(3E)-1,1,1-trifluoro-4-(4-methoxyphenyl)but-3-en-2-one

Base Information

• Chemical Name: (3E)-1,1,1-trifluoro-4-(4-methoxyphenyl)but-3-en-2-one
• CAS No.: 96107-02-7
• Molecular Formula: C11H9F3O2
• Molecular Weight: 230.186
• DSSTox Substance ID: DTXSID10876677
• Nikkaji Number: J1.605.567K,J949.601G
• Wikidata: Q82858343
• ChEMBL ID: CHEMBL307464
• Mol file: 96107-02-7.mol

Synonyms:(3E)-1,1,1-trifluoro-4-(4-methoxyphenyl)but-3-en-2-one;96107-02-7;1,1,1-trifluoro-4-(4-methoxyphenyl)but-3-en-2-one;CHEMBL307464;DTXSID10876677;BBL021748;STK894465;AKOS004906722;3-Buten-2-one,111-triF-4-(4-MeO-phenyl)-;1,1,1-Trifluoro-4-(4-methoxyphenyl)3-buten-2-one;(E)-1,1,1-Trifluoro-4-(4-methoxyphenyl)-3-butene-2-one

Chemical Property of (3E)-1,1,1-trifluoro-4-(4-methoxyphenyl)but-3-en-2-one

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 230.05546401
• Heavy Atom Count: 16
• Complexity: 263

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C=CC(=O)C(F)(F)F
• Isomeric SMILES: COC1=CC=C(C=C1)/C=C/C(=O)C(F)(F)F

Technology Process of (3E)-1,1,1-trifluoro-4-(4-methoxyphenyl)but-3-en-2-one

There total 13 articles about (3E)-1,1,1-trifluoro-4-(4-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: 99.0%

1-bromo-4-methoxy-benzene (104-92-7) + (E)-1,1,1-trifluoro-4-morpholinobut-3-en-2-one (428842-08-4) → (E)-4-(4-methoxyphenyl)-1,1,1-trifluorobut-3-en-2-one (96107-02-7)

Guidance literature:

1-bromo-4-methoxy-benzene; With n-butyllithium; In tetrahydrofuran; hexane; for 1h; Schlenk technique; Inert atmosphere; Cooling;

(E)-1,1,1-trifluoro-4-morpholinobut-3-en-2-one; In tetrahydrofuran; hexane; at 20 ℃; Schlenk technique; Inert atmosphere; Cooling;

DOI:10.1055/s-0036-1589097

Reference yield: 98.0%

4-Methoxystyrene (637-69-4,24936-44-5) + trifluoroacetic anhydride (407-25-0) → (E)-4-(4-methoxyphenyl)-1,1,1-trifluorobut-3-en-2-one (96107-02-7)

Guidance literature:

In diethyl ether; for 0.5h;

Reference yield: 84.0%

4-methoxy-benzaldehyde (123-11-5) + (Z)-2,2,2-trifluoro-N-phenylacetimidoyl chloride → (E)-4-(4-methoxyphenyl)-1,1,1-trifluorobut-3-en-2-one (96107-02-7)

Guidance literature:

(Z)-2,2,2-trifluoro-N-phenylacetimidoyl chloride; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -70 ℃; for 1h;

4-methoxy-benzaldehyde; In tetrahydrofuran; hexane; at -60 - 20 ℃; for 2h;

With hydrogenchloride; In tetrahydrofuran; hexane; at 20 ℃; for 4h; Further stages.;

DOI:10.1002/ejoc.200700280

upstream raw materials:

1,1,1-Trifluoro-2,4-pentanedione

4-methoxy-benzaldehyde

1,1,1-trifluoro-2-propanone

1-bromo-4-methoxy-benzene

Downstream raw materials:

(Z)-1,1,1-trifluoro-3-iodo-4-(4-methoxyphenyl)but-3-en-2-ol

1-(4-aminosulphonylphenyl)-4,5-dihydro-5-(4-methoxyphenyl)-3-trifluoromethyl-1H-pyrazole