benzoyl acrylonitrile | 22163-51-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzoyl acrylonitrile
• 英文别名: benzoylacrylonitrile；2-Benzoylprop-2-enenitrile
• CAS: 22163-51-5
• 化学式: C₁₀H₇NO
• 分子量: 157.172
• InChiKey: TXCCLXIYCKKTBM-UHFFFAOYSA-N

物化性质

• 沸点：
  172-183 °C(Press: 3 Torr)
• 密度：
  1.104±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  benzoyl acrylonitrile 在 水 、 lithium bromide 作用下， 以 乙腈 为溶剂， 反应 9.0h， 生成 C₁₀H₈BrNO₂
  参考文献：
  名称：

  IBX/LiBr-promoted one-pot oxidative anti-Markownikov bromohydroxylation/bromoalkoxylation of Baylis–Hillman olefins

  摘要：

  The first example of one-pot oxidative anti-Markownikov bromohydroxylation and bromoalkoxylation of Baylis-Hillman (BH) adducts (olefins) is reported. The reaction is performed at rt using LiBr as the bromine source and 2-iodoxybenzoic acid (IBX) as the oxidant. The process involves oxidation of BH adducts with IBX to give beta-ketomethylene compounds in situ, which undergo highly regioselective vicinal functionalization with LiBr/H2O or LiBr/ROH in the same vessel to afford of alpha-bromo-beta-hydroxy or alpha-bromo-beta-alkoxy compounds, respectively, in excellent yields. The alpha-bromo-beta-hydroxy Compounds are readily transformed into epoxides in aq NaOH. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.11.119
• 作为产物：
  描述：

  苯丙腈,b-羟基-a-亚甲基- 在 2-碘酰基苯甲酸 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成 benzoyl acrylonitrile
  参考文献：
  名称：

  IBX/LiBr-promoted one-pot oxidative anti-Markownikov bromohydroxylation/bromoalkoxylation of Baylis–Hillman olefins

  摘要：

  The first example of one-pot oxidative anti-Markownikov bromohydroxylation and bromoalkoxylation of Baylis-Hillman (BH) adducts (olefins) is reported. The reaction is performed at rt using LiBr as the bromine source and 2-iodoxybenzoic acid (IBX) as the oxidant. The process involves oxidation of BH adducts with IBX to give beta-ketomethylene compounds in situ, which undergo highly regioselective vicinal functionalization with LiBr/H2O or LiBr/ROH in the same vessel to afford of alpha-bromo-beta-hydroxy or alpha-bromo-beta-alkoxy compounds, respectively, in excellent yields. The alpha-bromo-beta-hydroxy Compounds are readily transformed into epoxides in aq NaOH. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.11.119

文献信息

• METHOD OF PRODUCING A BISBENZODITHIOL COMPOUND
  申请人：Motoki Masuji

  公开号：US20090240067A1

  公开（公告）日：2009-09-24

  A method of producing a compound represented by formula (1), including: allowing 1,4-benzoquinone or 1,2-benzoquinone to react with a dithiocarbamate compound represented by formula (2) in a polar solvent: wherein R 1 and R 2 each independently represent a hydrogen atom, an alkyl group, an aryl group or a heterocyclic group, R 1 and R 2 may be the same or different and may be combined with each other to form a ring, X represents an ion necessary to neutralize the charge of the molecule, m represents an integer of 1 to 2, n represents an integer of 1 to 2, M represents a hydrogen atom, a metal atom or a conjugate acid of a base, p represents an integer of 1 to 4, and q represents an integer of 1 to 4.

  一种生产由化学式（1）表示的化合物的方法，包括：允许1,4-苯醌或1,2-苯醌在极性溶剂中与由化学式（2）表示的二硫代氨基甲酸盐化合物发生反应：其中R1和R2各自独立地表示氢原子、烷基、芳基或杂环基，R1和R2可以相同也可以不同，并且可以结合在一起形成环，X表示中性化分子电荷所需的离子，m表示1至2的整数，n表示1至2的整数，M表示氢原子、金属原子或碱的共轭酸，p表示1至4的整数，q表示1至4的整数。
• Studies on Fused Azoles: Synthesis of Several Polyfunctionally Substituted Fused Azoles
  作者：M. A. Raslan、R. M. Abd El-Aal、M. E. Hassan、N. A. Ahamed、K. U. Sadek

  DOI：10.1002/jccs.200100017

  日期：2001.2

  The synthesis of several new polyfunctionally substituted fused pyrazoles via reaction of 5-amino-3-methylthio-1H-pyrazole-4-carboxylate (2) with different reagents is described.

