氯三溴甲烷

氯三溴甲烷是一種有機化合物,化學式為CBr3Cl。它與烯烴反應,以溴和氯二溴甲基加成。[3][4]

氯三溴甲烷
識別
CAS號 594-15-0  checkY
性質
化學式 CBr3Cl
摩爾質量 287.18 g·mol−1
熔點 54 °C(327 K)[1]
沸點 55 °C(328 K)(18 mmHg)[1]
158.5 °C(431.6 K)[2]
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。

製備

氯三溴甲烷可由四氯化碳三溴化鋁回流反應得到,[1]或通過氯代環己烷四溴化碳三溴化鐵的催化下反應製得。[5]

 
 

二溴甲醛肟和氯化汞水溶液反應,再和乙酸鈉反應,得到亞硝基氯二溴甲烷,再與溴回流反應,也能得到氯三溴甲烷。[6]

參考文獻

  1. ^ 1.0 1.1 1.2 Ryuichi Tanaka, Shì-Qín Zhèng, Kenji Kawaguchi, Takehide Tanaka. Nucleophilic attack on halogeno(phenyl)acetylenes by halide ions. J. Chem. Soc., Perkin Trans. 2. 1980, (11): 1714–1720 [2021-11-02]. ISSN 0300-9580. doi:10.1039/P29800001714 (英語). 
  2. ^ "PhysProp" data were obtained from Syracuse Research Corporation of Syracuse, New York (US). Retrieved from SciFinder. [2021-11-02].
  3. ^ Bo Chen, Cheng Fang, Peng Liu, Joseph M. Ready. Rhodium-Catalyzed Enantioselective Radical Addition of CX 4 Reagents to Olefins. Angewandte Chemie International Edition. 2017-07-17, 56 (30): 8780–8784 [2021-11-02]. PMC 5672916 . PMID 28544237. doi:10.1002/anie.201704074. (原始內容存檔於2021-11-05) (英語). 
  4. ^ Vasil'eva, T. T.; Dostovalova, V. I.; Germanova, L. F.; Nelyubin, B. V. Radical addition of polyhalomethanes to olefins and dienes. Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, 1984. 1810-1814. ISSN 0002-3353.
  5. ^ K. B. Yoon, J. K. Kochi. Catalytic bromide and iodide exchange of alkyl chlorides with hydrogen bromide and hydrogen iodide. The Journal of Organic Chemistry. 1989-06, 54 (13): 3028–3036 [2021-11-02]. ISSN 0022-3263. doi:10.1021/jo00274a013. (原始內容存檔於2021-11-05) (英語). 
  6. ^ Katritzky, A.R.; Gilchrist, T.L.; Meth-Cohn, O.; Rees, C.W. Comprehensive Organic Functional Group Transformations. Comprehensive Organic Functional Group Transformations. Elsevier Science. 1995: 222 [2021-11-02]. ISBN 978-0-08-042704-1. (原始內容存檔於2021-11-04).  |issue=被忽略 (幫助)