1-(7-chloro-[1]naphthyl)-ethanol | 58150-03-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(7-chloro-[1]naphthyl)-ethanol
• 英文别名: (+/-)-1-Hydroxy-1-(7-chlor-naphthyl-(1))-aethan；(+/-)-7-Chlor-1-(1-hydroxy-aethyl)-naphthalin；1-(7-Chlor-[1]naphthyl)-aethanol；1-(7-Chlor-1-naphthyl)-ethanol；1-(7-Chloronaphthalen-1-yl)ethanol；1-(7-chloronaphthalen-1-yl)ethanol
• CAS: 58150-03-1
• 化学式: C₁₂H₁₁ClO
• 分子量: 206.672
• InChiKey: WHBJOHWRCJKGSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(7-chloro-[1]naphthyl)-ethanol 生成 1-(7-chloro-[1]naphthyl)-1-(4-nitro-benzoyloxy)-ethane
  参考文献：
  名称：

  Marine Minerals in the Mexican Pacific: Toward Efficient Resource Management

  摘要：

  DOI：

  10.1080/10641190109353813
• 作为产物：
  描述：

  1-(7-chloro-1-naphthalenyl)ethanone 在 aluminum isopropoxide 、 异丙醇 作用下， 生成 1-(7-chloro-[1]naphthyl)-ethanol
  参考文献：
  名称：

  Marine Minerals in the Mexican Pacific: Toward Efficient Resource Management

  摘要：

  DOI：

  10.1080/10641190109353813

文献信息

• The Substituent Effect. XI. Solvolysis of 5-, 6-, and 7-Substituted 1-(1-Naphthylethyl) Chlorides
  作者：Yuho Tsuno、Masami Sawada、Takahiro Fujii、Yoshihiko Tairaka、Yasuhide Yukawa

  DOI：10.1246/bcsj.48.3356

  日期：1975.11

  Fourteen 5-, 6-, and 7-substituted 1-(1-naphthylethyl) chlorides were prepared and the solvolysis rates were determined in 80% (v/v) aqueous acetone at 45 °C. The effects of −R substituents at respective positions were treated on the basis of the equation, logk⁄k0=ρiσi+ρx+σx+=ρ(Cijσi+qrij+σπ+). The position dependency of the inductive effect was given by Cij(=ρi⁄ρi,4α); C3α=1.37, C4α=1.00, C5α=0.75, C6α=0.57, and C7α=0.72. The Cij values appear to be correlated with Dewar’s simplified field function 1/rij. The position dependency of Pi-electronic effect given by the ratio ρπ+⁄ρi,4α=qr·ij+ was consistent with the prediction from the MO indices, such as Forsyth’s Δqij(ArCH2+ parameters. The same treatment was applied also to three other naphthalene reactivities, detritiation, pKa of α-naphthoic acids and pKa of naphthylammonium ions. The linear ρi–ρi relation holds among these reactions, suggesting a reaction-independent scheme of the inductive transmission. The qr·ij+ values vary at conjugate positions with reaction but not at non-conjugate positions irrespective of reactions. The results are discussed in comparison with those of relevant treatments.

  制备了十四个5-、6-和7-取代的1-(1-萘乙基)氯化物，并在45°C下，80%（体积/体积）的乙酸水溶液中测定了其溶剂分解速率。基于方程logk⁄k0=ρiσi+ρx+σx+=ρ(Cijσi+qrij+σπ+)，处理了在相应位置上的−R取代基的影响。诱导效应的位置依赖性由Cij(=ρi⁄ρi,4α)给出；C3α=1.37，C4α=1.00，C5α=0.75，C6α=0.57，C7α=0.72。Cij值似乎与Dewar的简化场函数1/rij相关。由比率ρπ+⁄ρi,4α=qr·ij+给出的π电子效应的位置依赖性与从MO指数（如Forsyth的Δqij(ArCH2+参数）的预测一致。同样的处理也应用于其他三种萘的反应性：脱氢、α-萘甲酸的pKa和萘甲基铵离子的pKa。在这些反应中，线性ρi–ρi关系成立，表明诱导传递的反应独立方案。qr·ij+值在共轭位置随反应变化，但在非共轭位置不随反应变化。结果在与相关处理的比较中进行了讨论。
• Marine Minerals in the Mexican Pacific: Toward Efficient Resource Management
  作者：L. W. Daesslé、D. W. Fischer

  DOI：10.1080/10641190109353813

  日期：2001.7