Ethyl 3,4-dimethyl-4-pentenoate | 113507-56-5

• 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 3,4-dimethyl-4-pentenoate
• 英文别名: ethyl 3,4-dimethylpent-4-enoate
• CAS: 113507-56-5
• 化学式: C₉H₁₆O₂
• 分子量: 156.225
• InChiKey: JSAUZKUGMORJPJ-UHFFFAOYSA-N

物化性质

• 沸点：
  165.3±9.0 °C(Predicted)
• 密度：
  0.888±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Ethyl 3,4-dimethyl-4-pentenoate 在 sodium hydride 、 lithium diisopropyl amide 作用下， 反应 6.25h， 生成 2,3-Dimethyl-6-(phenylsulfinyl)-1,8-nonadien-5-one
  参考文献：
  名称：

  Manganese(III)-based asymmetric oxidative free-radical cyclization of unsaturated .beta.-keto sulfoxides

  摘要：

  beta-Keto sulfoxides and beta-keto sulfones can be used as substrates for Mn(III)- and Cu(II)-based oxidative free-radical cyclizations. The sulfoxide chiral center completely controls the stereochemistry of the cyclization. Oxidative cyclization of racemic sulfoxide 8 affords 13 as a single diastereomer. Oxidative cyclization of enantiomerically pure sulfoxide 20 gives 21 as a single enantiomer. The chiral auxiliary can be removed by oxidation with potassium peroxomonosulfate to give the sulfone followed by reduction with sodium amalgam to give bicyclo[3.2.1]octanone 23. Oxidative cyclization of 26 gives indanone 29, which spontaneously loses toluenesulfenic acid to give indenone 30.

  DOI：

  10.1021/jo00001a061
• 作为产物：
  描述：

  2-溴丙烯 、 反式-2-丁烯酸乙酯 在 CuI*P(n-Bu)3 、 magnesium 作用下， 生成 Ethyl 3,4-dimethyl-4-pentenoate
  参考文献：
  名称：

  与辅酶 B12 依赖性重排相关的自由基中的 1,2-迁移

  摘要：

  Les radicaux libres XC(CH 3 )(COOR)CH 2 • , ou X=C(=0)Me, C(=O)SEt, C(=0)OEt, C(=CH 2 )Me, et C 6 H 5 ，sont generes par reaction des bromures对应物avec (n-bu) 3 SnH。Etude de la reaction de migration-1,2 de X pour form les radicaux • C(CH 3 )(COOR)(CH 2 X)

  DOI：

  10.1021/ja00218a020

文献信息

• Aromatic compounds, a process for preparation thereof and use of same as
  申请人：Firmenich S.A.

  公开号：US05162588A1

  公开（公告）日：1992-11-10

  Compound of formula ##STR1## wherein a) indexes m and n are identical and stand each for an integer number equal to zero, symbols R.sup.1 and R.sup.2 are identical and represent each a hydrogen atom, or are different and represent each a hydrogen atom or a methyl radical, symbols R.sup.5 and R.sup.8 stand each for a methyl radical, symbols R.sup.6 and R.sup.7 can be identical or different and designate each a hydrogen atom or a methyl radical and, either symbol R.sup.4 represents a methyl radical and symbol R.sup.3 stands for a hydrogen atom or a methyl radical, or symbols R.sup.3 and R.sup.4 represent each a methylene radical belonging to a ring such as indicated by the dotted line, with the proviso that the following combinations are excluded: 1. R.sup.1 =R.sup.2 =R.sup.3 =R.sup.6 =R.sup.7 =H, or 2. R.sup.1 =R.sup.2 =R.sup.3 =H and R.sup.6 or R.sup.7 =CH.sub.3, or 3. R.sup.2 =CH.sub.3 and R.sup.3 =R.sup.6 =R.sup.7 =H, or 4. R.sup.2 =CH.sub.3 and R.sup.3 =H and R.sup.6 or R.sup.7 =CH.sub.3, or 5. R.sup.1 =R.sup.3 =CH.sub.3, or 6. R.sup.3 =R.sup.4 =CH.sub.2 and R.sup.2 or R.sup.7 =CH.sub.3 ; or wherein b) indexes m and n are different and define each an integer number equal to 0 or 1, symbol R.sup.2 stands for a hydrogen atom or a methyl radical, symbols R.sup.1 and R.sup.3 designate each a hydrogen atom, symbol R.sup.4 represents a methyl radical and, either symbols R.sup.5 and R.sup.6 are identical (n=1) and represent each a methylene radical belonging to a ring such as indicated by the dotted line, R.sup.7 representing a hydrogen atom and R.sup.8 a methyl radical, or symbol R.sup.5 stands for a methyl radical and symbol R.sup.6 for a hydrogen atom, R.sup.7 and R.sup.8 being then identical (m=1) and designating each a methylene radical belonging to a ring such as indicated by the dotted line; or any mixture of two or more structural isomers of formula (I). Compounds (I) develop odor notes of the musky type and can therefore be used as active ingredients in perfuming compositions and perfumed articles of varied nature. A process for the preparation of compounds (I) is described.

