diphenyl-2-thienylmethyl chloride | 60617-64-3

• 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: diphenyl-2-thienylmethyl chloride
• 英文别名: diphenylthiophenylmethyl cloride；chloro-diphenyl-[2]thienyl-methane；Chlor-diphenyl-[2]thienyl-methan；2-(Chlorodiphenylmethyl)thiophene；2-[chloro(diphenyl)methyl]thiophene
• CAS: 60617-64-3
• 化学式: C₁₇H₁₃ClS
• 分子量: 284.809
• InChiKey: RCQVGZTVKGXABV-UHFFFAOYSA-N

物化性质

• 沸点：
  393.8±37.0 °C(Predicted)
• 密度：
  1.218±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  diphenyl-2-thienylmethyl chloride 生成 5,5'-bis(diphenyl methylene)-2,2',5,5'-tetrahydro-2,2'-bithiophene
  参考文献：
  名称：

  ISHII, AKIHIKO;SUGINO, MOTOKI;NAKAYAMA, JUZO;HOSHINO, MASAMATSU, HETEROCYCLES, 31,(1990) N1, C. 1915-1918

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 盐酸 、 calcium chloride 、 Petroleum ether 作用下， 生成 diphenyl-2-thienylmethyl chloride
  参考文献：
  名称：

  Minnis, Journal of the American Chemical Society, 1929, vol. 51, p. 2145

  摘要：

  DOI：

文献信息

• Directing-protecting groups for carbohydrates. Design, conformational study, synthesis and application to regioselective functionalization
  作者：Nicolas Moitessier、Pablo Englebienne、Yves Chapleur

  DOI：10.1016/j.tet.2005.04.060

  日期：2005.7

  A novel concept of regioselective transformation of secondary hydroxyl groups in carbohydrates is presented. First, the relative reactivity of the free hydroxyl groups of onoprotected D-glucose derivatives was assessed using acetylation as a model reaction. As a result, acylation of these polyols gave it mixture of monosubstituted products in which the 3-O functionalized derivatives predominated. Novel hydrogen bond acceptor protecting groups were next designed to modulate the 4-OH and 3-OH reactivity in the hope to mediate higher regioselective transformations. A molecular modeling study later validated by spectroscopic analysis predicted additional intramolecular hydrogen bonds between the hydroxyl groups and pyridyl-containing protecting groups. Taking advantage of this induced hydrogen bond network. we achieved regioselective acetylation of the hydroxyl group at position 3 without protecting any secondary hydroxyl groups of the carbohydrate moiety. This designed protecting/directing group increased the nucleophilicity and the steric hindrance of position 3. As a result, optimization of the reaction conditions enabled the monoacetylation (not affected by steric hindrance) of 6-O-protected,glucopyranosides at position 3 and selective silylation (affected by steric hindrance) of position 2 in high isolated yields and regioselectivities. This result certainly opens doors to the regioselective open glycosylation of carbohydrates. (c) 2005 Elsevier Ltd. All rights reserved.
• <b>THIOPHENE ANALOGS OF TRIPHENYLETHYL.</b> [PRELIMINARY NOTE.]
  作者：M. Gomberg、R. L. Jickling

  DOI：10.1021/ja02193a015

  日期：1913.4
• Ishii, Akihiko; Sugino, Motoaki; Nakayama, Juzo, Heterocycles, 1990, vol. 31, # 11, p. 1915 - 1918
  作者：Ishii, Akihiko、Sugino, Motoaki、Nakayama, Juzo、Hoshino, Masamatsu

  DOI：——

  日期：——
• The Association of Some Diaryl-2-thienylmethyls
  作者：Ting Li Chu、Theodore J. Weismann

  DOI：10.1021/ja01613a043

  日期：1955.4
• US3941800A
  申请人：——

  公开号：US3941800A

  公开（公告）日：1976-03-02