1-(1-Benzothiophen-2-yl)-2,2,2-trifluoroethanone

Base Information

• Chemical Name: 1-(1-Benzothiophen-2-yl)-2,2,2-trifluoroethanone
• CAS No.: 75277-97-3
• Molecular Formula: C₁₀H₅F₃OS
• Molecular Weight: 230.21
• DSSTox Substance ID: DTXSID501258059
• Mol file: 75277-97-3.mol

Synonyms:75277-97-3;1-(1-Benzothiophen-2-yl)-2,2,2-trifluoroethanone;1-(1-benzothiophen-2-yl)-2,2,2-trifluoroethan-1-one;1-(Benzo[b]thiophen-2-yl)-2,2,2-trifluoroethan-1-one;Ethanone, 1-benzo[b]thien-2-yl-2,2,2-trifluoro-;SCHEMBL2843748;BRADTIQGEZQDEQ-UHFFFAOYSA-N;DTXSID501258059;MFCD07380761;CID 12627323;1-Benzo[b]thien-2-yl-2,2,2-trifluoroethanone;1-Benzo[b]thien-2-yl-2,2,2-trifluoro-ethanone;EN300-2004663;A934305

Chemical Property of 1-(1-Benzothiophen-2-yl)-2,2,2-trifluoroethanone

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 230.00132044
• Heavy Atom Count: 15
• Complexity: 264

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(S2)C(=O)C(F)(F)F

Technology Process of 1-(1-Benzothiophen-2-yl)-2,2,2-trifluoroethanone

There total 2 articles about 1-(1-Benzothiophen-2-yl)-2,2,2-trifluoroethanone 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:

N,N-dimethyl-2,2,2-trifluoroacetamide (1547-87-1) + Benzo[b]thiophene (95-15-8,11095-43-5) → 1-(benzo[b]thiophen-2-yl)-2,2,2-trifluoroethan-1-one (75277-97-3)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1) ether, 20 deg C to reflux, 2) -85 deg C to -65 deg C, 1 h.;

DOI:10.1016/S0040-4039(00)78976-3

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 2,3-dibromobenzo[b]thiophene (6287-82-7) + N,N-dimethyl-2,2,2-trifluoroacetamide (1547-87-1) → 1-(benzo[b]thiophen-2-yl)-2,2,2-trifluoroethan-1-one (75277-97-3) + 3-hydroxymethyl-2-trifluoroacetyl benzothiophene (75277-99-5)

Guidance literature:

Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)78976-3

Reference yield: 80.0%

1-(benzo[b]thiophen-2-yl)-2,2,2-trifluoroethan-1-one (75277-97-3) + phenylacetylene (536-74-3) → 2-(1-benzothiophen-2-yl)-1,1,1-trifluoro-4-phenylbut-3-yn-2-ol

Guidance literature:

With chloro[1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene]copper(I); triethylamine; In water; at 50 ℃; for 48h;

DOI:10.1002/chem.201601581

upstream raw materials:

formaldehyd

2,3-dibromobenzo[b]thiophene

N,N-dimethyl-2,2,2-trifluoroacetamide

Benzo[b]thiophene

Downstream raw materials:

2-benzothienyl trifluoromethyl ketone O-tosyl oxime

4-(benzo[b]thiophen-2-yl)-1-(2,2-dimethylhydrazono)-5,5,5-trifluoro-1-phenylpent-3-en-2-one