(E)-dec-3-enenitrile | 155445-98-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (E)-dec-3-enenitrile
• 英文别名: dec-3-enenitrile；Dec-3-ennitril；Nonen-3-carbonsaeure-1-nitril；trans-2-Nonylnitril-2-en；(3E)-3-Decenenitrile
• CAS: 155445-98-0
• 化学式: C₁₀H₁₇N
• 分子量: 151.252
• InChiKey: HTXWETHXKRYMBP-BQYQJAHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-dec-3-enenitrile 在 硫酸 作用下， 生成 丙位癸内酯
  参考文献：
  名称：

  Delaby; Lecomte, Bulletin de la Societe Chimique de France, 1937, vol. <5> 4, p. 1007,1011

  摘要：

  DOI：
• 作为产物：
  描述：

  1-壬烯-3-醇 在 吡啶 、 三溴化磷 作用下， 生成 (E)-dec-3-enenitrile
  参考文献：
  名称：

  Delaby; Lecomte, Bulletin de la Societe Chimique de France, 1937, vol. <5>4, p. 750

  摘要：

  DOI：

文献信息

• Selective [5,5]‐Sigmatropic Rearrangement by Assembly of Aryl Sulfoxides with Allyl Nitriles
  作者：Lei Zhang、Jia‐Ni He、Yuchen Liang、Mengjie Hu、Li Shang、Xin Huang、Lichun Kong、Zhi‐Xiang Wang、Bo Peng

  DOI：10.1002/anie.201900434

  日期：2019.4.8

  Aromatic [5,5]‐sigmatropic rearrangement is an appealing protocol for accessing 1,4‐substituted arenes. However, such a protocol has not been well utilized in organic synthesis because of the difficulties in the synthesis of the substrates, selectivity issues, and limited substrate scope. Described herein is a new [5,5]‐sigmatropic reaction utilizing readily available aryl sulfoxides and allyl nitriles

  芳香族[5,5] -sigmatropic重排是一种吸引人的协议，可用于访问1,4-取代的芳烃。但是，由于底物的合成困难，选择性问题以及底物范围有限，这种方案在有机合成中并未得到很好的利用。本文描述的是一种新的[5,5]-σ反应，利用易获得的芳基亚砜和烯丙基腈。该反应具有温和的反应条件，高的化学和区域选择性，出色的官能团相容性以及广泛的底物范围。计算研究表明，反应的成功可归因于重排前体的选择性亲电组装，其中线性-C = C = N-键比竞争性[3,3]更有利于[5,5]-σ重排。 ]-σ重排。
• 2-ALKOXYMETHYL-3-ISOALKENYL-1-METHYLCYCLOPENTENES, USE THEREOF, IN PARTICULAR AS FRAGRANCE SUBSTANCES, CORRESPONDING ARTICLES AND PRODUCTION METHODS
  申请人：Panten Johannes

  公开号：US20090092725A1

  公开（公告）日：2009-04-09

  Compounds of formula (A) are described wherein, independently of one another, the following applies to groups R and R 1 : R is methyl or ethyl, and R 1 is hydrogen or methyl, wherein the meandering line shows that for R 1 =methyl, the associated double bind is (E)- or (Z)-configured. Furthermore, methods for producing compounds of formula (A) and the use of corresponding compounds as fragrance and/or flavouring substances are described.

  描述了公式(A)的化合物，其中独立地，对于基团R和R1，以下情况适用：R为甲基或乙基，R1为氢或甲基，其中蜿蜒线表示对于R1=甲基，相关的双键为(E)-或(Z)-构型。此外，还描述了制备公式(A)化合物的方法以及相应化合物作为香料和/或调味物质的用途。
• Carbenoid insertion into alkenylzirconocenes—a convergent synthesis of functionalised allylmetallics
  作者：Alexander N. Kasatkin、Richard J. Whitby

  DOI：10.1016/s0040-4039(00)01024-8

  日期：2000.8

  Insertion of lithium alkylcarbenoids RC(A)LiX, A= CN, P(O)(OEt)(2), SO2Ph, OMe into alkenylzirconocene chlorides derived by hydrozirconation of terminal alkynes affords functionalised allylzirconium reagents which may be further elaborated. (C) 2000 Elsevier Science Ltd. All rights reserved.
• General, Stereoselective Synthesis of (<i>Z</i>)-β,γ-Unsaturated Nitriles Promoted by Samarium Diiodide
  作者：José M. Concellón、Humberto Rodríguez-Solla、Carmen Simal、David Santos、Nieves R. Paz

  DOI：10.1021/ol801752m

  日期：2008.10.16

  A method to obtain (Z)-beta,gamma-unsaturated nitriles in high or good yields and with moderate or high stereoselectivity is described. The products were achieved through the photoinduced metalation of 3-acetoxy-4-chloronitriles with Sml(2). The starting compounds were readily prepared, and a mechanism is proposed to explain this stereoselective beta-elimination reaction.
• USE OF 2,4'-DIMETHYLPROPIOPHENONE AS A FRAGRANCE SUBSTANCE
  申请人：Kuhn Walter

  公开号：US20090162308A1

  公开（公告）日：2009-06-25

  The use of 2,4′-dimethylpropiophenone as a fragrance substance is described, preferably as a fragrance substance for imparting, modifying and/or reinforcing one, two, three or all the odor notes floral, rosy, rose oxide-like and herbal-like, preferably both of the odor notes rose oxide-like and herbal-like.