-9-phenyl-1H-phenalen-1-one;2-hydroxy-9-phenylphenalen-1-one;1H-phenalen-1-one, 2-hydroxy-9-phenyl-;2-Hydroxy-9-phenyl-phenalen-1-one;2-hydroxyl-9-phenyl-phenalenone;CHEMBL1163760;CHEBI:189798;DTXSID601291917;AKOS028108702

Chemical Property of Anigorufone

Chemical Property:

• Boiling Point: 539.2±50.0 °C(Predicted)
• PKA: 7.78±0.20(Predicted)
• PSA: 37.30000
• Density: 1.343±0.06 g/cm3(Predicted)
• LogP: 4.60200
• Storage Temp.: 2-8°C
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 272.083729621
• Heavy Atom Count: 21
• Complexity: 447

Purity/Quality:

99%, ^*data from raw suppliers

Anigorufone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C3C4=C(C=CC=C4C=C(C3=O)O)C=C2
• Use Description: 2-Hydroxy-9-phenyl-1H-phenalen-1-one is a chemical compound with potential applications in various fields. In the realm of organic chemistry and materials science, it can serve as a valuable building block for the synthesis of organic molecules and polymers, potentially contributing to the development of innovative materials with specialized properties. Its role is pivotal in the creation of functional materials for use in sensors, organic electronics, and optoelectronic devices, enabling advancements in technology and materials science. Additionally, in the field of academic and industrial research, this compound can be used as a reference compound for the study of phenalenone derivatives and their reactivity, aiding in the advancement of synthetic methodologies and chemical understanding. Furthermore, in the pharmaceutical industry, it may find applications as a chemical intermediate for the development of new drug compounds, potentially contributing to drug discovery and medicinal chemistry research. Its multifaceted utility underscores its significance in organic synthesis, materials science, chemical research, and pharmaceuticals, where it plays a crucial role in material innovation, chemical synthesis, and scientific investigation.

Technology Process of Anigorufone

There total 4 articles about Anigorufone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 66.0%

9-phenyl-1H-phenalene-1-one (56252-08-5) → 2-hydroxy-9-phenyl-1H-phenalen-1-one (56252-32-5)

Guidance literature:

9-phenyl-1H-phenalene-1-one; With tert.-butylhydroperoxide; N-benzyl-trimethylammonium hydroxide; In benzene;

With toluene-4-sulfonic acid;

DOI:10.1021/ol400384z

Reference yield:

Perinaphthenon (548-39-0) + phenylmagnesium bromide (100-58-3) → 2-hydroxy-9-phenyl-1H-phenalen-1-one (56252-32-5)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / -70 °C

2: tert.-butylhydroperoxide; N-benzyl-trimethylammonium hydroxide / benzene

With tert.-butylhydroperoxide; N-benzyl-trimethylammonium hydroxide; In tetrahydrofuran; benzene; 1: |Grignard Reaction;

DOI:10.1021/ol400384z

Reference yield:

6-phenyl-3b,4a-dihydro-4-oxa-cyclopropa[a]phenalen-5-one → 2-hydroxy-9-phenyl-1H-phenalen-1-one (56252-32-5)

Guidance literature:

With toluene-4-sulfonic acid; In diethyl ether;

DOI:10.3390/50700974

upstream raw materials:

9-phenyl-1H-phenalene-1-one

L-phenylalanine

Perinaphthenon

phenylmagnesium bromide

Downstream raw materials:

2-methoxy-9-phenyl-1H-phenalen-1-one

Refernces

• 1、 Otalvaro, Felipe,Quinones, Winston,Echeverri, Fernando,Schneider, Bernd. "Synthesis of [phenyl-13C6]lachnanthocarpone and other 13C-labelled phenylphenalenones". . p. 147 - 159. Retrieved 2007/10/03.
• 2、 Schmitt, Bettina,Hoelscher, Dirk,Schneider, Bernd. "Variability of phenylpropanoid precursors in the biosynthesis of phenylphenalenones in Anigozanthos preissii". . p. 331 - 337. Retrieved 2007/10/03.