3-hydroxy-4-octenoic acid | 99098-21-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: 3-hydroxy-4-octenoic acid
• 英文别名: (E)-3-hydroxyoct-4-enoic acid
• CAS: 99098-21-2
• 化学式: C₈H₁₄O₃
• 分子量: 158.197
• InChiKey: XWLRJZXXLLFLAS-SNAWJCMRSA-N

物化性质

• 沸点：
  299.3±28.0 °C(Predicted)
• 密度：
  1.078±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-hydroxy-4-octenoic acid 在 N-溴代丁二酰亚胺(NBS) 作用下， 以29%的产率得到(4R,5R,6S)-5-Bromo-4-hydroxy-6-propyl-tetrahydro-pyran-2-one
  参考文献：
  名称：

  Regioselectivity of the halolactonization of γ,δ-unsaturated acids

  摘要：

  DOI：

  10.1016/s0040-4039(01)80869-8
• 作为产物：
  描述：

  2-已烯醛 在 锌 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 生成 3-hydroxy-4-octenoic acid
  参考文献：
  名称：

  Formation of an enolate intermediate is required for the reaction catalyzed by 3-hydroxyacyl-CoA dehydrogenase

  摘要：

  Fluorinated substrate analogs were synthesized and incubated with rat liver 3-hydroxyacyl-CoA dehydrogenase, which reveals that the formation of an enolate intermediate is required for the reaction catalyzed by the enzyme. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.03.023

文献信息

• DUTHALER, RUDOLF O.;HEROLD, PETER;LOTTENBACH, WILLY;OERTLE, KONRAD;RIEDIK+, ANGEW. CHEM., 101,(1989) N, C. 490-491
  作者：DUTHALER, RUDOLF O.、HEROLD, PETER、LOTTENBACH, WILLY、OERTLE, KONRAD、RIEDIK+

  DOI：——

  日期：——
• Tamaru, Y.; Higashimura, H.; Naka, K., Angewandte Chemie, 1985, vol. 97, # 12, p. 1070 - 1071
  作者：Tamaru, Y.、Higashimura, H.、Naka, K.、Hojo, M.、Yoshida, Z.

  DOI：——

  日期：——
• Formation of an enolate intermediate is required for the reaction catalyzed by 3-hydroxyacyl-CoA dehydrogenase
  作者：Xiaojun Liu、Guisheng Deng、Xiusheng Chu、Nan Li、Long Wu、Ding Li

  DOI：10.1016/j.bmcl.2007.03.023

  日期：2007.6

  Fluorinated substrate analogs were synthesized and incubated with rat liver 3-hydroxyacyl-CoA dehydrogenase, which reveals that the formation of an enolate intermediate is required for the reaction catalyzed by the enzyme. (C) 2007 Elsevier Ltd. All rights reserved.
• Regioselectivity of the halolactonization of γ,δ-unsaturated acids
  作者：Barry B. Snider、Madeline I. Johnston

  DOI：10.1016/s0040-4039(01)80869-8

  日期：1985.1