| Identification | More | [Name]
3-CHLOROPHENACYL BROMIDE | [CAS]
41011-01-2 | [Synonyms]
2-BROMO-1-(3-CHLOROPHENYL)-1-ETHANONE
2-BROMO-1-(3-CHLOROPHENYL)ETHAN-1-ONE
2-BROMO-3'-CHLOROACETOPHENONE
2-BROMO-(3-CHLOROPHENYL)-ETHANONE
3-CHLOROPHENACYL BROMIDE
BUTTPARK 41\03-60
2-bromo-1-(3-chlorophenyl)-ethanon
2-bromo-1-(3-chlorophenyl)ethanone
alpha-bromo-3-chloroacetophenone
3-Chlorophenacyl bromide 97%
CHLOROPHENACYL BROMIDE | [Molecular Formula]
C8H6BrClO | [MDL Number]
MFCD00792669 | [Molecular Weight]
233.49 | [MOL File]
41011-01-2.mol |
| Safety Data | Back Directory | [Hazard Codes ]
C,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 .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S39:Wear eye/face protection . | [RIDADR ]
UN 3335 | [WGK Germany ]
3 | [Hazard Note ]
Corrosive/Lachrymatory/Keep Cold | [HazardClass ]
9 | [HazardClass ]
IRRITANT | [HS Code ]
2914790090 | [Hazardous Substances Data]
41011-01-2(Hazardous Substances Data) |
| Hazard Information | Back Directory | [Uses]
2-Bromo-3'-chloroacetophenone acts as a Substrate used in a one-step preparation of symmetrical 1,4-diketones in the presence of Zn-I2. | [Synthesis]
Molecular sieve-dried 3-chloroacetophenone (154.6 g, 1 mol) was added to a four-necked flask with anhydrous methanol (310 mL) under nitrogen protection. Bromine (158.2 g, 0.99 mol) was slowly added dropwise under continuous stirring in the temperature range of 30 °C to 45 °C. The dropwise addition was controlled to be completed within 1 h. The reaction was carried out in a controlled manner. After the dropwise addition was completed, the reaction mixture was kept at the same temperature and stirring was continued for 10 minutes. Subsequently, water (160 g) was added and the reaction solution was cooled to -10°C to promote crystal precipitation. The precipitate was collected by filtration to give 250 g of crude product. The crude product was dissolved in heptane (750 g), washed twice sequentially with water (200 g) and the organic phase was dried with anhydrous magnesium sulfate. The desiccant was removed by filtration, and the filtrate was concentrated to give 212.5 g of 2-bromo-3-chloroacetophenone in 91.0% yield, and no impurities were detected. | [References]
[1] Tetrahedron, 1992, vol. 48, # 1, p. 67 - 78
[2] Journal of Medicinal Chemistry, 1992, vol. 35, # 16, p. 3045 - 3049
[3] Patent: US5717116, 1998, A
[4] Patent: US5831132, 1998, A
[5] Patent: EP2280000, 2011, A1. Location in patent: Page/Page column 40-41 |
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