4-Chlor-2-hydroxymethyl-5-methyl-phenol | 21999-19-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-Chlor-2-hydroxymethyl-5-methyl-phenol
• 英文别名: 4-Chloro-2-(hydroxymethyl)-5-methylphenol
• CAS: 21999-19-9
• 化学式: C₈H₉ClO₂
• mdl: MFCD06203039
• 分子量: 172.611
• InChiKey: HFHMPLZRVRCHNI-UHFFFAOYSA-N

物化性质

• 熔点：
  130-131 °C(Solv: benzene (71-43-2); ethyl acetate (141-78-6))
• 沸点：
  264.8±20.0 °C(Predicted)
• 密度：
  1.328±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-Chlor-2-hydroxymethyl-5-methyl-phenol 在 盐酸 、 镍 、 溶剂黄146 作用下， 生成 4,5'-dimethyl-2,2'-methanediyl-di-phenol
  参考文献：
  名称：

  Godfrey et al., Journal of Applied Chemistry, 1957, vol. 7, p. 440,443

  摘要：

  DOI：
• 作为产物：
  描述：

  methyl 5-chloro-2-hydroxy-4-methylbenzoate 在 二异丁基氢化铝 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 2.0h， 以67%的产率得到4-Chlor-2-hydroxymethyl-5-methyl-phenol
  参考文献：
  名称：

  [EN] ARYLMETHYLENE HETEROCYCLIC COMPOUNDS AS KV1.3 POTASSIUM SHAKER CHANNEL BLOCKERS
  [FR] COMPOSÉS HÉTÉROCYCLIQUES D'ARYLMÉTHYLÈNE EN TANT QUE BLOQUEURS DES CANAUX D'AGITATEUR POTASSIQUE KV1.3

  摘要：

  公开号：

  WO2021071812A8

文献信息

• Dissymmetric calix[4]arenes with C4- and C2-symmetry. Synthesis, x-ray structures, conformational fixation, and proton NMR spectroscopic studies
  作者：Giovanni D. Andreetti、Volker Boehmer、J. Graham Jordon、Moniralsadat Tabatabai、Franco Ugozzoli、Walter Vogt、Artur Wolff

  DOI：10.1021/jo00067a040

  日期：1993.7

  Six dissymmetric calix[4]arenes with C4 symmetry consisting of four 3,4-disubstituted phenolic units have been obtained by condensation of the respective 2- or 6-hydroxymethylated phenols. The regular incorporation of the phenolic units into the macrocycle was established on the basis of H-1 NMR spectra and in one case also by X-ray analysis. One example for a calixarene with C2-symmetry consisting of p-cresol and 3,4-dimethylphenol units in alternating sequence was also prepared. Calixarene 4a consisting of 3,4-dimethylphenol units shows a lower energy barrier (DELTAG(double dagger) = 13.4 kcal/mol) for the cone-to-cone inversion in CDCl3 than p-methylcalix[4]arene (DELTAG(double dagger) = 14.6 kcal/mol). The dissymmetric calixarenes 4 could be conformationally fixed by alkylation of the phenolic hydroxyl group. Due to the equivalence of all four phenolic units, mono- and 1,3-di-derivatives could be obtained in addition to tetra derivatives. A tetraester derivative in the cone conformation, like the parent calix[4]arene, crystallizes as a racemate. In solution these tetraester derivatives exist in a distorted cone conformation with C2 symmetry. Dynamic H-1 NMR spectra reveal an energy barrier of DELTAG(double dagger) = 13.3-13.4 kcal/mol for the C2-to-C2 interconversion with the C4-cone as transition state.
• Arct,J. et al., Bulletin de l'Academie Polonaise des Sciences, Serie des Sciences Chimiques, 1967, vol. 15, # 6, p. 233 - 238
  作者：Arct,J. et al.

  DOI：——

  日期：——
• ARYLMETHYLENE HETEROCYCLIC COMPOUNDS AS KV1.3 POTASSIUM SHAKER CHANNEL BLOCKERS
  申请人：D. E. Shaw Research, LLC

  公开号：US20220411367A1

  公开（公告）日：2022-12-29

  A compound of Formula (I), or a pharmaceutically acceptable salt thereof, is described, wherein the substituents are as defined herein. Pharmaceutical compositions comprising the same and method of using the same are also described.
• Godfrey et al., Journal of Applied Chemistry, 1957, vol. 7, p. 440,443
  作者：Godfrey et al.

  DOI：——

  日期：——
• [EN] ARYLMETHYLENE HETEROCYCLIC COMPOUNDS AS KV1.3 POTASSIUM SHAKER CHANNEL BLOCKERS<br/>[FR] COMPOSÉS HÉTÉROCYCLIQUES D'ARYLMÉTHYLÈNE EN TANT QUE BLOQUEURS DES CANAUX D'AGITATEUR POTASSIQUE KV1.3
  申请人：DE SHAW RES LLC

  公开号：WO2021071812A8

  公开（公告）日：2022-04-14