Methyl 4-[3-(4-methoxyphenyl)-3-oxoprop-1-enyl]benzoate

Base Information

• Chemical Name: Methyl 4-[3-(4-methoxyphenyl)-3-oxoprop-1-enyl]benzoate
• CAS No.: 357155-86-3
• Molecular Formula: C₁₈H₁₆O₄
• Molecular Weight: 296.323
• DSSTox Substance ID: DTXSID20385806
• Mol file: 357155-86-3.mol

Synonyms:methyl 4-[3-(4-methoxyphenyl)-3-oxoprop-1-enyl]benzoate;DTXSID20385806;AKOS030655196;UPCMLD0ENAT5685040:001

Chemical Property of Methyl 4-[3-(4-methoxyphenyl)-3-oxoprop-1-enyl]benzoate

Chemical Property:

• Vapor Pressure: 4.55E-09mmHg at 25°C
• Boiling Point: 471.7°C at 760 mmHg
• Flash Point: 209.3°C
• PSA: 52.60000
• Density: 1.177g/cm³
• LogP: 3.37790
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 296.10485899
• Heavy Atom Count: 22
• Complexity: 399

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(=O)C=CC2=CC=C(C=C2)C(=O)OC

Technology Process of Methyl 4-[3-(4-methoxyphenyl)-3-oxoprop-1-enyl]benzoate

There total 4 articles about Methyl 4-[3-(4-methoxyphenyl)-3-oxoprop-1-enyl]benzoate 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: 55.0%

1-(4-methoxyphenyl)ethanone (100-06-1) + methyl 4-formylbenzoate (1571-08-0) → methyl (E)-4-(3-(4-methoxyphenyl)-3-oxoprop-1-en-1-yl)benzoate (357155-86-3)

Guidance literature:

With carbon tetrabromide; In neat (no solvent); at 60 ℃; for 28h;

DOI:10.1021/acs.orglett.7b00348

Reference yield: 36.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 4-[3-(4-methoxyphenyl)-3-oxo-propenyl]benzoic acid (106315-53-1) → C18H16O4 (357155-86-3)

Guidance literature:

In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1021/co500176b

Reference yield:

4-methoxyphenacylidene dimethylsulphurane (20912-79-2) + methyl 4-[(2-tosylhydrazono)methyl]benzoate (125587-45-3) → methyl (E)-4-(3-(4-methoxyphenyl)-3-oxoprop-1-en-1-yl)benzoate (357155-86-3) + methyl (Z)-4-(3-(4-methoxyphenyl)-3-oxoprop-1-en-1-yl)benzoate (357155-86-3)

Guidance literature:

With eosin y; N,N,N',N'-tetramethylguanidine; In dichloromethane; at 20 ℃; for 12h; Overall yield = 62percent; Overall yield = 73 mg; Schlenk technique; Inert atmosphere; Irradiation;

DOI:10.1002/chem.202102671

upstream raw materials:

diazomethane

4-[3-(4-methoxyphenyl)-3-oxo-propenyl]benzoic acid

1-(4-methoxyphenyl)ethanone

methyl 4-formylbenzoate