2(E),4(E)-dodacenonitrile | 123771-57-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2(E),4(E)-dodacenonitrile
• 英文别名: (2E,4E)-dodeca-2,4-dienenitrile
• CAS: 123771-57-3
• 化学式: C₁₂H₁₉N
• 分子量: 177.29
• InChiKey: VACVTIIRZKWMKH-BNFZFUHLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.58
• 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：

  (E,E)-2,4-十二碳二烯醛 在 硫酰氟 、 盐酸羟胺 、 sodium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 12.0h， 生成 2(E),4(E)-dodacenonitrile
  参考文献：
  名称：

  使用DMSO中的无机试剂NH 2 OH / Na 2 CO 3 / SO 2 F 2将醛（RCHO）直接转化为腈（RCN）的级联过程

  摘要：

  使用无机试剂（NH 2 OH / Na 2 CO ）开发了一种简单，温和且实用的方法，将醛直接转化为腈，可在较宽的底物范围内实现出色的官能团耐受性（52个实例，大多数情况下产率超过90％）3 / SO 2 F 2）在DMSO中。该方法允许以易用，原子和步经济的方式将易于获得，廉价且丰富的醛转化为高度有价值的腈，而无需过渡金属。该协议将作为将氰基部分安装到复杂分子的强大工具。

  DOI：

  10.1021/acs.joc.8b03164

文献信息

• [EN] FRAGRANCE AND FLAVOR COMPOSITIONS CONTAINING ISOMERIC ALKADIENALS OR ISOMERIC ALKADIENENITRILES<br/>[FR] COMPOSITION AROMATISÉE OU PARFUMÉE CONTENANT DES ALCADIÉNALS ISOMÈRES OU DES ALCADIÈNENITRILES ISOMÈRES
  申请人：BEDOUKIAN RES INC

  公开号：WO2017100426A1

  公开（公告）日：2017-06-15

  A composition containing at least one isomeric alkadienal or at least one isomeric alkadienenitrile in an amount effective to impart a fragrance or flavor to the composition. A fragrance or flavor composition containing at least one isomeric alkadienal or at least one isomeric alkadienenitrile in an amount effective to impart a fragrance or flavor to the composition. A consumer product containing the fragrance or flavor composition having at least one isomeric alkadienal or at least one isomeric alkadienenitrile in an amount effective to impart a fragrance or flavor to the composition. A method of imparting a fragrance or flavor to a consumer product by adding to the consumer product a fragrance or flavor composition containing at least one isomeric alkadienal or at least one isomeric alkadienenitrile in an amount effective to impart a fragrance or flavor to the consumer product.

  一种含有至少一种异构的烯二醛或至少一种异构的烯二腈的组合物，其量足以赋予组合物香味或风味。一种香味或风味组合物，其中含有至少一种异构的烯二醛或至少一种异构的烯二腈，其量足以赋予组合物香味或风味。一种含有香味或风味组合物的消费品，其中至少含有一种异构的烯二醛或至少一种异构的烯二腈，其量足以赋予组合物香味或风味。一种通过向消费品添加含有至少一种异构的烯二醛或至少一种异构的烯二腈的香味或风味组合物的方法，以在消费品中赋予香味或风味。
• PERFUME COMPOSITIONS CONTAINING ISOMERIC ALKADIENALS
  申请人：BEDOUKIAN RESEARCH, INC.

  公开号：US20160052855A1

  公开（公告）日：2016-02-25

  A perfume composition comprising an effective amount of at least one alkadienal selected from 4,8-undecadienal and isomers thereof, 4,9-dodecadienal and isomers thereof, and 4,10-tridecadienal and isomers thereof. The isomers of 4,8-undecadienal comprise Z,Z-4,8-undecadienal, E,E-4,8-undecadienal, and mixed Z/E isomers of 4,8-undecadienal; the isomers of 4,9-dodecadienal comprise Z,Z-4,9-dodecadienal, E,E-4,9-dodecadienal, and mixed Z/E isomers of 4,9-dodecadienal; and the isomers of 4,10-tridecadienal comprise Z,Z-4,10-tridecadienal, E,E-4,10-tridecadienal, and mixed Z/E isomers of 4,10-tridecadienal. A composition comprising an effective amount of at least one alkadienal selected from 4,8-undecadienal and isomers thereof, 4,9-dodecadienal and isomers thereof, and 4,10-tridecadienal and isomers thereof. Processes for the preparation of the isomer mixtures of alkadienals are provided. The isomeric alkadienals have a range of fresh, watery, ozone, grapefruit, tangerine, orange peel, aldehydic notes of exceptional strength.

  一种香水组合物，包括有效量的至少一种选择自4,8-十一烯醛及其异构体、4,9-十二烯醛及其异构体和4,10-十三烯醛及其异构体的烯醛。4,8-十一烯醛的异构体包括Z,Z-4,8-十一烯醛、E,E-4,8-十一烯醛和混合的Z/E异构体；4,9-十二烯醛的异构体包括Z,Z-4,9-十二烯醛、E,E-4,9-十二烯醛和混合的Z/E异构体；4,10-十三烯醛的异构体包括Z,Z-4,10-十三烯醛、E,E-4,10-十三烯醛和混合的Z/E异构体。组合物包括有效量的至少一种选择自4,8-十一烯醛及其异构体、4,9-十二烯醛及其异构体和4,10-十三烯醛及其异构体的烯醛。提供制备烯二醛异构体混合物的过程。异构烯二醛具有一系列新鲜、水、臭氧、葡萄柚、橘子、橙皮、醛类的气味，具有异常强的香气。
• [EN] PERFUME COMPOSITONS CONTAINING ISOMERIC ALKADIENENITRILES<br/>[FR] COMPOSITIONS DE PARFUM CONTENANT DES ALCADIÈNENITRILES ISOMÈRES
  申请人：BEDOUKIAN RES INC

