7-methyl-3-methylene-6-nonene nitrile | 1108727-44-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 7-methyl-3-methylene-6-nonene nitrile
• 英文别名: 7-Methyl-3-methylidenenon-6-enenitrile；7-methyl-3-methylidenenon-6-enenitrile
• CAS: 1108727-44-1
• 化学式: C₁₁H₁₇N
• 分子量: 163.263
• InChiKey: GXMYBZOAHXNPJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  6-甲基-5-辛烯-2-酮 、 氰乙酸甲酯 在 sodium methylate 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 以60.6%的产率得到3,7-二甲基-2,6-壬二烯腈
  参考文献：
  名称：

  PROCESS FOR THE PREPARATION OF ETHYLGERANONITRILE

  摘要：

  本发明涉及一种通过乙基庚酮与去质子化腈反应制备乙基橙酮腈的方法，如适当的话，还涉及随后的皂化和脱羧。此外，该发明涉及包含3,7-二甲基-2,6-壬二烯腈和至少一种选自化合物3,7-二甲基-3,6-壬二烯腈和3-亚甲基-7-甲基-6-壬烯腈的混合物，以及包含这些混合物的香精组合物。

  公开号：

  US20100204083A1

文献信息

• [EN] NOVEL PROCESS FOR THE MANUFACTURE OF METHYL LIMONITRILE<br/>[FR] NOUVEAU PROCÉDÉ POUR LA FABRICATION DE MÉTHYL-LIMONITRILE
  申请人：DSM IP ASSETS BV

  公开号：WO2013120808A1

  公开（公告）日：2013-08-22

  The present invention is directed to a process for the manufacture of methyl limonitrile comprising a mixture of 3,7-dimethyl-2,6-nonadiene nitrile, 3,7-dimethyl-3,6-nonadiene nitrile and 7-methyl-3-methylene-6-nonene nitrile comprising the following steps: a) reacting 6-methyl-5-octen-2-one with cyano acetic acid and removing carbon dioxide and water, wherein the reaction and the removal of carbon dioxide and water are performed in the presence of a base and a co-base 1 in an organic solvent, and wherein the organic solvent is a solvent which forms a heteroazeotrop with water; b) removing the solvent and the base of the reaction mixture obtained after having performed step a) or step c) by distillation to obtain a reaction mixture, whereby this step may optionally be performed in the presence of a co-base 2; c) isomerizing the reaction mixture obtained after having performed step a) or step b) to obtain an isomerized reaction mixture in the presence of a co-base 2; whereby step b) can be performed before or after step c).

  本发明涉及一种制备甲基柠檬腈的方法，包括以下步骤：a)将6-甲基-5-辛烯-2-酮与氰乙酸反应，并在碱和共碱1的存在下去除二氧化碳和水，其中反应和去除二氧化碳和水在有机溶剂中进行，有机溶剂是与水形成异质共沸物的溶剂；b)通过蒸馏去除在步骤a)或步骤c)完成后获得的反应混合物中的溶剂和碱，以获得反应混合物，该步骤可以在共碱2的存在下进行；c)在共碱2的存在下，对在步骤a)或步骤b)完成后获得的反应混合物进行异构化，以获得异构化的反应混合物；其中步骤b)可以在步骤c)之前或之后进行。
• NOVEL PROCESS FOR THE MANUFACTURE OF METHYL LIMONITRILE
  申请人：DSM IP ASSETS B.V.

  公开号：US20140378695A1

  公开（公告）日：2014-12-25

  The present invention is directed to a process for the manufacture of methyl limonitrile comprising a mixture of 3,7-dimethyl-2,6-nonadiene nitrile, 3,7-dimethyl-3,6-nonadiene nitrile and 7-methyl-3-methylene-6-nonene nitrile comprising the following steps: a) reacting 6-methyl-5-octen-2-one with cyano acetic acid and removing carbon dioxide and water, wherein the reaction and the removal of carbon dioxide and water are performed in the presence of a base and a co-base 1 in an organic solvent, and wherein the organic solvent is a solvent which forms a heteroazeotrop with water; b) removing the solvent and the base of the reaction mixture obtained after having performed step a) or step c) by distillation to obtain a reaction mixture, whereby this step may optionally be performed in the presence of a co-base 2; c) isomerizing the reaction mixture obtained after having performed step a) or step b) to obtain an isomerized reaction mixture in the presence of a co-base 2; whereby step b) can be performed before or after step c).

  本发明涉及一种制备甲基柠檬腈的方法，包括混合3,7-二甲基-2,6-壬二烯腈、3,7-二甲基-3,6-壬二烯腈和7-甲基-3-亚甲基-6-壬烯腈的步骤：a)将6-甲基-5-辛烯-2-酮与氰乙酸反应并除去二氧化碳和水，其中反应和除去二氧化碳和水在存在碱和共碱1的有机溶剂中进行，有机溶剂是与水形成异构共沸的溶剂；b)通过蒸馏去除在步骤a)或步骤c)完成后获得的反应混合物中的溶剂和碱，以获得反应混合物，该步骤可以选择在共碱2的存在下进行；c)在共碱2的存在下异构化在步骤a)或步骤b)完成后获得的反应混合物，以获得异构化的反应混合物；其中步骤b)可以在步骤c)之前或之后进行。
• [EN] NOVEL PROCESS FOR THE MANUFACTURE OF METHYL LIMONITRILE<br/>[FR] NOUVEAU PROCÉDÉ DE FABRICATION DE LIMONITRILE DE MÉTHYLE
  申请人：DSM IP ASSETS BV

  公开号：WO2013120805A1

  公开（公告）日：2013-08-22

  The present invention is directed to a process for the manufacture of methyl limonitrile comprising a mixture of 3,7-dimethyl-2,6-nonadiene nitrile, 3,7-dimethyl-3,6-nonadiene nitrile and 7-methyl-3-methylene-6-nonene nitrile comprising the following steps: a) reacting 6-methyl-5-octen-2-one with cyano acetic acid and removing carbon dioxide and water, wherein the reaction and the removal of carbon dioxide and water are performed in the presence of a base and a co-base in an organic solvent, wherein the base is pyridine, wherein the co-base is 1,4-diamino butane, and wherein the organic solvent is a solvent which forms a heteroazeotrop with water; b) removing the solvent and pyridine of the reaction mixture obtained after having performed step a) or step c) by distillation to obtain a reaction mixture; c) isomerizing the reaction mixture obtained after having performed step a) or step b) to obtain an isomerized reaction mixture; whereby step b) can be performed before or after step c).

  本发明涉及一种制备甲基柠檬腈的方法，包括由3,7-二甲基-2,6-壬二烯腈、3,7-二甲基-3,6-壬二烯腈和7-甲基-3-亚甲基-6-壬烯腈的混合物组成，包括以下步骤：a)将6-甲基-5-辛烯-2-酮与氰乙酸反应，并去除二氧化碳和水，其中反应和去除二氧化碳和水是在存在碱和共碱的有机溶剂中进行的，其中碱是吡啶，其中共碱是1,4-二氨基丁烷，有机溶剂是与水形成异构共沸物的溶剂；b)通过蒸馏去除步骤a)完成后得到的反应混合物中的溶剂和吡啶，以获得反应混合物；c)对执行了步骤a)或步骤b)后得到的反应混合物进行异构化，以获得异构化的反应混合物；其中步骤b)可以在步骤c)之前或之后执行。
• Novel process for the manufacture of methyl limonitrile
  申请人：DSM IP Assets B.V.

  公开号：EP2628723B1

  公开（公告）日：2014-09-10