[2-(羟氨基)苯基]甲醇 | 41882-63-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: [2-(羟氨基)苯基]甲醇
• 英文名称: (2-(hydroxyamino)phenyl)methanol
• 英文别名: 2-hydroxyaminobenzyl alcohol；2-hydroxyamino-benzyl alcohol；2-Hydroxyamino-benzylalkohol；2-Hydroxylamino-1¹-oxy-1-methyl-benzol；2-Hydroxylamino-benzylalkohol；2-Hydroxymethylphenylhydroxylamine；[2-(hydroxyamino)phenyl]methanol
• CAS: 41882-63-7
• 化学式: C₇H₉NO₂
• 分子量: 139.154
• InChiKey: UDAWCALWUXUMQS-UHFFFAOYSA-N

物化性质

• 熔点：
  84 °C
• 沸点：
  319.1±44.0 °C(Predicted)
• 密度：
  1.341±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  52.5
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [2-(羟氨基)苯基]甲醇 在 sodium dichromate 、 硫酸 作用下， 生成 2,2'-azoxy-di-benzyl alcohol
  参考文献：
  名称：

  Bamberger, Chemische Berichte, 1903, vol. 36, p. 839

  摘要：

  DOI：
• 作为产物：
  描述：

  邻硝基苯甲醇 在 一水合肼 作用下， 反应 1.17h， 以99%的产率得到[2-(羟氨基)苯基]甲醇
  参考文献：
  名称：

  固体负载的Platinum （0）纳米颗粒催化将硝基芳烃化学选择性还原为N-芳基羟胺

  摘要：

  固体负载铂（0）（SS-Pt）纳米颗粒通过还原/沉积方法开发为非均相催化剂，并通过SEM，TEM，EDX和XRD分析进行了表征。使用水合肼作为氢源，将SS-Pt催化剂用于将硝基芳烃化学选择性还原为N-芳基羟胺。在反应条件下，对各种可还原的官能团如卤化物，羧酸，酯，酰胺，腈，酮，烯烃，炔烃和N-苄基具有很好的耐受性。该方法进一步成功地用于10 g规模的反应中。ñ进一步将-芳基羟胺用于无催化剂合成a氧基苯。此外，将PEG-400用作廉价的反应介质，无添加剂的方法以及SS-Pt催化剂的可回收性高达十倍，而不会显着降低催化活性，这显然符合绿色化学原理。

  DOI：

  10.1039/c3gc41179f

文献信息

• Catalyst- and Additive-Free Approach to Constructing Benzo-oxazine, Benzo-oxazepine, and Benzo-oxazocine: O Atom Transfer and C═O, C–N, and C–O Bond Formation at Room Temperature
  作者：Arnab Ghosh、Rajeev V. Hegde、Haridas B. Rode、Ram Ambre、Manoj V. Mane、Siddappa A. Patil、Balasubramanian Sridhar、Ramesh B. Dateer

  DOI：10.1021/acs.orglett.1c02895

  日期：2021.11.5

  propanal and 2-(hydroxyamino)phenyl alcohol under metal-free conditions is described. O atom transfer and formation of new C═O, C–N, and C–O bonds occur at room temperature to form six-, seven-, and eight-membered heterocycles under one-pot reaction conditions without using an external oxidant and base. The photophysical properties are studied using ultraviolet–visible absorption and photoluminescence. The

  描述了在无金属条件下从芳基丙醛和 2-（羟基氨基）苯醇中独家合成苯并恶嗪、苯并恶嗪和苯并恶唑辛。O 原子转移和形成新的 C=O、C-N 和 C-O 键发生在室温下，在不使用外部氧化剂和碱的一锅反应条件下形成六元、七元和八元杂环. 使用紫外可见吸收和光致发光研究光物理性质。控制实验和文献先例很好地支持了机理阐明。
• Bamberger, Chemische Berichte, 1903, vol. 36, p. 839
  作者：Bamberger

  DOI：——

  日期：——
• Ratan, Ram; Rani, Rama; Singh, Mukhtar, Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1983, vol. 22, # 8, p. 664 - 670
  作者：Ratan, Ram、Rani, Rama、Singh, Mukhtar

  DOI：——

  日期：——
• Reissert; Craemer, Chemische Berichte, 1928, vol. 61, p. 2559
  作者：Reissert、Craemer

  DOI：——

  日期：——
• Aromatic aldonitrones of 2-(hydro×yamino)benzyl alcohol and their cyclic isomers. Crystal and molecular structures of a 1-hydro×y-1,2-dihydro-4<i>H</i>-3,1-benzo×azine, a boron chelate, and its parent nitrone ligand
  作者：Wolfgang Kliegel、Jörg Metge、Steven J. Rettig、James Trotter

  DOI：10.1139/cjc-76-4-389

  日期：——

  The synthesis of a series of C-aryl-N-[2-(hydroxymethyl)phenyl]nitron 5 (that can also exist under certain conditions as isomeric 1-hydroxy-2-aryl-1,2-dihydro-4H-3,1-benzoxazines 8), via 2-(hydroxyamino)benzyl alcohol, 4, and their subsequent reactions with oxybis(diphenylborane), (Ph2B)(2)O, leading to the 5-(arylmethylene)-7,7-diphenyl-6,8-dioxa 5-azonia-7-borata-5H-6,7,8,9-tetrahydrobenzocycloheptenes 6 are described. Crystals of 1-hydroxy-2-(4-methoxyphenyl)-1,2-dihydro-4H-3,1-benzoxazine, 8b, are monoclinic, a = 9.379(2), b = 10.699(2), c = 12.9392(7) Angstrom, beta = 99.916(2)degrees Z= 4 (two independent molecules), space group Pa; those of C- [4-(dimethylamino)phenyl]-N-[(2-hydroxymethyl)phenyl]nitrone 5c, are monoclinic, a = 7.687(1), b = 7.891(1), c = 11.5053(9) Angstrom, beta = 92.781(9)degrees Z= 2, space group P2(1); and those of 5-[4-(dimethylamino)phenylmethylene]-7,7-diphenyl-6,8-dioxa-5-azonia-7-borata-5H-6,7,8,9-tetrahydro-benzocyloheptene 6a, are monoclinic, a = 10.771(1), b = 13.1057(9), c = 16.8724(7) Angstrom, beta = 90.005(5)degrees Z = 4, space group P2(1)/n. The structures were solved by direct methods and refined by full-matrix least-squares procedures to R(F-2) = 0.120 (R-w(F-2) = 0.135) for all 3149 reflections (R(F) = 0.071, R-w(F) = 0.063 for 1500 reflections with I greater than or equal to 3 sigma(I)) for 8b and R(F) = 0.035 and 0.036 (R-w(F) = 0.031 and 0.038) for 1071 and 3594 reflections with I greater than or equal to 3 sigma(I), respectively, for 5c and 6a. Compound 8b is the first structurally characterized 1-hydroxy-1,2-dihydro-4H-3,1-benzoxazine derivative and 6a features a relatively rare seven-membered boron-containing heterocycle.