8-(2,6-dibromo-4-cyanophenoxycarbonyl)octanoic acid | 141990-63-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 8-(2,6-dibromo-4-cyanophenoxycarbonyl)octanoic acid
• 英文别名: 9-(2,6-Dibromo-4-cyanophenoxy)-9-oxononanoic acid；9-(2,6-dibromo-4-cyanophenoxy)-9-oxononanoic acid
• CAS: 141990-63-8
• 化学式: C₁₆H₁₇Br₂NO₄
• 分子量: 447.123
• InChiKey: TUMXCVPXANHEGT-UHFFFAOYSA-N

物化性质

• 沸点：
  537.4±50.0 °C(Predicted)
• 密度：
  1.65±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  87.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  8-(2,6-dibromo-4-cyanophenoxycarbonyl)octanoic acid 在 甲醇 、 4-二甲氨基吡啶 、 水 、 三乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 0.41h， 生成 1-O-<8-(2,6-dibromo-4-cyanophenoxycarbonyl)octanoyl>-β-D-glucopyranose
  参考文献：
  名称：

  Synthesis of aryl d-gluco- and d-galacto-pyranosides and 1-O-acyl-d-gluco- and -d-gluco-pyranoses exploiting the mitsunobu reaction. Influence of the pKa of the acid on the stereoselectivity of the reaction

  摘要：

  Glycosides (alpha- and beta-D-glucosides and -D-galactosides) derived from three pesticides, 2-tert-butyl-2,4-dinitrophenol,2,6-dibromo-4-cyanophenol, and 5-(2,4-dichlorophenoxy)-2-nitrobenzoic acid, were synthesized from 2,3,4,6-tetra-O-chloroacetyl-D-gluco- and -D-galactopyranose by use of the Mitsunobu reaction. It was shown that selectivity for the beta-D anomer increases with the pK(a) of the acid component.

  DOI：

  10.1016/s0008-6215(00)90559-7
• 作为产物：
  描述：

  壬二酸 、 溴苯腈 在 N,N'-二环己基碳二亚胺 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以76%的产率得到8-(2,6-dibromo-4-cyanophenoxycarbonyl)octanoic acid
  参考文献：
  名称：

  Synthesis of aryl d-gluco- and d-galacto-pyranosides and 1-O-acyl-d-gluco- and -d-gluco-pyranoses exploiting the mitsunobu reaction. Influence of the pKa of the acid on the stereoselectivity of the reaction

  摘要：

  Glycosides (alpha- and beta-D-glucosides and -D-galactosides) derived from three pesticides, 2-tert-butyl-2,4-dinitrophenol,2,6-dibromo-4-cyanophenol, and 5-(2,4-dichlorophenoxy)-2-nitrobenzoic acid, were synthesized from 2,3,4,6-tetra-O-chloroacetyl-D-gluco- and -D-galactopyranose by use of the Mitsunobu reaction. It was shown that selectivity for the beta-D anomer increases with the pK(a) of the acid component.

  DOI：

  10.1016/s0008-6215(00)90559-7

文献信息

• Synthesis of aryl d-gluco- and d-galacto-pyranosides and 1-O-acyl-d-gluco- and -d-gluco-pyranoses exploiting the mitsunobu reaction. Influence of the pKa of the acid on the stereoselectivity of the reaction
  作者：André Lubineau、Elsa Meyer、Pierre Place

  DOI：10.1016/s0008-6215(00)90559-7

  日期：1992.4

  Glycosides (alpha- and beta-D-glucosides and -D-galactosides) derived from three pesticides, 2-tert-butyl-2,4-dinitrophenol,2,6-dibromo-4-cyanophenol, and 5-(2,4-dichlorophenoxy)-2-nitrobenzoic acid, were synthesized from 2,3,4,6-tetra-O-chloroacetyl-D-gluco- and -D-galactopyranose by use of the Mitsunobu reaction. It was shown that selectivity for the beta-D anomer increases with the pK(a) of the acid component.