8-Oxo-8-(4-trifluoromethylphenyl)octanoic acid

Base Information

• Chemical Name: 8-Oxo-8-(4-trifluoromethylphenyl)octanoic acid
• CAS No.: 362669-50-9
• Molecular Formula: C₁₅H₁₇F₃O₃
• Molecular Weight: 302.293
• DSSTox Substance ID: DTXSID50455187
• Wikidata: Q82277091
• Mol file: 362669-50-9.mol

Synonyms:8-OXO-8-(4-TRIFLUOROMETHYLPHENYL)OCTANOIC ACID;362669-50-9;8-oxo-8-[4-(trifluoromethyl)phenyl]octanoic Acid;MFCD02260925;SCHEMBL3381534;DTXSID50455187;AKOS016022816;7-(4-trifluoromethylbenzoyl)heptanoic acid;8-OXO-8-(4-TRIFLUOROMETHYLPHENYL)OCTANOICACID

Chemical Property of 8-Oxo-8-(4-trifluoromethylphenyl)octanoic acid

Chemical Property:

• Vapor Pressure: 5.28E-08mmHg at 25°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 302.11297889
• Heavy Atom Count: 21
• Complexity: 345

Purity/Quality:

97% ^*data from raw suppliers

8-Oxo-8-(4-trifluoromethylphenyl)octanoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)CCCCCCC(=O)O)C(F)(F)F

Technology Process of 8-Oxo-8-(4-trifluoromethylphenyl)octanoic acid

There total 3 articles about 8-Oxo-8-(4-trifluoromethylphenyl)octanoic acid 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: 68.0%

ethyl 7-(4-(trifluoromethyl)benzoyl)heptanoate (362669-42-9) → 7-(4-Trifluoromethylbenzoyl)heptanoic acid (362669-50-9)

Guidance literature:

Reference yield:

ethyl 7-bromoheptanoate (29823-18-5) → 7-(4-Trifluoromethylbenzoyl)heptanoic acid (362669-50-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 83 percent / NaI / acetone / Heating

2.1: Zn; (CH₂)Br₂; TMSCl / tetrahydrofuran / 16 h / 20 - 60 °C

2.2: CuCN; LiCl / tetrahydrofuran / 0.17 h / 0 °C

2.3: tetrahydrofuran / 3 h / 0 °C

3.1: 1 N aq. NaOH / tetrahydrofuran; methanol / 2 h

With sodium hydroxide; chloro-trimethyl-silane; sodium iodide; zinc; 1,1-dibromomethane; In tetrahydrofuran; methanol; acetone;

DOI:10.1021/jm020154k

Reference yield:

ethyl 7-iodoheptanoate (51100-70-0) → 7-(4-Trifluoromethylbenzoyl)heptanoic acid (362669-50-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Zn; (CH₂)Br₂; TMSCl / tetrahydrofuran / 16 h / 20 - 60 °C

1.2: CuCN; LiCl / tetrahydrofuran / 0.17 h / 0 °C

1.3: tetrahydrofuran / 3 h / 0 °C

2.1: 1 N aq. NaOH / tetrahydrofuran; methanol / 2 h

With sodium hydroxide; chloro-trimethyl-silane; zinc; 1,1-dibromomethane; In tetrahydrofuran; methanol;

DOI:10.1021/jm020154k

upstream raw materials:

ethyl 7-(4-(trifluoromethyl)benzoyl)heptanoate

ethyl 7-bromoheptanoate

ethyl 7-iodoheptanoate

Refernces

• 1、 Woo, Soon Hyung,Frechette, Sylvie,Khalil, Elie Abou,Bouchain, Giliane,Vaisburg, Arkadii,Bernstein, Naomy,Moradei, Oscar,Leit, Silvana,Allan, Martin,Fournel, Marielle,Trachy-Bourget, Marie-Claude,Li, Zuomei,Besterman, Jeffrey M.,Delorme, Daniel. "Structurally simple trichostatin A-like straight chain hydroxamates as potent histone deacetylase inhibitors". . p. 2877 - 2885. Retrieved 2007/10/03.