  公开号：WO2016028897A1

  公开（公告）日：2016-02-25

  A perfume composition comprising an effective amount of at least one alkadienenitrile selected from 4,8-undecadienenitrile and isomers thereof, 4,9- dodecadienenitrile and isomers thereof, and 4,10-tridecadienenitrile and isomers thereof. The isomers of 4,8-undecadienenitrile comprise Z,Z-4,8- undecadienenitrile, E,E-4,8-undecadienenitrile, and mixed Z/E isomers of 4,8- undecadienenitrile; the isomers of 4,9-dodecadienenitrile comprise Z,Z-4,9- dodecadienenitrile, E,E-4,9-dodecadienenitrile, and mixed Z/E isomers of 4,9- dodecadienenitrile; and the isomers of 4,10-tridecadienenitrile comprise Z,Z-4,10- tridecadienenitrile, E,E-4,10-tridecadienenitrile, and mixed Z/E isomers of 4,10- tridecadienenitrile. A composition comprising an effective amount of at least one alkadienenitrile selected from 4,8-undecadienenitrile and isomers thereof, 4,9- dodecadienenitrile and isomers thereof, and 4,10-tridecadienenitrile and isomers thereof. Processes for the preparation of the isomeric alkadienenitriles are provided. The isomeric alkadienenitriles have a range of fresh, citric, ozonic and floral notes of exceptional strength.

  一种香水组合物，包括有效量的至少一种烯丙腈，所述烯丙腈选择自4,8-十一碳烯腈及其异构体、4,9-十二碳烯腈及其异构体、4,10-十三碳烯腈及其异构体。4,8-十一碳烯腈的异构体包括Z,Z-4,8-十一碳烯腈、E,E-4,8-十一碳烯腈和混合的Z/E异构体；4,9-十二碳烯腈的异构体包括Z,Z-4,9-十二碳烯腈、E,E-4,9-十二碳烯腈和混合的Z/E异构体；4,10-十三碳烯腈的异构体包括Z,Z-4,10-十三碳烯腈、E,E-4,10-十三碳烯腈和混合的Z/E异构体。本发明还提供了包括有效量的至少一种烯丙腈，所述烯丙腈选择自4,8-十一碳烯腈及其异构体、4,9-十二碳烯腈及其异构体、4,10-十三碳烯腈及其异构体的组合物。本发明还提供了制备异构烯丙腈的方法。这些异构烯丙腈具有新鲜、柑橘、臭氧和花香等强烈的香气。
• PERFUME COMPOSITIONS CONTAINING ISOMERIC ALKADIENENITRILES
  申请人：BEDOUKIAN RESEARCH, INC.

  公开号：US20160052872A1

  公开（公告）日：2016-02-25

  A perfume composition comprising an effective amount of at least one alkadienenitrile selected from 4,8-undecadienenitrile and isomers thereof, 4,9-dodecadienenitrile and isomers thereof, and 4,10-tridecadienenitrile and isomers thereof. The isomers of 4,8-undecadienenitrile comprise Z,Z-4,8-undecadienenitrile, E,E-4,8-undecadienenitrile, and mixed Z/E isomers of 4,8-undecadienenitrile; the isomers of 4,9-dodecadienenitrile comprise Z,Z-4,9-dodecadienenitrile, E,E-4,9-dodecadienenitrile, and mixed Z/E isomers of 4,9-dodecadienenitrile; and the isomers of 4,10-tridecadienenitrile comprise Z,Z-4,10-tridecadienenitrile, E,E-4,10-tridecadienenitrile, and mixed Z/E isomers of 4,10-tridecadienenitrile. A composition comprising an effective amount of at least one alkadienenitrile selected from 4,8-undecadienenitrile and isomers thereof, 4,9-dodecadienenitrile and isomers thereof, and 4,10-tridecadienenitrile and isomers thereof. Processes for the preparation of the isomeric alkadienenitriles are provided. The isomeric alkadienenitriles have a range of fresh, citric, ozonic and floral notes of exceptional strength.

  一种香水组合物，包括有效量的至少一种选自4,8-十一烯腈及其异构体、4,9-十二烯腈及其异构体、4,10-十三烯腈及其异构体的烯腈。4,8-十一烯腈的异构体包括Z,Z-4,8-十一烯腈、E,E-4,8-十一烯腈和混合的Z/E异构体；4,9-十二烯腈的异构体包括Z,Z-4,9-十二烯腈、E,E-4,9-十二烯腈和混合的Z/E异构体；4,10-十三烯腈的异构体包括Z,Z-4,10-十三烯腈、E,E-4,10-十三烯腈和混合的Z/E异构体。本发明还提供了一种包含有效量的至少一种选自4,8-十一烯腈及其异构体、4,9-十二烯腈及其异构体、4,10-十三烯腈及其异构体的烯腈的组合物。本发明还提供了制备异构烯腈的方法。这些异构烯腈具有新鲜、柑橘、臭氧和花香等特别强烈的香气。
• Huang, Yao-Zeng; Shen, Yanchang; Chen, Chen, Synthetic Communications, 1989, vol. 19, # 1, 2, p. 83 - 90
  作者：Huang, Yao-Zeng、Shen, Yanchang、Chen, Chen

  DOI：——

  日期：——