1,18-二溴十八烷

化合物

1,18-二溴十八烷是一种有机溴化合物,化学式为C18H36Br2

1,18-二溴十八烷
英文名 1,18-dibromooctadecane
识别
CAS号 31772-06-2  checkY
SMILES
 
  • BrCCCCCCCCCCCCCCCCCCBr
性质
化学式 C18H36Br2
摩尔质量 412.29 g·mol−1
熔点 59 °C(332 K)[1]
沸点 205—207 °C(478—480 K)(1.5 Torr)[2]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

制备

1,18-二溴十八烷可由NBS和1,18-十八烷二醇在三苯基膦的存在下于THF中反应制得。[3]

性质

它和硫代乙酸钾在THF中加热反应,可以得到硫代乙酸-S-18-溴十八酯。[3]它和二苯基膦基钾反应,得到1,18-二(二苯基膦基)十八烷。[4]

参考文献

  1. ^ Michelle E. Weber, Paul H. Schlesinger, George W. Gokel. Dynamic Assessment of Bilayer Thickness by Varying Phospholipid and Hydraphile Synthetic Channel Chain Lengths. Journal of the American Chemical Society. 2005-01-01, 127 (2): 636–642 [2020-11-16]. ISSN 0002-7863. doi:10.1021/ja044936+. 
  2. ^ Chuit, P.; Hausser, J. Reduction of the methyl esters of the polymethylenedicarboxylic acids containing 15 to 21 atoms of carbon by means of sodium and alcohol. Helvetica Chimica Acta, 1929. 12: 850-859. ISSN: 0018-019X.
  3. ^ 3.0 3.1 Wang, Kaiya; Cai, Xiaoyang; Yao, Wei; Tang, Du; Kataria, Rhea; Ashbaugh, Henry S.; Byers, Larry D; Gibb, Bruce C. Electrostatic Control of Macrocyclization Reactions within Nanospaces. Journal of the American Chemical Society. 2019-04-24, 141 (16): 6740–6747 [2020-11-16]. ISSN 0002-7863. doi:10.1021/jacs.9b02287. (原始内容存档于2022-02-26) (英语). 
  4. ^ Convenient and Convergent Synthesesof Long-Chain α,ω-Dibromides and Diphosphinesof the Formula X(CH 2 ) n X (n = 18-32). Synthesis. 2003, 2003 (08): 1279–1285 [2022-04-30]. ISSN 0039-7881. doi:10.1055/s-2003-39414. (原始内容存档于2018-06-04) (英语).