1-Methoxy-3-(trifluoroprop-1-YN-1-YL)benzene

Base Information

• Chemical Name: 1-Methoxy-3-(trifluoroprop-1-YN-1-YL)benzene
• CAS No.: 111727-07-2
• Molecular Formula: C10H7F3O
• Molecular Weight: 200.16
• DSSTox Substance ID: DTXSID301227769
• Mol file: 111727-07-2.mol

Synonyms:1-METHOXY-3-(TRIFLUOROPROP-1-YN-1-YL)BENZENE;111727-07-2;DTXSID301227769;EN300-743746;1-Methoxy-3-(3,3,3-trifluoro-1-propyn-1-yl)benzene

Chemical Property of 1-Methoxy-3-(trifluoroprop-1-YN-1-YL)benzene

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 200.04489933
• Heavy Atom Count: 14
• Complexity: 245

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)C#CC(F)(F)F

Technology Process of 1-Methoxy-3-(trifluoroprop-1-YN-1-YL)benzene

There total 7 articles about 1-Methoxy-3-(trifluoroprop-1-YN-1-YL)benzene 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: 95.0%

2-bromo-3,3,3-trifluoropropene (1514-82-5) + 3-methoxy-1-iodobenzene (766-85-8) → 1-methoxy-3-(3,3,3-trifluoroprop-1-yn-1-yl)benzene (111727-07-2)

Guidance literature:

2-bromo-3,3,3-trifluoropropene; With dichloro(N,N,N’,N‘-tetramethylethylenediamine)zinc; lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 1h;

3-methoxy-1-iodobenzene; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; for 6h; Heating;

DOI:10.1016/S0040-4020(03)01199-2

Reference yield: 65.0%

((3-methoxyphenyl)ethynyl)copper (678971-25-0) + (trifluoromethyl)trimethylsilane (81290-20-2) → 1-methoxy-3-(3,3,3-trifluoroprop-1-yn-1-yl)benzene (111727-07-2)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; In N,N-dimethyl-formamide; Petroleum ether; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1002/adsc.201400057

Reference yield: 62.0%

1-ethynyl-3-methoxybenzene (768-70-7) + (trifluoromethyl)trimethylsilane (81290-20-2) → 1-methoxy-3-(3,3,3-trifluoroprop-1-yn-1-yl)benzene (111727-07-2)

Guidance literature:

With copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; potassium carbonate; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 24.5h;

DOI:10.1021/acs.orglett.9b01379

upstream raw materials:

3-methoxy-1-iodobenzene

chloro-(3,3,3-trifluoro-prop-1-ynyl)-zinc

2-bromo-3,3,3-trifluoropropene

((3-methoxyphenyl)ethynyl)copper

Downstream raw materials:

3,3,3-trifluoro-1-(3-methoxyphenyl)propan-1-one

5-(3-methoxyphenyl)-3H-1,2-dithiole-3-thione

(Z)-3,3,3-trifluoro-1-(3-methoxyphenyl)-1-tributylstannyl-2-trimethylsilyl-1-propene

(Z)-3,3,3-trifluoro-1-(3-methoxyphenyl)-2-tributylstannyl-1-trimethylsilyl-1-propene