| Identification | Back Directory | [Name]
1-(4-bromophenyl)-2-chloroethan-1-one | [CAS]
4209-02-3 | [Synonyms]
2-Chloro-4’
p-Bromo-2-chloroacetophenone
4'-Bromo-α-chloroacetophenone
2-Chloro-4'-bromoacetophenone
4'-Bromo-2-chloroacetophenone
Ethanone, 1-(4-bromophenyl)-2-chloro-
1-(4-bromophenyl)-2-chloroethan-1-one | [EINECS(EC#)]
224-134-6 | [Molecular Formula]
C8H6BrClO | [MDL Number]
MFCD00095178 | [MOL File]
4209-02-3.mol | [Molecular Weight]
233.49 |
| Chemical Properties | Back Directory | [Melting point ]
119-120 °C | [Boiling point ]
306.7±22.0 °C(Predicted) | [density ]
1.571±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Room Temperature | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C8H6BrClO/c9-7-3-1-6(2-4-7)8(11)5-10/h1-4H,5H2 | [InChIKey]
HCQNNQFCUAGJBD-UHFFFAOYSA-N | [SMILES]
C(=O)(C1=CC=C(Br)C=C1)CCl |
| Hazard Information | Back Directory | [Uses]
2-Chloro-4''-bromoacetophenone | [Synthesis]
General procedure for the synthesis of 2'-chloro-4-bromoacetophenone from p-bromoacetophenone: [TABLE-US-00002] (18) Acetophenone Derivative R13 R14 1 NO2 H 2 NO2 Cl 3 H Br 4 H H. Acetophenone derivatives shown in Eqn. (18) (2.00 g) was dissolved or suspended in a solvent, and sulfonyl chloride as shown in Table 2 was added in a single addition under stirring (molar concentration M based on acetophenone derivative). The reaction temperature and reaction time are shown in Table 2. [Table-US-00003] Table 2: Acetophenone derivatives, SO2Cl2 (equivalent), solvent (M), temperature, time (hr) and yield (%). Examples: 42 MTBE(0.5)1 3.0 room temperature 4.5 50.8; 43 MTBE(1)1 1.65 reflux 7.0 70.1; 44 IPE(1)1 3.0 room temperature 3.0 77.8; 45 DME(1)1 1.65 room temperature 4.0 71.4; 46 MTBE(1)3 3.0 room temperature 1.0 50.3; 47 MTBE(1)4 1.1 room temperature 7.0 78.9. Note: MTBE is methyl tert-butyl ether; IPE is diisopropyl ether; DME is 1,2-dimethoxyethane. | [References]
[1] Synthesis, 1988, # 7, p. 545 - 546
[2] Synthetic Communications, 2006, vol. 36, # 2, p. 255 - 258
[3] Green Chemistry, 2009, vol. 11, # 2, p. 275 - 278
[4] Synthetic Communications, 2011, vol. 41, # 10, p. 1508 - 1513
[5] Tetrahedron Letters, 2004, vol. 45, # 1, p. 191 - 193 |
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