1,4-二溴-2,3-二甲基萘 | 19930-62-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1,4-二溴-2,3-二甲基萘
• 英文名称: 1,4-dibromo-2,3-dimethylnaphthalene
• 英文别名: 1,4-dibromo-2,3-dimethyl-naphthalene；1,4-Dibrom-2,3-dimethyl-naphthalin
• CAS: 19930-62-2
• 化学式: C₁₂H₁₀Br₂
• 分子量: 314.019
• InChiKey: BXGGIFNLEHESMX-UHFFFAOYSA-N

物化性质

• 沸点：
  372.6±37.0 °C(Predicted)
• 密度：
  1.666±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  14
• 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：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,4-二溴-2,3-二甲基萘 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Conformational Studies by Dynamic NMR. 65.¹ Interconversion of Stereolabile Meso and Racemic Diastereoisomers of Hindered 1,4-Diacylnaphthalenes

  摘要：

  1,4-Diacylnaphthalenes, bearing methyl groups in positions 2 and 3, display, at appropriate temperatures, NMR spectra due to meso and racemic stereolabile diastereoisomers, brought about by the restricted rotation of the two RCO substituents. As indicated by the diastereotopicity of appropriate prochiral substituents, these acyl groups are not coplanar to the naphthalene ring, and their C=O moieties can adopt either a syn or an anti arrangement. The meso (syn) and racemic (anti) structures were assigned, in solution, by taking into account the changes of their relative proportions in solvents of different polarity and, in the solid state, by X-ray diffraction. The free energies of activation for the interconversion were determined by computer line-shape simulation of the variable-temperature NMR spectra, and their values were found to increase substantially with the increasing bulkiness of the carbonyl-bonded alkyl groups (from 10.2 to 22.1 kcal mol-l for R = Me and R = t-Bu, respectively).

  DOI：

  10.1021/jo980149h
• 作为产物：
  描述：

  2,3-二甲基萘 在 溴 作用下， 以 氯仿 为溶剂， 反应 3.17h， 以99%的产率得到1,4-二溴-2,3-二甲基萘
  参考文献：
  名称：

  Thermo-responsive fluorescence of AIE-active poly(N-isopropylacrylamides) labeled with highly twisted bis(N,N-dialkylamino)arenes

  摘要：

  从具有AIE活性的9,10-双(双烷氧基)芳烃单体合成了一种热响应性荧光聚合物材料。

  DOI：

  10.1039/c7ra01212h

文献信息

• 用于有机电致发光元件的化合物及使用该化合物的有机电致发光元件
  申请人：昱镭光电科技股份有限公司

  公开号：CN107400116A

  公开（公告）日：2017-11-28

  一种新颖的式I化合物及使用该化合物的有机电致发光元件，其中，X、Ar 1 、n、m及p如同说明书中的定义。
• NOVEL DIAMINE COMPOUND AND ORGANIC ELECTROLUMINESCENT DEVICE USING THE SAME
  申请人：E-RAY OPTOELECTRONICS TECHNOLOGY CO., LTD.

  公开号：US20180033965A1

  公开（公告）日：2018-02-01

  Provided is a compound represented by formula (I), wherein R represents substituted or unsubstituted (C1-C10)alkyl; each of Ar 1 , Ar 2 , Ar 3 and Ar 4 independently represents substituted or unsubstituted (C6-C30)aryl, or substituted or unsubstituted (5 to 30-membered)heteroaryl; and n represents an integer of from 0 to 4. Also provided is an organic electroluminescent device including the compound of formula (I).

