2,4,7-trimethylisoindole-1,3-dione | 33739-68-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2,4,7-trimethylisoindole-1,3-dione
• 英文别名: 3,6,N-Trimethylphthalimid；2,4,7-trimethyl-1H-isoindole-1,3(2H)-dione
• CAS: 33739-68-3
• 化学式: C₁₁H₁₁NO₂
• 分子量: 189.214
• InChiKey: RNCMQORTIAOESQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,4,7-trimethylisoindole-1,3-dione 、 盐酸 以94%的产率得到
  参考文献：
  名称：

  KREHER, RICHARD P.;KONRAD, MICHAEL R., CHEM.-ZTG., 112,(1988) N1, C. 335-342

  摘要：

  DOI：
• 作为产物：
  描述：

  甲胺 、 4,7-二甲基-2-苯并呋喃-1,3-二酮 以85%的产率得到
  参考文献：
  名称：

  KREHER, RICHARD P.;KONRAD, MICHAEL R., CHEM.-ZTG., 112,(1988) N1, C. 335-342

  摘要：

  DOI：

文献信息

• Tandem Diels−Alder Aromatization Reactions of Furans under Unconventional Reaction Conditions − Experimental and Theoretical Studies
  作者：José M. Fraile、José I. García、María A. Gómez、Antonio de la Hoz、José A. Mayoral、Andrés Moreno、Pilar Prieto、Luis Salvatella、Ester Vázquez

  DOI：10.1002/1099-0690(200108)2001:15<2891::aid-ejoc2891>3.0.co;2-m

  日期：2001.8

  acids are good catalysts for Diels−Alder reactions between furan and acrylonitrile and methyl acrylate at room temperature. When 2,5-dimethylfuran is used as the diene, yields of the Diels−Alder adducts with methyl acrylate are lower, due in part to the appearance of aromatization products. The use of microwave activation results in some cases in good yields of aromatic products and, as such, constitutes

  二氧化硅负载的路易斯酸是室温下呋喃与丙烯腈和丙烯酸甲酯之间的 Diels-Alder 反应的良好催化剂。当使用 2,5-二甲基呋喃作为二烯时，Diels-Alder 加合物与丙烯酸甲酯的产率较低，部分原因是芳构化产物的出现。在某些情况下，微波活化的使用导致芳族产品的高产率，因此，构成了多取代芳族化合物的良好合成途径。对反应机理和催化剂对产物分布作用的计算研究表明，“硬”路易斯酸，如铝衍生物，使加合物的开环更容易，得到芳香族产物。
• Synergy between Heterogeneous Catalysis and Microwave Irradiation in an Efficient One-Pot Synthesis of Benzene Derivatives via Ring-Opening of Diels-Alder Cycloadducts of Substituted Furans
  作者：Antonio de la Hoz、Angel Díaz-Ortiz、José María Fraile、María Victoria Gómez、José Antonio Mayoral、Andrés Moreno、Alfonso Saiz、Ester Vázquez

  DOI：10.1055/s-2001-14580

  日期：——

  The use of silica-supported Lewis acids as catalysts under microwave irradiation promotes regiospecific opening of the 7-oxa bridge of Diels-Alder cycloadducts, producing the corresponding arenes in a single step. This rapid and efficient procedure permits the synthesis of 1,2-, 1,2,4- and 1,2,3,4-substituted benzenes by reaction of 2,5-dimethylfuran (1), 2-methoxyfuran (2) and 2-ethylfuran (3) with dienophiles such as acrylonitrile, methyl acrylate, N-methylmaleimide and fumaronitrile.

  在微波辐照下使用二氧化硅支撑的路易斯酸作为催化剂，可促进 Diels-Alder 环加载产物的 7-oxa 桥的特异性打开，从而一步生成相应的炔类化合物。通过这种快速高效的方法，2,5-二甲基呋喃（1）、2-甲氧基呋喃（2）和 2-乙基呋喃（3）可与丙烯腈、丙烯酸甲酯、N-甲基马来酰亚胺和富马腈等二烯烃反应，合成 1,2-、1,2,4- 和 1,2,3,4-取代的苯。
• DITHIENOBENZO-THIENO[3,2-B]THIOPHENE-COPOLYMER AND ITS USE AS HIGH PERFORMANCE SOLUTION PROCESSABLE SEMICONDUCTING POLYMER
  申请人：Kastler Marcel

