2-Acetyl-5-fluoro-3-methylbenzo[b]thiophene

Base Information

• Chemical Name: 2-Acetyl-5-fluoro-3-methylbenzo[b]thiophene
• CAS No.: 51828-34-3
• Molecular Formula: C₁₁H₉FOS
• Molecular Weight: 208.256
• DSSTox Substance ID: DTXSID50594126
• Wikidata: Q82488865
• Mol file: 51828-34-3.mol

Synonyms:51828-34-3;2-acetyl-5-fluoro-3-methylbenzo[b]thiophene;ETHANONE, 1-(5-FLUORO-3-METHYLBENZOTHIEN-2-YL)-;1-(5-FLUORO-3-METHYL-1-BENZOTHIOPHEN-2-YL)ETHANONE;1-(5-Fluoro-3-methyl-1-benzothiophen-2-yl)ethan-1-one;SCHEMBL6963675;1-(5-Fluoro-3-methyl-benzo-[b]thiophen-2-yl)-ethanone;DTXSID50594126;ANRSBTNUODPWEL-UHFFFAOYSA-N;MFCD11207766;DB-087284;1-(5-Fluoro-3-methyl-benzo[b]thiophen-2-yl)-ethanone

Chemical Property of 2-Acetyl-5-fluoro-3-methylbenzo[b]thiophene

Chemical Property:

• Vapor Pressure: 0.000266mmHg at 25°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 208.03581424
• Heavy Atom Count: 14
• Complexity: 243

Purity/Quality:

99% ^*data from raw suppliers

1-(5-Fluoro-3-methyl-benzo-[b]thiophen-2-yl)-ethanone 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(SC2=C1C=C(C=C2)F)C(=O)C

Technology Process of 2-Acetyl-5-fluoro-3-methylbenzo[b]thiophene

There total 3 articles about 2-Acetyl-5-fluoro-3-methylbenzo[b]thiophene 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: 80.0%

5-fluoro-3-methyl-benzo[b]thiophene (17514-63-5) + acetyl chloride (75-36-5) → 2-acetyl-5-fluoro-3-methylbenzo[b]thiophene (51828-34-3)

Guidance literature:

With tin(IV) chloride; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1055/s-0036-1588072

Reference yield:

4-Fluorothiophenol (371-42-6) → 2-acetyl-5-fluoro-3-methylbenzo[b]thiophene (51828-34-3)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / dimethylformamide / 2 h

2: 28.71 g / polyphosphoric acid / toluene / 12 h / 100 °C

3: 59 percent / AlCl₃ / CS₂ / 2 h / 20 °C

With aluminium trichloride; PPA; potassium carbonate; In carbon disulfide; N,N-dimethyl-formamide; toluene; 3: Friedel-Crafts acylation;

DOI:10.1016/j.bmc.2004.02.007

Reference yield:

1-(4-fluoro-phenylsulfanyl)propan-2-one (2968-13-0) → 2-acetyl-5-fluoro-3-methylbenzo[b]thiophene (51828-34-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 28.71 g / polyphosphoric acid / toluene / 12 h / 100 °C

2: 59 percent / AlCl₃ / CS₂ / 2 h / 20 °C

With aluminium trichloride; PPA; In carbon disulfide; toluene; 2: Friedel-Crafts acylation;

DOI:10.1016/j.bmc.2004.02.007

upstream raw materials:

5-fluoro-3-methyl-benzo[b]thiophene

acetyl chloride

4-Fluorothiophenol

1-(4-fluoro-phenylsulfanyl)propan-2-one