1-Hydroxy-1,2,3,4-tetrahydronaphthalene-2-carbonitrile | 52679-76-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 1-Hydroxy-1,2,3,4-tetrahydronaphthalene-2-carbonitrile
• 英文别名: 1-hydroxy-1,2,3,4-tetrahydronaphthalene-2-carbonitrile
• CAS: 52679-76-2
• 化学式: C₁₁H₁₁NO
• 分子量: 173.214
• InChiKey: VRJXVXZLCPJJCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  丙烯腈 、 alkaline earth salt of/the/ methylsulfuric acid 生成 1-Hydroxy-1,2,3,4-tetrahydronaphthalene-2-carbonitrile
  参考文献：
  名称：

  Generation of and cycloaddition to an enantiomerically pure α-oxy-ortho-quinodimethane–tricarbonylchromium complex intermediate

  摘要：

  The reaction of BunLi with either syn- or anti-eta-6-(1-acetoxycyclobutabenzene)Cr(CO)3 generates under mild conditions the planar chiral ortho-quinodimethane complex intermediate 4 which reacts with dienophiles (methyl acrylate, acrylonitrile, dimethyl fumarate) highly stereoselectively from the face opposite the metal to give the anti-1-hydroxytetrahydronaphthalene-Cr(CO)3 complexes (X-ray structures of 5 and 6) and, after decomplexation, the 1-hydroxytetrahydronaphthalenes 7-14 (asymmetric synthesis of 7 and 8).

  DOI：

  10.1039/c39910001713