ethyl 2-hydroxy-2,4-dimethylpent-4-enoate | 10348-48-8

• 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: ethyl 2-hydroxy-2,4-dimethylpent-4-enoate
• 英文别名: 2-Hydroxy-2,4-dimethyl-4-pentensaeure-aethylester；Ethyl 2-hydroxy-2,4-dimethyl-4-pentenoate
• CAS: 10348-48-8
• 化学式: C₉H₁₆O₃
• 分子量: 172.224
• InChiKey: VRFNBBGJZCALIP-UHFFFAOYSA-N

物化性质

• 沸点：
  67-68 °C(Press: 2 Torr)
• 密度：
  0.995±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 2-hydroxy-2,4-dimethylpent-4-enoate 在 platinum(IV) oxide sodium hydroxide 、 氢气 作用下， 以 乙醇 为溶剂， 生成 2-羟基-2,4-二甲基戊酸
  参考文献：
  名称：

  Klimova,E.; Arbuzov,Yu., Doklady Chemistry, 1966, vol. 167, p. 419 - 421

  摘要：

  DOI：
• 作为产物：
  描述：

  丙酮酸乙酯 、 3-氯-2-氯甲基丙烯 在 盐酸 、 indium 作用下， 以 甲醇 为溶剂， 以72%的产率得到ethyl 2-hydroxy-2,4-dimethylpent-4-enoate
  参考文献：
  名称：

  α-酮酯与烯丙基卤的介导烯丙基化*

  摘要：

  α-酮酯与烯丙基卤化物、炔丙基溴化物和烯丙基溴化物使用铟金属的化学选择性反应在温和条件下以良好至极好的产率提供了 α-羟基-γ,δ-不饱和酯。*本文献给李昌焕教授 60 岁生日。

  DOI：

  10.1081/scc-100105896

文献信息

• A Highly Atom Efficient, Solvent Promoted Addition of Tetraallylic, Tetraallenic, and Tetrapropargylic Stannanes to Carbonyl Compounds
  作者：Adam McCluskey、I. Wayan Muderawan、Muntari、David J. Young

  DOI：10.1021/jo015904x

  日期：2001.11.1

  Tetraallylic, tetraallenic, and tetrapropargylic stannanes (0.25 equiv) react with aldehydes in methanol to provide unsaturated alcohols in good to excellent yields (56-99%). These reactions proceed exclusively with allylic rearrangement for tetra(2-butenyl)tin 2b and tetra(1,2-butadienyl)tin 16c and predominantly with allylic rearrangement for tetrapropadienyltin 16a and tetra(2-butynyl)tin 6e. Allylation. reactions also proceeded smoothly with reactive ketones such as ethyl pyruvate (9a) and cyclohexanone (9b). The corresponding TFA-catalyzed reactions of dimethyl acetals 4d and 4e are regiospecific with allylic rearrangement.
• Process for Producing alpha-Trifluoromethyl-alpha,beta-Unsaturated Ester
  申请人：Ishii Akihiro

  公开号：US20110160477A1

  公开（公告）日：2011-06-30

  An α-trifluoromethyl-α,β-unsaturated ester can be produced by reacting an α-trifluoromethyl-α-hydroxy ester with sulfuryl fluoride (SO 2 F 2 ) in the presence of an organic base. It is preferable that the raw substrate has a hydrogen atom as one β-position substituent group and either an alkyl group, a substituted alkyl group, an alkenyl group, a substituted alkenyl group, an aromatic ring group or a substituted aromatic ring group as the other β-position substituent group. It is more preferable that an ester moiety of the raw substrate is an alkyl ester. This raw substrate is readily available. Further, the desired reaction can proceed favorably with the use of this raw substrate. It is also preferable to use either 1,5-diazabicyclo[4.3.0]non-5-ene (DBN) or 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) as the organic base. The desired reaction can proceed more favorably with the use of this organic base.
• US8653295B2
  申请人：——

  公开号：US8653295B2

  公开（公告）日：2014-02-18
• In-MEDIATED ALLYLATION OF α-KETO ESTERS WITH ALLYL HALIDES^*
  作者：Phil Ho Lee、Kooyeon Lee、Sukbok Chang

  DOI：10.1081/scc-100105896

  日期：2001.1

  The chemoselective reaction of α-keto esters with allyl halides, propargyl bromides, and allenyl bromide using indium metal afforded α-hydroxy-γ,δ-unsaturated esters in good to excellent yields under mild conditions. *This paper is dedicated to Professor Chang Hwan Rhee on the occasion of his 60th birthday.

  α-酮酯与烯丙基卤化物、炔丙基溴化物和烯丙基溴化物使用铟金属的化学选择性反应在温和条件下以良好至极好的产率提供了 α-羟基-γ,δ-不饱和酯。*本文献给李昌焕教授 60 岁生日。
• Klimova,E.; Arbuzov,Yu., Doklady Chemistry, 1966, vol. 167, p. 419 - 421
  作者：Klimova,E.、Arbuzov,Yu.

  DOI：——

  日期：——