Phlorisobutyrophenone

Base Information

• Chemical Name: Phlorisobutyrophenone
• CAS No.: 35458-21-0
• Molecular Formula: C10H12O4
• Molecular Weight: 196.203
• DSSTox Substance ID: DTXSID60416108
• Nikkaji Number: J477.908H
• Wikidata: Q74417677
• Metabolomics Workbench ID: 126081
• ChEMBL ID: CHEMBL20038
• Mol file: 35458-21-0.mol

Synonyms:2-methyl-1-(2,4,6-trihydroxyphenyl)-1-propanone;UTX-52

Chemical Property of Phlorisobutyrophenone

Chemical Property:

• PSA: 77.76000
• LogP: 1.64210
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 196.07355886
• Heavy Atom Count: 14
• Complexity: 202

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)C(=O)C1=C(C=C(C=C1O)O)O
• Uses: Phloroisobutyrophenone is an intermediate in the synthesis of Colupulone (C214755), which has antiradical and antioxidant activity.

Technology Process of Phlorisobutyrophenone

There total 10 articles about Phlorisobutyrophenone 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: 91.0%

3,5-dihydroxyphenol (108-73-6) + isobutyryl chloride (79-30-1) → phlorisobutyrophenone (35458-21-0)

Guidance literature:

3,5-dihydroxyphenol; With aluminum (III) chloride; In nitrobenzene; at 20 ℃; for 0.5h;

isobutyryl chloride; In nitrobenzene; at 65 ℃; for 18h;

DOI:10.1039/c9ob02490e

Reference yield: 87.2%

petroleum ether-methylene chloride + 3,5-dihydroxyphenol (108-73-6) + isobutyryl chloride (79-30-1) → phlorisobutyrophenone (35458-21-0)

Guidance literature:

With carbon disulfide; aluminium trichloride; In nitrobenzene;

Reference yield: 58.0%

3,5-dihydroxyphenol (108-73-6) + isobutyryl chloride (79-30-1) → phlorisobutyrophenone (35458-21-0) + 1,1'-(2,4,6-trihydroxy-1,3-phenylene)bis(2-methylpropan-1-one) (3133-29-7)

Guidance literature:

With aluminum (III) chloride; In nitrobenzene; at 65 ℃; for 21h; Inert atmosphere;

DOI:10.1021/acs.jnatprod.6b00224

upstream raw materials:

Isobutyronitrile

3,5-dihydroxyphenol

isobutyryl chloride

isobutyric Acid

Downstream raw materials:

4,4-Dibutyl-3,5-dihydroxy-2,6-diisobutyryl-cyclohexa-2,5-dienone

2-methyl-1-(2,4,6-trihydroxy-3-(3-methylbut-2-en-1-yl)phenyl)propan-1-one

3,5-Dihydroxy-2,6-diisobutyryl-4,4-dipentyl-cyclohexa-2,5-dienone

5,7-dihydroxy-6-(2-methylpropionyl)-4-phenylcoumarin