  提供的是一个由化学式(I)表示的化合物，其中R代表取代或未取代的(C1-C10)烷基；Ar1、Ar2、Ar3和Ar4中的每一个独立地代表取代或未取代的(C6-C30)芳基，或取代或未取代的(5到30个成员的)杂环芳基；n代表从0到4的整数。还提供了包括化合物(I)的有机电致发光器件。
• Friedel–Crafts acylations of aromatic hydrocarbons. Part VII. The acetylation and benzoylation of 2,3-dimethylnaphthalene
  作者：P. H. Gore、C. K. Thadani、S. Thorburn

  DOI：10.1039/j39680002502

  日期：——

  steric requirements of the acylation species. Competitive Perrier acetylation of 2,3-dimethylnaphthalene and naphthalene in chloroform solution gives the following relative reactivities of the nuclear positions: 1-naphthyl 1·00, 2-naphthyl 0·31, 2,3-dimethyl-1-naphthyl 1·59, 2,3-dimethyl-5-naphthyl 7·14, and 2,3-dimethyl-6-naphthyl 3·68. The corresponding values for benzoylation are 1·00, 0·04, 172, 38·2

  2,3-二甲基萘的Friedel-Crafts乙酰化或苯甲酰化可提供1-，5-和6-单酰基以及1,5-和1,6-二酰基衍生物的混合物。这些产物的比例取决于反应条件。主要的单苯甲酰化产物是1-苯甲酰基-2,3-二甲基萘，但是乙酰化有助于形成1-乙酰基-6,7-二甲基萘。根据酰化物质的空间需求来解释这种异常。2,3-二甲基萘和萘在氯仿溶液中的竞争性Perrier乙酰化反应可得出以下相对位置的核位置反应性：1-萘基1·00、2-萘基0·31、2,3-二甲基-1-萘基1·59 ，2，3-二甲基-5-萘基7·14和2，3-二甲基-6-萘基3·68。苯甲酰化的相应值分别为1·00、0·04、172、38·2和7·7。
• Organic electroluminescent device
  申请人：——

  公开号：US20010012571A1

  公开（公告）日：2001-08-09

  A specific bis(diarylamino)arylene compound expressed in the following general formula [1.1] is used as a constituent material of an organic EL device. By this, luminescent brilliance and EL property are improved, and further, reduction in luminescent property is suppressed, and durability is improved. 1 (wherein, Ar 1 represents a substituted or unsubstituted arylene group having 5 to 42 carbon atoms; at least one of Ar 2 to Ar 5 independently represents a group expressed in the following general formula [1.2]; and the remaining group(s) of Ar 2 to Ar 5 independently represents an aryl group having 6 to 20 carbon atoms, and at least one of Ar 2 to Ar 5 has at least one hydrocarbon group which may include oxygen atom(s).) 2 (wherein, each of R 1 to R 11 independently represents a hydrogen atom or a substituent.)

  下列通式[1.1]所表示的特定的双（二芳基氨基）芳基化合物被用作有机EL器件的组成材料。通过这种方式，发光亮度和EL特性得到提高，并且进一步抑制了发光性能的降低，提高了耐久性。（其中，Ar1代表一个具有5到42个碳原子的取代或未取代芳基烃基；Ar2到Ar5中至少有一个独立表示如下通式[1.2]所表示的基团；Ar2到Ar5的其余基团独立地表示具有6到20个碳原子的芳基烃基，并且Ar2到Ar5中至少有一个具有至少一个可能包括氧原子的碳氢基团。）（其中，每个R1到R11独立地表示氢原子或取代基。）
• Antihyperglycemic activity of novel naphthalenylmethyl-3H-1,2,3,5-oxathiadiazole 2-oxides
  作者：John W. Ellingboe、Louis J. Lombardo、Thomas R. Alessi、Thomas T. Nguyen、Frieda Guzzo、Charles J. Guinosso、James Bullington、Eric N. C. Browne、Jehan F. Bagli

  DOI：10.1021/jm00069a006

  日期：1993.8

  A series of naphthalenyl 3H-1,2,3,5-oxathiadiazole 2-oxides was prepared and tested for antihyperglycemic activity in the db/db mouse, a model for type 2 (non-insulin dependent) diabetes mellitus. Substitution at the 1-, 5-, or 8-positions of the naphthalene ring with a halogen was found to be beneficial to antihyperglycemic activity. 4-[(5-Chloronaphthalen-2-yl)methyl]-3H-1,2,3,5-oxathiadiazole 2-oxide (45), one of the most potent compounds in this series, was selected for further pharmacological evaluation.