| Identification | More | [Name]
3,4-DICHLOROPHENACYL BROMIDE | [CAS]
2632-10-2 | [Synonyms]
2-BROMO-1-(3,4-DICHLOROPHENYL)ETHAN-1-ONE
2-BROMO-1-(3,4-DICHLOROPHENYL)ETHANONE
2-BROMO-3',4'-DICHLOROACETOPHENONE
3,4-DICHLOROPHENACYL BROMIDE
AKOS BBS-00003984
ALPHA-BROMO-3,4-DICHLOROACETOPHENONE
α-Bromo-3,4-dichloroacetophenone | [EINECS(EC#)]
627-992-3 | [Molecular Formula]
C8H5BrCl2O | [MDL Number]
MFCD00051581 | [Molecular Weight]
267.93 | [MOL File]
2632-10-2.mol |
| Chemical Properties | Back Directory | [Melting point ]
54 °C | [Boiling point ]
339℃ | [density ]
1.695 | [Fp ]
159℃ | [storage temp. ]
2-8°C | [form ]
powder to crystal | [color ]
White to Light yellow | [BRN ]
511981 | [InChI]
InChI=1S/C8H5BrCl2O/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3H,4H2 | [InChIKey]
PAKFHEFMTRCFAU-UHFFFAOYSA-N | [SMILES]
C(=O)(C1=CC=C(Cl)C(Cl)=C1)CBr | [CAS DataBase Reference]
2632-10-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R34:Causes burns.
R36/37:Irritating to eyes and respiratory system .
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 .
S27:Take off immediately all contaminated clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S36:Wear suitable protective clothing . | [RIDADR ]
1759 | [WGK Germany ]
3 | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29147000 |
| Hazard Information | Back Directory | [Uses]
2-Bromo-3',4'-dichloroacetophenone is a chemical ragent used in the synthesis of 2-aroylbenzoxazoles. As well, it is used in the synthesis of aminoarylthiazole derivatives as correctors of chloride transport defect in cystic fibrosis patients. | [Synthesis]
General procedure for the synthesis of alpha-bromo-3,4-dichloroacetophenone from 3,4-dichloroacetophenone: to a solution of 3,4-dichloroacetophenone (18.8 g, 0.1 mol, 1.0 eq.) in acetonitrile (100 ml) was added p-toluenesulfonic acid (25.8 g, 0.15 mol, 1.5 eq.) and N-bromosuccinimide (17.7 g, 0.1 mol. 1.0 equiv). The reaction mixture was refluxed at 80 °C for 5 hours. After completion of the reaction, the organic phase was extracted and concentrated, and purified by silica gel column chromatography to afford α-bromo-3,4-dichloroacetophenone (95% yield). | [References]
[1] Russian Journal of Organic Chemistry, 1994, vol. 30, # 6.1, p. 881 - 887
[2] Zhurnal Organicheskoi Khimii, 1994, vol. 30, # 6, p. 827 - 832
[3] Patent: CN107266388, 2017, A. Location in patent: Paragraph 0098; 0099; 0100
[4] ChemMedChem, 2018, vol. 13, # 11, p. 1102 - 1114
[5] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 21, p. 7146 - 7153 |
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