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| | 4,4'-Bis(2-bromoacetyl)biphenyl Basic information |
| Product Name: | 4,4'-Bis(2-bromoacetyl)biphenyl | | Synonyms: | 1,1'-[1,1'-biphenyl]-4,4'-diylbis[2-bromoethan-1-one];1,1'-(1,1'-Biphenyl-4,4'-diyl)bis(2-bromoethanone);Einecs 223-785-3;Ethanone, 1,1'-(1,1'-biphenyl)-4,4'-diylbis(2-bromo-;4,4'-Bis(2-bromoacetyl)biphenyl;2-Bromo-1-[4-[4-(2-bromoacetyl)phenyl]phenyl]ethanone;4,4'-Bis(2-bromoacetyl)biphenyl
1,1'-(1,1'-Biphenyl)-4,4'-diylbis(2-bromoethan-1-one);Daclatasvir Intermediates 2 | | CAS: | 4072-67-7 | | MF: | C16H12Br2O2 | | MW: | 396.07 | | EINECS: | 223-785-3 | | Product Categories: | | | Mol File: | 4072-67-7.mol |  |
| | 4,4'-Bis(2-bromoacetyl)biphenyl Chemical Properties |
| Melting point | 226-227 °C(Solv: benzene (71-43-2)) | | Boiling point | 464.8±30.0 °C(Predicted) | | density | 1.622±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | Appearance | Off-white to light brown Solid | | InChI | InChI=1S/C16H12Br2O2/c17-9-15(19)13-5-1-11(2-6-13)12-3-7-14(8-4-12)16(20)10-18/h1-8H,9-10H2 | | InChIKey | RTSLQVZQORGDQQ-UHFFFAOYSA-N | | SMILES | C1(C2=CC=C(C(=O)CBr)C=C2)=CC=C(C(=O)CBr)C=C1 | | EPA Substance Registry System | Ethanone, 1,1'-[1,1'-biphenyl]-4,4'-diylbis[2-bromo- (4072-67-7) |
| TSCA | TSCA listed | | HS Code | 29147000 |
| | 4,4'-Bis(2-bromoacetyl)biphenyl Usage And Synthesis |
| Uses | 4,4'-Bis(2-bromoacetyl)biphenyl is an intermediate in laboratory research and development. | | Synthesis | To a reaction flask was added 138.8 g (1.04 mol, 2.9 eq.) of aluminum trichloride. 700 ml of dichloromethane was added and the system was cooled to 0-10 °C and stirred. 174.6 g (0.87 mol, 2.4 eq.) of bromoacetyl bromide was slowly added dropwise, controlling the temperature to be maintained at 0 to 10 °C during the dropwise addition. After the dropwise addition, stirring of the reaction mixture was continued for 10 to 30 minutes. Subsequently, 150 ml of dichloromethane solution containing 55.8 g (0.36 mol, 1.0 equiv) of biphenyl was slowly added. After the addition was completed, the reaction mixture was gradually warmed to room temperature with continuous stirring. Next, 200 ml of n-heptane was added to the system, the temperature was raised to reflux, and the reaction was maintained at this temperature for 4 to 5 hours until the alkaline reaction was complete and a large amount of product precipitated. The reaction mixture was continued to be stirred at room temperature for 3 to 5 hours, followed by diafiltration to give the crude product 4,4'-bis(2-bromoacetyl)biphenyl (I). The crude product I was suspended in 500 ml of water and stirred for 1 to 2 hours at room temperature and diafiltrated to give 4,4'-bis(2-bromoacetyl)biphenyl crude oil (II). The crude product II was pulped in 300 ml of dichloromethane, stirred for 1 to 2 hours at room temperature and filtered to give purified 4,4'-bis(2-bromoacetyl)biphenyl. Finally, the product was dried under vacuum at 70 °C to give 121.3 g solid with 99.4% purity and 84.9% yield. | | References | [1] Patent: CN108727171, 2018, A. Location in patent: Paragraph 0049-0057
[2] Journal of Medicinal Chemistry, 1983, vol. 26, # 1, p. 104 - 107
[3] Journal of the American Pharmaceutical Association (1912-1977), 1954, vol. 43, p. 79,80
[4] Bulletin de la Societe Chimique de France, 1958, p. 1156,1158
[5] Chemical and Pharmaceutical Bulletin, 1971, vol. 19, p. 2262 - 2270 |
| | 4,4'-Bis(2-bromoacetyl)biphenyl Preparation Products And Raw materials |
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