2-bromomethyl-1,4-dihexylbenzene | 380428-39-7

• 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: 2-bromomethyl-1,4-dihexylbenzene
• 英文别名: 2-(Bromomethyl)-1,4-dihexylbenzene
• CAS: 380428-39-7
• 化学式: C₁₉H₃₁Br
• 分子量: 339.359
• InChiKey: FAIIFCHFZZUJCF-UHFFFAOYSA-N

物化性质

• 沸点：
  389.6±11.0 °C(Predicted)
• 密度：
  1.071±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.4
• 重原子数：
  20
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 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：

  2-bromomethyl-1,4-dihexylbenzene 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 (E)-1-(2,5-diheyxlphenyl)-2-(2,5-dimethoxyphenyl)ethene
  参考文献：
  名称：

  Formation and Reactivity of 2-Styryl-1,4-benzoquinones

  摘要：

  The 2-styryl-1,4-benzoquinones 7a,b, generated by the oxidation of the corresponding hydroquinones 6a,b, dimerize at room temperature in a Diels-Alder reaction. The strictly chemo, regio- and stereoselective process can be rationalized by means of frontier orbital interactions, The polycyclic adducts 8a,b undergo a further intramolecular cycloaddition (8a,b --> 10a,b) after oxidation on silica gel.

  DOI：

  10.1002/1099-0690(200109)2001:17<3307::aid-ejoc3307>3.0.co;2-t
• 作为产物：
  描述：

  聚合甲醛 、 1,4-二(正己基)苯 在 氢溴酸 作用下， 以 溶剂黄146 为溶剂， 反应 72.0h， 以35%的产率得到2-bromomethyl-1,4-dihexylbenzene
  参考文献：
  名称：

  Formation and Reactivity of 2-Styryl-1,4-benzoquinones

  摘要：

  The 2-styryl-1,4-benzoquinones 7a,b, generated by the oxidation of the corresponding hydroquinones 6a,b, dimerize at room temperature in a Diels-Alder reaction. The strictly chemo, regio- and stereoselective process can be rationalized by means of frontier orbital interactions, The polycyclic adducts 8a,b undergo a further intramolecular cycloaddition (8a,b --> 10a,b) after oxidation on silica gel.

  DOI：

  10.1002/1099-0690(200109)2001:17<3307::aid-ejoc3307>3.0.co;2-t

文献信息

• 1,4-Benzoquinones with Styryl Substituents
  作者：Isabella Brehm、Sabine Hinneschiedt、Herbert Meier

  DOI：10.1002/1099-0690(200209)2002:18<3162::aid-ejoc3162>3.0.co;2-h

  日期：2002.9

  2-Styryl-1,4-benzoquinone (1) and compounds 2 and 3 containing 1 as a substructure all proved to be highly reactive towards thermal or photochemical [4pi + 2pi] cyclodimerization reactions. Chemo-, regio- and stereoselective processes lead to dimers (compounds 1-10), which can undergo secondary reactions consisting of the addition of nucleophiles combined with a twofold keto-enol tautomerism (10 --> 12). An alternative process is dehydrogenation/oxidation followed by an intramolecular [4pi + 2pi] cycloaddition (10 --> 11). The same selective [4pi + 2pi] cyclodimerization can be observed in solution upon irradiation (e.g., 1a --> 10a), in contrast to irradiation in the crystalline state which yields a [2pi + 2pi] dimer (e.g., 1a --> 13). If more than one styrylbenzoquinone moiety is present in the same molecule the oligomers 2a (n = 1-3) and 3a (n = 1-4) are obtained. ((C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).
• Formation and Reactivity of 2-Styryl-1,4-benzoquinones
  作者：Isabella Brehm、Herbert Meier

  DOI：10.1002/1099-0690(200109)2001:17<3307::aid-ejoc3307>3.0.co;2-t

  日期：2001.9

  The 2-styryl-1,4-benzoquinones 7a,b, generated by the oxidation of the corresponding hydroquinones 6a,b, dimerize at room temperature in a Diels-Alder reaction. The strictly chemo, regio- and stereoselective process can be rationalized by means of frontier orbital interactions, The polycyclic adducts 8a,b undergo a further intramolecular cycloaddition (8a,b --> 10a,b) after oxidation on silica gel.