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

Base Information

• Chemical Name: (3E)-4-(3-methoxyphenyl)but-3-en-2-one
• CAS No.: 30625-53-7
• Deprecated CAS: 97241-85-5
• Molecular Formula: C₁₁H₁₂O₂
• Molecular Weight: 176.215
• 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: 30625-53-7.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
• Boiling Point: 308.5°Cat760mmHg
• Flash Point: 140.4°C
• PSA: 0.00000
• Density: 1.048g/cm³
• LogP: 0.00000
• 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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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 14 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: 88.0%

1-methoxy-3-[(1E)-3-methylbuta-1,3-dienyl]benzene → (E)-4-(3-methoxyphenyl)but-3-en-2-one (20766-31-8,30625-53-7)

Guidance literature:

With iron(III) sulfate hydrate; oxygen; In water; acetonitrile; at 45 ℃; for 18h; regioselective reaction;

DOI:10.1021/acs.orglett.9b03562

Reference yield: 85.0%

4-(3’-hydroxyphenyl)-3(E)-buten-2-one (20511-03-9,22214-29-5) + methyl iodide (74-88-4) → (E)-4-(3-methoxyphenyl)but-3-en-2-one (20766-31-8,30625-53-7)

Guidance literature:

With potassium carbonate; In acetone; at 0 - 20 ℃;

DOI:10.1016/j.bmcl.2014.04.105

upstream raw materials:

trans-3-methoxycinnamic acid

methyllithium

Isopropenyl acetate

3-methoxy-benzaldehyde

Downstream raw materials:

(2Z,4E)-5-(3-Methoxy-phenyl)-3-methyl-penta-2,4-dienoic acid ethyl ester

(2E,4E)-5-(3-Methoxy-phenyl)-3-methyl-penta-2,4-dienoic acid ethyl ester

(E)-1-(3-Methoxy-phenyl)-5-morpholin-4-yl-pent-1-en-3-one; hydrochloride

4-(3-methoxyphenyl)butan-2-one