2,3-二甲基-1,4-二甲氧基萘 | 35896-52-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2,3-二甲基-1,4-二甲氧基萘
• 英文名称: 2,3-dimethyl-1,4-dimethoxynaphthalene
• 英文别名: 1,4-Dimethoxy-2,3-dimethylnaphthalene
• CAS: 35896-52-7
• 化学式: C₁₄H₁₆O₂
• 分子量: 216.28
• InChiKey: FPHPDLRTHCTWFI-UHFFFAOYSA-N

物化性质

• 沸点：
  351.6±37.0 °C(Predicted)
• 密度：
  1.059±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,3-二甲基-1,4-二甲氧基萘 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 作用下， 以 四氯化碳 为溶剂， 反应 2.0h， 以97%的产率得到2,3-bis(bromomethyl)-1,4-dimethoxynaphthalene
  参考文献：
  名称：

  Reaction of C₆₀ with Sultines:  Synthesis, Electrochemistry, and Theoretical Calculations of Organofullerene Acceptors

  摘要：

  The [4 + 2] cycloaddition reaction of o-quinodimethanes, generated in situ from 4,5-benzo-3,6-dihydro-1,2-oxathiin 2-oxides (10a,b, 13, and 19) (sultines), to [60]fullerene is described. Sultines are readily accesible from the commercially available rongalite and smoothly generate o-quinodimethanes, by extrusion of sulfur dioxide, which are efficiently trapped by the active dienophile C-60. The cycloadducts formed (21a-d) were further oxidized to the respective p-benzoquinone-containing fullerenes 23a-c. The temperature dependent H-1 NMR spectra show a dynamic process of the methylene protons. The activation free energy determined for the boat-to-boat inversion (11.3-11.6 kcal/mol) is remarkably lower than that obtained for other related carbocyclic or heterocyclic analogues. Semiempirical PM3 calculations show that the geometrical features and not the electronic properties of the organic addend in 23 are responsible for the low activation energy barriers. A linear correlation is found between the activation energy barriers and the length of the C62-C63 bond. The electrochemical properties of 23a-c have been rationalized on the basis of DFT-B3P86/3-21G calculations. The attachment of the first electron in the reduction process takes place in either the C-60 cage or the organic addend depending upon the nature of the substituents on the p-benzoquinone ring, which controls the relative energy of the LUMO of the p-benzoquinone moiety. A full agreement between the theoretical predictions and the electrochemical measurements is found.

  DOI：

  10.1021/jo9706436

文献信息

• PHOSPHORUS-CONTAINING CATALYSTS
  申请人：AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH

  公开号：US20160207034A1

  公开（公告）日：2016-07-21

  The invention provides compounds of general structure I: (Ar 1 —Ar 2 —Ar 3 -E-P(=D)R 2 -) n M m X n L n ″. In this structure: •Ar 1 , Ar 2 and Ar 3 are aromatic groups wherein: —Ar 1 and Ar 3 are in a 1,3 relationship on Ar 2 , —each of Ar 1 , Ar 2 and Ar 3 optionally comprises one or more ring substituents of formula YR′ r wherein each Y independently is absent or is O, S, B, N or Si and each R′ is independently H, halogen, alkyl, cycloalkyl, aryl or heteroaryl and r is 1, 2 or 3, where r is 1 if Y is absent or is O or S, 2 if Y is B or N and 3 if Y is Si, —Ar 1 , Ar 2 and Ar 3 are each independently carbocyclic or heterocyclic and each is independently monocyclic, bicyclic or polycyclic and each ring of each of Ar 1 , Ar 2 and Ar 3 independently has 5, 6 or 7 ring atoms; •E is absent or is selected from the group consisting of O, S, NR″, SiR″ 2 , AsR″ 2 and CR″ 2 ; •M is a complexing metal; •X is selected from the group consisting of H, F, Br, CI, I, OTf, dba (dibenzylidene acetone), OC(═O)CF 3 and OAc; •L is selected from the group consisting of PR″ 2 , NR″ 2 , OR″, SR″, SiR″ 3 , AsR″ 3 , alkene, alkyne, aryl and heteroaryl, each of said alkene, alkyne, aryl and heteroaryl being optionally substituted, for example with one or more halogens and/or with one or more R groups as defined herein; •each R is independently alkyl, cycloalkyl, heterocyclyl, heterocycloalkyl, aryl or -, heteroaryl; •D is absent or is ═S or —O or —Z-linker-Z—, where each Z independently is O or NH or N-alkyl and linker is an alkyl chain of 2-5 carbon atoms in length; •each R″ is independently H, alkyl, cycloalkyl, heterocycloalkyl, aryl or heteroaryl, each other than H being optionally substituted, or R″ 2 is —Z-linker-Z— as defined above; and •m is 0 or 1 or 2; wherein if m is 0, n is 1, n′ and n″ are 0 and -- is absent; and if m is 1 or 2, n is 1 or 2 and n′ and n″ are integers such that the coordination sphere of M is filled, and D is absent.

