2-(4-Methylphenyl)-2-adamantanol | 29480-17-9

• 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: 2-(4-Methylphenyl)-2-adamantanol
• 英文别名: 2-(p-tolyl)adamantan-2-ol；2-p-Tolyl-2-adamantanol；2-(4-Methylphenyl)adamantan-2-ol
• CAS: 29480-17-9
• 化学式: C₁₇H₂₂O
• 分子量: 242.361
• InChiKey: ZNJVYRRDQOXNOZ-UHFFFAOYSA-N

物化性质

• 熔点：
  57-60 °C(Solvent: Ethanol)
• 沸点：
  160-162 °C(Press: 2 Torr)
• 密度：
  1.125±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.647
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(4-Methylphenyl)-2-adamantanol 在 三氟乙酸 、 三氯化磷 作用下， 反应 1.0h， 以82%的产率得到2-dichlorophosphoryl-2-(4-methylphenyl)adamantane
  参考文献：
  名称：

  Shokova; Erokhin; Kovalev, Russian Journal of General Chemistry, 1996, vol. 66, # 10, p. 1624 - 1634

  摘要：

  DOI：
• 作为产物：
  描述：

  2-chloro-2-(4'-methylphenyl)adamantane 以 乙醇 为溶剂， 生成 2-(4-Methylphenyl)-2-adamantanol
  参考文献：
  名称：

  Solvolysis of 2-aryl-2-chloroadamantanes. A new Y scale for benzylic chlorides

  摘要：

  A series of 2-aryl-2-chloroadamantanes 2, Ar = 4'-methylphenyl, 4'-fluorophenyl, phenyl, 3'-chlorophenyl, 3'-(trifluoromethyl)phenyl, and 4'-(trifluoromethyl)phenyl, were prepared, and the solvolytic rate constants in 23 solvents were measured. Significant deviation from linear log k - Y(Cl) plots (m = 1.002, R = 0.959) was observed, and some orders of reactivities, e.g., k(100M) > k(90E) > k(80A), were in the reverse order of Swain's solvent parameter B. Different extent of solvation to the cationic transition state was then likely to play an important role. Excellent linear correlations between the logarithms of the ks for any pair in 2a-2f were realized, and the best one was that with respect to 2d. A new Y scale, Y(BnCl), for the correlation of solvolytic reactivities of benzylic chlorides based on k(2d) was established accordingly. The observation of decreasing m values with increasing electron-attracting ability of the substituent on the aryl ring of 2 also suggested the importance of charge delocalizations.

  DOI：

  10.1021/jo00009a018

文献信息

• Synthesis and Cytotoxicity of 4-(2-Adamantyl)phenylalkylamines
  作者：Ioannis Papanastasiou、Stefanos Riganas、George Foscolos、Andrew Tsotinis、Samar Akhtar、Mohsin Khan、Khondaker Rahman、David Thursto

  DOI：10.2174/157017861205150509202419

  日期：2015.5.9

  The design and synthesis of 4-(2-adamantyl)phenylalkylamines 1-4 are described and their antiproliferative activity against four different tumor cell lines is reported.

  描述了4-（2-金刚烷基）苯基烷基胺1-4的设计和合成，并报道了它们对四种不同肿瘤细胞系的抗增殖活性。
• Halogen–Lithium Exchange of Sensitive (Hetero)aromatic Halides under Barbier Conditions in a Continuous Flow Set-Up
  作者：Niels Weidmann、Rodolfo H. V. Nishimura、Paul Knochel、Johannes H. Harenberg

  DOI：10.1055/s-0040-1707259

  日期：2021.2

  In memory of Prof. Dr. Kilian Muñiz Abstract A halogen–lithium exchange reaction of (hetero)aromatic halides performed in the presence of various electrophiles such as aldehydes, ketones, Weinreb amides, and imines using BuLi as exchange reagent and a commercially available flow set-up is reported. The organolithiums generated in situ were instantaneously trapped with various electrophiles (Barbier

  纪念KilianMuñiz教授 抽象 据报道，在各种亲电试剂（例如醛，酮，Weinreb酰胺和亚胺）的存在下，使用BuLi作为交换试剂，进行了（杂）芳族卤化物的卤素-锂交换反应，并使用了市售的流动装置。用各种亲电试剂（Barbier条件）瞬时捕获原位生成的有机锂，从而形成多官能（杂）芳烃。这种方法能够使含有高度敏感的官能团（如酯）的（杂）芳烃官能化，而这些官能团在间歇条件下是不能容忍的。 出版历史 收到：2020年7月21日 修订后接受：2020年7月29日 发布日期： 2020年9月2日（在线） ©2020年。Thieme。版权所有 Georg Thieme Verlag KGRüdigerstraße14，70469斯图加特，德国
• 2-adamantanemethanamine compounds for treating abnormalities in glutamatergic transmission
  申请人：Vernalis Research Limited

  公开号：US06531511B1

  公开（公告）日：2003-03-11

  The use of a compound of formula (1), as disclosed in the specification, wherein R1, R2, R3, R4, R5 and R6 are independently selected from hydrogen, alkyl and aryl, or pharmaceutically acceptable salts thereof, with the proviso that wherein R1 to R4 and R6 are hydrogen, R5 is not selected from CH2CH2NHSO2CH3, CH2CH2NHSO2CF3 and methyl substituted by SO2NH2, SO3H, PO3H2, CONHOH or a heterocyclic group selected from formulae (a), (b), (c), (d) and (e) in the manufacture of a medicament for use in the treatment of a condition generally associated with abnormalities in glutamatergic transmission.

  在说明书中披露的公式（1）化合物的使用，其中R1、R2、R3、R4、R5和R6可独立选择为氢、烷基和芳基，或其药用盐，但其中R1至R4和R6为氢时，R5不可选择自CH2CH2NHSO2CH3、CH2CH2NHSO2CF3和甲基被SO2NH2、SO3H、PO3H2、CONHOH或从公式（a）、（b）、（c）、（d）和（e）中选择的杂环基团，用于制造用于治疗通常与谷氨酸能传递异常相关的病况的药物。
• Adamantanecarboximidamide derivatives and their use as NMDA antagonists
  申请人：Vernalis Research Limited

  公开号：US06262106B1

  公开（公告）日：2001-07-17

  The compound of the above formula wherein R1-R5 are independently selected from hydrogen, alkyl and aryl and prodrugs thereof; and pharmaceutically acceptable salts thereof; and use of the compounds in therapy, particularly for treatment of a condition generally associated with abnormalities in glutamtergic transmission.

  上述公式中的化合物，其中R1-R5分别选自氢、烷基和芳基及其前药；以及其药学上可接受的盐；以及这些化合物在治疗中的用途，特别是用于治疗通常与谷氨酸能传递异常有关的病症。
• Polymer, negative resist composition, and pattern forming process
  申请人：Shin-Etsu Chemical Co., Ltd.

  公开号：US10377842B2

  公开（公告）日：2019-08-13

  A polymer comprising recurring units derived from vinylanthraquinone, recurring units containing a benzene ring having a hydroxyl-bearing tertiary alkyl group bonded thereto, and recurring units derived from hydroxystyrene is provided. The polymer is used as a base resin to formulate a negative resist composition having a high resolution and minimal LER.

  本发明提供了一种聚合物，它包含由乙烯基蒽醌衍生的递归单元、含有苯环的递归单元（苯环上键合有含羟基的叔烷基）以及由羟基苯乙烯衍生的递归单元。这种聚合物可用作基础树脂，配制出具有高分辨率和最小 LER 的负向抗蚀剂组合物。