  描述了通过 5-氨基-3-甲硫基-1H-吡唑-4-羧酸盐 (2) 与不同试剂反应合成几种新的多功能取代稠合吡唑。
• Photoelectric conversion material, film containing the material, photoelectric conversion device, production method thereof, photosensor, imaging device and their use methods
  申请人：Fujifilm Corporation

  公开号：EP2292586A2

  公开（公告）日：2011-03-09

  A compound represented by the following formula (I), and a photoelectric conversion device containing the compound: wherein Z1 is a ring containing two carbon atoms and represents a 5-membered ring, a 6-membered ring or a condensed ring containing at least either a 5-membered ring or a 6-membered ring, each of L1, L2 and L3 independently represents an unsubstituted methane group or a substituted methine group, n represents an integer of 0 or more, each of R1, R2, R3, R4, R5 and R6 independently represents a hydrogen atom or a substituent, R1 and R2, R2 and R3, R4 and R5, or R5 and R6 may be combined with each other to form a ring, and each of R21 and R22 independently represents a substituted aryl group, an unsubstituted aryl group, a substituted heteroaryl group or an unsubstituted heteroaryl group, provided that the case where both R21 and R22 are an unsubstituted phenyl group is excluded.

  下式 (I) 所代表的化合物，以及含有该化合物的光电转换装置： 其中 Z1 是含有两个碳原子的环，代表 5 元环、6 元环或至少含有一个 5 元环或一个 6 元环的缩合环，L1、L2 和 L3 各自独立地代表未取代的甲烷基团或取代的甲基，n 代表 0 或以上的整数，R1、R2、R3、R4、R5 和 R6 各自独立地代表氢原子或取代基、R1和R2、R2和R3、R4和R5或R5和R6可相互结合形成一个环，R21和R22各自独立地代表取代的芳基、未取代的芳基、取代的杂芳基或未取代的杂芳基，但不包括R21和R22均为未取代的苯基的情况。
• Compounds for use in a photoelectric conversion material, and intermediates for the preparation thereof
  申请人：Fujifilm Corporation

  公开号：EP2786983A1

  公开（公告）日：2014-10-08

  The invention provides a compound represented by the following formula (V): Also claimed are compounds of formula (I) which are useful as a photoelectric conversion material. The aldehydes of formula (V) are intermediates in the preparation of compounds of formula (I).

  本发明提供了由下式（V）代表的化合物： 本发明还涉及可用作光电转换材料的式 (I) 化合物。式（V）的醛是制备式（I）化合物的中间体。
• The first one-pot oxidative 1,2-acetoxysulfenylation and 1,2-disulfenylation of Baylis–Hillman alcohols in an ionic liquid
  作者：Lal Dhar S. Yadav、Chhama Awasthi

  DOI：10.1016/j.tetlet.2009.04.030

  日期：2009.7

  The first example of tandem oxidation and 1,2-acetoxysulfenylation/1,2-disulfenylation of Baylis-Hillman (BH) alcohols to afford 1,2-acetoxysulfides/1,2-dithioethers is reported. The reaction involves oxidation of BH alcohols with IBX in [bmim]Br to give beta-ketomethylene compounds in situ followed by CuI-imidazole-catalyzed 1,2-acetoxysulfenylation with an organodisulfide and acetic acid under air to afford vicinal acetoxysulfides in excellent yields with complete regioselectivity. In the absence of the Cu(I) catalyst, 1,2-disulfenylation takes place to give vicinal dithioethers in 81-90% yields. (C) 2009 Elsevier Ltd. All rights reserved.