|
|
| | 3,4-DICHLOROPHENACYL BROMIDE Basic information |
| Product Name: | 3,4-DICHLOROPHENACYL BROMIDE | | Synonyms: | 2-Bromo-3′,4′-dichloroacetophenone,3,4-Dichlorophenacyl bromide;1-(3,4-Dichlorophenyl)-2-bromoethan-1-one;2-Bromo-1-(3,4-dichlorophenyl)ethan-1-one, 2-Bromo-3',4'-dichloroacetophenone;2-Bromo-3',4'-dichloroacetophenone 97%;3,4-DICHLOROPHECYL BROMIDE;2-BROMO-1-(3,4-DICHLOROPHENYL)ETHAN-1-ONE;2-BROMO-1-(3,4-DICHLOROPHENYL)ETHANONE;AKOS BBS-00003984 | | CAS: | 2632-10-2 | | MF: | C8H5BrCl2O | | MW: | 267.93 | | EINECS: | 627-992-3 | | Product Categories: | | | Mol File: | 2632-10-2.mol |  |
| | 3,4-DICHLOROPHENACYL BROMIDE Chemical Properties |
| 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) |
| Provider | Language |
|
ALFA
| English |
| | 3,4-DICHLOROPHENACYL BROMIDE Usage And Synthesis |
| 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 |
| | 3,4-DICHLOROPHENACYL BROMIDE Preparation Products And Raw materials |
|