1H,1H-octafluoropentan-2-one | 1255383-10-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1H,1H-octafluoropentan-2-one
• 英文别名: 1,3,3,4,4,5,5,5-Octafluoropentan-2-one；1,3,3,4,4,5,5,5-octafluoropentan-2-one
• CAS: 1255383-10-8
• 化学式: C₅H₂F₈O
• 分子量: 230.058
• InChiKey: QCTJZTKACJIENE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.36
• 重原子数：
  14.0
• 可旋转键数：
  3.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  (Z)-1H-octafluoropent-1-en-1-yl(pentafluorophenyl)bromonium tetrafluoroborate 在 氢氟酸 、 水 作用下， 生成 溴五氟苯 、 1H,1H-octafluoropentan-2-one
  参考文献：
  名称：

  New types of asymmetrical bromonium salts [RF(RF′)Br]Y where RF and/or RF′ represent perfluorinated aryl, alkenyl, and alkynyl groups

  摘要：

  A series of previously unknown asymmetrical fluorinated bis(aryl)bromonium, alkenyl(aryl)bromonium, and alkynyl(aryl)bromonium salts was prepared by reactions of C6F5BrF2 or 4-CF3C6H4BrF2 with aryl group transfer reagents Ar'SiF3 (Ar' = C6F5, 4-FC6H4, C6H5) or perfluoroorganyl group transfer reagents R-F'BF2 (R-F = C6F5, trans-CF3CF=CF, C3F7C C) preferentially in weakly coordinating solvents (CCl3F, CCl2FCClF2, CH2Cl2, CF3CH2CHF2(PFP), CF3CH2CF2CH3 (PFB)). The presence of the base MeCN and the influence of the adducts R-F'BF2 center dot NCMe (R-F = C6F5, CF3C C) on reactions aside to bromonium salt formation are discussed. Reactions of C6F5BrF2 with Alk(F)'BF2 in PFP gave mainly C6F5Br and Alk(F)'F (Alk(F)' = C6F13, C6F13CH2CH2), presumably, deriving from the unstable salts [C6F5(Alk(F)')Br]Y (Y = [Alk(F)'BF3](-)). Prototypical reactivities of selected bromonium salts were investigated with the nucleophile I- and the electrophile H+. [4-CF3C6H4(C6F5)Br][BF4] showed the conversion into 4-CF3C6H4Br and C6F5I when reacted with [Bu4N]I in MeCN. Perfluoroalkynylbromonium salts [CnF2n+1C C(R-F)Br][BF4] slowly added HF when dissolved in aHF and formed [Z-CnF2n+1CF=CH(R-F)Br][BF4]. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2010.06.022