  公开号：US20120289672A1

  公开（公告）日：2012-11-15

  Dithienobenzo-thieno[3,2-b]thiophene-copolymers of the formula (I) wherein: pi is a monocyclic or polycyclic moiety optionally substituted with 1-4 Ra groups, wherein R a , at each occurrence, is independently hydrogen or a) a halogen, b) —(CN, c) —NO 2 , d) oxo, e) —OH, f) ═C(R b ) 2 ; g) a C 1-20 alkyl group, h) a C 2-20 alkenyl group, i) a C 2-20 alkynyl group, j) a C 1-20 alkoxy group, k) a C 1-20 alkylthio group, l) a C 1-20 haloalkyl group, m) a —Y—C 3-10 cycloalkyl group, n) a —Y—C 6-14 aryl group, o) a —Y-3-12 membered cycloheteroalkyl group, or p) a —Y-5-14 membered heteroaryl group, wherein each of the C 1-20 alkyl group, the C 2-20 alkenyl group, the C 2-20 alkynyl group, the C 3-10 cycloalkyl group, the C 6-14 aryl or haloaryl group, the 3-12 membered cycloheteroalkyl group, and the 5-14 membered heteroaryl group is optionally substituted with 1-4 R b groups; Y, at each occurrence, is independently a divalent C 1-6 alkyl group, a divalent C 1-6 haloalkyl group, or a covalent bond; and R 1 , R 2 , R 3 , at each occurrence, are independently H, a halogen, CN, a C 1-30 alkyl group, a C 2-30 alkenyl group, a C 1-30 haloalkyl group, a C 2-30 alkynyl group, a C 1-30 alkoxy group, a C(O)—C 1-20 alkyl group, a C(O)—OC 1-20 alkyl group, a Y—C 3-10 cycloalkyl group, a —Y-3-12 membered cycloheteroalkyl group, each optionally substituted with 1-5 substituents selected from a halogen, —CN, a C 1-6 alkyl group, a C 1-6 alkoxy group, and a C 1-6 haloalkyl group, -L-Ar 1 , -L-Ar 1 -—Ar 1 , -L-Ar 1 —R 4 , or -L-Ar 1 —Ar 1 —R 4 and Y, at each occurrence, is independently a divalent C 1-6 alkyl group, a divalent C 1-6 haloalkyl group, or a covalent bond; n=0, 1, 2; and o=1-1000.

  公式（I）中的Dithienobenzo-thieno [3,2-b] thiophene共聚物，其中：pi是一个单环或多环基团，可选地取代1-4个Ra基团，其中Ra在每次出现时独立地为氢或a）卤素，b）—（CN，c）—NO2，d）氧代，e）—OH，f）═C（Rb）2；g）C1-20烷基，h）C2-20烯基，i）C2-20炔基，j）C1-20烷氧基，k）C1-20烷硫基，l）C1-20卤代烷基，m）—Y—C3-10环烷基，n）—Y—C6-14芳基，o）—Y-3-12成员环杂基，或p）—Y-5-14成员杂芳基，其中每个C1-20烷基，C2-20烯基，C2-20炔基，C3-10环烷基，C6-14芳基或卤代芳基，3-12成员环杂基和5-14成员杂芳基可选地取代1-4个Rb基团；Y在每次出现时独立地为二价的C1-6烷基，二价的C1-6卤代烷基或共价键；R1，R2，R3在每次出现时独立地为H，卤素，CN，C1-30烷基，C2-30烯基，C1-30卤代烷基，C2-30炔基，C1-30烷氧基，C（O）—C1-20烷基，C（O）—OC1-20烷基，Y—C3-10环烷基，—Y-3-12成员环杂基，每个可选地取代1-5个取自卤素，—CN，C1-6烷基，C1-6烷氧基和C1-6卤代烷基的取代基，-L-Ar1，-L-Ar1-—Ar1，-L-Ar1—R4或-L-Ar1—Ar1—R4，并且Y在每次出现时独立地为二价的C1-6烷基，二价的C1-6卤代烷基或共价键；n = 0,1,2;和o = 1-1000。
• ORGANIC SEMICONDUCTOR COMPOUND, METHOD FOR PREPARING SAME, AND ORGANIC SEMICONDUCTOR DEVICE EMPLOYING SAME
  申请人：Moon Sang Jin

  公开号：US20140046013A1

  公开（公告）日：2014-02-13

  Provided are an organic semiconductor compound, a method for preparing same, a polymer compound having the organic semiconductor compound of the present invention as a monomer, and an organic semiconductor device containing the polymer compound. Said organic semiconductor compound has side chains in the chemical structure thereof, and is highly soluble in a solvent, and therefore the organic semiconductor compound can be effectively used in solution-based processes. The organic semiconductor device containing the polymer compound according to the present invention yields high manufacturing efficiency

  提供了一种有机半导体化合物、其制备方法、以该有机半导体化合物为单体的聚合物化合物以及含有该聚合物化合物的有机半导体器件。该有机半导体化合物在其化学结构中具有侧链，并且在溶剂中高度溶解，因此该有机半导体化合物可以有效地用于溶液基工艺。根据本发明的聚合物化合物所含有的有机半导体器件具有高制造效率。
• ACENAPHTHYLENE IMIDE-DERIVED SEMICONDUCTORS
  申请人：University of Washington Through its Center for Commercialization

  公开号：US20150243906A1

  公开（公告）日：2015-08-27

  Novel acenaphthylene imide-derived semiconductor materials, including small molecule compounds, polymers and oligomers. Also provided are methods for making the novel semiconductor materials and the use of the novel semiconducting materials in electronic or optoelectronic device. In some embodiments, the novel semiconducting materials are used as n-channel component in organic field-effect transistors as well as complementary electronic circuits including inverters. High mobility can be achieved.

  提供了一种新的基于乙酰萘亚胺的半导体材料，包括小分子化合物、聚合物和寡聚物。还提供了制备新型半导体材料的方法以及在电子或光电器件中使用新型半导体材料的用途。在某些实施例中，新型半导体材料被用作有机场效应晶体管中的n型组件，以及包括反相器在内的互补电子电路。可以实现高迁移率。

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