2-(3-羟甲基-2-羟基-5-甲基苄基)-6-羟甲基-4-甲基苯酚 | 22247-58-1

• 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-(3-羟甲基-2-羟基-5-甲基苄基)-6-羟甲基-4-甲基苯酚
• 英文名称: 2-(3-hydroxymethyl-2-hydroxy-5-methylbenzyl)-6-hydroxymethyl-4-methylphenol
• 英文别名: 3-[3-(hydroxymethyl)-5-methylsalicyl]-5-methyl-2-hydroxybenzyl alcohol；bis(2-hydroxy-3-hydroxymethyl-5-methylphenyl)methane；6,6'-methylenebis[4-methyl-2-(hydroxymethyl)phenol]；methylenebis-2,2'-(6-hydroxymethyl-4-methyl)phenol；2,2'-methylenebis(4-methyl-6-hydroxymethyl)phenol；2,2'-dihydroxy-5,5'-dimethyl-3,3'-methanediyl-di-benzyl alcohol；Benzenemethanol, 3,3'-methylenebis[2-hydroxy-5-methyl-；2-[[2-hydroxy-3-(hydroxymethyl)-5-methylphenyl]methyl]-6-(hydroxymethyl)-4-methylphenol
• CAS: 22247-58-1
• 化学式: C₁₇H₂₀O₄
• 分子量: 288.343
• InChiKey: BXVXPASMKWYBFD-UHFFFAOYSA-N

物化性质

• 熔点：
  151.0-151.5 °C(Solv: methanol (67-56-1))
• 沸点：
  509.3±45.0 °C(Predicted)
• 密度：
  1.276±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  80.9
• 氢给体数：
  4
• 氢受体数：
  4

安全信息

• 海关编码：
  2907299090

反应信息

• 作为反应物：
  描述：

  2-(3-羟甲基-2-羟基-5-甲基苄基)-6-羟甲基-4-甲基苯酚 在 乙醇 、 氢溴酸 作用下， 生成 6,6'-bis(bromomethyl)-4,4'-dimethyl-2,2'-methanediyldiphenol
  参考文献：
  名称：

  v. Euler; Adler; Bergstroem, Arkiv foer Kemi, 1941, vol. 14 B, # 25, p. 4

  摘要：

  DOI：
• 作为产物：
  描述：

  2,2'-亚甲基-双-(4-甲基苯酚) 在 lithium aluminium tetrahydride 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 反应 52.0h， 生成 2-(3-羟甲基-2-羟基-5-甲基苄基)-6-羟甲基-4-甲基苯酚
  参考文献：
  名称：

  单官能杯[5]芳烃的合成

  摘要：

  摘要 按照片段缩合方案，制备了七个带有额外的甲基或叔丁基的无OH和O-全甲基化的杯芳烃[5]芳烃。事实证明，此策略优于以前的方法。带有游离OH基的杯[5]芳烃均采用在下部边缘通过氢键接缝稳定的视锥构象。也可以实现缩合后修饰，即酚羟基的甲基化或官能团的相互转化。还发现大的叔丁基可稳定O的圆锥构象-甲基化的化合物。这些化合物提供了多功能的官能团，这些官能团使这些凹形分子成为合成更复杂的分子结构的有趣构建基块。 按照片段缩合方案，制备了七个带有额外的甲基或叔丁基的无OH和O-全甲基化的杯芳烃[5]芳烃。事实证明，此策略优于以前的方法。带有游离OH基的杯[5]芳烃均采用在下部边缘通过氢键接缝稳定的视锥构象。也可以实现缩合后修饰，即酚羟基的甲基化或官能团的相互转化。还发现大的叔丁基可稳定O的圆锥构象-甲基化的化合物。这些化合物提供了多功能的官能团，这些官能团使这些凹形分子成为合成更复杂的分子结构的有趣构建基块。

  DOI：

  10.1055/s-0036-1589127

文献信息

• A New Receptor Based on Calix[5]arene Analogue
  作者：Takeharu Haino、Kaori Yamada、Yoshimasa Fukuzawa

  DOI：10.1055/s-1997-3260

  日期：1997.6

  Synthesis and the binding behavior for tetramethylether (1) of the calix[5]arene analogue are presented. In binding the guest molecules, an adjustment of the host structure to fit the guest shapes was predicted by molecular dynamics-molecular mechanics calculations.

