1-(4-Bromophenyl)-2-phenylethanone
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1-(4-Bromophenyl)-2-phenylethanone
structure -
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CAS No:
2001-29-8
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Formula:
C14H11BrO
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Chemical Name:
1-(4-Bromophenyl)-2-phenylethanone
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Synonyms:
Ethanone,1-(4-bromophenyl)-2-phenyl-;Acetophenone,4′-bromo-2-phenyl-;1-(4-Bromophenyl)-2-phenylethanone;4-Bromodeoxybenzoin;4′-Bromo-2-phenylacetophenone;p-Bromophenyl benzyl ketone;4-Bromodesoxybenzoin;4-Bromophenyl benzyl ketone;Benzyl 4-bromophenyl ketone;Benzyl p-bromophenyl ketone;1-(4-Bromophenyl)-2-phenylethan-1-one
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CAS No:
1-(4-Bromophenyl)-2-phenylethanone Basic Attributes
275.14
275.14
2211322
-0
DTXSID10334126
2914700090
Characteristics
17.1
3.9
White to pale yellow Crystalline Powder
1.4±0.1 g/cm3
113.5-115 °C
165 °C @ Press: 3 Torr
84.6±10.5 °C
1.608
2-8°C
4.47E-06mmHg at 25°C
1-(4-Bromophenyl)-2-phenylethanone Use and Manufacturing
General procedure: Compound 3 was prepared by a two-step procedure similar to that of Dohner 1 and Lang.2 In the first step, to a soln. of bromobenzene (37) (5.00 g, 31.80 mmol) and anhydrous aluminum chloride (6.00 g, 45.00 mmol) at room temperature was added dropwise butyric anhydride (3.30 g, 20.86 mmol). Once the evolution of hydrogen chloride ceased, the mixture was poured onto ice water (200 ml), extracted with dichloromethane (3 × 100 ml), dried over anhydrous magnesium sulfate, filtered and the solvent removed in vacuo to crude afford 4'bromobutyrophenone (51) (2.99 g), which was used without further purification. In the second step, a suspension of crude 4'-bromobutyrophenone (51) (2.99 g), cuprous oxide (0.47 g, 3.29 mmol) and aqueous ammonia (2 ml, 15 M) in dimethyl sulfoxide (2 ml) was heated in a sealed-tube at 90 °C for 16 h. The reaction was allowed to cool, diluted with ethyl acetate (50 ml), washed with water (3 × 50 ml), the separated aqueous layer further extracted with ethyl acetate (3 × 50 ml) and the combined organic phases dried over anhydrous sodium sulfate, filtered and the solvent removed in vacuo. Purification by flash chromatography (hexane:ethyl acetate, 2:1) afforded 3 as a light brown solid (0.83 g, 5.09 mmol, 16percent over two steps)
Computed Properties
Molecular Weight:275.14
XLogP3:3.9
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:3
Exact Mass:273.99933
Monoisotopic Mass:273.99933
Topological Polar Surface Area:17.1
Heavy Atom Count:16
Complexity:225
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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1-(4-Bromophenyl)-2-phenylethanone
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