2-Methyl-2-bornene | 72540-93-3

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 2-Methyl-2-bornene
• 英文别名: 1,2,7,7-tetramethylbicyclo[2.2.1]hept-2-ene
• CAS: 72540-93-3
• 化学式: C₁₁H₁₈
• 分子量: 150.264
• InChiKey: ZLCRBFJQCPQSGZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1,2,7,7-Tetramethylbicyclo[2.2.1]heptane-2beta-ol 生成 2-Methyl-2-bornene
  参考文献：
  名称：

  Sumitomo H., Wat. Sci. Tech., 25 (1992) N 2, S 185-190

  摘要：

  DOI：

文献信息

• The stereochemical course of 2-methylisoborneol biosynthesis
  作者：Binbin Gu、Anwei Hou、Jeroen S Dickschat

  DOI：10.3762/bjoc.18.82

  日期：——

  Both enantiomers of 2-methyllinalyl diphosphate (2-Me-LPP) were synthesized enantioselectively using Sharpless epoxidation as a key step and purification of enantiomerically enriched intermediates through HPLC separation on a chiral stationary phase. Their enzymatic conversion with 2-methylisoborneol synthase (2MIBS) demonstrates that (R)-2-Me-LPP is the on-pathway intermediate, while a minor formation

  使用 Sharpless 环氧化作为关键步骤，并通过手性固定相上的 HPLC 分离纯化对映体富集的中间体，对映体选择性地合成了 2-甲基芳樟基二磷酸 (2-Me-​​LPP) 的两种对映体。它们与 2-甲基异冰片合酶 (2MIBS) 的酶促转化表明 ( R )-2-Me-​​LPP 是通路中间体，而从 ( S )-2-Me-​​LPP形成少量 2-甲基异冰片可以解释异构化为 2-Me-​​GPP，然后异构化为 ( R )-2-Me-​​LPP。
• Dehydration products of 2-methylisoborneol
  作者：R Schumann

  DOI：10.1016/s0043-1354(96)00330-2

  日期：1997.5

  7-Methylenebornane and 2-methyl-2-bornene have previously been identified as dehydration or degradation products of 2-methylisoborneol (MIB), a compound responsible for taste and odour problems in various water environments. Previously, the identification of these products has been based on mass spectral analysis only. The dehydration of MIB under a variety of conditions was reinvestigated and the products fully characterised by H-1 and C-13 n.m.r. and GC-MS. Comparison of EI mass spectra of the dehydration products of MIB with those published previously indicate that earlier assignments of MIB dehydration products are incorrect. (C) 1997 Elsevier Science Ltd.