  本文介绍了杯[5]芳烃类似物四甲基醚（1）的合成及其结合行为。通过分子动力学-分子力学计算预测，在结合客体分子时，宿主结构会进行调整以适应客体形状。
• Novolac resin-containing resist underlayer film-forming composition using bisphenol aldehyde
  申请人：NISSAN CHEMICAL INDUSTRIES, LTD.

  公开号：US10017664B2

  公开（公告）日：2018-07-10

  Resist underlayer film-forming composition for forming resist underlayer film with high dry etching resistance, wiggling resistance and exerts good flattening property and embedding property for uneven parts, including resin obtained by reacting organic compound A including aromatic ring and aldehyde B having at least two aromatic hydrocarbon ring groups having phenolic hydroxy group and having structure wherein the aromatic hydrocarbon ring groups are bonded through tertiary carbon atom. The aldehyde B may be compound of Formula (1): The obtained resin may have a unit structure of Formula (2): Ar1 and Ar2 each are C6-40 aryl group. The organic compound A including aromatic ring may be aromatic amine or phenolic hydroxy group-containing compound. The composition may contain further solvent, acid and/or acid generator, or crosslinking agent. Forming resist pattern used for semiconductor production, including forming resist underlayer film by applying the resist underlayer film-forming composition onto semiconductor substrate and baking it.

  用于形成具有高干法蚀刻抗性、抗扭曲性并具有良好的平整性和嵌入性能的抗蚀底层膜形成组合物，包括通过使含有芳香环的有机化合物A和至少具有两个含酚羟基的芳香烃环团的醛B反应而获得的树脂，并具有芳香烃环团通过三级碳原子键合的结构。醛B可以是化合物的化学式（1）： 所得的树脂可能具有化学式（2）的单元结构： Ar1和Ar2各自是C6-40芳基团。含有芳香环的有机化合物A可能是芳香胺或含酚羟基的化合物。该组合物可能进一步含有溶剂、酸和/或酸发生剂，或交联剂。用于半导体生产的形成抗蚀图案，包括通过将抗蚀底层膜形成组合物涂覆在半导体衬底上并对其进行烘烤来形成抗蚀底层膜。
• A self-assembling molecular container for fullerenes
  作者：Manabu Yanase、Takeharu Haino、Yoshimasa Fukazawa

  DOI：10.1016/s0040-4039(99)00257-9

  日期：1999.4

  Encapsulation of C60 by a self-assembled supramolecular capsule based on a calix[5]arene urea derivative is described. Release of the entrapped fullerene from the ternary complex can be easily managed by the addition of a protic acid. Two pathways to give the supramolecular ternary complex are analyzed successfully.

  描述了基于杯[5]芳烃脲衍生物的自组装超分子胶囊对C 60的包封。可以通过添加质子酸来轻松控制三元络合物中夹带的富勒烯的释放。成功地分析了产生超分子三元复合物的两种途径。
• Dinuclear Ag(i) metallamacrocycles of bis-N-heterocyclic carbenes bridged by calixarene fragments: synthesis, structure and chemosensing behavior
  作者：Cai-Xia Lin、Xiao-Fei Kong、Qing-Shan Li、Zheng-Zhi Zhang、Yao-Feng Yuan、Feng-Bo Xu

