3,4-bis(heptyloxy)benzaldehyde | 118468-29-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,4-bis(heptyloxy)benzaldehyde
• 英文别名: 3,4-Diheptoxybenzaldehyde
• CAS: 118468-29-4
• 化学式: C₂₁H₃₄O₃
• 分子量: 334.499
• InChiKey: KNALCKDOFTXKTB-UHFFFAOYSA-N

物化性质

• 沸点：
  447.4±25.0 °C(Predicted)
• 密度：
  0.963±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  24
• 可旋转键数：
  15
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,4-bis(heptyloxy)benzaldehyde 在 哌啶 、 水 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 8.25h， 生成 (4R)-N-(4-((Z)-2-(3,4-bis(heptyloxy)phenyl)-1-cyanovinyl)phenyl)-4-((3R,10S,12S,13R,17R)-3,12-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanamide
  参考文献：
  名称：

  Fabrication of deoxycholic acid tethered α-cyanostilbenes as smart low molecular weight gelators and AIEE probes for bio-imaging

  摘要：

  Four novel deoxycholic acid tethered alpha-cyanostilbenes were designed, synthesized and characterized using detailed spectroscopic analysis. The synthesized deoxycholic acid tethered alpha-cyanostilbene derivatives formed stable gels with a variety of solvents, such as xylene, toluene, mesitylene, decane, dodecane etc. The stable gels showed lamellar sheet type structures stacked over each other, consisting of entangled fibres as evident from SEM, TEM and Fluorescence Microscopy images; The synthesized compounds exhibited AIEE behaviour in H2O/THF mixture, with the maximum emission observed in 70% H2O/THF fraction along with a bathochromic shift. A solvent thickening experiment was perform to establish the mechanism of AIEE and the AIEE property was explored for bacterial bio-imaging. The synthesized derivatized steroids proved their potential as multifunctional organic materials.

  DOI：

  10.1016/j.steroids.2020.108659
• 作为产物：
  描述：

  1-溴代庚烷 、 3,4-二羟基苯甲醛 在 potassium carbonate 、 potassium iodide 作用下， 以 丙酮 为溶剂， 反应 24.0h， 生成 3,4-bis(heptyloxy)benzaldehyde
  参考文献：
  名称：

  Discotic metallomesogens: mesophase crossover of columnar rectangular to hexagonal arrangements in bis(hydrazinato)nickel(II) complexes

  摘要：

  合成了三种系列的N-(3,4-二烷氧基亚苄基)-N′-(3′,4′,5′-三烷氧基苯甲酰)酰肼及其镍(II)配合物,[N-(3,4-二烷氧基亚苄基)-N′-(3′,4′,5′-三烷氧基苯甲酰)酰氨基]合镍(II),并对化合物进行了表征。我们还研究了这些类圆盘状化合物的液晶特性。具有十个柔软烷氧基侧链的橙色镍(II)配合物表现出柱状无序液晶相,这一特性通过DSC分析和光学偏振显微镜得到了表征。含有较短侧链(n=5–8)的镍配合物呈现出单变型柱状矩形无序(Colrd)相;然而,具有更长侧链的配合物呈现出单变型(n=10)和同变型(n=12, 14)柱状六方无序(Colhd)相。类似镍配合物(n=14)具有8个侧链时出现柱状六方相,而6个侧链时则形成晶态相。这些柱状无序相的结构通过X射线粉末衍射得到了确认。XRD数据显示,随着侧链长度的增加,液晶相从柱状矩形(Colr)转变为六方排列(Colh)。

  DOI：

  10.1039/a800657a

文献信息

• Tuning the thermotropic properties of liquid crystalline p-substituted aroylhydrazones
  作者：Hemant Kumar Singh、Sachin Kumar Singh、Rajib Nandi、Madan Kumar Singh、Vijay Kumar、Ranjan K. Singh、D. S. Shankar Rao、S. Krishna Prasad、Bachcha Singh

  DOI：10.1039/c5ra06620d

  日期：——

  Lamellar smectic A to columnar mesophase crossover is observed in p-substituted aroylhydrazones by variation of the alkoxy chain density at peripherals.

