4'-Methoxychalcone

Base Information

• Chemical Name: 4'-Methoxychalcone
• CAS No.: 22966-19-4
• Molecular Formula: C16H14 O2
• Molecular Weight: 238.286
• European Community (EC) Number: 213-495-5
• NSC Number: 37157
• UNII: BM45N45FIZ
• DSSTox Substance ID: DTXSID001238595
• Nikkaji Number: J150.797D,J47.292A
• Wikidata: Q27274750
• Pharos Ligand ID: WHN23XF966V8
• Metabolomics Workbench ID: 26664
• ChEMBL ID: CHEMBL34398
• Mol file: 22966-19-4.mol

Synonyms:4'-methoxychalcone;4'-methoxychalcone, (E)-isomer;4'-methoxychalcone, (Z)-isomer

Chemical Property of 4'-Methoxychalcone

Chemical Property:

• Boiling Point: 397.5°Cat760mmHg
• Flash Point: 180.5°C
• PSA: 26.30000
• Density: 1.114g/cm³
• LogP: 3.59130
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 238.099379685
• Heavy Atom Count: 18
• Complexity: 282

Purity/Quality:

97% ^*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=CC=C2
• Isomeric SMILES: COC1=CC=C(C=C1)C(=O)/C=C/C2=CC=CC=C2

Technology Process of 4'-Methoxychalcone

There total 64 articles about 4'-Methoxychalcone 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: 100.0%

benzaldehyde (100-52-7) + 1-(4-methoxyphenyl)ethanone (100-06-1) → trans-4'-methoxychalcone (22966-19-4)

Guidance literature:

With sodium hydroxide; In ethanol; for 0.025h; Irradiation;

Reference yield: 95.0%

N-[(E)-1-(4-methoxyphenyl)-3-phenylallylidene]aniline → trans-4'-methoxychalcone (22966-19-4)

Guidance literature:

With hydrogenchloride; water; In ethanol; at 60 ℃; for 4h;

DOI:10.1021/acs.orglett.6b01720

Reference yield: 94.0%

(3E)-2-oxo-4-phenylbutenenitrile (6047-90-1) + 4-methoxyphenyl magnesium bromide (13139-86-1) → trans-4'-methoxychalcone (22966-19-4)

Guidance literature:

4-methoxyphenyl magnesium bromide; With iron(III)-acetylacetonate; In tetrahydrofuran; at -78 ℃; for 0.25h; Inert atmosphere;

(3E)-2-oxo-4-phenylbutenenitrile; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.02.063

upstream raw materials:

benzaldehyde

1-(4-methoxyphenyl)ethanone

(E)-3-phenylacrylic acid

methoxybenzene

Downstream raw materials:

1-(4-methoxy-phenyl)-5-morpholin-4-yl-3-phenyl-pentan-1-one

3-(4-methoxybenzoyl)-4-phenyl-4,5-dihydropyrazole

2,5-Bis-(4-methoxy-phenyl)-3-phenyl-3H-[1,2]thiaphosphole 2-sulfide

3,3-dimethoxy-1-(4-methoxyphenyl)-2-phenylpropan-1-one

Refernces

• 1、 Shegavi, Mahadev L.,Saini, Suresh,Bhawar, Ramesh,Vishwantha, Meghana Desai,Bose, Shubhankar Kumar. "Recyclable Copper Nanoparticles-Catalyzed Hydroboration of Alkenes and β-Borylation of α,β-Unsaturated Carbonyl Compounds with Bis(Pinacolato)Diboron". supporting information. p. 2408 - 2416. Retrieved 2021/03/16.
• 2、 Xue, Kangsheng,Sun, Guoxiang,Zhang, Yanzhi,Chen, Xubing,Zhou, Yang,Hou, Jinjun,Long, Huali,Zhang, Zijia,Lei, Min,Wu, Wanying. "A new method for the synthesis of chalcone derivatives promoted by PPh3/I2under non-alkaline conditions". supporting information. p. 625 - 634. Retrieved 2020/11/23.