N-(2,2-dimethylpropanoyl)salicylhydrazine | 867348-42-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2,2-dimethylpropanoyl)salicylhydrazine
• 英文别名: N'-(2,2-Dimethylpropanoyl)-2-hydroxybenzohydrazide
• CAS: 867348-42-3
• 化学式: C₁₂H₁₆N₂O₃
• 分子量: 236.271
• InChiKey: SHRYRXFUVNQTOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  78.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  吡啶 、 N-(2,2-dimethylpropanoyl)salicylhydrazine 、 水 、 manganese (II) acetate tetrahydrate 以 N,N-二甲基乙酰胺 为溶剂， 以54.6%的产率得到[Mn10(N-(2,2-dimethylpropanoyl)salicylhydrazide-3H)10(pyridine)(H2O)9]
  参考文献：
  名称：

  Modulation of the Ring Size and Nuclearity of Metallamacrocycles via the Steric Effect of Ligands:  Preparation and Characterization of 18-Membered Hexanuclear, 24-Membered Octanuclear, and 30-Membered Decanuclear Manganese Metalladiazamacrocycles with α- and β-Branched N-Acylsalicylhydrazides

  摘要：

  Hexanuclear, octanuclear, and decanuclear manganese metalladiazamacrocycles have been prepared by reacting a series of pentaclentate ligands, N-acylsalicylhydrazides (N-(3-methylbutanoyl)salicylhydrazide (H(3)3-mbshz), N-(phenylacetyl)salicylhydrazide (H(3)pashz), N-(3,3-dimethylbutanoyl)salicylhydrazide (H(3)3-dmbshz), N-(2-methy(propanoyl)salicylhydrazide (H(3)2-mpshz), N-((R,S)-2-methylbutanoyl)salicylhydrazide (H3RS-2-mbshz), N-((S)-2-methylbutanoyl)salicylhydrazide (H3S-2-mbshz), and N-(2,2-dimethylpropanoyl)salicylhydrazide (H(3)2-dmpshz)), with manganese(ll) acetate tetrahydrate. The self-assembled, supramolecular complexes assume a nearly planar cyclic structure with an -(Mn-N-N)(n) backbone and measure similar to 2.1, similar to 2.3, and similar to 2.6 nm in outer diameters for n = 6, 8, and 10, respectively. The chiralities of the manganese centers on the metalladiazamacrocycle occur in alternating (...)Delta Delta Delta Delta(...) configurations. While beta-branched N-acylsalicylhydrazides (H(3)3-mbshz, H(3)pashz, H(3)3-dmbshz) with a sterically flexible C alpha. methylene group yield 18-membered hexanuclear manganese metalladiazamacrocycles of S-6 point group symmetry, alpha-branched N-acylsalicylhydrazides lead to 24-membered octanuclear manganese metalladiazamacrocycles or 30-membered decanuclear manganese metalladiazamacrocycles depending on the size of the N-acyl substituents. The alpha-branched H(3)2-mpshz ligand with the sterically least demanding isopropyl tail at the N-acyl position yields a 24-membered octanuclear manganese metalladiazamacrocycle of S-8 point group symmetry, but other a-branched N-acylsalicylhydrazides such as H3RS-2-mbshz, H3S-2-mbshz, and H32-dmpshz lead to 30-membered decanuclear manganese metalladiazamacrocycles of S-10 point group symmetry. The magnetic properties of the metalladiazamacrocycles are characterized by a weak antiferromagnetic exchange interaction, with J(eff) = -8.5 to -3.8 K between the Mn3+ ion spins with S = 2 in the cyclic system.

  DOI：

  10.1021/ic050891h

文献信息

• RUBBER COMPOSITION AND PNEUMATIC TIRES
  申请人：Bridgestone Corporation

  公开号：EP0909788A1

  公开（公告）日：1999-04-21

  A rubber composition prepared by compounding 0.05 to 20 parts by weight of at least one selected from substituted hydrazide compounds represented by the following Formulas (I) to (IV) per 100 parts by weight of a rubber component comprising at least one rubber selected from the group consisting of natural rubber and synthetic rubber, and a pneumatic tire using the same: wherein A represents one selected from the group consisting of an aromatic group which may have a substituent, a hydantoin ring which may have a substituent, and a saturated or unsaturated linear hydrocarbon having 1 to 18 carbon atoms; Y represents hydrogen, an amino group, an alkyl group having 1 to 18 carbon atoms, a cycloalkyl group, an alkenyl group, an aromatic group, a pyridyl group or hydrazino group; and R1 to R11 each represent hydrogen, an alkyl group having 1 to 18 carbon atoms, a cycloalkyl group or an aromatic group.

