6-(Trifluoromethyl)-1-indanone

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6-(Trifluoromethyl)-1-indanone Basic information
Product Name:6-(Trifluoromethyl)-1-indanone
Synonyms:6-(Trifluoromethyl)-2,3-dihydro-1-indenone;6-(Trifluoromethyl)-1-indanone;1H-Inden-1-one, 2,3-dihydro-6-(trifluoroMethyl)-;6-(Trifluoromethyl)-1-indanone 97%;6-(trifluoromethyl)-2,3-dihydroinden-1-one;2,3-Dihydro-6-(trifluoromethyl)-1H-inden-1-one;6-(trifluoromethyl)indan-1-one;6-(trifluoroMethyl)-2,3-dihydro-1H-inden-1-one
CAS:68755-37-3
MF:C10H7F3O
MW:200.16
EINECS:
Product Categories:
Mol File:68755-37-3.mol
6-(Trifluoromethyl)-1-indanone Structure
6-(Trifluoromethyl)-1-indanone Chemical Properties
Boiling point 76-78 °C/0.2 mmHg
density 1.321 g/mL at 25 °C
refractive index n20/D 1.496
Fp 110 °C
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
AppearanceLight yellow to brown Solid-Liquid Mixture
InChI1S/C10H7F3O/c11-10(12,13)7-3-1-6-2-4-9(14)8(6)5-7/h1,3,5H,2,4H2
InChIKeyIGDFHUWAXWFKMW-UHFFFAOYSA-N
SMILESFC(F)(F)c1ccc2CCC(=O)c2c1
Safety Information
Hazard Codes Xn
Risk Statements 22-43
Safety Statements 36/37
WGK Germany 3
HS Code 2914790090
Storage Class12 - Non Combustible Liquids
Hazard ClassificationsAcute Tox. 4 Oral
Resp. Sens. 1
MSDS Information
6-(Trifluoromethyl)-1-indanone Usage And Synthesis
Uses6-(Trifluoromethyl)-1-indanone is a useful research chemical compound used as a reactant in the enantioselective synthesis of homoallylic azides and nitriles.
Synthesis
3-(2-Bromo-4-(trifluoromethyl)phenyl)propanoic acid

68755-36-2

6-(Trifluoromethyl)-1-indanone

68755-37-3

Step D: Synthesis of 6-(trifluoromethyl)-1-indanone To a mixed solution of 3-(2-bromo-4-(trifluoromethyl)phenyl)propanoic acid (6.40 g, 21.5 mmol) in THF (300 mL) and hexane (80 mL) was slowly added a 2.5 M n-butyllithium hexane solution (19 mL) at -78°C. The reaction mixture was stirred at this temperature for 15 minutes and then carefully poured into 2N HCl solution (150 mL) to terminate the reaction. The organic and aqueous layers were separated and the aqueous layer was extracted with ether. All organic layers were combined, washed sequentially with NaHCO3 solution, water and brine, dried over anhydrous MgSO4 and concentrated. Purification by silica gel column chromatography (eluent: 10-20% ethyl acetate in hexane solution) afforded 6-(trifluoromethyl)-1-indanone (2.2 g, yield 51%) as an oil.MS (ESI) calculated value of C10H7F3O(M+H)+: 201.0; measured value: 201.0.

References[1] Patent: US2005/261310, 2005, A1. Location in patent: Page/Page column 22
[2] Patent: US4132737, 1979, A
6-(Trifluoromethyl)-1-indanone Preparation Products And Raw materials
Raw materials3-(2-Bromo-4-(trifluoromethyl)phenyl)propanoic acid-->Tetrahydrofuran-->Hexane-->n-Butyllithium
Preparation Products6-(Trifluoromethyl)-2,3-dihydro-1H-inden-1-ol
Tag:6-(Trifluoromethyl)-1-indanone(68755-37-3) Related Product Information
6-(Trifluoromethyl)pyridine-3-carboxaldehyde 6-(Trifluoromethyl)pyridine-3-methanol Paraformaldehyde [6-(trifluoromethoxy)pyridin-3-yl]methanamine [6-(trifluoromethoxy)pyridin-2-yl]methanamine Benzenesulfonyl chloride Trifluoromethanesulfonic acid 1,3-Indanedione Glycidyl methacrylate tert-Butyl 3-oxo-5-(trifluoromethyl)-2,3-dihydrospiro[indene-1,4'-piperidine]-1'-carboxylate Indan 2-Phenyl-5-(trifluoromethyl)-1H-indene-1,3(2H)-dione 6-Methyl-1-indanone 6-(Trifluoromethyl)-1-indanone