(2E)-3-(2-Methylphenyl)-1-phenylprop-2-en-1-one

Base Information

• Chemical Name: (2E)-3-(2-Methylphenyl)-1-phenylprop-2-en-1-one
• CAS No.: 16619-28-6
• Molecular Formula: C16H14O
• Molecular Weight: 222.287
• DSSTox Substance ID: DTXSID50326848
• Mol file: 16619-28-6.mol

Synonyms:22966-01-4;methyl chalcone;o-methylchalcone;DTXSID50326848;AKOS017085624;NCI60_005564

Chemical Property of (2E)-3-(2-Methylphenyl)-1-phenylprop-2-en-1-one

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 222.104465066
• Heavy Atom Count: 17
• Complexity: 273

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1C=CC(=O)C2=CC=CC=C2

Technology Process of (2E)-3-(2-Methylphenyl)-1-phenylprop-2-en-1-one

There total 5 articles about (2E)-3-(2-Methylphenyl)-1-phenylprop-2-en-1-one 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: 89.0%

→ 1-phenyl-3-o-methylphenyl-2-propen-1-one (16619-28-6)

Guidance literature:

With potassium hydroxide; In ethanol; at 20 ℃; for 2h;

Reference yield: 88.0%

2-methyl-benzyl alcohol (89-95-2) + acetophenone (98-86-2) → 1-phenyl-3-o-methylphenyl-2-propen-1-one (16619-28-6)

Guidance literature:

With oxygen; caesium carbonate; In acetonitrile; at 20 ℃; for 24h; chemoselective reaction;

DOI:10.1016/j.mcat.2021.111516

Reference yield: 83.0%

3-Methylcyclohexa-1,4-diene-3-carboxylic acid (52457-01-9) + Phenyl vinyl ketone (768-03-6,26742-84-7) → 1-phenyl-3-o-methylphenyl-2-propen-1-one (16619-28-6)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; palladium(II) trifluoroacetate; In propionic acid; at 80 ℃; for 12h; regioselective reaction;

DOI:10.1021/acscatal.8b00083

upstream raw materials:

2-methylphenyl aldehyde

acetophenone

3-Methylcyclohexa-1,4-diene-3-carboxylic acid

Phenyl vinyl ketone

Downstream raw materials:

tert-butyl 5-(2-methylphenyl)-3-phenyl-4,5-dihydro-1H-pyrazole-1-carboxylate

N-((1R,2R)-2-bromo-3-oxo-3-phenyl-1-o-tolylpropyl)-4-methylbenzenesulfonamide

(R)-dimethyl 2-(3-oxo-3-phenyl-1-O-tolylpropyl)malonate

1-phenyl-3-(phenylthio)-3-o-tolylpropan-1-one