2,3-dimethylnaphthalen-1-ol | 14453-59-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,3-dimethylnaphthalen-1-ol
• 英文别名: 2,3-dimethyl-1-naphthol；1-Hydroxy-2.3-dimethyl-naphthalin；2,3-dimethyl-1-naphthalenol
• CAS: 14453-59-9
• 化学式: C₁₂H₁₂O
• 分子量: 172.227
• InChiKey: QXHLMWWPSWWKOK-UHFFFAOYSA-N

物化性质

• 熔点：
  140 °C
• 沸点：
  240-244 °C(Press: 22 Torr)
• 密度：
  1.114±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 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：

  2,3-dimethylnaphthalen-1-ol 在 lithium aluminium tetrahydride 作用下， 生成 1-Hydroxy-4-mercapto-2,3-dimethyl-naphthalin, Monothio-2,3-dimethyl-1,4-naphthochinon
  参考文献：
  名称：

  Wieland,T.; Baeuerlein,E., Chemische Berichte, 1964, vol. 97, p. 2103 - 2108

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3-dimethylnaphthalen-1-yl dichloroacetate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以100%的产率得到2,3-dimethylnaphthalen-1-ol
  参考文献：
  名称：

  Greenland, Harry; Pinhey, John T.; Sternhell, Sever, Australian Journal of Chemistry, 1987, vol. 40, # 2, p. 325 - 331

  摘要：

  DOI：

文献信息

• Benzannulation for the Regiodefined Synthesis of 2-Alkyl/Aryl-1-naphthols: Total Synthesis of Arnottin I
  作者：Dipakranjan Mal、Amit Kumar Jana、Prithiba Mitra、Ketaki Ghosh

  DOI：10.1021/jo2003677

  日期：2011.5.6

  The annulation of phthalides with α-alkyl/arylacrylates in the presence of LDA/LHMDS is shown to directly give alkyl/aryl-1-naphthols. The method involving a novel dealkoxycarbonylation obviates the regiochemical issues in the synthesis of polysubstituted naphthalenes, and it forms the key step in a three-step total synthesis of arnottin I, a naphthobenzopyranone natural product.

  显示在LDA / LHMDS存在下，邻苯二甲酸酯与α-烷基/芳基丙烯酸酯的环化反应可直接得到烷基/芳基-1-萘。涉及新型脱烷氧羰基化的方法消除了多取代萘合成中的区域化学问题，它构成了三步骤全合成Arnottin I（萘并苯并吡喃酮天然产物）的关键步骤。
• Extending human perception of electromagnetic radiation to the UV region through biologically inspired photochromic fuzzy logic (BIPFUL) systems
  作者：Pier Luigi Gentili、Amanda L. Rightler、B. Mark Heron、Christopher D. Gabbutt

  DOI：10.1039/c5cc09290f

  日期：——

  Biologically inspired fuzzy logic systems allow us to detect and discern UV frequencies.

  生物启发的模糊逻辑系统使我们能够检测和区分紫外频率。
• NAPHTHALENE-CONTAINING POLYMERS AND METHODS OF MAKING THE SAME
  申请人：Alliance for Sustainable Energy, LLC

  公开号：US20180208716A1

  公开（公告）日：2018-07-26

  The present disclosure relates to a dimer that includes a first hydroxyl-functionalized naphthalene group and a second hydroxyl-functionalized naphthalene group, where the first hydroxyl-functionalized naphthalene group and the second hydroxyl-functionalized naphthalene group are connected by a bridging group. The present disclosure also relates to a polymer synthesized using the dimer, as well as methods for synthesizing both the dimer and the polymer.

  本公开涉及包括第一羟基功能化萘基团和第二羟基功能化萘基团的二聚体，其中第一羟基功能化萘基团和第二羟基功能化萘基团通过桥联基连接。本公开还涉及使用该二聚体合成的聚合物，以及合成该二聚体和聚合物的方法。
• Process For Producing Phosphonitrilic Acid Ester
  申请人：Kuwata Kotaro

  公开号：US20080091050A1

  公开（公告）日：2008-04-17

  A process for producing a cyclic and/or linear phosphonitrilic acid ester from a cyclic and/or linear phosphonitrile dichloride is provided, wherein the reaction time is shorter and the content of monochloro phosphazenes is very small. When phosphonitrile dichloride is reacted with a metal arylolate and/or a metal alcoholate in the presence of a reaction solvent, a metal arylolate and/or a metal alcoholate composed of at least two different metals having different ionization energies is used and also a specific compound is used as a catalyst.

  解决的问题：提供一种从环状和/或线性磷酸腈二氯化物制备环状和/或线性磷氮酸酯的方法，其中反应时间较短，单氯磷氮烷的含量非常小。 解决方案：当磷酸腈二氯化物与金属芳酚醇盐和/或金属醇盐在反应溶剂存在下反应时，使用由至少两种具有不同电离能的金属组成的金属芳酚醇盐和/或金属醇盐，并且还使用特定化合物作为催化剂。
• An Efficient p-Thiocyanation of Phenols and Naphthols Using a Reagent Combination of Phenyliodine Dichloride and Lead(II) Thiocyanate.
  作者：Yasuyuki KITA、Yoshifumi TAKEDA、Takayuki OKUNO、Masahiro EGI、Kiyosei IIO、Ken-ichi KAWAGUCHI、Shuji AKAI

  DOI：10.1248/cpb.45.1887

  日期：——

  A combination of PhICl2 and Pb(SCN)2 is effective for the p-selective thiocyanation of various types of p-unsubstituted phenols and naphthols 1 to give p-thiocyanatophenols and naphthols 3. The reaction proceeded at 0°C to room temperature in good to quantitative yields. Twenty-five examples are given, in which various functional groups, such as chloro, allyl, carbonyl, ester, amide, and primary hydroxyl groups, are shown to be compatible with this reaction.

  PhICl2 和 Pb(SCN)2 的组合可有效地对各种类型的对未取代苯酚和萘酚 1 进行对选择性硫氰酸化，从而得到对硫氰酸苯酚和萘酚 3。反应在 0°C 至室温下进行，产率高至定量。文中给出了 25 个例子，表明氯基、烯丙基、羰基、酯基、酰胺基和伯羟基等各种官能团与该反应相容。