6,7-bis-(dodecylthio)naphthalene-2,3-dicarbonitrile | 132663-90-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6,7-bis-(dodecylthio)naphthalene-2,3-dicarbonitrile
• 英文别名: 6,7-Bis(dodecylsulfanyl)naphthalene-2,3-dicarbonitrile
• CAS: 132663-90-2
• 化学式: C₃₆H₅₄N₂S₂
• 分子量: 578.97
• InChiKey: YVCNHLNAGSLBTI-UHFFFAOYSA-N

物化性质

• 沸点：
  701.0±60.0 °C(Predicted)
• 密度：
  1.03±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  14.8
• 重原子数：
  40
• 可旋转键数：
  24
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  98.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6,7-bis-(dodecylthio)naphthalene-2,3-dicarbonitrile 在 氨 、 sodium methylate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 生成 2,3,11,12,20,21,29,30-octadodecylthio-2,3-naphthalocyanine
  参考文献：
  名称：

  Kitahara, Kiyoshi; Asano, Toyofumi; Hamano, Ken-ichi, Journal of Heterocyclic Chemistry, 1990, vol. 27, # 7, p. 2219 - 2220

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3-二溴-6,7-二氰基萘 、 十二硫醇 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以65%的产率得到6,7-bis-(dodecylthio)naphthalene-2,3-dicarbonitrile
  参考文献：
  名称：

  Kitahara, Kiyoshi; Asano, Toyofumi; Hamano, Ken-ichi, Journal of Heterocyclic Chemistry, 1990, vol. 27, # 7, p. 2219 - 2220

  摘要：

  DOI：

文献信息

• Comparative Spectroscopic and Electrochemical Properties of Bis(octakis(dodecylthio)naphthalocyaninato)europium(III) and Bis(tetra<i>-tert-</i>butylnaphthalocyaninato)europium(III) Complexes
  作者：Tebello Nyokong、Fumio Furuya、Nagao Kobayashi、Daming Du、Wei Liu、Jianzhuang Jiang

  DOI：10.1021/ic990483b

  日期：2000.1.1

  Bis(substituted-2,3-naphthalocyaninato)europium(III) complexes: bis(octakis(dodecylthio)-2,3-naphthalocyaninato)europium(III) (Eu[2,3-Nc(SC12H25)8]2, 1) and bis(tetra-tert-butyl-2,3- naphthalocyaninato)europium(III) (Eu[2,3-Nc(t-Bu)4]2, 2) have been synthesized by cyclic tetramerization of naphthalonitriles with Eu(acac)3.H2O in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in refluxing

  双（取代2,3-萘酞菁）eur（III）配合物：双（十二烷基（十二烷基硫基）-2,3-萘酞菁）（（III）（Eu [2,3-Nc（SC12H25）8] 2，1）并通过与Eu（acac）的萘腈循环四聚反应合成了双（四叔丁基-2,3-萘基氰基氨基）eur（III）（Eu [2,3-Nc（t-Bu）4] 2，2）在回流的正辛醇中有1,8-二氮杂双环[5.4.0]十一碳-7-烯（DBU）存在下）3.H2O。这些化合物的特征是紫外可见，磁性圆二色性（MCD），近红外，红外，电子顺磁共振和质谱。1的吸收和MCD光谱显示Q波段分裂，在700和784 nm处出现峰，红色从2的Q波段在763 nm处偏移。配合物1的吸收和MCD谱带反褶积计算在Q波段区域给出了两个A项。A项分配给2A2-> 2E1转换。1和2的循环伏安图显示，与二茂铁/二茂铁（Fc + / Fc）相比，E1 / 2 = -0.28 V（对于2）和-0
• Columnar Liquid Crystals Based on 2,3-Naphthalocyanine Core
  作者：Dennis K.P. Ng、Yee-On Yeung、Wai Kin Chan、Sze-Chit Yu

  DOI：10.1016/s0040-4039(97)01569-4

  日期：1997.9

  The first example of octasubstituted 2,3-naphthalocyanines showing discotic mesophase behaviour is described. (C) 1997 Elsevier Science Ltd.
• Phthalonaphthalocyanines:  New Far-Red Dyes for Spectral Hole Burning
  作者：Indrek Renge、Heinz Wolleb、Heinz Spahni、Urs P. Wild

  DOI：10.1021/jp971586n

  日期：1997.8.1

  Mixed phthalocyanines carrying one anthracene (Pc(3)An) or substituted naphthalene nucleus (Pc(3)NcR(2), R = H, OCH3, or SC12H25) are proposed as low-temperature photochroms for spectral hole burning. Solubility of these compounds in polymers was greatly enhanced by introducing the 2,4-dimethyl-3-pentoxy substituent to the remaining three benzopyrrolic fragments. The wavelengths and intensities of the Q transitions (S-1 and S-2) were measured for two prototropic tautomers having different position of the pair of inner protons. The average energy of the two lowest transitions is very similar in both tautomers, although the S-1-S-2 Splitting is much smaller in the less stable form. The relative equilibrium concentration of the tautomers at room temperature depends on the electron releasing properties of the substituents. This allows one to predict the positions of protons in each form. Absorption dichroism of stretched polyethylene films was used in order to establish the direction of the S-1 and S-2 transition dipole moments in the molecular framework. The tautomers can be completely converted into each other at 10 K by light with quantum yields of (1-2) x 10(-3) and (5-8) x 10(-3), respectively, depending on the direction of the process. Most probably the phototransformation occurs in the vibrationally relaxed triplet state via the tunneling of a single proton which results in an intermediate state with cis-configuration of protons. The photochemically accumulated less stable form decays at higher temperatures (T) as a result of a thermally activated tunneling process at characteristic T of 115 and 153 K for protonated and deuterated Pc(3)Nc, respectively. The strength of linear electron-photon coupling (EPC), which is crucial from the point of view of spectral hole burning, is characterized by Debye-Waller factors (DWFs) about 0.6-0.75, depending on the compound and the polymer matrix. The T dependence of quasihomogeneous hole width (T-qh) obeys a power law with coefficients 2.5 +/- 0.5 (between 6 and 30-45 K). In different polymer hosts, the DWF increases and the hole width decreases in the following order: polystyrene, poly(vinyl butyral) > polyethylene. The strength of EPC for the lowest transitions is similar in both tautomeric forms. A slight enhancement of the EPC strength in the series of dyes Pc(3)Nc(OCH3)(2) similar to Pc(3)Nc < Pc(3)Nc(SC12H25)(2) < Pc(3)An is correlated with the increase of electron-withdrawing power of substituents, plausibly, as a result of the increase of dipole moment change upon electronic excitation. Spectroscopic properties, phototautomerization quantum yields, and the EPC strength of mixed phthalocyanines were compared with those of chlorin and porphyrins.
• Kitahara, Kiyoshi; Asano, Toyofumi; Kayama, Susumu, Phosphorus, Sulfur and Silicon and the Related Elements, 1992, vol. 67, # 1-4, p. 373 - 376
  作者：Kitahara, Kiyoshi、Asano, Toyofumi、Kayama, Susumu、Tokita, Sumio、Nishi, Hisao

  DOI：——

  日期：——
• KITAHARA, KIYOSHI;ASANO, TOYOFUMI;HAMANO, KEN-ICHI;TOKITA, SUMIO;NISHI, H+, J. HETEROCYCL. CHEM., 27,(1990) N, C. 1219-1220
  作者：KITAHARA, KIYOSHI、ASANO, TOYOFUMI、HAMANO, KEN-ICHI、TOKITA, SUMIO、NISHI, H+

  DOI：——

  日期：——