(4-Chloro-4-methyl-5-pentyl)benzene | 4830-97-1

• 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: (4-Chloro-4-methyl-5-pentyl)benzene
• 英文别名: 1,1-dimethyl-4-phenylbutyl chloride；2-Chlor-2-methyl-5-phenylpentan；2Chlor-2-methyl-5-phenyl-pentan；(4-Chloro-4-methylpentyl)benzene
• CAS: 4830-97-1
• 化学式: C₁₂H₁₇Cl
• 分子量: 196.72
• InChiKey: FCBBHWFLUQJZFJ-UHFFFAOYSA-N

物化性质

• 沸点：
  271.4±19.0 °C(Predicted)
• 密度：
  0.985±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (4-Chloro-4-methyl-5-pentyl)benzene 在 aluminum oxide 、 氯化亚砜 作用下， 以 氘代氯仿 为溶剂， 反应 4.0h， 以99%的产率得到1,1-二甲基四氢萘
  参考文献：
  名称：

  Surface-Mediated Reactions. 6. Effects of Silica Gel and Alumina on Acid-Catalyzed Reactions

  摘要：

  Adsorption of a variety of acids to chromatographic silica gel results in substantial enhancement of their catalytic activity-affording easily prepared, environmentally benign heterogeneous acids that are highly effective in mediating a number of processes. This was shown for the isomerization of allene 1 and dimerization of the corresponding 1,3-diene 2; cyclization of (R)-citronellal (5), the related diester 10, and 1,5-cyclooctadiene (15); Rupe rearrangement of alkynol 18; and Friedel-Crafts cyclodehydration of alcohols 21. By contrast, commercially available Nafion-H was significantly less effective as a heterogeneous acid catalyst. Chromatographic alumina displayed enigmatic behavior, showing enhanced acidity on the adsorption of HCl but little or no acidity on the adsorption of a variety of other types of acid. The results are discussed in terms of the surface structures of silica gel and alumina.

  DOI：

  10.1021/jo00118a035
• 作为产物：
  描述：

  2-甲基-5-苯戊基-2-醇 在 五氯化磷 、 sodium carbonate 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以84%的产率得到(4-Chloro-4-methyl-5-pentyl)benzene
  参考文献：
  名称：

  Surface-Mediated Reactions. 6. Effects of Silica Gel and Alumina on Acid-Catalyzed Reactions

  摘要：

  Adsorption of a variety of acids to chromatographic silica gel results in substantial enhancement of their catalytic activity-affording easily prepared, environmentally benign heterogeneous acids that are highly effective in mediating a number of processes. This was shown for the isomerization of allene 1 and dimerization of the corresponding 1,3-diene 2; cyclization of (R)-citronellal (5), the related diester 10, and 1,5-cyclooctadiene (15); Rupe rearrangement of alkynol 18; and Friedel-Crafts cyclodehydration of alcohols 21. By contrast, commercially available Nafion-H was significantly less effective as a heterogeneous acid catalyst. Chromatographic alumina displayed enigmatic behavior, showing enhanced acidity on the adsorption of HCl but little or no acidity on the adsorption of a variety of other types of acid. The results are discussed in terms of the surface structures of silica gel and alumina.

  DOI：

  10.1021/jo00118a035

文献信息

• Isolable and Readily Handled Halophosphonium Pre-reagents for Hydro- and Deuteriohalogenation
  作者：Florian T. Schevenels、Minxing Shen、Scott A. Snyder

  DOI：10.1021/jacs.6b12653

  日期：2017.5.10

  and acid-sensitive moieties, particularly polyenes prone to cyclization. The process is also challenging when conducted on a small scale, and moreover, methods for the addition of their deuterated counterparts typically require special techniques, especially when control of stoichiometry is required. Herein is described a readily synthesized and handled reagent class which can accomplish the controlled

  尽管对跨烯烃添加酰卤进行了充分研究，但许多具有离去基团、多不饱和度和酸敏感部分的底物类别仍然存在局限性，特别是易于环化的多烯。该过程在小规模进行时也具有挑战性，此外，添加氘代对应物的方法通常需要特殊技术，尤其是在需要控制化学计量时。本文描述了一种易于合成和处理的试剂类，它可以在耐受不同功能的温和反应条件下，完成 HCl 和 HBr 跨几个烯烃类的受控和选择性马尔可夫尼科夫加成。该过程在实验室规模上特别有价值，并提供了与其他方法的直接比较。
• Ismail, M. T.; Abdel-Wahab, A. A.; Mohamed, O. S., Bulletin de la Societe Chimique de France, 1985, # 6, p. 1174 - 1176
  作者：Ismail, M. T.、Abdel-Wahab, A. A.、Mohamed, O. S.、Khalaf, A. A.

  DOI：——

  日期：——
• ABDEL-WAHAB, ABOEL-MAGD, A.;ISMAIL, MOHAMED, T.;MOHAMED, OMAIMA, S.;KHALA+, GAZZ. CHIM. ITAL., 1985, 115, N 11-12, 591-594
  作者：ABDEL-WAHAB, ABOEL-MAGD, A.、ISMAIL, MOHAMED, T.、MOHAMED, OMAIMA, S.、KHALA+

  DOI：——

  日期：——