环戊酮,2-亚己基-,(2E)- | 103517-11-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 环戊酮,2-亚己基-,(2E)-
• 英文名称: (E)-2-n-hexylidenecyclopentanone
• 英文别名: (2E)-2-hexylidenecyclopentanone；(E)-2-hexylidenecyclopentanone；2-hexylidenecyclopentanone；Cyclopentanone, 2-hexylidene-；(2E)-2-hexylidenecyclopentan-1-one
• CAS: 103517-11-9
• 化学式: C₁₁H₁₈O
• 分子量: 166.263
• InChiKey: WZPGQHVPSKTELT-JXMROGBWSA-N

物化性质

• 沸点：
  258.9±10.0 °C(Predicted)
• 密度：
  0.986±0.06 g/cm3(Predicted)
• 溶解度：
  氯仿（微溶）、甲醇（微溶）
• 物理描述：
  Pale yellowish oily liquid; powerful warm-floral and green-fruity odour with spicy herbaceous undertones
• 折光率：
  1.477-1.484

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  环戊酮,2-亚己基-,(2E)- 在 PPA 作用下， 生成 二氢茉莉酮
  参考文献：
  名称：

  十一磷酸对十一碳烯酸的环化作用

  摘要：

  显示在多磷酸存在下十一碳烯-十一烯酸产生2-正己基环戊-2-烯酮和2-正戊基环己-2-烯酮的混合物。

  DOI：

  10.1016/s0040-4020(01)83110-0
• 作为产物：
  描述：

  2-hexyl-6-oxabicyclo[3.1.0]hexan-2-ol 生成 环戊酮,2-亚己基-,(2E)-
  参考文献：
  名称：

  IWAHASHI TAKASHI; MATSUBARA FUMIO; YOSHIHIRO YOSHIRO, NIXON KAGAKU KAJSI, NIRRON KAGAKU KAISNI, J. CHEM. SOS. JAR., CHEM. AND I+

  摘要：

  DOI：

文献信息

• [EN] ORGANOCATALYSTS AND METHODS OF USE IN CHEMICAL SYNTHESIS<br/>[FR] ORGANOCATALYSEURS ET PROCEDES D'UTILISATION DE CES DERNIERS DANS LA SYNTHESE CHIMIQUE
  申请人：STC UNM

  公开号：WO2006007586A1

  公开（公告）日：2006-01-19

  The present invention pertains generally to compositions comprising organocatalysts that facilitate stereo-selective reactions and the method of their synthesis and use. Particularly, the invention relates to metal-free organocatalysts for facilitation of stereo-­selective reactions, and the method of their synthesis and use. These compounds have the structure of the Formulas (I) and (II). Where X is independently selected from CH2, N-Ra, O, S or C=O; Y is CH2, N-Ra, O, S or C=O, with the proviso that at least one of X or Y is CH2, and preferably both of X and Y are CH2; Ra is H, an optionally substituted C1-C12 alkyl, preferably an optionally substituted C1-C6 alkyl including a C3-C6 cyclic alkyl group, or an optionally substituted aryl group, preferably an optionally substituted phenyl group; Rb is H, an optionally substituted C1-C12 alkyl, preferably an optionally substituted C1-C6 acyclic or a a C3-C6 cyclic alkyl group, CHO, N(Me)O, CO(S)Ra or the group of Formula (III). Where Rc and Rd are each independently H, F, C1, an optionally substituted C1-C20 alkyl, preferably an optionally substituted C1-C12 alkyl, more preferably a C1-C6 alkyl, and an optionally substituted aryl group, or together Rc and Rd form an optionally substituted carbocyclic or optionally substituted heterocyclic ring; R1 is OH, OR, NR'R', NHC(=O)R, NHSO2R; R2 is H, F, C1, an optionally substituted C1-C20 alkyl, preferably an optionally substituted C1­C6 alkyl, an optionally substituted aryl group or a =O group (which establishes a carbonyl group with the carbon to which =O is attached; R3 is H, OH, F, C1, Br, I, Cl, an optionally substituted C1-C20 alkyl, alkenyl or alkynyl ('hydrocarbyl') group, preferably an optionally substituted C1-C6 alkyl, or an optionally substituted aryl, such that the carbon to which R3 is attached has an R or S configuration; R is H, an optionally substituted C1-C20 alkyl, preferably an optionally substituted C1-C6 alkyl, or an optionally substituted aryl group, R' and R' are each independently H, an optionally substituted C1-C20 alkyl group, preferably an optionally substituted C1-C6 alkyl, or an optionally substituted aryl group; or together R' and R' form an optionally substituted heterocyclic, preferably a 4 to 7 membered optionally substituted heterocyclic group or an optionally substituted heteroaryl ring with the nitrogen to which R' and R' are attached; and wherein said compound is free from a metal catalyst.

