2-Methyl-1,4-naphthohydroquinone | 67597-84-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-Methyl-1,4-naphthohydroquinone
• 英文别名: 2-methyl-1,4-naphthoquinone；2-methyl-2,3-dihydro-[1,4]naphthoquinone；2-Methyl-2,3-dihydro-[1,4]naphthochinon；(+/-)-1.4-Dioxo-2-methyl-tetralin；2-Methylnaphthalene-1,4,-dione；2-methyl-2,3-dihydronaphthalene-1,4-dione
• CAS: 67597-84-6
• 化学式: C₁₁H₁₀O₂
• 分子量: 174.199
• InChiKey: VPWMMLBIETXMJW-UHFFFAOYSA-N

物化性质

• 沸点：
  319.7±22.0 °C(Predicted)
• 密度：
  1.167±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-Methyl-1,4-naphthohydroquinone 、 2-甲基-2-丙烯-1-醇 在 盐酸 、 tin(ll) chloride 作用下， 生成 2,2,4-三甲基-3H-苯并[g][1]苯并呋喃-5-醇
  参考文献：
  名称：

  Chain-breaking phenolic antioxidants: steric and electronic effects in polyalkylchromanols, tocopherol analogs, hydroquinones, and superior antioxidants of the polyalkylbenzochromanol and naphthofuran class

  摘要：

  Antioxidant activities of four classes of phenols were measured by the inhibition of thermally initiated autoxidation of styrene at 30-degrees-C. Class I, 6-hydroxypolyalkylchromans (model compounds) showed the same inhibition rate constants (k(inh) as their alpha-tocopherol analogs, in the range 1.5 X 10(6) M-1 s-1 to 3.8 x 10(6) M-1 s-1 for two methyl or ethyl groups ortho to the phenolic hydroxyl group. Bulky ortho groups reduce the k(inh), two isopropyl groups by 3-fold and 5-isopropyl-6-tert-butyl by 5-fold, compared to that of alpha-tocopherol, due to steric hindrance to the approach of peroxyl radicals. Class II, the a-naphthol derivatives, 6-hydroxy-2,5-dimethyl-2-phytyl-7,8-benzochroman (9a) and the corresponding chromene (9b), exhibit higher k(inh) values, 4 times that of alpha-tocopherol. A new synthetic antioxidant, 2,3-dihydro-5-hydroxy-2,2,4-trimethylnaphtho[1,2-b]furan, exhibits k(inh) = 2.87 x 10(7) M-1 s-1, 10 times that of a-tocopherol or any model compound, and is the most active phenolic antioxidant known. Class III, hydroquinones including 2,3,6-trimethylhydroquinone and the alpha-, beta-, and gamma-tocopherylhydroquinones, are 2 to 4 times less active as antioxidants than a-tocopherol, and class IV, the ubiquinones, are 8-10 times less active than a-tocopherol. The stoichiometric factors, n, for peroxyl radical trapping are 1.5-2.0 for phenols of classes I and II, 1.0-1.9 for ubiquinones but less than 0.5 for hydroquinones of class III due to ''wasting'' oxidation reactions of the latter. Antioxidant activities in solution are interpreted in terms of steric hindrance, retarding hydrogen transfer to peroxyl radicals, and electronic effects which increase k(inh) by stabilization of the ArO. radicals. Results in styrene solution are in contrast with other data in aqueous lipid membranes where H-bonding by water on the antioxidants is a significant effect on k(inh).

  DOI：

  10.1021/jo00078a020
• 作为产物：
  描述：

  甲萘醌 在 乙醚 、 硫酸 、 锌 作用下， 生成 2-Methyl-1,4-naphthohydroquinone
  参考文献：
  名称：

  Madinaveitia; Olay, Anales de la Real Sociedad Espanola de Fisica y Quimica, 1933, vol. 31, p. 134,136

  摘要：

  DOI：

文献信息

• Metal complexes of mitomycins
  作者：Bhashyam S. Iyengar、Takeo Takahashi、William A. Remers、William T. Bradner

  DOI：10.1021/jm00151a023

  日期：1986.1

  The preparation of stable complexes between the N7-[2-(2-pyridyl)ethyl] and N7-(2-piperazinylethyl) derivatives of mitomycin C and metal ions such as Cu(II), Zn(II), and Pt(II) was accomplished. Mitomycin C did not form stable complexes, but it rearranged to a mitosene capable of complex formation. Some of these complexes had antitumor activity in mice. However, they were less active than mitomycin