  化合物的式子为##STR1## 其中，a）指数m和n相同，分别代表等于零的整数，符号R.sup.1和R.sup.2相同，分别代表氢原子，或者不同，分别代表氢原子或甲基基团，符号R.sup.5和R.sup.8分别代表甲基基团，符号R.sup.6和R.sup.7可以相同也可以不同，分别指代氢原子或甲基基团，要么符号R.sup.4代表甲基基团，符号R.sup.3代表氢原子或甲基基团，要么符号R.sup.3和R.sup.4分别代表属于由虚线表示的环的亚甲基基团，但以下组合不包括在内：1. R.sup.1 =R.sup.2 =R.sup.3 =R.sup.6 =R.sup.7 =H，或2. R.sup.1 =R.sup.2 =R.sup.3 =H，R.sup.6或R.sup.7=CH.sub.3，或3. R.sup.2 =CH.sub.3，R.sup.3 =R.sup.6 =R.sup.7 =H，或4. R.sup.2 =CH.sub.3，R.sup.3 =H，R.sup.6或R.sup.7=CH.sub.3，或5. R.sup.1 =R.sup.3 =CH.sub.3，或6. R.sup.3 =R.sup.4 =CH.sub.2，R.sup.2或R.sup.7=CH.sub.3；或b）指数m和n不同，分别定义等于0或1的整数，符号R.sup.2代表氢原子或甲基基团，符号R.sup.1和R.sup.3分别指代氢原子，符号R.sup.4代表甲基基团，要么符号R.sup.5和R.sup.6相同（n=1），分别代表属于由虚线表示的环的亚甲基基团，R.sup.7代表氢原子，R.sup.8代表甲基基团，要么符号R.sup.5代表甲基基团，符号R.sup.6代表氢原子，R.sup.7和R.sup.8相同（m=1），分别指代属于由虚线表示的环的亚甲基基团；或者公式（I）的两个或更多结构异构体的任意混合物。化合物（I）具有麝香类气味，并因此可用作香料组合物和各种性质的香料制品中的活性成分。还描述了一种制备化合物（I）的方法。
• Process for the preparation of novel aromatic compounds
  申请人：Firmenich SA

  公开号：US05442124A1

  公开（公告）日：1995-08-15

  A process for the preparation of novel compounds with a tetraline-type structure, which are useful as perfuming ingredients, is described.

  本文描述了一种制备新型具有四环烷基结构的化合物的方法，这些化合物可用作香料成分。
• Aromatic compounds
  申请人：Firmenich S.A.

  公开号：US05559272A1

  公开（公告）日：1996-09-24

  A process for the preparation of novel compounds with a tetraline-type structure, which are useful as perfuming ingredients, is described.

  本发明提供了一种制备具有四环乙烷结构的新化合物的方法，这些化合物可用作香料成分。
• US5162588A
  申请人：——

  公开号：US5162588A

  公开（公告）日：1992-11-10
• US5185318A
  申请人：——

  公开号：US5185318A

  公开（公告）日：1993-02-09