1-(4-(dodecyloxy)-2-hydroxyphenyl)ethanone | 52122-72-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-(dodecyloxy)-2-hydroxyphenyl)ethanone
• 英文别名: 2-Hydroxy-4-dodecyloxyacetophenon；Ethanone, 1-[4-(dodecyloxy)-2-hydroxyphenyl]-；1-(4-dodecoxy-2-hydroxyphenyl)ethanone
• CAS: 52122-72-2
• 化学式: C₂₀H₃₂O₃
• 分子量: 320.472
• InChiKey: TUXDQGNVTATORJ-UHFFFAOYSA-N

物化性质

• 熔点：
  51°C
• 沸点：
  449.5±25.0 °C(Predicted)
• 密度：
  0.986±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  23
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-(dodecyloxy)-2-hydroxyphenyl)ethanone 在 盐酸肼 、 碘 作用下， 以 二甲基亚砜 为溶剂， 反应 0.5h， 以63%的产率得到4,4'-didodecyloxy-2,2'-dihydroxy-α,α'dimethylbenzalazine
  参考文献：
  名称：

  The π–π interactions enhanced in salicylaldimines and salicylaldazines

  摘要：

  Four new series of salicylaldazines 1 and salicylaldimines 2-4 were prepared, characterized and their mesomorphic properties were studied. The structures of all compounds were identified and confirmed by spectroscopic techniques such as H-1, C-13 NMR, MS and elemental analysis. Three single crystallographic structures of compounds la (n=3, 6) and 2 (n=3) were determined by X-ray analysis in order to correlate the molecular structures with the formation of mesophases. Crystallographic data indicated that the better mesomorphic properties might be controlled by CH-pi, pi-pi or/and H-bonds in such system. Except for crystalline compounds 4, all other compounds 1-3 showed mesomorphic behavior of nematic, smectic A or/and smectic C phases, which were characterized by differential scanning calorimetry, optical polarizing microscope and X-ray diffraction experiments. All compounds 1-4 showed yellow green photoluminescence in THF occurred at 519-521 nm. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.07.049
• 作为产物：
  描述：

  间苯二酚 、 alkaline earth salt of/the/ methylsulfuric acid 在 三氯化铝 、 potassium carbonate 作用下， 以 1,2-二氯乙烷 、 丙酮 为溶剂， 反应 25.0h， 生成 1-(4-(dodecyloxy)-2-hydroxyphenyl)ethanone
  参考文献：
  名称：

  Synthese von 4-Alkoxy-2-hydroxyphenylketoximen als Metallextraktions-Reagenzien

  摘要：

  The C-Acylation (Friedel-Crafts reaction) of resorcinol with aluminium chloride, the monoetherification in 4-position of the resulting 2,4-dihydroxyphenylketones, and the preparation of oximes (8, 9, 10, 11) from this ketones were investigated. The compounds obtained are characterized by elemental analysis, and the i.r., u.v. and H-1-n.m.r. spectra are discussed. Solubility data of some oximes are determined in water, octane and toluene. The extraction properties for copper-(II)-and iron-(III)-ions are measured by isotope methods in relation to the extragent structure, the extraction time and the pH-range.

  DOI：

  10.1002/prac.19923340313

文献信息

• Synthesis and Mesomorphic Properties of Three Homologous Series of 4,4′-Dialkoxy-α,α′-Dimethylbenzalazines A Comparative Study (I
  作者：M. Marcos、E. Melendez、J. L. Serrano

  DOI：10.1080/00268948308083083

  日期：1983.1

  Abstract Three homologous series of α,α′-Dimethylbenzalazines, have been synthesized: 4,4′-Dialkoxy-α,α′-Dimethylbenzalazines, 4,4′-dialkoxy-2,2′-dihydroxy-α,α′-Dimethylbenzalazines, and 4,4′-dialkoxy-2-hydroxy-α,α′-Dimethylbenzalazines. The influence of molecular structure on the mesomorphic properties was studied. Mesomorphic properties and phase transitions were determined using a polarizing hotstage

  摘要 合成了三个同源系列的 α,α'-二甲基苯并嗪：4,4'-二烷氧基-α,α'-二甲基苯并嗪、4,4'-二烷氧基-2,2'-二羟基-α,α'-二甲基苯并嗪, 和 4,4'-二烷氧基-2-羟基-α,α'-二甲基苯扎嗪。研究了分子结构对介晶性质的影响。使用偏光热台显微镜和差示扫描量热计测定介晶性质和相变。在芳环（4,4'-二烷氧基-2-羟基-α,α'-二甲基苯并嗪和4,4'-二烷氧基-2）的2-或2-和2'-位置引入一个或两个羟基,2'-二羟基-α,α'-Dimethylbenzalazines) 使分子具有优良的介晶质量，并且这些系列的所有制备的化合物都表现出介晶现象。具有两个羟基的系列化合物表现出近晶多晶型现象，而其他系列的化合物则不然。4,4'-二烷氧基-2-...
• H–bonded mesogenic unsymmetric bis-heterocycles
  作者：Gou-Wei Luo、Chien-Yu Hu、Zih-Yang Lei、Gene-Hsiang Lee、Chung K. Lai

