2,2-bis(dimethylamino)-3,3-difluoro-1-methylcyclobutane-carbonitrile | 195391-67-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,2-bis(dimethylamino)-3,3-difluoro-1-methylcyclobutane-carbonitrile
• 英文别名: Cyclobutanecarbonitrile, 2,2-bis(dimethylamino)-3,3-difluoro-1-methyl-；2,2-bis(dimethylamino)-3,3-difluoro-1-methylcyclobutane-1-carbonitrile
• CAS: 195391-67-4
• 化学式: C₁₀H₁₇F₂N₃
• 分子量: 217.262
• InChiKey: AAQPMQDSCJMTCT-UHFFFAOYSA-N

物化性质

• 沸点：
  268.8±40.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  30.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,2-bis(dimethylamino)-3,3-difluoro-1-methylcyclobutane-carbonitrile 以 盐酸 、 二氯甲烷 为溶剂， 反应 5.0h， 以83%的产率得到4-Cyano-2,2-difluoro-4,N,N-trimethyl-butyramide
  参考文献：
  名称：

  Diverse Cycloaddition Chemistry Leading to Overall Michael Addition in the Reactions of 1,1-Bis(dimethylamino)-2,2-difluoroethene with α,β-Unsaturated Aldehydes, Ketones, Esters, and Nitriles

  摘要：

  Difluoro ketene aminal 1 undergoes [2 + 4] cycloadditions with alpha,beta-unsaturated aldehydes and ketones and [2 + 2] cycloadditions with alpha,beta-unsaturated esters and nitriles. Both types of adducts can be readily converted, by mild hydrolysis, to the respective Michael addition products.

  DOI：

  10.1021/jo9710487
• 作为产物：
  描述：

  2,2,2-三氟-1-二(二甲氨基)乙烷 在 正丁基锂 作用下， 以 正己烷 为溶剂， 反应 10.17h， 生成 2,2-bis(dimethylamino)-3,3-difluoro-1-methylcyclobutane-carbonitrile
  参考文献：
  名称：

  Diverse Cycloaddition Chemistry Leading to Overall Michael Addition in the Reactions of 1,1-Bis(dimethylamino)-2,2-difluoroethene with α,β-Unsaturated Aldehydes, Ketones, Esters, and Nitriles

  摘要：

  Difluoro ketene aminal 1 undergoes [2 + 4] cycloadditions with alpha,beta-unsaturated aldehydes and ketones and [2 + 2] cycloadditions with alpha,beta-unsaturated esters and nitriles. Both types of adducts can be readily converted, by mild hydrolysis, to the respective Michael addition products.

  DOI：

  10.1021/jo9710487

文献信息

• New synthesis of 3-fluoropyridine derivatives
  作者：William R. Dolbier、Yu-Lian Xu

  DOI：10.1016/s0022-1139(03)00091-5

  日期：2003.9

  The reaction of 2,2-bis(dimethylamino)-3,3-difluoro-1-methylcyclobutane-carbonitrile with alkyl lithiums leads to the formation of 6-alkyl-2-(dimethylamino)-3-fluoro-5-methylpyridines in moderate to good yields. (C) 2003 Elsevier Science B.V. All rights reserved.
• Diverse Cycloaddition Chemistry Leading to Overall Michael Addition in the Reactions of 1,1-Bis(dimethylamino)-2,2-difluoroethene with α,β-Unsaturated Aldehydes, Ketones, Esters, and Nitriles
  作者：Yuelian Xu、William R. Dolbier

  DOI：10.1021/jo9710487

  日期：1997.9.1

  Difluoro ketene aminal 1 undergoes [2 + 4] cycloadditions with alpha,beta-unsaturated aldehydes and ketones and [2 + 2] cycloadditions with alpha,beta-unsaturated esters and nitriles. Both types of adducts can be readily converted, by mild hydrolysis, to the respective Michael addition products.