| Identification | More | [Name]
2-Bromo-2'-chloroacetophenone | [CAS]
5000-66-8 | [Synonyms]
2-BROMO-1-(2-CHLOROPHENYL)-1-ETHANONE
2-BROMO-1-(2-CHLOROPHENYL)ETHAN-1-ONE
2-BROMO-2'-CHLORO ACETOPHENONE
2'-CHLORO-2-BROMOACETOPHENONE
2-CHLORO-2'-BROMOACETOPHENONE
2'-CHLOROPHENACYL BROMIDE
2-CHLOROPHENACYL BROMIDE
AKOS BBS-00003974
BUTTPARK 41\03-52
2-Bromo-1-(-2-chlorophenyl)ethanone
-Bromo-2-chloroacetophenone
2-Chlorophenacyl bromide, tech
o-Chlorophenacyl bromide
2'-Chlorophenacyl bromide
2'-Chloro-α-bromoacetophenone | [EINECS(EC#)]
202-303-5 | [Molecular Formula]
C8H6BrClO | [MDL Number]
MFCD00832993 | [Molecular Weight]
233.49 | [MOL File]
5000-66-8.mol |
| Chemical Properties | Back Directory | [Appearance]
Colourless Liquid | [Boiling point ]
105 °C1 mm Hg(lit.)
| [density ]
1.602 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.5900(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Keep Cold | [solubility ]
Acetone, Chloroform, Ethyl Acetate, Methanol | [form ]
Liquid | [color ]
Colorless to pale yellow | [Specific Gravity]
1.602 | [Sensitive ]
Lachrymatory | [InChI]
InChI=1S/C8H6BrClO/c9-5-8(11)6-3-1-2-4-7(6)10/h1-4H,5H2 | [InChIKey]
WZWWEVCLPKAQTA-UHFFFAOYSA-N | [SMILES]
C(=O)(C1=CC=CC=C1Cl)CBr | [CAS DataBase Reference]
5000-66-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS05 | [Signal word ]
Danger | [Hazard statements ]
H314 | [Precautionary statements ]
P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405 | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns. | [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 .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 2922 8/PG 2
| [WGK Germany ]
3
| [Hazard Note ]
Corrosive/Lachrymatory/Keep Cold | [HazardClass ]
8 | [PackingGroup ]
II | [HS Code ]
29143900 | [Storage Class]
6.1A - Combustible acute toxic Cat. 1 and 2
very toxic hazardous materials | [Hazard Classifications]
Skin Corr. 1B |
| Hazard Information | Back Directory | [Chemical Properties]
Colourless Liquid | [Uses]
2’-Chloro-2-bromoacetophenone (cas# 5000-66-8) is a compound useful in organic synthesis. | [Synthesis]
The general procedure for the synthesis of 2-bromo-2'-chloroacetophenone from o-chloroacetophenone is as follows: in a reaction system, 1.2 g (10 mmol) of o-chloroacetophenone 1a was mixed and stirred with 0.121 g (0.5 mmol) of Cu(NO3)2-3H2O while an oxygen bulb (ca. 0.5-1 L) was attached. Subsequently, an aqueous 8 mol/L hydrobromic acid solution (1.5 mL, 12 mmol) was slowly added dropwise to the mixture. The reaction mixture was stirred continuously at 70 °C and the reaction progress was monitored by TLC or GC. After completion of the reaction, the mixture was extracted with CH2Cl2. The organic extract was washed sequentially with 5% sodium sulfite solution, saturated sodium bicarbonate solution and water and finally dried with anhydrous magnesium sulfate. The solvent was removed under vacuum and the residue was purified by column chromatography (silica gel as stationary phase, petroleum ether/dichloromethane 3:1 v/v/v) to afford the target product 2-bromo-2'-chloroacetophenone (2a) in a yield of 1.81 g in 91%. | [References]
[1] Synthetic Communications, 2016, vol. 46, # 2, p. 165 - 168
[2] Patent: US2004/44057, 2004, A1
[3] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 2, p. 692 - 702
[4] Tetrahedron, 1998, vol. 54, # 43, p. 13059 - 13072
[5] Tetrahedron Letters, 2012, vol. 53, # 2, p. 191 - 195 |
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J & K SCIENTIFIC LTD.
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https://www.jkchemical.com |
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Alfa Aesar
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400-6106006 |
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http://chemicals.thermofisher.cn |
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Energy Chemical
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400-0056266 |
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www.energy-chemical.com |
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