1,3-diethyl-5-(3,5,5-trimethyl-2-cyclohexen-1-ylidene)-2-thiobarbituric acid | 2913-19-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1,3-diethyl-5-(3,5,5-trimethyl-2-cyclohexen-1-ylidene)-2-thiobarbituric acid
• 英文别名: 1,3-diethyl-2-thioxo-5-(3,5,5-trimethylcyclohex-2-en-1-ylidene)dihydropyrimidine-4,6(1H,5H)-dione；1,3-diethyl-2-sulfanylidene-5-(3,5,5-trimethylcyclohex-2-en-1-ylidene)-1,3-diazinane-4,6-dione
• CAS: 2913-19-1
• 化学式: C₁₇H₂₄N₂O₂S
• 分子量: 320.456
• InChiKey: OZMPXGZBKJKKSH-UHFFFAOYSA-N

物化性质

• 熔点：
  108-109 °C(Solv: methanol (67-56-1))
• 沸点：
  407.7±28.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  72.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3-diethyl-5-(3,5,5-trimethyl-2-cyclohexen-1-ylidene)-2-thiobarbituric acid 、 N,N-二乙基-4-氨基苯甲醛 在 哌啶 作用下， 以 乙腈 为溶剂， 反应 7.5h， 以43%的产率得到(E)-5-(3-(4-(diethylamino)styryl)-5,5-dimethylcyclohex-2-enylidene)-1,3-diethyl-2-thioxodihydropyrimidine-4,6-dione
  参考文献：
  名称：

  Isophorone- and pyran-containing NLO-chromophores: a comparative study

  摘要：

  A series of merocyanines containing isophorone or pyran rings in the spacer have been synthesized. For a given pair of donor and acceptor groups, the isophorone derivatives show higher second-order optical nonlinearities, but lower thermal stabilities. The first NLO-chromophores endowed with a dihydropyran fragment in the spacer have also been prepared and studied. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.05.033
• 作为产物：
  描述：

  异佛尔酮 、 1,3-二乙基-2-硫代巴比妥酸 在 乙酸铵 、 氯仿 、 溶剂黄146 作用下， 生成 1,3-diethyl-5-(3,5,5-trimethyl-2-cyclohexen-1-ylidene)-2-thiobarbituric acid
  参考文献：
  名称：

  Merocyanine dyes and intermediates

  摘要：

  公开号：

  US02856404A1

文献信息

• 티오바비투릭산계 화합물 및 이를 포함하는 아민계 화합물 검출 센서
  申请人：Kyungpook National University Industry-Academic Cooperation Foundation 경북대학교 산학협력단(220040016844) BRN ▼504-82-09678

  公开号：KR20180014483A

  公开（公告）日：2018-02-09

  티오바비투릭산계 화합물 및 이를 포함하는 아민계 화합물 검출 센서에서, 티오바비투릭산계 화합물은 하기 화학식 1로 나타내는 구조를 갖는다. [화학식 1] 화학식 1에서, R 내지 R는 각각 독립적으로 탄소수 1 내지 5를 갖는 알킬기를 나타낸다.

  在检测含有硫代巴比妥酸类化合物和氨基化合物的传感器中，硫代巴比妥酸类化合物具有以下化学式1所示的结构。[化学式1] 在化学式1中，R或R分别表示烷基，其碳数为1至5的独立基团。
• Using functionalized nonlinear optical chromophores to prepare NLO-active polycarbonate films
  作者：M. González-Lainez、M.T. Jiménez-Ruiz、N. Martínez de Baroja、J. Garín、J. Orduna、B. Villacampa、M.J. Blesa

  DOI：10.1016/j.dyepig.2015.02.026

  日期：2015.8

  Novel functionalized second order nonlinear optical (NLO) chromophores have been prepared with functionalized aniline as electron donor, thiophene or isophorone as a pi-spacer and 1,3-diethyl-2-thiobarbituric acid as electron acceptor. The films prepared from dyes with alkylsilyl bulky groups gave better performance than the corresponding non functionalized chromophores due to the reduction of the intermolecular electrostatic interactions. The incorporation of chromophores 4 and 10 in a polycarbonate matrix allowed the preparation of good optical-quality films. Nonlinear coefficients d(33) and d(31) as high as 17 and 5.6 pm V-1, respectively, were obtained. Moreover, the temporal stability of these hostguest films was confirmed up to eight months (>80%). (C) 2015 Elsevier Ltd. All rights reserved.
• High Hyperpolarizabilities of Donor-π-Acceptor-Functionalized Calix[4]arene Derivatives by Pre-organization of Chromophores
  作者：Paul J. A. Kenis、Esther G. Kerver、Bianca H. M. Snellink-Ruël、Gerrit J. van Hummel、Sybolt Harkema、Marinus C. Flipse、Richard H. Woudenberg、Johan F. J. Engbersen、David N. Reinhoudt

  DOI：10.1002/(sici)1099-0690(199806)1998:6<1089::aid-ejoc1089>3.0.co;2-t

  日期：1998.6
• Novel NLO-phores with Proaromatic Donor and Acceptor Groups
  作者：Raquel Andreu、Javier Garín、Jesús Orduna、Rafael Alcalá、Belén Villacampa

  DOI：10.1021/ol0352005

  日期：2003.8.1

  Novel D-pi-A NLO-phores based on the 1,3-dithiol-2-ylidene donor and the thiobarbituric acceptor moieties have been prepared. Modification of the length and rigidity of the pi-spacer allows the first systematic study of the second-order nonlinear optical properties of doubly proaromatic merocyanines. The pi-electron donor efficiency of the 1,3-dithiol-2-ylidene group is superior to that of the tetrathiafulvalenyl group.
• US5588083A
  申请人：——

  公开号：US5588083A

  公开（公告）日：1996-12-24