(3E)-4-(3-methoxyphenyl)but-3-en-2-one

Base Information

• Chemical Name: (3E)-4-(3-methoxyphenyl)but-3-en-2-one
• CAS No.: 20766-31-8
• Deprecated CAS: 97241-85-5
• Molecular Formula: C11H12O2
• Molecular Weight: 176.215
• Hs Code.: 2914509090
• European Community (EC) Number: 845-765-9
• DSSTox Substance ID: DTXSID50876373
• Nikkaji Number: J1.311.355F,J953.508J
• Wikidata: Q82857994
• ChEMBL ID: CHEMBL72214
• Mol file: 20766-31-8.mol

Synonyms:20766-31-8;(3E)-4-(3-methoxyphenyl)but-3-en-2-one;4-(3-methoxyphenyl)but-3-en-2-one;(E)-4-(3-methoxyphenyl)but-3-en-2-one;30625-53-7;3-Buten-2-one, 4-(3-methoxyphenyl)-,(E)-;Palmiticanhydride;CHEMBL72214;SCHEMBL2632249;DTXSID50876373;AKOS001075950;4-(3-Methoxyphenyl)-3-butene-2-one;3-Buten-2-one,-4-(3-methoxyphenyl);3-Buten-2-one,4-(3-methoxyphenyl)-;(E)-4-(3-Methoxyphenyl)-3-butene-2-one;4-(3'-methoxyphenyl)-(e)-3-buten-2-one;CS-0232860;EN300-12916;(3E)-4-(3-Methoxyphenyl)-3-buten-2-one #;Z85921945

Chemical Property of (3E)-4-(3-methoxyphenyl)but-3-en-2-one

Chemical Property:

• Vapor Pressure: 0.000679mmHg at 25°C
• Refractive Index: 1.549
• Boiling Point: 308.5 °C at 760 mmHg
• Flash Point: 140.4 °C
• PSA: 26.30000
• Density: 1.048g/cm³
• LogP: 2.29740
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 176.083729621
• Heavy Atom Count: 13
• Complexity: 196

Purity/Quality:

99% ^*data from raw suppliers

4-(3-methoxyphenyl)but-3-en-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C=CC1=CC(=CC=C1)OC
• Isomeric SMILES: CC(=O)/C=C/C1=CC(=CC=C1)OC

Technology Process of (3E)-4-(3-methoxyphenyl)but-3-en-2-one

There total 21 articles about (3E)-4-(3-methoxyphenyl)but-3-en-2-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: 100.0%

3-methoxy-benzaldehyde (591-31-1) + acetone (67-64-1) → (E)-4-(3-methoxyphenyl)but-3-en-2-one (20766-31-8,30625-53-7)

Guidance literature:

With sodium hydroxide; In water; at 0 - 25 ℃; for 5h;

DOI:10.1021/acs.jmedchem.0c00630

Reference yield: 96.0%

3-methoxy-benzaldehyde (591-31-1) + 1-triphenylphosphoranylidene-2-propanone (1439-36-7) → 4-(3-methoxyphenyl)but-3-en-2-one (20766-31-8)

Guidance literature:

In dichloromethane; at 20 ℃; for 48h;

DOI:10.1002/ardp.202100425

Reference yield: 89.0%

C18H20O2 → 4-(3-methoxyphenyl)but-3-en-2-one (20766-31-8)

Guidance literature:

With water; iodine; In 1,4-dioxane; for 24h; Reflux;

DOI:10.1039/d0ra02625e

upstream raw materials:

3-methoxy-benzaldehyde

acetone

ethyl acetoacetate

m-methoxybenzyl chloride

Downstream raw materials:

(S)-9-(1-(3-methoxyphenyl)-3-oxobutyl)anthracen-10(9H)-one

(S)-tert-butyl 2-((S)-1-(3-methoxyphenyl)-3-oxobutyl)-5-oxo-2,5-dihydro-1H-pyrrole-1-carboxylate

(6S,10S)-6,10-bis(3-methoxyphenyl)-4-methyl-2-phenyl-2,3-diazaspiro[4.5]dec-3-ene-1,8-dione

(6R,10R)-6,10-bis(3-methoxyphenyl)-4-methyl-2-phenyl-2,3-diazaspiro[4.5]dec-3-ene-1,8-dione

Refernces

• 1、 Averina, Elena B.,Bunev, Alexander S.,Gracheva, Yulia A.,Grishin, Yuri K.,Kuznetsov, Sergei A.,Kuznetsova, Tamara S.,Milaeva, Elena R.,Palyulin, Vladimir A.,Radchenko, Eugene V.,Sadovnikov, Kirill S.,Shevtsov, Pavel N.,Shevtsova, Elena F.,Shtil, Alexander A.,Vasilenko, Dmitry A.,Vasilichin, Vladislav A.,Zefirov, Nikolay A.,Zefirova, Olga N.. "Novel substituted 5-methyl-4-acylaminoisoxazoles as antimitotic agents: Evaluation of selectivity to LNCaP cancer cells". . . Retrieved 2022/02/07.
• 2、 He, Wenfei,Wang, Jingsong,Jin, Qiling,Zhang, Jiafeng,Liu, Yugang,Jin, Zewu,Wang, Hua,Hu, Linya,Zhu, Lu,Shen, Mengya,Huang, Lili,Huang, Shengwei,Li, Wulan,Zhuge, Qichuan,Wu, Jianzhang. "Design, green synthesis, antioxidant activity screening, and evaluation of protective effect on cerebral ischemia reperfusion injury of novel monoenone monocarbonyl curcumin analogs". . . Retrieved 2021/07/06.