1-溴-4-碘苯
1-溴-4-碘苯 | |
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英文名 | 1-bromo-4-iodobenzene |
別名 | 1-碘-4-溴苯 對溴碘苯 |
識別 | |
CAS號 | 589-87-7 ![]() |
SMILES |
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性質 | |
化學式 | C6H4BrI |
摩爾質量 | 282.9 g·mol−1 |
熔點 | 91—92 °C(364—365 K)[1] |
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。 |
1-溴-4-碘苯是一種有機化合物,化學式為C6H4BrI。
製備
1-溴-4-碘苯可由4-溴苯基三氟硼酸鉀和三碘化銫在DMF的水溶液中加熱反應製得。[2]4-溴苯重氮鹽[3]或1-溴-4-(三甲基矽基)苯[4]和碘化鉀的反應也可製得1-溴-4-碘苯。
其它製法還包括4-溴苯肼鹽酸鹽和碘的反應[5]以及4-溴苯硼酸的碘化反應[6]。
性質
它和硫、氫氧化鋰在DMF中反應(CuI催化),可以得到4,4'-二溴苯硫醚。[7]它和乙烯基溴化鎂反應,可以得到4-溴苯乙烯。[8]
參考文獻
- ^ Attilio Citterio, Anna Arnoldi. Synthesis of Aryliodides from Diazonium Tetrafluoroborate in Dimethylsulfoxide. Synthetic Communications. 1981-01, 11 (8): 639–642 [2020-10-21]. ISSN 0039-7911. doi:10.1080/00397918108063637 (英語).
- ^ Min-Liang Yao, George W. Kabalka, David W. Blevins, Marepally Srinivasa Reddy, Li Yong. Halodeboronation of organotrifluoroborates using tetrabutylammonium tribromide or cesium triiodide. Tetrahedron. 2012-05, 68 (19): 3738–3743 [2020-10-21]. doi:10.1016/j.tet.2012.03.016. (原始內容存檔於2018-06-29) (英語).
- ^ Somnath S. Gholap. An Efficient Gram Scale Synthesis of Aryl Iodides from Aryl Diazofluoroborates in Water under Mild Conditions. Letters in Organic Chemistry. 2018-06-13, 15 (7): 594–599 [2020-10-21]. doi:10.2174/1570178614666170907120329. (原始內容存檔於2020-01-23) (英語).
- ^ Robert Möckel, Jessica Hille, Erik Winterling, Stephan Weidemüller, Tabea Melanie Faber, Gerhard Hilt. Electrochemical Synthesis of Aryl Iodides by Anodic Iododesilylation. Angewandte Chemie International Edition. 2018-01-08, 57 (2): 442–445 [2020-10-21]. doi:10.1002/anie.201711293 (英語).
- ^ Chun-ping Dong, Kentaro Nakamura, Toshihide Taniguchi, Soichiro Mita, Shintaro Kodama, Shin-ichi Kawaguchi, Akihiro Nomoto, Akiya Ogawa, Takumi Mizuno. Synthesis of Aryl Iodides from Arylhydrazines and Iodine. ACS Omega. 2018-08-31, 3 (8): 9814–9821 [2020-10-21]. ISSN 2470-1343. doi:10.1021/acsomega.8b01559 (英語).
- ^ R. H. Tale, G. K. Toradmal, V. B. Gopula. A practical and general ipso iodination of arylboronic acids using N-iodomorpholinium iodide (NIMI) as a novel iodinating agent: mild and regioselective synthesis of aryliodides. RSC Advances. 2015, 5 (103): 84910–84919 [2020-10-21]. ISSN 2046-2069. doi:10.1039/C5RA18820B (英語).
- ^ Hsing-Ying Chen, Wei-Te Peng, Ying-Hsien Lee, Yu-Lun Chang, Yen-Jen Chen, Yi-Chun Lai, Nai-Yuan Jheng, Hsuan-Ying Chen. Use of Base Control To Provide High Selectivity between Diaryl Thioether and Diaryl Disulfide for C–S Coupling Reactions of Aryl Halides and Sulfur and a Mechanistic Study. Organometallics. 2013-10-14, 32 (19): 5514–5522 [2020-10-21]. ISSN 0276-7333. doi:10.1021/om400784w (英語).
- ^ Bumagin, N. A.; Andryukhova, N. P.; Beletskaya, I. P. Catalyst for cross-coupling of vinylmagnesium bromide with aryl iodides(俄文). Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1987. 7: 1681-1682. ISSN: 0002-3353.