  丝裂霉素C的N7- [2-（2-吡啶基）乙基]和N7-（2-哌嗪基乙基）衍生物与金属离子如Cu（II），Zn（II）和Pt（II）之间的稳定配合物的制备）完成。丝裂霉素C不能形成稳定的复合物，但会重排为能够形成复合物的光油。这些复合物中的一些在小鼠中具有抗肿瘤活性。但是，它们的活性不如丝裂霉素C。丝裂霉素C和金属离子之间的弱缔合已通过13C和15N NMR光谱证实。
• Preparation of Diazo and Diazonium Compounds
  申请人：RAINES Ronald Thaddeus

  公开号：US20130203974A1

  公开（公告）日：2013-08-08

  A method for making diazo-compounds, diazonium salts thereof and other protected forms of these compounds. Diaz-compounds are prepared by reaction of a tertiary phosphine reagent carrying a reactive carbonyl group with an azide. The reaction can also generate an acyl triazene which can be converted thermally or by addition of base to form the diazo-compound or the acyl triazene can be isolated. The method is particularly useful for conversion of azides carrying one or more electron withdrawing groups to diazo-compounds. The method can be carried out in aqueous medium under mild conditions and is particularly useful for conversion of azido sugars to diazo-compound and diazonium salts thereof under physiological conditions. Tertiary phosphine reagents, particularly those that are water-soluble, and precursors for preparation of the reagents are provided.

  一种制备重氮化合物、其重氮盐和这些化合物的其他保护形式的方法。通过将带有反应性羰基基团的三级膦试剂与叠氮化物反应来制备重氮化合物。该反应也可以生成酰基三氮烯，可以通过热转化或加入碱来形成重氮化合物，或者可以分离出酰基三氮烯。该方法特别适用于将带有一个或多个电子提取基团的叠氮化合物转化为重氮化合物。该方法可以在温和条件下在水介质中进行，特别适用于在生理条件下将叠氮糖转化为重氮化合物和其重氮盐。提供了三级膦试剂，特别是那些水溶性的试剂和制备试剂的前体。
• Photo-curable ink composition and method for forming image
  申请人：FUJIFILM CORPORATION

  公开号：US10808134B2

  公开（公告）日：2020-10-20

  A photo-curable ink composition contains an amine resin including a constituent unit A represented by a formula (1) or a formula (2) and a constituent unit B represented by any of a formula (3) to a formula (7) and a radical-polymerizable monomer. In the radical-polymerizable monomer, a content of a radical-polymerizable monomer having an acid group is 1.5 mmol or less per 100 g of the photo-curable ink composition. A method for forming an image using the photo-curable ink composition is also provided.

  一种光固化油墨组合物含有胺树脂，包括由式（1）或式（2）表示的组成单元 A 和由式（3）至式（7）中任一式表示的组成单元 B 以及可自由基聚合的单体。 在自由基可聚合单体中，具有酸基的自由基可聚合单体的含量为每 100 克光固化油墨组合物 1.5 毫摩尔或更少。 还提供了一种使用光固化墨水组合物形成图像的方法。
• Photocurable ink composition and image forming method
  申请人：FUJIFILM CORPORATION

  公开号：US11370931B2

  公开（公告）日：2022-06-28

  Provided are a photocurable ink composition including a resin which contains an amino group having one or more hydrogen atoms on a carbon atom at an α-position and having an amine value of 3.5 mmol/g to 12 mmol/g, and a radically polymerizable monomer, in which the radically polymerizable monomer contains at least one of a monofunctional radically polymerizable monomer or a bifunctional radically polymerizable monomer, a total content of the monofunctional radically polymerizable monomer and the bifunctional radically polymerizable monomer is 50% by mass or greater with respect to a total mass of the photocurable ink composition, and a content of a radically polymerizable monomer containing an acid group in the radically polymerizable monomers is 1.5 mmol or less per 100 g of the photocurable ink composition; and an image forming method performed by using the photocurable ink composition.

  本发明提供了一种光固化油墨组合物，包括一种树脂，该树脂含有一个氨基，该氨基在α位的碳原子上有一个或多个氢原子，胺值为3.5 mmol/g 至 12 mmol/g，以及可辐射聚合单体，其中可辐射聚合单体包含单官能团可辐射聚合单体或双官能团可辐射聚合单体中的至少一种，单官能团可辐射聚合单体和双官能团可辐射聚合单体的总含量占光固化油墨组合物总质量的 50% 或以上，且可辐射聚合单体中含有酸基的可辐射聚合单体的含量为 1.5 mmol 或更少；以及使用该光固化油墨组合物进行图像形成的方法。
• Leal, J. M.; Arcos, J.; Garcia, B., Zeitschrift fur Physikalische Chemie (Leipzig), 1989, vol. 270, # 5, p. 887 - 896
  作者：Leal, J. M.、Arcos, J.、Garcia, B.

  DOI：——

  日期：——