  DOI：10.1016/j.molliq.2018.03.095

  日期：2018.7

  Five new series of bis−heterocycles containing isoxazole and pyrazole were reported, and their mesomorphic properties were investigated. A polar phenolic−OH group incorporated in compounds 1b–c and 1e is to probe the possible H−bonds induced. Two single crystals of mesogenic compounds 1a and 1b (all n = 8) were obtained, and their single crystal and molecular structure were resolved. Intra− and intermolecular

  报道了五个新的含有异恶唑和吡唑的双杂环系列，并研究了它们的介晶性质。化合物1b – c和1e中引入的极性酚基-OH是为了探测可能诱导的氢键。获得了介晶化合物1a和1b的两个单晶（均为n  = 8），并解析了它们的单晶和分子结构。在两个晶格中观察到的分子内和分子间的H键可能归因于这些双杂环结构中中间相的形成。CH-π相互作用也很重要。所有前体2a - d是介晶的，给出N，SmA或/和SmC相，但是其他化合物2e不是介晶的。另一方面，双杂环化合物1a - c是介晶的，表现出SmC或SmA相，而其他化合物1d-e不是介晶的。从核中固有地诱发的形状效应和H键可能归因于这些双杂环中间相的形成。所有衍生物 在TGA上低于T = 299-327°C的温度下均显示出良好的稳定性。所有化合物1a - e的PL光谱在λmax  = 317-386 nm处显示一个强烈的峰，这些光致发光发射源于杂环核。
• Mesogenic bis-heterocycles incorporating both pyrazole and isoxazole
  作者：Yu-Lun Li、Gene-Hsiang Lee、Chung K. Lai

  DOI：10.1016/j.tet.2015.06.021

  日期：2015.8

  Two new series of mesogenic bis-heterocyclic derivatives containing pyrazoles and isoxazoles 1a-b were reported. One single crystallographic structure of mesogenic 2a (n=8) was determined by X-ray analysis, and it crystallizes in a triclinic space group P-1, with a=7.0511(2), b=7.6303(2) and c=21.2143(5) angstrom, and Z=2. The crystal was considered as slightly bent-shaped molecule with a molecular length of ca. similar to 24.9 angstrom. A dimeric correlated structure induced by H-bonds was observed in the crystal lattice, which was favorable to the formation of mesophases. All compounds 1-2 exhibited N, SmA, N/SmC or SmA/SmC phases, as expected for linear-shaped molecules. All compounds 1 have higher clearing temperatures and wider ranges of mesophases than those of their precursors 2, which might be attributed to have higher dipoles polarized by two heterocyclic rings in 2. (C) 2015 Elsevier Ltd. All rights reserved.
• Synthese von 4-Alkoxy-2-hydroxyphenylketoximen als Metallextraktions-Reagenzien
  作者：J. Beger、H.-J. Binte、L. Brunne、R. Neumann

  DOI：10.1002/prac.19923340313

  日期：——

  The C-Acylation (Friedel-Crafts reaction) of resorcinol with aluminium chloride, the monoetherification in 4-position of the resulting 2,4-dihydroxyphenylketones, and the preparation of oximes (8, 9, 10, 11) from this ketones were investigated. The compounds obtained are characterized by elemental analysis, and the i.r., u.v. and H-1-n.m.r. spectra are discussed. Solubility data of some oximes are determined in water, octane and toluene. The extraction properties for copper-(II)-and iron-(III)-ions are measured by isotope methods in relation to the extragent structure, the extraction time and the pH-range.
• The π–π interactions enhanced in salicylaldimines and salicylaldazines
  作者：Hsiu-Ming Kuo、Yu-Te Hsu、Yi-Wen Wang、Gene-Hsiang Lee、Chung K. Lai

  DOI：10.1016/j.tet.2015.07.049

  日期：2015.10

  Four new series of salicylaldazines 1 and salicylaldimines 2-4 were prepared, characterized and their mesomorphic properties were studied. The structures of all compounds were identified and confirmed by spectroscopic techniques such as H-1, C-13 NMR, MS and elemental analysis. Three single crystallographic structures of compounds la (n=3, 6) and 2 (n=3) were determined by X-ray analysis in order to correlate the molecular structures with the formation of mesophases. Crystallographic data indicated that the better mesomorphic properties might be controlled by CH-pi, pi-pi or/and H-bonds in such system. Except for crystalline compounds 4, all other compounds 1-3 showed mesomorphic behavior of nematic, smectic A or/and smectic C phases, which were characterized by differential scanning calorimetry, optical polarizing microscope and X-ray diffraction experiments. All compounds 1-4 showed yellow green photoluminescence in THF occurred at 519-521 nm. (C) 2015 Elsevier Ltd. All rights reserved.