  该发明提供了一般结构I的化合物：（Ar1—Ar2—Ar3-E-P（=D）R2-）nMmXnLn″。在这个结构中： •Ar1，Ar2和Ar3是芳香族基团，其中：—Ar1和Ar3在Ar2上呈1,3关系，—Ar1，Ar2和Ar3中的每一个可选地包括一个或多个环取代基，其化学式为YR′r，其中每个Y独立地不存在或为O、S、B、N或Si，每个R′独立地为H、卤素、烷基、环烷基、芳基或杂芳基，r为1、2或3，其中如果Y不存在或为O或S，则r为1，如果Y为B或N，则r为2，如果Y为Si，则r为3，—Ar1，Ar2和Ar3分别独立地为碳环或杂环，每个分别独立地为单环、双环或多环，每个Ar1，Ar2和Ar3的每个环独立地具有5、6或7个环原子； •E不存在或从O、S、NR″、SiR″2、AsR″2和CR″2组成的群体中选择； •M是络合金属； •X从H、F、Br、Cl、I、OTf、dba（双苯亚乙酮）、OC（═O）CF3和OAc组成的群体中选择； •L从PR″2、NR″2、OR″、SR″、SiR″3、AsR″3、烯烃、炔烃、芳基和杂芳基组成的群体中选择，所述的每个烯烃、炔烃、芳基和杂芳基可选地被取代，例如用一个或多个卤素和/或如本文所定义的一个或多个R基取代； •每个R独立地为烷基、环烷基、杂环烷基、杂环烷基、芳基或-、杂芳基； •D不存在或为═S或—O或—Z-连接-Z—，其中每个Z独立地为O或NH或N-烷基，连接体为长度为2-5个碳原子的烷基链； •每个R″独立地为H、烷基、环烷基、杂环烷基、芳基或杂芳基，除H外的每个均可选地被取代，或R″2为—Z-连接-Z—如上所定义；和 •m为0或1或2；其中如果m为0，n为1，n′和n″为0且--不存在；如果m为1或2，n为1或2，n′和n″为整数，使得M的配位球填满，并且D不存在。
• <i>t</i>‐Butyl Hydroperoxide Oxidative Dealkylation of Hydroquinone Ethers to 1,4‐Quinones
  作者：Halina Wójtowicz、Jacek Młochowski、Ludwik Syper、Hardeo S. Yadav

  DOI：10.1080/00397910600634175

  日期：2006.6

  Abstract Various organoselenium compounds (diselenides, benzisoselenazol‐3(2H)‐ones, and 1,3,2‐thiaselenazolones) are effective catalysts for oxidative dealkylation of hydroquinone ethers with t‐butyl hydroperoxide to 1,4‐quinones. The reactions is most efficient when t‐butyl hydroperoxide in the presence of poly(bis‐1,2‐phenyl) diselenide is used as an oxidizing agent. In this way 1,4‐benzo and 1

  摘要 各种有机硒化合物（二硒化物、苯并异硒唑-3（2H）-酮和 1,3,2-硫硒唑酮）是氢醌醚与叔丁基过氧化氢氧化脱烷基为 1,4-醌类的有效催化剂。当在聚（双-1,2-苯基）二硒化物存在下使用叔丁基氢过氧化物作为氧化剂时，反应最有效。通过这种方式，1,4-苯并和 1,4-萘醌的产率很高。
• Quinone Substituted Quinazoline and Quinoline Kinase Inhibitors
  申请人：Floyd Jr Brawner Middleton

  公开号：US20070299092A1

  公开（公告）日：2007-12-27

  The present invention provides for compounds with the general formula: A compound of formula (1) having the structure (1) wherein Z is a radical selected from the group (a), (b), or (c) as well as methods and compositions containing these compounds useful for treatment of diseases that are characterized, at least in part, by excessive, abnormal, or inappropriate angiogenesis. These disease states, include but are not limited to, cancer, diabetic retinopathy, macular degeneration and rheumatoid arthritis. These compounds inhibit angiogenesis by inhibiting a tyrosine kinase receptor enzyme, specifically KDR, and binding to the KDR in an irreversible manner.

