1-[(2-hydroxy-1,1-dimethyl-ethylimino)-methyl]-naphthalen-2-ol | 42246-42-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-[(2-hydroxy-1,1-dimethyl-ethylimino)-methyl]-naphthalen-2-ol
• 英文别名: 2-Hydroxy-1-naphthaldehyd-2-amino-2-methylpropanol；1-[[(1-Hydroxy-2-methylpropan-2-yl)amino]methylidene]naphthalen-2-one；1-[(1-hydroxy-2-methylpropan-2-yl)iminomethyl]naphthalen-2-ol
• CAS: 42246-42-4
• 化学式: C₁₅H₁₇NO₂
• 分子量: 243.305
• InChiKey: MOTNUFLMFZYADN-UHFFFAOYSA-N

物化性质

• 沸点：
  423.7±30.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  52.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-[(2-hydroxy-1,1-dimethyl-ethylimino)-methyl]-naphthalen-2-ol 、 三氯化铁 以 乙醇 为溶剂， 以15%的产率得到[FeCl(C₁₀H₆(O)CHNC(CH₃)2CH₂O)]2
  参考文献：
  名称：

  Syamal, A.; Kale, K. S., Journal of the Indian Chemical Society, 1981, vol. 58, p. 186 - 188

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氨基-2-甲基-1-丙醇 、 2-羟基-1-萘甲醛 以 甲醇 为溶剂， 反应 1.0h， 以92%的产率得到1-[(2-hydroxy-1,1-dimethyl-ethylimino)-methyl]-naphthalen-2-ol
  参考文献：
  名称：

  新型钼 (VI) 三齿席夫碱配合物催化烯烃和硫化物的经济氧化：合成和晶体结构

  摘要：

  摘要。使用 MoO2(acac)2 和 2[(1-hydroxy-2-methylpropane-2-ylimino)methyl] 苯酚衍生物作为三齿 ONO 供体席夫碱配体 (H2Yx) 合成了新的顺式二氧钼 (VI) 配合物 (MoO2YxCH3OH)。MoY1 在正交空间群 Pbca 中结晶。标题 MoVI 配合物的催化活性以优异的选择性有效地增强了使用叔丁基过氧化氢的烯烃环氧化和过氧化氢将硫化物氧化为亚砜。通过转换数和 UV/Vis 研究观察到催化剂的高效率和相对稳定性。富电子和庞大的配体提高了催化剂的有效性。

  DOI：

  10.1002/zaac.201200079

文献信息

• Reactivity of cis-bis(acetylacetonato)dichlorotitanium(IV) towards hydroxy-containing ligands: isolation and characterisation of products †
  作者：P. Venkateshwara Rao、Chebrolu Pulla Rao、Elina K. Wegelius、Erkki Kolehmainen、Kari Rissanen

  DOI：10.1039/a906985b

  日期：——

  The reactivity of cis-[Ti(acac)2Cl2] with a number of OH containing ligands has been explored. Corresponding products have been synthesized, isolated and characterised. Three dimensional structures of some of the products were established by single crystal X-ray diffraction. The reactivity of these ligands towards non-oxo titanium centres has been found to be different from that of oxometal centres of VV, MoVI and UVI. All the products of TiIV isolated were mononuclear complexes possessing one or two ligands. Both the molecular and crystal structures of the titanium products are found to be different from those of the oxometal ones.

  我们探索了顺式-[Ti(acac)2Cl2] 与一些含 OH 的配体的反应性。合成、分离和表征了相应的产物。通过单晶 X 射线衍射，确定了一些产物的三维结构。发现这些配体对非氧钛中心的反应性与 VV、MoVI 和 UVI 的氧金属中心不同。所有分离出的 TiIV 产物都是拥有一个或两个配体的单核络合物。钛产物的分子结构和晶体结构都不同于氧金属产物。
• Singh,R.V.; Tandon,J.P., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1978, vol. 16A, p. 1062 - 1065
  作者：Singh,R.V.、Tandon,J.P.

  DOI：——

  日期：——
• Mn(IV) and Co(III)-complexes of –OH-rich ligands possessing O2N, O3N and O4N cores: syntheses, characterization and crystal structures
  作者：Mishtu Dey、Chebrolu P Rao、Pauli K Saarenketo、Kari Rissanen、Erkki Kolehmainen、Philippe Guionneau

  DOI：10.1016/j.poly.2003.09.015

  日期：2003.12

  Mn(IV) and Co(III) complexes of tridentate -OH-rich ligands possessing O2N, O3N and O4N donor sets were synthesized, characterized and their structures were established by single crystal X-ray diffraction, where the binding core is O4N2. In the structurally characterized complexes, the coordination geometry about the metal ion was found to be distorted octahedral. (C) 2003 Elsevier Ltd. All rights reserved.
• Rao, Chebrolu P.; Sreedhara, Alavattam; Rao, P. Venkateswara, Journal of the Chemical Society, Dalton Transactions, 1998, # 14, p. 2383 - 2393
  作者：Rao, Chebrolu P.、Sreedhara, Alavattam、Rao, P. Venkateswara、Verghese, M. Bindu、Rissanen, Kari、Kolehmainen, Erkki、Lokanath、Sridhar、Prasad, J. Sashidhara

  DOI：——

  日期：——
• Synthesis, structure and properties of mononuclear oxovanadium(V) alkoxides incorporating chelated ethane-1,2-diol and propane-1,3-diol
  作者：Kajal Krishna Rajak、Sujit Mondal、Sankar Prasad Rath

  DOI：10.1016/s0277-5387(00)00336-3

  日期：2000.4

  Dark coloured complexes of type VO(L)(Heg) and VO(L)(Hpd) have been synthesized in excellent yields by reacting bis(acetylacetonato)oxovanadium(IV) with H2L in the presence of excess ethane-1,2-diol (H(2)eg) and propane-19-diol (H(2)pd), respectively in acetone. Here L2- are the deprotonated forms of N-(1-hydroxyethyl)naphthaldimine (H2L1) and N-(1-hydroxy-2-methylpropyl)-naphthaldimine (H2L2). Heg(-) and Hpd(-) form five- and six-membered V(O,O) chelate rings, respectively. The crystal structure of VO(L-2) (Heg) is reported. The ONO-coordinating tridentate [ L-2](2-) spans meridionally and consists of two planar segments mutually popd along a C-N bond. The Heg(-) ligand forms a non-planar chelate ring in which the dimethylene bridge is in gauche conformation. The five V-O lengths are unequal, the shortest being V-O( ore) and the longest is V-O(alcoholic) which is subjected to the trans influence of the oxo oxygen atom. In the crystal lattice, the VO(L-2) (Heg) molecule forms an infinite chain helical pattern via intermolecular O O hydrogen bonding. Methylene H-1 resonances are systematically shifted to lower field compared to those of free H(2)eg and H(2)pd, the shift of the CH2OV resonances being particularly large. The complex multiplet H-1 structure in CDCl3 is a good indication of the rigidity of the chelate ring in solution. V-51 chemical shifts are found to be diagnostic of the alcohol-alkoxide chelate ring size, the shift of VO(L)(Heg) being similar to 25 ppm downfield from that of VO(L) (Hpd). Low V(V) /V(IV) reduction potentials (ca. - 0.30 V versus SCE) are indicative of the considerable VO3+ stabilization due to two alkoxide coordination. (C) 2000 Elsevier Science Ltd All rights reserved.