3-Thianaphthenoyltrifluoroacetone

Base Information

• Chemical Name: 3-Thianaphthenoyltrifluoroacetone
• CAS No.: 392-29-0
• Molecular Formula: C₁₂H₇F₃O₂S
• Molecular Weight: 272.248
• NSC Number: 80396
• DSSTox Substance ID: DTXSID30192442
• Wikidata: Q83065122
• ChEMBL ID: CHEMBL2005054
• Mol file: 392-29-0.mol

Synonyms:392-29-0;3-Thianaphthenoyltrifluoroacetone;NSC80396;1-(1-benzothiophen-3-yl)-4,4,4-trifluorobutane-1,3-dione;NSC-80396;1-Benzo(b)thien-3-yl-4,4,4-trifluoro-1,3-butanedione;4,4,4-TRIFLUORO-1-(BENZO-[B]-THIOPHEN-3-YL)BUTANE-1,3-DIONE;NSC 80396;1-(Benzothiophen-3-yl)-4,4,4-trifluoro-butane-1,3-dione;NCIMech_000363;NCIOpen2_004410;3-(4,4,4-trifluoro-1,3-dioxobutyl)benzothiophene;CHEMBL2005054;DTXSID30192442;NFWFGKBSGANQQK-UHFFFAOYSA-N;CCG-35529;AKOS017344656;NCI60_041766;PD011426;1, 1-benzo[b]thien-3-yl-4,4,4-trifluoro-;1,3-Butanedione, 1-benzo(b)thien-3-yl-4,4,4-trifluoro-;1-(1-benzothien-3-yl)-4,4,4-trifluoro-1,3-butanedione;1-(Benzo[b]thiophen-3-yl)-4,4,4-trifluorobutane-1,3-dione

Chemical Property of 3-Thianaphthenoyltrifluoroacetone

Chemical Property:

• Vapor Pressure: 4.22E-05mmHg at 25°C
• Boiling Point: 351°Cat760mmHg
• Flash Point: 166.1°C
• PSA: 62.38000
• Density: 1.424g/cm³
• LogP: 3.60550
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 272.01188512
• Heavy Atom Count: 18
• Complexity: 354

Purity/Quality:

99%min ^*data from raw suppliers

4,4,4-TRIFLUORO-1-(BENZO-(B)-THIOPHEN-3-YL)BUTANE-1,3-DIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CS2)C(=O)CC(=O)C(F)(F)F

Technology Process of 3-Thianaphthenoyltrifluoroacetone

There total 3 articles about 3-Thianaphthenoyltrifluoroacetone 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: 62.0%

3-acetylbenzothiophene (1128-05-8) + trifluoroacetic acid-methyl ester (431-47-0) → 1-(3-benzo{b}thienyl)-4,4,4-trifluoro-1,3-butanedione (392-29-0)

Guidance literature:

With lithium hydride; In diethyl ether; for 7h; Reflux;

DOI:10.1134/S1070363212030152

Reference yield:

3-acetylbenzothiophene (1128-05-8) → 1-(3-benzo{b}thienyl)-4,4,4-trifluoro-1,3-butanedione (392-29-0)

Guidance literature:

With diethyl ether; ethyl trifluoroacetate,; sodium methylate;

DOI:10.1021/ja01154a037

Reference yield:

3-acetylbenzothiophene (1128-05-8) + ethyl trifluoroacetate, (383-63-1) → 1-(3-benzo{b}thienyl)-4,4,4-trifluoro-1,3-butanedione (392-29-0)

Guidance literature:

With sodium methylate; In methanol; for 24h; Heating;

DOI:10.1021/jm960803q

upstream raw materials:

3-acetylbenzothiophene

ethyl trifluoroacetate,

trifluoroacetic acid-methyl ester

Refernces

• 1、 Penning, Thomas D.,Talley, John J.,Bertenshaw, Stephen R.,Carter, Jeffery S.,Collins, Paul W.,Docter, Stephen,Graneto, Matthew J.,Lee, Len F.,Malecha, James W.,Miyashiro, Julie M.,Rogers, Roland S.,Rogier,Yu, Stella S.,Anderson, Gary D.,Burton, Earl G.,Cogburn, J. Nita,Gregory, Susan A.,Koboldt, Carol M.,Perkins, William E.,Seibert, Karen,Veenhuizen, Amy W.,Zhang, Yan Y.,Isakson, Peter C.. "Synthesis and biological evaluation of the 1,5-diarylpyrazole class of cyclooxygenase-2 inhibitors: Identification of 4-[5-(4-methylphenyl)- 3(trifluoromethyl)-1h-pyrazol-1-yl]benzenesulfonamide (sc-58635, celecoxib)". . p. 1347 - 1365. Retrieved 2007/10/03.