9-benzyl-1,1-dimethyl-1,2,3,4-tetrahydrocarbazole | 354793-31-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 9-benzyl-1,1-dimethyl-1,2,3,4-tetrahydrocarbazole
• 英文别名: 1H-Carbazole, 2,3,4,9-tetrahydro-1,1-dimethyl-9-(phenylmethyl)-；9-benzyl-1,1-dimethyl-3,4-dihydro-2H-carbazole
• CAS: 354793-31-0
• 化学式: C₂₁H₂₃N
• 分子量: 289.42
• InChiKey: ALLQDXKTLZMAJV-UHFFFAOYSA-N

物化性质

• 熔点：
  97-98 °C
• 沸点：
  453.3±24.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2,2-二甲基环己酮 、 N-苯甲基-N-苯肼盐酸盐 以 溶剂黄146 为溶剂， 反应 1.0h， 以52%的产率得到9-benzyl-1,1-dimethyl-1,2,3,4-tetrahydrocarbazole
  参考文献：
  名称：

  The Vilsmeier-Haack Reaction on Methyl Homologues of N-Benzyltetrahydrocarbazole (Synthetic Studies on Indoles 52)

  摘要：

  To examine the steric effect in the Vilsmeier-Haack reaction of N-benzyl- 1,2,3,4,-tetrahydrocarbazole (1), the reactions were carried out on three methyl homologues of 1. It was found that 1-methyl- or 4,4-dimethyl group has a large effect on reactivity due to their steric bulkiness. This result shows the importance of an initial attack at the 4a-position for the formation of these products.

  DOI：

  10.3987/com-03-s22

文献信息

• The Vilsmeier-Haack Reaction on Methyl Homologues of N-Benzyltetrahydrocarbazole (Synthetic Studies on Indoles 52)
  作者：Yasuoki Murakami、Akira Ishii、Hidehiko Ozawa、Hiroko Okahira、Keiko Hosokawa、Tomiko Tashiro、Jin-ichi Muto、Hideharu Suzuki、Masanobu Tani、Yuusaku Yokoyama

  DOI：10.3987/com-03-s22

  日期：——

  To examine the steric effect in the Vilsmeier-Haack reaction of N-benzyl- 1,2,3,4,-tetrahydrocarbazole (1), the reactions were carried out on three methyl homologues of 1. It was found that 1-methyl- or 4,4-dimethyl group has a large effect on reactivity due to their steric bulkiness. This result shows the importance of an initial attack at the 4a-position for the formation of these products.