1-phenyl-2,3-dichloro-1-propene | 53834-50-7

• 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: 1-phenyl-2,3-dichloro-1-propene
• 英文别名: (Z)-1,2-dichloro-3-phenyl-2-propene；2,3-dichloro-1-phenyl-propene；2,3-Dichlor-1-phenyl-propen；[(Z)-2,3-dichloroprop-1-enyl]benzene
• CAS: 53834-50-7
• 化学式: C₉H₈Cl₂
• 分子量: 187.069
• InChiKey: YZUGEPZYFSYZCP-TWGQIWQCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 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：

  1-phenyl-2,3-dichloro-1-propene 在 氢氧化钾 、 乙醇 、 锌 作用下， 生成 1-苯基-1-丙炔
  参考文献：
  名称：

  Ginsburg, Zhurnal Obshchei Khimii, 1938, vol. 8, p. 1029,1033

  摘要：

  DOI：
• 作为产物：
  描述：

  2-chloro-3-phenyl-2-propen-1-ol 在 氯化亚砜 、 N,N-二甲基苯胺 作用下， 生成 1-phenyl-2,3-dichloro-1-propene
  参考文献：
  名称：

  Ginsburg, Zhurnal Obshchei Khimii, 1938, vol. 8, p. 1029,1033

  摘要：

  DOI：

文献信息

• Selectfluor-mediated mild oxidative halogenation and thiocyanation of 1-aryl-allenes with TMSX (X=Cl, Br, I, NCS) and NH4SCN
  作者：Kenneth K. Laali、Ganesh C. Nandi、Scott D. Bunge

  DOI：10.1016/j.tetlet.2014.02.110

  日期：2014.4

  Presence of TMSX (X = Cl, Br, I) unleashes the oxidative character of Selectfluor and provides a mild dihalogenation method for 1-arylallenes. Preference for 2,3-addition was observed with TMSCl in MeCN irrespective of the nature of the substituent on the aryl moiety, whereas 1,2-addition was preferred in [BMIM][BF4]. With TMSBr and TMSI only products corresponding to 2,3-addition were observed. Reactions carried out with TMSBr in IL solvents gave the corresponding monobromoalkenes as a major product along with the isomeric dibromo-alkenes. Reaction with NH4SCN provided convenient access to dithiocyanate derivatives. The same products were formed via TMS-NCS/Selectfluor. Formation of common products via TMSNCS and NH4SCN points to the formation and interplay of SCN+/NCS+ as incipient electrophiles. (C) 2014 Elsevier Ltd. All rights reserved.
• The manganese-mediated regioselective chlorination of allenes in synthetic approaches towards the spongistatins and halomon natural products
  作者：Alastair L. Boyes、Mark Wild

  DOI：10.1016/s0040-4039(98)01410-5

  日期：1998.9

  The first examples for the chlorination of allenes using manganese reagents generated from potassium permanganate and benzyl triethylammonium chloride in the presence of the chlorine donors oxalyl chloride or chlorotrimethylsilane are reported with the aim of developing useful synthetic routes to the spongistatin and halomon marine natural products. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Kostikov; Varakin; Molchanov, Russian Journal of Organic Chemistry, 1996, vol. 32, # 3, p. 348 - 352
  作者：Kostikov、Varakin、Molchanov、Ogloblin

  DOI：——

  日期：——
• US4695614A
  申请人：——

  公开号：US4695614A

  公开（公告）日：1987-09-22
• US4746712A
  申请人：——

  公开号：US4746712A

  公开（公告）日：1988-05-24