3,5-dimethyl-hex-4-enoic acid | 158234-56-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3,5-dimethyl-hex-4-enoic acid
• 英文别名: 3,5-Dimethyl-hex-4-ensaeure；3,5-Dimethylhex-4-enoic acid
• CAS: 158234-56-1
• 化学式: C₈H₁₄O₂
• mdl: MFCD19228747
• 分子量: 142.198
• InChiKey: LAQLSUKYPGHFQN-UHFFFAOYSA-N

物化性质

• 沸点：
  231.3±9.0 °C(predicted)
• 密度：
  0.954±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.625
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  氯仿 、 3,5-dimethyl-hex-4-enoic acid 、 臭氧 生成 甲基丁二酸
  参考文献：
  名称：

  Burton; Ingold, Journal of the Chemical Society, 1929, p. 2030

  摘要：

  DOI：
• 作为产物：
  描述：

  2,4-二甲基-1,3-戊二烯 、 一氧化碳 在 palladium on activated charcoal 甲酸 、 三苯基膦 、 1,4-双(二苯基膦)丁烷 作用下， 以 乙二醇二甲醚 为溶剂， 110.0 ℃ 、628.21 kPa 条件下， 反应 24.0h， 以60%的产率得到3,5-dimethyl-hex-4-enoic acid
  参考文献：
  名称：

  Synthesis of unsaturated acids by 1,2-addition of formic acid to conjugated dienes catalyzed by palladium on carbon in the presence of mono and bidentate phosphines

  摘要：

  Di-, and trisubstituted 1,3-dienes are converted to gamma,delta-unsaturated acids by use of formic acid, carbon monoxide, and catalytic quantities of Pd-C/PPh(3)/Ph(2)P(CH2)(4)PPh(2) in 1,2-dimethoxyethane. A beta,gamma-unsaturated acid was obtained when the monosubstituted diene, isoprene, was used as the reactant.

  DOI：

  10.1016/s0040-4039(00)73391-0

文献信息

• An NMR Strategy for Determination of Configuration of Remote Stereogenic Centers:  3-Methylcarboxylic Acids
  作者：Thomas R. Hoye、Dmitry O. Koltun

  DOI：10.1021/ja972664n

  日期：1998.5.1

  A method has been developed for determining the absolute configuration of carboxylic acids bearing a methyl substituent at C(3). A series of 1-arylethylamide derivatives of such acids was prepared in which both the amine- and acid-derived portions were of known configuration. Diagnostic chemical shift differences (Delta delta's) were identified for various proton resonances in each pair of diastereomeric amides and a new method was established based on the observed trends. A conformational model (supported by computational calculations) consistent with the observed differential shielding effects is offered. This approach represents a general strategy that can be adapted to other substructures.
• Ssolonina, Zhurnal Russkago Fiziko-Khimicheskago Obshchestva, 1904, vol. 36, p. 987
  作者：Ssolonina

  DOI：——

  日期：——
• Synthesis of unsaturated acids by 1,2-addition of formic acid to conjugated dienes catalyzed by palladium on carbon in the presence of mono and bidentate phosphines
  作者：Giuseppe Vasapollo、Anoma Somasunderam、Bassam El Ali、Howard Alper

  DOI：10.1016/s0040-4039(00)73391-0

  日期：1994.8

  Di-, and trisubstituted 1,3-dienes are converted to gamma,delta-unsaturated acids by use of formic acid, carbon monoxide, and catalytic quantities of Pd-C/PPh(3)/Ph(2)P(CH2)(4)PPh(2) in 1,2-dimethoxyethane. A beta,gamma-unsaturated acid was obtained when the monosubstituted diene, isoprene, was used as the reactant.
• Burton; Ingold, Journal of the Chemical Society, 1929, p. 2030
  作者：Burton、Ingold

  DOI：——

  日期：——