| Identification | More | [Name]
4'-(TRIFLUOROMETHYL)PROPIOPHENONE | [CAS]
711-33-1 | [Synonyms]
4'-(TRIFLUOROMETHYL)PROPIOPHENONE
4-(TRIFLUOROMETHYL)PROPIOPHENONE
4'-(Trifluoromethyl)propiophenone,97%
4'-(Trifluoromethyl)propiophenone 97%
1-(4-(trifluoromethyl)phenyl)propan-1-one | [Molecular Formula]
C10H9F3O | [MDL Number]
MFCD00039231 | [Molecular Weight]
202.17 | [MOL File]
711-33-1.mol |
| Chemical Properties | Back Directory | [Melting point ]
36-39 °C(lit.) | [Boiling point ]
216 °C(lit.) | [density ]
1,973 g/cm3 | [Fp ]
210 °F
| [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
fused solid | [color ]
White/colourless | [BRN ]
1874014 | [InChI]
1S/C10H9F3O/c1-2-9(14)7-3-5-8(6-4-7)10(11,12)13/h3-6H,2H2,1H3 | [InChIKey]
QFKOWENRSZZLPK-UHFFFAOYSA-N | [SMILES]
CCC(=O)c1ccc(cc1)C(F)(F)F | [CAS DataBase Reference]
711-33-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29147000 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
solid | [Uses]
4-(Trifluoromethyl)propiophenone is used as a reagent in the preparation of ketones and alcohols in organic synthesis. It is also used as a starting material for the synthesis of various compounds such as 4-(trifluoromethyl)phenylacetic acid, which is used as a building block in the synthesis of pharmaceuticals.
| [Synthesis]
General procedure for the synthesis of 4-(trifluoromethyl)propiophenone from 1-(4-trifluoromethylphenyl)-1-propanol: First, a solution of 1-(4-trifluoromethylphenyl)-1-propanol prepared in step 1 was mixed with 3.9 kg of tetrabutylammonium hydrogensulphate and 12.3 kg of sodium dihydrogen phosphate dihydrate and dissolved in 32 L of deionized water. Subsequently, the mixture was washed with 10 L of deionized water, and then 318 kg of a 12% aqueous sodium perchlorate solution was added to the mixture, followed by washing the reaction mixture with 35 L of deionized water. The resulting solution was allowed to stand for 30 minutes before the organic layer was separated and mixed with 358 L of deionized water and 18 kg of 38% hydrochloric acid and stirred for 5 minutes. The organic layer was separated and washed with deionized water to finally obtain 378 kg of 4-(trifluoromethyl)propiophenone from the organic layer (yield: 97.2%). | [References]
[1] Synthetic Communications, 1989, vol. 19, # 9-10, p. 1735 - 1744
[2] Patent: WO2006/112565, 2006, A1. Location in patent: Page/Page column 16-17
[3] Journal of Medicinal Chemistry, 1995, vol. 38, # 20, p. 3918 - 3932
[4] European Journal of Medicinal Chemistry, 1995, vol. 30, # 1, p. 85 - 94
[5] Journal of Organic Chemistry, 2003, vol. 68, # 4, p. 1594 - 1596 |
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