4-Chloro-2-cyclohex-2-en-1-ylphenol | 151474-62-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-Chloro-2-cyclohex-2-en-1-ylphenol
• CAS: 151474-62-3
• 化学式: C₁₂H₁₃ClO
• 分子量: 208.688
• InChiKey: RMOSTPJCTDJBMF-UHFFFAOYSA-N

物化性质

• 沸点：
  265.1±40.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  4-Chloro-2-cyclohex-2-en-1-ylphenol 在 hexamethylene tetramine hydrobromide perbromide 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以97%的产率得到13-bromo-4-chloro-8-oxatricyclo[7.3.1.02,7]trideca-2(7),3,5-triene
  参考文献：
  名称：

  Hexamethylene Tetramine Hyorotribromide Mediated Regioselective Cyclisation ofOrtho- Cyclohexenyl Phenols^#

  摘要：

  Hexamethylene tetramine hydrotribromide is found to be superior to pyridine hydrotribromide when compared with the rate of reaction and chemoselectivity for the regioselective cyclisation of a number of ortho-cyclohexenyl phenols 1(a-j) to 3-bromo-2,4-propano-chromans 2(a-j).

  DOI：

  10.1080/00397919608003693
• 作为产物：
  描述：

  1-Chloro-4-cyclohex-2-en-1-yloxybenzene 以 various solvent(s) 为溶剂， 反应 16.0h， 以74%的产率得到4-Chloro-2-cyclohex-2-en-1-ylphenol
  参考文献：
  名称：

  Majumdar, Krishna C.; Kundu, Anup K., Canadian Journal of Chemistry, 1995, vol. 73, # 10, p. 1727 - 1732

  摘要：

  DOI：

文献信息

• Cyclisation of<i>Ortho</i>-Cyclohexenyl Phenols<i>via</i>Epoxidation^#
  作者：K. C. Majumdar、P. Chatterjee、A. K. Kundu

  DOI：10.1080/00397919608004643

  日期：1996.9

  A number of ortho-cyclohexenyl phenols 2(a-i) have been cyclised by treatment with one equivalent of m-chloroperoxybenzoic acid in refluxing benzene for 4 h to furnish linearly fused 1-hydroxy-1,2,3,4,4a,9a-hexahydrodibenzofurans 3 (a-i) (70-80%) and bicyclic 3-hydroxy-1,3-ethanochromans 4(a-f) (10-20%). Products 3(a-i) were oxidised with 2,3-dichloro-5,6-dicyano-1 ,4-benzoquinone (excess) in refluxing dry xylene for 6 h to give 2,3-dihydrodibenzofuran-1 (2H)-ones 6(a-i) (85-95%).
• Majumdar, K C; Kundu, A K, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1993, vol. 32, # 6, p. 605 - 606
  作者：Majumdar, K C、Kundu, A K

  DOI：——

  日期：——
• <i>N</i>-IODOSUCCINIMIDE MEDIATED REGIOSELECTIVE HETEROCYCLIZATION OF <i>o</i>-CYCLOHEX-2′-ENYL PHENOLS
  作者：K. C. Majumdar、P. K. Basu

  DOI：10.1081/scc-120015388

  日期：2002.1.1

  A number of 3,4-benzo-9-iodo-2-oxabicyclo[3.3.1]nonanes (2a-f) are synthesized in excellent yields by regioselective heterocyclization of o-cyclohex-2'-enyl phenols (1a-f) with N-iodosuccinimide in acetonitrile at 0-5degreesC.
• Stannic Chloride–Iodine: An Efficient Reagent for Regioselective Synthesis of Furan–Fused Heterocycles
  作者：K. C. Majumdar、A. Biswas、P. P. Mukhopadhyay

  DOI：10.1080/00397910701470982

  日期：2007.8.1

  SnCl4-I-2-mediated cyclization of ortho-cyclohexenyl phenol and ortho-cyclohexenyl enol derivatives of coumarin, uracil, dimedone, and pyrone at room temperature for 1 h give the linear cyclized products in 78-90% yield, which, on treatment with 10% Pd-C at 250 degrees C for 1-2 h, afford corresponding aromatized products in 80-84% yield.
• BUSCH, N.;COMBOURIEU, M.;LAIGLE, J. -C.
  作者：BUSCH, N.、COMBOURIEU, M.、LAIGLE, J. -C.

  DOI：——

  日期：——