  本发明提供了一般式为：具有结构式（1）的化合物，其中Z是从（a）、（b）或（c）组中选择的基团，以及包含这些化合物的方法和组合物，用于治疗至少部分特征为过度、异常或不适当血管生成的疾病。这些疾病状态包括但不限于癌症、糖尿病视网膜病变、黄斑变性和类风湿性关节炎。这些化合物通过抑制酪氨酸激酶受体酶，特别是KDR，并以不可逆的方式与KDR结合来抑制血管生成。
• RADICAL POLYMERIZATION CONTROL AGENT AND RADICAL POLYMERIZATION CONTROL METHOD
  申请人：Kawasaki Kasei Chemicals Ltd.

  公开号：US20210122692A1

  公开（公告）日：2021-04-29

  A conventional polymerization inhibitor is for example an agent to scavenge radicals generated during storage of a radical polymerizable compound and used to stably handle the radical polymerizable compound, but is unnecessary when the radical polymerizable compound is to be subjected to radical polymerization reaction, and is preferably removed at the time of the radical polymerization reaction. The object of the present invention is to obviate inconvenience of removing the polymerization inhibitor at the time of radical polymerization. The radical polymerization control agent contained in a radical polymerizable composition of the present invention functions as a radical polymerization inhibitor for example stored in a dark place, but loses its radical polymerization inhibiting effect when polymerization is initiated while being irradiated with light at a certain specific wavelength at the time of polymerization. Thus, radical polymerization of the radical polymerizable compound is easily initiated without increasing the amount of a radical polymerization initiator. That is, the radical polymerization control agent of the present invention is a radical polymerization control agent which is a corn pound having an effect to inhibit radical polymerization of a radical polymerizable compound and which loses the radical polymerization inhibiting effect under irradiation with light rays containing light within a wavelength range of from 300 nm to 500 nm.
• Reaction of C₆₀ with Sultines:  Synthesis, Electrochemistry, and Theoretical Calculations of Organofullerene Acceptors
  作者：Beatriz M. Illescas、Nazario Martín、Carlos Seoane、Enrique Ortí、Pedro M. Viruela、Rafael Viruela、Antonio de la Hoz

  DOI：10.1021/jo9706436

  日期：1997.10.1

  The [4 + 2] cycloaddition reaction of o-quinodimethanes, generated in situ from 4,5-benzo-3,6-dihydro-1,2-oxathiin 2-oxides (10a,b, 13, and 19) (sultines), to [60]fullerene is described. Sultines are readily accesible from the commercially available rongalite and smoothly generate o-quinodimethanes, by extrusion of sulfur dioxide, which are efficiently trapped by the active dienophile C-60. The cycloadducts formed (21a-d) were further oxidized to the respective p-benzoquinone-containing fullerenes 23a-c. The temperature dependent H-1 NMR spectra show a dynamic process of the methylene protons. The activation free energy determined for the boat-to-boat inversion (11.3-11.6 kcal/mol) is remarkably lower than that obtained for other related carbocyclic or heterocyclic analogues. Semiempirical PM3 calculations show that the geometrical features and not the electronic properties of the organic addend in 23 are responsible for the low activation energy barriers. A linear correlation is found between the activation energy barriers and the length of the C62-C63 bond. The electrochemical properties of 23a-c have been rationalized on the basis of DFT-B3P86/3-21G calculations. The attachment of the first electron in the reduction process takes place in either the C-60 cage or the organic addend depending upon the nature of the substituents on the p-benzoquinone ring, which controls the relative energy of the LUMO of the p-benzoquinone moiety. A full agreement between the theoretical predictions and the electrochemical measurements is found.