  一种橡胶组合物，其制备方法是每 100 重量份由至少一种选自天然橡胶和合成橡胶组的橡胶组成的橡胶组分中混入 0.05 至 20 重量份的至少一种选自下式(I)至(IV)所代表的取代酰肼化合物，以及使用该组合物的充气轮胎： 其中 A 代表选自芳香基团（可具有取代基）、海因环（可具有取代基）和具有 1 至 18 个碳原子的饱和或不饱和线性烃；Y 代表氢、氨基、具有 1 至 18 个碳原子的烷基、环烷基、烯基、芳香基、吡啶基或肼基；R1 至 R11 分别代表氢、具有 1 至 18 个碳原子的烷基、环烷基或芳香基。
• Rubber composition and pneumatic tire
  申请人：Bridgestone Corporation

  公开号：EP1420044A2

  公开（公告）日：2004-05-19

  A hydrazone derivative represented by Formula (V):         ZC(=O)NHN=C(CH3) (CH2CH(CH3)2)     (V) wherein Z represents 3-hydroxy-2-naphthyl, 1-hydroxy-2-naphthyl, 2-hydroxyphenyl or 2,6-dihydroxyphenyl group.

  式 (V) 所代表的腙衍生物： ZC(=O)NHN=C(CH3) (CH2CH(CH3)2) (V) 其中 Z 代表 3-羟基-2-萘基、1-羟基-2-萘基、2-羟基苯基或 2,6-二羟基苯基。
• US6380288B1
  申请人：——

  公开号：US6380288B1

  公开（公告）日：2002-04-30
• Modulation of the Ring Size and Nuclearity of Metallamacrocycles via the Steric Effect of Ligands:  Preparation and Characterization of 18-Membered Hexanuclear, 24-Membered Octanuclear, and 30-Membered Decanuclear Manganese Metalladiazamacrocycles with α- and β-Branched <i>N</i>-Acylsalicylhydrazides
  作者：Rohith P. John、Kyungjae Lee、Beom Jin Kim、Byoung Jin Suh、Hackjune Rhee、Myoung Soo Lah

  DOI：10.1021/ic050891h

  日期：2005.10.1

  Hexanuclear, octanuclear, and decanuclear manganese metalladiazamacrocycles have been prepared by reacting a series of pentaclentate ligands, N-acylsalicylhydrazides (N-(3-methylbutanoyl)salicylhydrazide (H(3)3-mbshz), N-(phenylacetyl)salicylhydrazide (H(3)pashz), N-(3,3-dimethylbutanoyl)salicylhydrazide (H(3)3-dmbshz), N-(2-methy(propanoyl)salicylhydrazide (H(3)2-mpshz), N-((R,S)-2-methylbutanoyl)salicylhydrazide (H3RS-2-mbshz), N-((S)-2-methylbutanoyl)salicylhydrazide (H3S-2-mbshz), and N-(2,2-dimethylpropanoyl)salicylhydrazide (H(3)2-dmpshz)), with manganese(ll) acetate tetrahydrate. The self-assembled, supramolecular complexes assume a nearly planar cyclic structure with an -(Mn-N-N)(n) backbone and measure similar to 2.1, similar to 2.3, and similar to 2.6 nm in outer diameters for n = 6, 8, and 10, respectively. The chiralities of the manganese centers on the metalladiazamacrocycle occur in alternating (...)Delta Delta Delta Delta(...) configurations. While beta-branched N-acylsalicylhydrazides (H(3)3-mbshz, H(3)pashz, H(3)3-dmbshz) with a sterically flexible C alpha. methylene group yield 18-membered hexanuclear manganese metalladiazamacrocycles of S-6 point group symmetry, alpha-branched N-acylsalicylhydrazides lead to 24-membered octanuclear manganese metalladiazamacrocycles or 30-membered decanuclear manganese metalladiazamacrocycles depending on the size of the N-acyl substituents. The alpha-branched H(3)2-mpshz ligand with the sterically least demanding isopropyl tail at the N-acyl position yields a 24-membered octanuclear manganese metalladiazamacrocycle of S-8 point group symmetry, but other a-branched N-acylsalicylhydrazides such as H3RS-2-mbshz, H3S-2-mbshz, and H32-dmpshz lead to 30-membered decanuclear manganese metalladiazamacrocycles of S-10 point group symmetry. The magnetic properties of the metalladiazamacrocycles are characterized by a weak antiferromagnetic exchange interaction, with J(eff) = -8.5 to -3.8 K between the Mn3+ ion spins with S = 2 in the cyclic system.