  通过改变周边烷氧链密度，在p-取代芳酰肼中观察到片层烟酸A到柱状介晶相的交叉。
• Self-Assembly of Hekates-Tris(<i>N</i>-salicylideneaniline)s into Columnar Structures: Synthesis and Characterization
  作者：Ammathnadu S. Achalkumar、Uma S. Hiremath、D. S. Shankar Rao、S. Krishna Prasad、Channabasaveshwar V. Yelamaggad

  DOI：10.1021/jo302332u

  日期：2013.1.18

  molecular structure. Proton NMR spectral analysis revealed their existence as an inseparable mixture of two keto-enamine tautomeric forms featuring C3h and Cs rotational symmetries. A systematic study into the thermotropic liquid crystal behavior using polarizing optical microscopy, differential scanning calorimetry, and X-ray scattering confirmed the presence of columnar (Col) phase in vast majority of the

  通过三（N-水杨基苯胺）（TSAN）衍生的两系列新的，光致发光的星形盘状液晶，最近被称为“癸酸酯” ，是通过3,4-双（烷氧基）苯基的三重缩合反应合成的4-氨基苯甲酸酯/ 3,4,5-三（烷氧基）苯基4-氨基苯甲酸酯与1,3,5-三甲酰基间苯三酚的性质并进行了表征。特别设计并完成了具有六个和九个外围正烷氧基尾部的两个系列圆盘片，以了解介晶/光物理性质与分子结构之间的关系。质子NMR光谱分析表明它们的存在是两种以C 3h和C s为代表的酮-烯胺互变异构形式的不可分离的混合物旋转对称。使用偏光光学显微镜，差示扫描量热法和X射线散射对热致液晶行为进行了系统研究，证实了所制备的绝大多数TSAN中均存在柱状（Col）相。根据外围的数量/长度，发现这些流体柱状相的二维（2D）晶格具有六边形Col（Col h），矩形Col（Col r）或倾斜Col（Col ob）相的特征。灵活的链条。Col ob的稳定
• Donnio, Bertrand; Bruce, Duncan W., Journal of the Chemical Society, Dalton Transactions, 1997, # 16, p. 2745 - 2755
  作者：Donnio, Bertrand、Bruce, Duncan W.

  DOI：——

  日期：——
• Strzelecka, H.; Jallabert, C.; Veber, M., Molecular Crystals and Liquid Crystals (1969-1991), 1988, vol. 156, p. 347 - 354
  作者：Strzelecka, H.、Jallabert, C.、Veber, M.、Malthete, J.

  DOI：——

  日期：——
• Photopolymerization of Carbohydrate-Based Discotic Mesogens. Syntheses and Phase Properties of 1,2,3,4,6-Penta-<i>O</i>-(<i>trans</i>-3,4-dialkoxycinnamoyl)-(<scp>d</scp>)- glucopyranoses and Their Oligomers
  作者：Ravindranath Mukkamala、Charles L. Burns,、Robert M. Catchings、Richard G. Weiss

  DOI：10.1021/ja961665x

  日期：1996.1.1

  The neat phase properties of the alpha and beta anomers of 1,2,3,4,6-penta-O-(trans-3,4-dialkoxycinnamoyl) (D)-glucopyranose (n alpha GP and n beta GP; n, the number of carbon atoms in the alkyl chains, is 6-8, 10, and 14) have been investigated by optical microscopy, differential scanning calorimetry, and X-ray powder diffraction. Each of the GP forms an enantiotropic and thermotropic discotic columnar liquid-crystalline phase. Irradiation of the 14GP in dilute solutions leads to two intramolecular [2 + 2] cycloaddition reactions between cinnamoyl double bonds. In the solid I (obtained by recrystallization from solvent and in which 14GP molecules are paired in each columnar stack) and ''isotropic'' melt phases, only short (<10 monomer unit), probably branched oligomers form upon irradiation due to the continued preference for intramolecular cycloadditions and the ability of each monomer to interact with more than two neighbors. Irradiation of the solid II phase (obtained by cooling the liquid-crystalline phase) provides unbranched oligomers with <20 monomer units. However; more than 30 14 alpha GP monomer units have been linked in unbranched chains upon irradiation of its liquid-crystalline phase. This is the greatest degree of columnar polymerization reported to date from a discotic mesophase. Qualitatively similar results are obtained upon irradiation of other GP in their various phases. Oligomerization of GP liquid-crystalline and solid I phases is intracolumnar, and the columnar packing arrangement of-the monomers is retained to ca. 100 degrees C above their clearing temperatures; each GP produces nanoscale cylinders of one diameter but varying lengths. The oligomers unwind and do not retake their original form when they are dissolved and reprecipitated or heated to above their clearing temperatures and cooled. The nature of the oligomerization processes is discussed, especially with regard to inter-/intramolecular and inter-/intracolumnar competitions for [2 + 2] cycloaddition reactions and the possibility of an anomeric effect on oligomer length.