7-methoxy-1-d-1,2,3,4-tetrahydro-1-naphthol | 199442-41-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 7-methoxy-1-d-1,2,3,4-tetrahydro-1-naphthol
• 英文别名: 1-deuterio-7-methoxy-3,4-dihydro-2H-naphthalen-1-ol
• CAS: 199442-41-6
• 化学式: C₁₁H₁₄O₂
• 分子量: 179.223
• InChiKey: NKFNEIYWSQIOLY-WORMITQPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-methoxy-1-d-1,2,3,4-tetrahydro-1-naphthol 在 三氯化铝 、 三溴化硼 、 对甲苯磺酸 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 吡啶 、 氯仿 、 苯 为溶剂， 生成
  参考文献：
  名称：

  Mass spectral studies of naphthoflavones

  摘要：

  AbstractThe electron impact induced fragmentations of the five possible naphthoflavones have been studied with the aid of low‐ and high‐resolution measurements, metastable decompositions and isotope labelling using either deuterium or carbon‐13 atoms. All compounds show both the direct expulsion of a CO residue from the carbonyl group and the retro Diels–Alder cleavage. The abundant [M–H]+ ion has been formulated as the substituted β‐tropolone species, which, in the case of β‐naphthoflavone, is in competition with a pentacyclic species arising from the elimination of H‐5 as evidenced in the spectrum of 5‐d‐β‐naphthoflavone. Other previously unsuspected ions are also in evidence.

  DOI：

  10.1002/oms.1210220802
• 作为产物：
  描述：

  7-甲氧基-1-萘满酮 在 硼氘化钠 作用下， 以 甲醇 为溶剂， 反应 1.5h， 以97%的产率得到7-methoxy-1-d-1,2,3,4-tetrahydro-1-naphthol
  参考文献：
  名称：

  滑动环己烷重排

  摘要：

  可以通过四氯化锆的作用将6-甲氧基四氢化萘转化为8-甲氧基四氢化萘。尽管周转缓慢，但产量总体上还是不错的。超声辐射，相转移催化剂，冠醚和氯化锂都可加速反应，该反应通过C-1至C-8a键的断裂和分子内Friedel-Crafts烷基化环化而进行。

  DOI：

  10.1016/s0040-4020(97)10014-x

文献信息

• The sliding cyclohexane rearrangement
  作者：David C Harrowven、Richard F Dainty

  DOI：10.1016/s0040-4020(97)10014-x

  日期：1997.11

  transformed into 8-methoxytetralins through the action of zirconium tetrachloride. Yields are generally good though turnover is slow. Ultrasonic irradiation, phase transfer catalysts, crown ethers and lithium chloride all accelerate the reaction which proceeds via scission of the C-1 to C-8a bond and cyclisation by intramolecular Friedel-Crafts alkylation.

  可以通过四氯化锆的作用将6-甲氧基四氢化萘转化为8-甲氧基四氢化萘。尽管周转缓慢，但产量总体上还是不错的。超声辐射，相转移催化剂，冠醚和氯化锂都可加速反应，该反应通过C-1至C-8a键的断裂和分子内Friedel-Crafts烷基化环化而进行。
• Mass spectral studies of naphthoflavones
  作者：F. H. Guidugli、J. Kavka、M. E. Garibay、R. L. Santillan、P. Joseph-Nathan

  DOI：10.1002/oms.1210220802

  日期：1987.8

  AbstractThe electron impact induced fragmentations of the five possible naphthoflavones have been studied with the aid of low‐ and high‐resolution measurements, metastable decompositions and isotope labelling using either deuterium or carbon‐13 atoms. All compounds show both the direct expulsion of a CO residue from the carbonyl group and the retro Diels–Alder cleavage. The abundant [M–H]+ ion has been formulated as the substituted β‐tropolone species, which, in the case of β‐naphthoflavone, is in competition with a pentacyclic species arising from the elimination of H‐5 as evidenced in the spectrum of 5‐d‐β‐naphthoflavone. Other previously unsuspected ions are also in evidence.