2,5-dibenzoylthiophene | 72612-47-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,5-dibenzoylthiophene
• 英文别名: 2,5-Dibenzoyl-thiophen；(5-benzoylthiophen-2-yl)-phenylmethanone
• CAS: 72612-47-6
• 化学式: C₁₈H₁₂O₂S
• 分子量: 292.358
• InChiKey: ZXHPIPJYBMFSQU-UHFFFAOYSA-N

物化性质

• 熔点：
  114-115 °C
• 沸点：
  479.5±30.0 °C(Predicted)
• 密度：
  1.243±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,5-dibenzoylthiophene 在 4-甲基苯磺酸吡啶 、 乙炔 、 原甲酸三甲酯 作用下， 以 四氢呋喃 、 二甲基亚砜 、 1,2-二氯乙烷 为溶剂， 反应 3.0h， 生成 2,5-di(2,6-diphenyl-5-ethoxycarbonyl-[2H]-naphtho[1,2-b]pyran-2-yl)thiophene
  参考文献：
  名称：

  Synthesis and sequential photochromism of thiophene-linked bis-pyrans

  摘要：

  Novel bis[3H]-naphtho[2,1-b]pyrans 1a-1g and bis[2H]-naphtho[1,2-b]pyrans 2a-2g were prepared efficiently. Such thiophene-linked bispyrans display distinct color change under continuous UV irradiation with up to 110 am of bathochromic shift between the finally generated colored forms and initially generated forms. They also show high colorability, as well as good fatigue-resistance. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.04.068
• 作为产物：
  描述：

  2,5-噻吩二甲醛 在 manganese(IV) oxide 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 2,5-dibenzoylthiophene
  参考文献：
  名称：

  W(CO)6-Mediated desulfuroligomerization of bis-dithioacetals. New synthesis of substituted oligo(phenylene–vinylenes)

  摘要：

  Treatment of bisdithioacetals of 1,4-diaroylbenzenes (4) with W(CO)(6) in refluxing chlorobenzene afforded the corresponding substituted oligophenylenevinylenes (OPVs) (5). Average molecular weights determined by GPC indicate that OPVs 5 have 5-13 repetitive substituted phenylenevinylene units with narrow polydispersities. Emission in the blue-green to green region was observed for these OPVs depending on the nature of the substituent. The electron-donating alkoxy substituent shifted the emission to the longer wavelength whereas the electron-withdrawing trifluoromethyl group caused a blue shift in the fluorescence spectra. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(00)00839-1

文献信息

• Deprotonative Metalation of Aromatic Compounds by Using an Amino-Based Lithium Cuprate
  作者：Tan Tai Nguyen、Nada Marquise、Floris Chevallier、Florence Mongin

  DOI：10.1002/chem.201100990

  日期：2011.9.5

  employed to attempt the interception of the generated aryl cuprates, aroyl chlorides, iodomethane, and diphenyl disulfide efficiently reacted. In addition, different oxidative agents were identified to afford symmetrical biaryls. Finally, palladium‐catalyzed coupling with aryl halides was optimized and allowed the synthesis of different aryl derivatives in medium to good yields.

  以2,4-二甲氧基嘧啶和2-甲氧基吡啶为底物，以苯甲酰氯为亲电子试剂，对基于氨基的铜酸锂对芳香族化合物的去质子化进行了优化。[（tmp）2 CuLi]（+2 LiCl）（tmp = 2,2,6,6-四甲基哌啶子基）被确定为最佳试剂，其应用范围已扩展到苯甲醚，1,4-二甲氧基苯，其他取代的吡啶，呋喃，噻吩及其衍生物和N -Boc-吲哚（Boc =叔-丁氧羰基）。在试图拦截所生成的芳基铜酸酯的亲电试剂中，芳酰氯，碘甲烷和二苯基二硫化物有效地反应了。另外，鉴定出不同的氧化剂以提供对称的联芳基。最后，优化了钯催化与芳基卤化物的偶联，并以中等收率合成了不同的芳基衍生物。
• A convenient preparation of functionalized arylzinc compounds by the reaction of zinc/silver-graphite with aryl iodides
  作者：Alois Fürstner、Robert Singer、Paul Knochel

  DOI：10.1016/s0040-4039(00)79962-x

  日期：1994.2

  Aryl- and hetero-aryl iodides react under very mild conditions (THF, 25 °C) with a Zn(Ag) couple deposited on graphite leading to the corresponding zinc reagents in excellent yields. In the presence of CuCN·2LiCl or catalytic amounts of Pd(0), these unsaturated zinc species can be acylated, allylated or coupled with iodoalkenes.

