3-cyano-1,1-dimethyl-2-bis(trifluoromethyl)-1-azonia-2-boratacyclohexane | 185526-31-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-cyano-1,1-dimethyl-2-bis(trifluoromethyl)-1-azonia-2-boratacyclohexane
• CAS: 185526-31-2
• 化学式: C₉H₁₃BF₆N₂
• 分子量: 274.017
• InChiKey: OBSTZCMUSPSQEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  18.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  23.79
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  5-溴戊腈 在 KOH 作用下， 以 乙醚 为溶剂， 生成 3-cyano-1,1-dimethyl-2-bis(trifluoromethyl)-1-azonia-2-boratacyclohexane
  参考文献：
  名称：

  Reactions of (CF ₃ ) ₂ BNMe ₂ with ω‐Halonitriles — Crystal and Molecular Structure of [ cyclo ‐C ₃ H ₄ (CN)](CF ₃ ) ₂ B·NHMe ₂

  摘要：

  AbstractDimethylaminobis(trifluoromethyl)borane, (CF3)2BNMe2 (A), reacts with Cl(CH2)3CN to yield [Cl(CH2)2CH(CN)](CF3)2B·NHMe2 (1) whereas Br(CH2)3CN and A combine in a 1:2 ratio to form [cyclo‐C3H4(CN)](CF3)2B·NHMe2 (2) and Br(CF3)2B·NHMe2. Br(CH2)nCN and A yield [Br(CH2)n‐1 CH‐(CN)](CF3)2B·NHMe2, n=4 (3), n=5 (4) and n=6 (5). Compound 2 and (NCCH2)CF3)2B·NHMe2 can be alkylated at nitrogen with CH3I/KOH in ether to yield [cyclo‐C3H4(CN)]‐(CF3)2B·NMe3 (6) and (NCCH2)(CF3)2B·NMe3 (7), respectively. treatment of 1 and 3 with hydroxide in ether gives the respective five‐ and six‐membered heterocycles (CF3)2 (8) and (9). Reduction of the nitrile group with (iBu)2Alh in CH2Cl2 at –50°C followed by hydrolysis furnishes the corresponding aldehydes (OCHCH2) (CF3)2B·NMe3 (10), [cyclo‐C3H4(CHO)](CF3)2B·NMe3 (11) and (12). The structure of 2 was determined by an X‐ray investigation.

  DOI：

  10.1002/cber.19961291222