5-(Trifluoromethyl)-1-indanone

Base Information

• Chemical Name: 5-(Trifluoromethyl)-1-indanone
• CAS No.: 150969-56-5
• Molecular Formula: C10H7F3O
• Molecular Weight: 200.16
• Hs Code.: 2914390090
• European Community (EC) Number: 640-650-8
• DSSTox Substance ID: DTXSID60479213
• Nikkaji Number: J558.520A
• Wikidata: Q72512018
• Mol file: 150969-56-5.mol

Synonyms:150969-56-5;5-(Trifluoromethyl)-1-indanone;5-(Trifluoromethyl)-2,3-dihydro-1H-inden-1-one;5-(TRIFLUOROMETHYL)-2,3-DIHYDROINDEN-1-ONE;5-trifluoromethyl-1-INDANONE;1H-Inden-1-one, 2,3-dihydro-5-(trifluoromethyl)-;5-Trifluoromethyl-indan-1-one;MFCD07772122;5-(trifluoromethyl)indan-1-one;5-trifluormethyl-1-indanone;5-(Trifluoromethyl)indanone;SCHEMBL2388879;DTXSID60479213;BCP26581;AM9172;AKOS005258648;AC-2269;CS-W008931;FS-2931;SB33805;SY104634;FT-0648140;A15250;EN300-5306805;J-516440;Z1258919401;5-(trifluoromethyl)-2,3-dihydroinden-1-one

Chemical Property of 5-(Trifluoromethyl)-1-indanone

Chemical Property:

• Vapor Pressure: 0.0458mmHg at 25°C
• Refractive Index: 1.497
• Boiling Point: 237.1 °C at 760 mmHg
• Flash Point: 95.3 °C
• PSA: 17.07000
• Density: 1.347 g/cm³
• LogP: 2.83430
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 200.04489933
• Heavy Atom Count: 14
• Complexity: 246

Purity/Quality:

98% ^*data from raw suppliers

5-(Trifluoromethyl)-1-indanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)C2=C1C=C(C=C2)C(F)(F)F

Technology Process of 5-(Trifluoromethyl)-1-indanone

There total 11 articles about 5-(Trifluoromethyl)-1-indanone 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%

carbon monoxide (201230-82-2) + 3-<(trimethylsilyl)ethynyl>benzotrifluoride (40230-93-1) → 5-(trifluoromethyl)-2,3-dihydro-1H-inden-1-one (150969-56-5)

Guidance literature:

With water; triethylamine; triphenylphosphine; chloro(1,5-cyclooctadiene)rhodium(I) dimer; In tetrahydrofuran; at 160 ℃; for 4h; under 51485.6 Torr;

DOI:10.1021/jo00072a020

Reference yield: 37.0%

3-[2-bromo-5-(trifluoromethyl)phenyl]propanoic acid (869725-56-4) → 5-(trifluoromethyl)-2,3-dihydro-1H-inden-1-one (150969-56-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃;

Reference yield: 30.0%

1-chloro-4-(trifluoromethyl)-2-vinylbenzene (828267-49-8) → 5-(trifluoromethyl)-2,3-dihydro-1H-inden-1-one (150969-56-5)

Guidance literature:

With pyridine; tetrabutyl-ammonium chloride; tri tert-butylphosphoniumtetrafluoroborate; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); In 1,4-dioxane; at 170 ℃; for 0.5h; microwave irradiation;

DOI:10.1021/jo048375g

upstream raw materials:

carbon monoxide

3-<(trimethylsilyl)ethynyl>benzotrifluoride

1-chloro-4-(trifluoromethyl)-2-vinylbenzene

3-[2-bromo-5-(trifluoromethyl)phenyl]propanoic acid

Downstream raw materials:

5-(trifluoromethyl)-2,3-dihydro-1H-inden-1-ol

Br^(1-)*C₂₈H₂₃F₃P⁽¹⁺⁾

C₁₇H₁₂F₃N₃

Refernces

• 1、 Xue, Chu-Biao,Chen, Lihua,Cao, Ganfeng,Zhang, Ke,Wang, Anlai,Meloni, David,Glenn, Joseph,Anand, Rajan,Xia, Michael,Kong, Ling,Huang, Taisheng,Feng, Hao,Zheng, Changsheng,Li, Mei,Galya, Laurine,Zhou, Jiacheng,Shin, Niu,Baribaud, Fredric,Solomon, Kim,Scherle, Peggy,Zhao, Bitao,Diamond, Sharon,Emm, Tom,Keller, Douglas,Contel, Nancy,Yeleswaram, Swamy,Vaddi, Kris,Hollis, Gregory,Newton, Robert,Friedman, Steven,Metcalf, Brian. "Discovery of INCB9471, a potent, selective, and orally bioavailable CCR5 antagonist with potent anti-HIV-1 activity". scheme or table. p. 483 - 487. Retrieved 2011/03/20.
• 2、 -. "Piperazinylpiperidine derivatives as chemokine receptor antagonists". Page/Page column 25. . Retrieved 2008/06/13.