  芳基和杂芳基碘化物在非常温和的条件下（THF，25°C）与沉积在石墨上的Zn（Ag）对反应，从而以优异的产率得到相应的锌试剂。在CuCN·2LiCl或催化量的Pd（0）的存在下，这些不饱和锌物质可以被酰化，烯丙基化或与碘代烯烃偶联。
• Process for Synthesizing Organoelemental Compounds
  申请人：Knochel Paul

  公开号：US20110084230A1

  公开（公告）日：2011-04-14

  The present application discloses a process for preparing a compound of the general formula R 1 -M 1 -A d .zLiX (I) by reacting a compound R 1 -A (III) with an element M 1 in the presence of lithium salts. The application also discloses a process for preparing a compound of the general formula R 1 m -M 3 -T m .zLiX (II) by reacting a compound R 1 -A (III) with an M 3 -containing compound in the presence of lithium salts and in the presence of an elemental metal M 2 . The metal M 3 may be selected from Al, Mn, Cu, Zn, Sn, Ti, In, La, Ce, Nd, Y, Li, Sm, Bi, Mg, B, Si and S.

  本申请公开了一种通过在锂盐存在下，将化合物R1-A(III)与元素M1反应制备出通式为R1-M1-Ad.zLiX(I)的化合物的方法。该申请还公开了一种在锂盐和元素金属M2存在下，将化合物R1-A(III)与含有M3的化合物反应制备出通式为R1m-M3-Tm.zLiX(II)的化合物的方法。金属M3可以从Al、Mn、Cu、Zn、Sn、Ti、In、La、Ce、Nd、Y、Li、Sm、Bi、Mg、B、Si和S中选择。
• Poly (paraphenylenevinylene) derivatives and their use as electroluminescence materials
  申请人：——

  公开号：US20010031378A1

  公开（公告）日：2001-10-18

  Poly(paraphenylenevinylene) derivatives and their use as electroluminescence materials Use of polymers containing structural units of the formula (I) —[A 1 —(A 2 )C═CH—A 3 —CH═C(A 2 )]—  (I) in which A 1 , A 2 and A 3 are identical or different mono- and/or polynuclear aryl and/or heteroaryl groups which are optionally linked via one or more bridges, preferably one bridge, and/or fused and can optionally be substituted, and in which in each case two bonds originate from A 1 and A 2 and in each case one bond originates from A 2 , as electroluminescence material. The polymers of the formula (I) according to the invention are distinguished above all by a high stability, coupled with a high fluorescence quantum yield.

  聚对苯乙烯衍生物及其作为电致发光材料的使用 使用包含式(I)中的结构单元的聚合物作为电致发光材料： （I）[A1—(A2)C═CH—A3—CH═C(A2)]—  (I) 其中A1、A2和A3是相同或不同的单核和/或多核芳基和/或杂芳基，它们可以通过一个或多个桥连接，优选为一个桥连接，也可以融合，并且可以选择地被取代，在每种情况下，两个键起源于A1和A2，并且每种情况下一个键起源于A2。 该发明中的式(I)的聚合物主要具有高稳定性和高荧光量子产率。
• Quinomethane compounds
  申请人：Fuji Electric Imaging Device Co., Ltd.

  公开号：US20030195359A1

  公开（公告）日：2003-10-16

  Quinomethane compounds having a structure represented by the general formula (1): 1 wherein R 1 to R 4 and R 9 to R 12 are the same or different and each represents a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, a cyclic alkyl group, an aryl group, or an alkoxy group having 1 to 6 carbon atoms; R 5 and R 6 are the same or different and each represents an alkyl group having 1 to 12 carbon atoms, an aryl group, or a heterocyclic group; R 7 and R 8 each represents a hydrogen atom; and optional substituents are each a halogen atom, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, an aryl group, or a heterocyclic group. Since these compounds transport electrons efficiently, they are useful in electrophotographic photoreceptors and/or organic electroluminescence applications.

  具有通式（1）所表示的结构的喹诺甲烷化合物：1其中R1至R4和R9至R12相同或不同，每个表示氢原子，具有1至12个碳原子的烷基，环状烷基，芳基或具有1至6个碳原子的烷氧基；R5和R6相同或不同，每个表示具有1至12个碳原子的烷基，芳基或杂环基；R7和R8各表示氢原子；可选取代基分别为卤原子，具有1至6个碳原子的烷基，具有1至6个碳原子的烷氧基，芳基或杂环基。由于这些化合物可以有效地输运电子，因此它们在电子照相感光鼓和/或有机电致发光应用中很有用。