  DOI：10.1039/c3ce40918j

  日期：——

  Dinuclear Ag(I) metallamacrocycles containing bis-N-heterocyclic carbene units and calixarene fragments [1,1′-R2-3,3′-CH2(p-R1-C6H2OMe)CH2}m-bisimidazol-2-ylidene}2-Ag2](PF6)2 (6a–f), (6a: m = 1, R1 = Me, R2 = Me; 6b: m = 1, R1 = t-Bu, R2 = Me; 6c: m = 1, R1 = Me, R2 = naphthylmethyl; 6d: m = 1, R1 = Me, R2 = anthrylmethyl; 6e: m = 2, R1 = Me, R2 = anthrylmethyl; 6f: m = 3, R1 = t-Bu, R2 = anthrylmethyl) were synthesized by reacting silver oxide with the corresponding bis-imidazolium salts (5a–f). Single crystal structural analyses reveal that metallamacrocycles of diverse sizes consisting of two NHC–Ag(I)–NHC units and two calixarene fragments are found in the structures of these dinuclear complexes. These complexes show different configurations with the change of the upper-rims (R1) of the calixarene fragments or N-substituents (R2) of the NHC rings. The two bis-NHC ligands in the complexes generally adopt trans-conformations except for the pair in 6b. Complexes 6a and 6c–d, in which R1 are methyl groups, show rectangular cavities in their structures. Complex 6b, in which R1 are tert-butyl groups of great steric hindrance, adopts cone conformation analogous to that of the calixarene. Interestingly, cation–π interactions are present between Ag(I) and the π–electron rich arene ring of R2 in the structures of complexes 6c–f. Intermolecular C–H⋯F hydrogen bonds exist in the crystal packing of all these complexes. Moreover, intermolecular Ag⋯Ag interactions are found in complex 6a and intermolecular π–π interactions are observed in complexes 6c–f. These intermolecular interactions lead to the formation of 2D supramolecular layers in complex 6c and 3D supramolecular networks in complexes 6a–b and 6d–f, respectively. The fluorescent chemosensing behaviors of these metallamacrocycles were explored for some neutral molecules. The results showed that 6d can behave as an efficient fluorescent chemosensor for p-benzoquinone and 6e–f exhibit fluorescent quenching behaviors for C60 or C70 fullerenes.

  含有双氮杂环卡宾单元和卡唑片段的双核Ag(I)金属大环[1,1′-R2-3,3′-CH2(p-R1-C6H2OMe)CH2}m-bisimidazol-2-基}2-Ag2](PF6)2（6a–f）通过与相应的双咪唑盐（5a–f）反应合成。单晶结构分析表明，这些双核配合物的结构中包含由两个NHC–Ag(I)–NHC单元和两个卡唑片段组成的不同尺寸的金属大环。这些配合物随着卡唑片段的上缘（R1）或NHC环的N取代基（R2）的变化显示出不同的构型。配合物中的两个双NHC配体通常呈反式构象，唯有6b中的一对例外。配合物6a和6c–d中，R1为甲基，在其结构中显示出矩形腔。配合物6b中，R1为具有较大空间位阻的叔丁基，采用类似于卡唑的锥形构象。有趣的是，在配合物6c–f的结构中存在阳离子–π相互作用，即Ag(I)与R2的富电子芳烃环之间的相互作用。所有这些配合物的晶体堆积中都存在分子间C–H⋯F氢键。此外，配合物6a中发现了分子间Ag⋯Ag相互作用，而配合物6c–f中观察到了分子间π–π相互作用。这些分子间相互作用导致在配合物6c中形成二维超分子层，而在配合物6a–b及6d–f中形成三维超分子网络。对这些金属大环的荧光化学传感行为进行了探讨，结果显示6d能够作为一种高效的荧光化学传感器用于对抗苯醌，6e–f则对C60或C70富勒烯表现出荧光猝灭行为。
• Synthesis of N,N′-bridged azacalixarenes
  作者：Hiroyuki Takemura、Katsuya Sako、Tesuo Iwanaga、Akane Tatsumi、Yukako Mogami、Hiromi Watanabe、Miho Aoki、Shiho Yûki、Yuri Hayano、Mirei Itaka

  DOI：10.1016/j.tet.2018.03.002

  日期：2018.4

  The one-pot reaction between bis(hydroxymethyl)phenol derivatives and diamines or triamines afforded novel azacalixarenes with bridged structures. Basket-type macrocycles of cone conformations, molecules that contained two aza[3.1.1.1]calixarene skeletons connected by a chain, or novel saucer-type azacalixarenes were obtained from the reaction. Structures of some of them were determined by crystallographic

  双（羟甲基）苯酚衍生物与二胺或三胺之间的一锅法反应提供了具有桥联结构的新型氮杂卡萨基芳烃。从反应中获得了圆锥构象的篮型大环，包含两个通过链连接的氮杂[3.1.1.1]杯芳烃骨架的分子或新型的碟型氮杂杯芳烃。其中一些的结构通过晶体学分析确定。