  本发明涉及一般包括有机催化剂的组合物，该催化剂促进立体选择性反应以及其合成和使用方法。特别地，本发明涉及无金属有机催化剂以促进立体选择性反应，以及其合成和使用方法。这些化合物具有以下结构的式（I）和（II）。其中X独立地选择自CH2、N-Ra、O、S或C=O；Y为CH2、N-Ra、O、S或C=O，但至少X或Y中的一个为CH2，最好是X和Y都为CH2；Ra为H、可选择地取代的C1-C12烷基，最好是可选择地取代的C1-C6烷基，包括C3-C6环烷基，或可选择地取代的芳基，最好是可选择地取代的苯基；Rb为H、可选择地取代的C1-C12烷基，最好是可选择地取代的C1-C6无环或C3-C6环烷基，CHO、N(Me)O、CO(S)Ra或式（III）的基团。其中Rc和Rd各自独立地为H、F、C1、可选择地取代的C1-C20烷基，最好是可选择地取代的C1-C12烷基，更好地是C1-C6烷基，以及可选择地取代的芳基，或者Rc和Rd一起形成可选择地取代的碳环或可选择地取代的杂环；R1为OH、OR、NR'R'、NHC(=O)R、NHSO2R；R2为H、F、C1、可选择地取代的C1-C20烷基，最好是可选择地取代的C1-C6烷基，可选择地取代的芳基或=O基团（与=O连接的碳形成羰基基团）；R3为H、OH、F、C1、Br、I、Cl、可选择地取代的C1-C20烷基、烯基或炔基（'烃基'），最好是可选择地取代的C1-C6烷基，或可选择地取代的芳基，使得R3连接的碳具有R或S构型；R为H、可选择地取代的C1-C20烷基，最好是可选择地取代的C1-C6烷基，或可选择地取代的芳基，R'和R'各自独立地为H、可选择地取代的C1-C20烷基，最好是可选择地取代的C1-C6烷基，或可选择地取代的芳基；或者R'和R'一起形成可选择地取代的杂环，最好是4到7成员的可选择地取代的杂环基团或与R'和R'连接的氮原子形成可选择地取代的杂芳基环；其中所述化合物不含金属催化剂。
• Precursors for fragrant ketones and fragrant aldehydes
  申请人：Givaudan SA

  公开号：EP1262473A1

  公开（公告）日：2002-12-04

  The present invention refers to fragrance precursors of formula I for a fragrant ketone of formula II and one or more fragrant aldehydes or ketones of formula III and IV, These fragrance precursors are useful in perfumery, especially in the fine and functional perfumery.

  本发明涉及公式I的香气前体，用于公式II的芳香酮和公式III和IV的一个或多个芳香醛或酮，这些香气前体在香水制造中特别有用，尤其是在精细和功能性香水中。
• A Novel Pyrrolidine Imide Catalyzed Direct Formation of α,β-Unsaturated Ketones from Unmodified Ketones and Aldehydes
  作者：Wei Wang、Yujiang Mei、Hao Li、Jian Wang

  DOI：10.1021/ol047630g

  日期：2005.2.1

  (E)-alpha,beta-unsaturated ketones from ketones and aldehydes, promoted by a novel pyrrolidine imide organocatalyst, has been developed in moderate to high yields. Unlike the Claisen-Schmidt condensation and Lewis acid catalyzed tandem aldol-dehydration processes, this method provides mild reaction conditions to access alpha,beta-unsaturated ketones from simple, unmodified ketones. [reaction: see text]

  由酮和醛直接，立体选择性地制备（E）-α，β-不饱和酮的方法，由新型吡咯烷酰亚胺有机催化剂促进，已经以中等至高收率开发。与Claisen-Schmidt缩合反应和Lewis酸催化的串联醛醇缩合脱水过程不同，此方法提供了温和的反应条件，可从简单的未改性酮中获得α，β-不饱和酮。[反应：看文字]
• Stereoselective aldol reaction of α-seleno carbonyl compounds: preparation of (Z)-α,β-unsaturated carbonyl compounds
  作者：Shuichi Nakamura、Toshinobu Hayakawa、Tatsuya Nishi、Yoshihiko Watanabe、Takeshi Toru

  DOI：10.1016/s0040-4020(01)00606-8

  日期：2001.7

  titanium enolates of α-seleno esters in the presence of Ph3P or Ph3PO gave the products with high stereoselectivity favoring the syn isomers. Reaction of α-seleno ketones with TiCl4 in the presence of 2 equiv. of Et3N, and subsequently with aldehydes, gave the aldol products with high syn selectivity. The stereoselectivity in the aldol reaction of 3-pentanone also increased by using an excess amount of Et3N

  α-硒基酯的烯醇化物的钛的pH值的存在醛醇缩合反应3 P或博士3 PO，得到的产品具有高的立体选择性有利于顺式异构体。在2当量存在下，α-硒代酮与TiCl 4的反应。Et 3 N，然后与醛混合，得到具有高顺式选择性的醛醇产物。通过使用过量的Et 3 N ，3-戊酮的醛醇缩合反应中的立体选择性也增加了。这样从α-硒代羰基化合物获得的醛醇产物可以立体定向转化为（Z）-α，β-不饱和羰基化合物用吡啶处理。（Z）-亚烷基环戊酮仅通过在黑暗中用Et 3 N处理顺-醛醇产物而形成。
• [EN] ODORANT COMPOUND<br/>[FR] COMPOSÉ ODORANT
  申请人：FIRMENICH & CIE

  公开号：WO2021209393A1

  公开（公告）日：2021-10-21

  The present invention relates to the field of perfumery. More particularly, it concerns a compound of formula (I) as defined herein below, and its uses as perfuming ingredients. Therefore, following what is mentioned herein, the present invention comprises the invention compound as part of a perfuming composition or of a perfumed consumer product. Moreover, the present invention relates to a properfume compound suitable to release the compound of formula (I).

  本发明涉及香水领域。更具体地，涉及一种如下所定义的化合物(I)，以及其作为香料成分的用途。因此，根据本文所述，本发明包括将所述发明化合物作为香水成分或香水消费产品的一部分。此外，本发明涉及适合释放化合物(I)的前香化合物。