| Identification | More | [Name]
4-(TRIFLUOROMETHOXY)PHENACYL BROMIDE | [CAS]
103962-10-3 | [Synonyms]
2-BROMO-1-[4-(TRIFLUOROMETHOXY)PHENYL]ETHAN-1-ONE
2-BROMO-4'-(TRIFLUOROMETHOXY)ACETOPHENONE
4-(TRIFLUOROMETHOXY)PHENACYL BROMIDE
BUTTPARK 35\01-56
2-brom-4'-(trifluormethoxy)-acetophenon
4-(Trifluoromethoxy)phenacyl bromide 97%
4-(Trifluoromethoxy)phenacylbromide97% | [Molecular Formula]
C9H6BrF3O2 | [MDL Number]
MFCD00052333 | [Molecular Weight]
283.04 | [MOL File]
103962-10-3.mol |
| Chemical Properties | Back Directory | [Melting point ]
55 °C | [Boiling point ]
266.0±35.0 °C(Predicted) | [density ]
1.621±0.06 g/cm3(Predicted) | [Fp ]
110 °C | [storage temp. ]
2-8°C | [solubility ]
Chloroform (Sparingly), Methanol (Slightly) | [form ]
Solid | [color ]
Pale yellow | [InChI]
1S/C9H6BrF3O2/c10-5-8(14)6-1-3-7(4-2-6)15-9(11,12)13/h1-4H,5H2 | [InChIKey]
AOAGGWLQIILIIV-UHFFFAOYSA-N | [SMILES]
FC(F)(F)Oc1ccc(cc1)C(=O)CBr | [CAS DataBase Reference]
103962-10-3(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
C,Xi | [Risk Statements ]
R34:Causes burns.
R36/37/38:Irritating to eyes, respiratory system and skin .
R36:Irritating to the eyes. | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
1759 | [WGK Germany ]
3 | [Hazard Note ]
Corrosive | [HazardClass ]
CORROSIVE | [HS Code ]
2914500090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Sens. 1 |
| Hazard Information | Back Directory | [Uses]
2-Bromo-1-[4-(trifluoromethoxy)phenyl]ethan-1-one is an intermediate used to prepare aminothiazoles as therapeutic leads for prion diseases. It is also used in the synthesis of pyrrolidino-tetrahydroisoquinolines as potent dual H3 antagonist and serotonin transporter inhibitors. | [Synthesis]
General procedure for the synthesis of 2-bromo-1-[4-(trifluoromethoxy)phenyl]ethanone from 4'-(trifluoromethoxy)acetophenone: To a preheated (80 °C) stirred solution of copper(II) bromide (17.2 g, 77.2 mmol) in ethyl acetate (20 mL) was slowly added 4'-(trifluoromethoxy)acetophenone (8.7 g, 42.89 mmol) in a chloroform (10 mL) solution. The reaction mixture was stirred continuously at 80 °C for 4 h, during which the progress of the reaction was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was filtered through a diatomaceous earth pad to remove solid impurities. The filtrate was subsequently concentrated under reduced pressure to give the crude product. The crude product was further purified by silica gel column chromatography with an eluent of 2-2.5% dichloromethane/hexane mixed solvent, resulting in the target compound 2-bromo-1-[4-(trifluoromethoxy)phenyl]ethanone (7 g, 58.0% yield) as an off-white solid. Its 1H NMR (400 MHz, CDCl3) data were as follows: δ 8.05 (d, J=8.0 Hz, 2H), 7.32 (d, J=8.8 Hz, 2H), 4.41 (s, 2H). | [References]
[1] Journal of Medicinal Chemistry, 2017, vol. 60, # 18, p. 7677 - 7702
[2] Patent: WO2018/165520, 2018, A1. Location in patent: Page/Page column 223
[3] Patent: WO2013/131408, 2013, A1. Location in patent: Page/Page column 128
[4] Journal of Medicinal Chemistry, 1996, vol. 39, # 1, p. 253 - 266
[5] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 4, p. 1432 - 1435 |
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| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Cochemical Ltd.
|
| Telephone: |
029-86115547 17791676824 |
| Website: |
http://www.cochemical.com |
|