2-(tert-butylamino)tropone | 38200-88-3

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物 - 环庚三烯酮
• 英文名称: 2-(tert-butylamino)tropone
• 英文别名: [2-{(t-Bu)HN}C7H5(O)]；2-t-Butylaminotropon；2-(Tert-butylamino)cyclohepta-2,4,6-trien-1-one
• CAS: 38200-88-3
• 化学式: C₁₁H₁₅NO
• mdl: MFCD01853676
• 分子量: 177.246
• InChiKey: UVIKPBXFXUDRAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(tert-butylamino)tropone 、 叔丁胺 在 triethyloxonium fluoroborate 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 以70.4%的产率得到N-tert-butyl-2-(tert-butylamino)troponimine
  参考文献：
  名称：

  Bulky Aminotroponiminate-Stabilized Germylene Monochloride and Its Alkyne Derivatives

  摘要：

  By means of a two-step synthetic route, aminotroponimine [(t-Bu)(2)ATI]H (3) with a tert-butyl substituent on the nitrogen atoms has been synthesized from 2-(tosyloxy)tropone. Lithiation of 3 with n-BuLi in THF afforded the lithium salt [(t-Bu)(2)ATI]Li center dot(THF)(2) (4). Reaction of 4 with GeCl(2)center dot(1,4-dioxane) resulted in the germylene monochloride complex [(t-Bu)(2)ATI]GeCl (5). Treatment of 5 with the lithium derivative of ethynyl ferrocene [(C(5)H(5))Fe(C(5)H(4))C CH] (6) and phenyl acetylene (C(6)H(5)C CH) (7) gave the corresponding allcynyl germylene complexes [(t-Bu)(2)ATI]GeC C(C(5)H(4))Fe(C(5)H(5)) (8) and [(t-Bu)(2)ATI]GeC CC(6)H(5) (9), respectively. Compounds 3, 4, 5, 8, and 9 have been characterized by elemental analysis and various spectroscopic (multinudear NMR, mass, and IR) techniques. Further confirmation came from the single-crystal X-ray structural studies on all these compounds. The structure of the allcynyl germylenes reveals the presence of a slightly bent Ge(II)-C C moiety [bond angle in 8 168.4(3)degrees and 9 170.8(2)degrees].

  DOI：

  10.1021/om200035z
• 作为产物：
  描述：

  环庚三烯酚酮甲苯磺酸盐 、 叔丁胺 以69.6%的产率得到2-(tert-butylamino)tropone
  参考文献：
  名称：

  Bulky Aminotroponiminate-Stabilized Germylene Monochloride and Its Alkyne Derivatives

  摘要：

  By means of a two-step synthetic route, aminotroponimine [(t-Bu)(2)ATI]H (3) with a tert-butyl substituent on the nitrogen atoms has been synthesized from 2-(tosyloxy)tropone. Lithiation of 3 with n-BuLi in THF afforded the lithium salt [(t-Bu)(2)ATI]Li center dot(THF)(2) (4). Reaction of 4 with GeCl(2)center dot(1,4-dioxane) resulted in the germylene monochloride complex [(t-Bu)(2)ATI]GeCl (5). Treatment of 5 with the lithium derivative of ethynyl ferrocene [(C(5)H(5))Fe(C(5)H(4))C CH] (6) and phenyl acetylene (C(6)H(5)C CH) (7) gave the corresponding allcynyl germylene complexes [(t-Bu)(2)ATI]GeC C(C(5)H(4))Fe(C(5)H(5)) (8) and [(t-Bu)(2)ATI]GeC CC(6)H(5) (9), respectively. Compounds 3, 4, 5, 8, and 9 have been characterized by elemental analysis and various spectroscopic (multinudear NMR, mass, and IR) techniques. Further confirmation came from the single-crystal X-ray structural studies on all these compounds. The structure of the allcynyl germylenes reveals the presence of a slightly bent Ge(II)-C C moiety [bond angle in 8 168.4(3)degrees and 9 170.8(2)degrees].

  DOI：

  10.1021/om200035z

文献信息

• Bulky Aminotroponiminate-Stabilized Germylene Monochloride and Its Alkyne Derivatives
  作者：Rahul Kumar Siwatch、Subrata Kundu、Dinesh Kumar、Selvarajan Nagendran

  DOI：10.1021/om200035z

  日期：2011.4.11

  By means of a two-step synthetic route, aminotroponimine [(t-Bu)(2)ATI]H (3) with a tert-butyl substituent on the nitrogen atoms has been synthesized from 2-(tosyloxy)tropone. Lithiation of 3 with n-BuLi in THF afforded the lithium salt [(t-Bu)(2)ATI]Li center dot(THF)(2) (4). Reaction of 4 with GeCl(2)center dot(1,4-dioxane) resulted in the germylene monochloride complex [(t-Bu)(2)ATI]GeCl (5). Treatment of 5 with the lithium derivative of ethynyl ferrocene [(C(5)H(5))Fe(C(5)H(4))C CH] (6) and phenyl acetylene (C(6)H(5)C CH) (7) gave the corresponding allcynyl germylene complexes [(t-Bu)(2)ATI]GeC C(C(5)H(4))Fe(C(5)H(5)) (8) and [(t-Bu)(2)ATI]GeC CC(6)H(5) (9), respectively. Compounds 3, 4, 5, 8, and 9 have been characterized by elemental analysis and various spectroscopic (multinudear NMR, mass, and IR) techniques. Further confirmation came from the single-crystal X-ray structural studies on all these compounds. The structure of the allcynyl germylenes reveals the presence of a slightly bent Ge(II)-C C moiety [bond angle in 8 168.4(3)degrees and 9 170.8(2)degrees].