4-Pentene-1,3-dione, 1-(2-hydroxyphenyl)-5-phenyl-

Base Information

• Chemical Name: 4-Pentene-1,3-dione, 1-(2-hydroxyphenyl)-5-phenyl-
• CAS No.: 104387-22-6
• Molecular Formula: C17H14O3
• Molecular Weight: 266.296
• DSSTox Substance ID: DTXSID60358352
• Mol file: 104387-22-6.mol

Synonyms:4-Pentene-1,3-dione, 1-(2-hydroxyphenyl)-5-phenyl-;104387-22-6;o-hydroxy cinnamoylacetophenone;DTXSID60358352

Chemical Property of 4-Pentene-1,3-dione, 1-(2-hydroxyphenyl)-5-phenyl-

Chemical Property:

• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 266.094294304
• Heavy Atom Count: 20
• Complexity: 366

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC(=O)CC(=O)C2=CC=CC=C2O

Technology Process of 4-Pentene-1,3-dione, 1-(2-hydroxyphenyl)-5-phenyl-

There total 6 articles about 4-Pentene-1,3-dione, 1-(2-hydroxyphenyl)-5-phenyl- 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: 93.0%

malonic acid (141-82-2) + Zimtsaeure-<2-acetyl-phenyl >-ester (74766-95-3) → 1-(2-hydroxyphenyl)-5-phenyl-4-pentene-1,3-dione (104387-22-6)

Guidance literature:

With triton-B adsorbed on flyash; In neat (no solvent); for 0.00833333h; Microwave irradiation; Green chemistry;

DOI:10.13005/ojc/280422

Reference yield: 60.0%

Zimtsaeure-<2-acetyl-phenyl >-ester (74766-95-3) → 1-(2-hydroxyphenyl)-5-phenyl-4-pentene-1,3-dione (104387-22-6)

Guidance literature:

With potassium hydroxide; In pyridine; for 1h; Ambient temperature;

Reference yield:

o-hydroxyacetophenone (118-93-4,104809-67-8) → 1-(2-hydroxyphenyl)-5-phenyl-4-pentene-1,3-dione (104387-22-6)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 20 °C

2: potassium hydroxide / 50 °C

With pyridine; potassium hydroxide; 2: |Baker-Venkataraman Rearrangement;

DOI:10.1016/j.bmc.2015.03.084

upstream raw materials:

Zimtsaeure-<2-acetyl-phenyl >-ester

malonic acid

o-hydroxyacetophenone

cinnamoyl chloride

Downstream raw materials:

(E)-2-styrylchromone

3-bromo-2-styrylchromone

2-bromo-1-(2-hydroxyphenyl)-5-phenyl-4-pentene-1,3-dione

3-Chloro-2-((E)-styryl)-chromen-4-one