1-(acetoxymethyl)-1-cyclohexene | 53723-51-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-(acetoxymethyl)-1-cyclohexene
• 英文别名: 1-cyclohexen-1-ylmethyl acetate；1-cyclohexenylmethyl acetate；1-acetoxymethylcyclohexene；acetic acid cyclohex-1-enylmethyl ester；Essigsaeure-cyclohex-1-enylmethylester；1-Acetoxymethyl-cyclohexen；cyclohexen-1-ylmethyl acetate
• CAS: 53723-51-6
• 化学式: C₉H₁₄O₂
• 分子量: 154.209
• InChiKey: VXZDQBJIACAKNE-UHFFFAOYSA-N

物化性质

• 沸点：
  112 °C(Press: 16 Torr)
• 密度：
  0.992±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• 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：

  1-(acetoxymethyl)-1-cyclohexene 在 氢氧化钾 作用下， 生成 3-甲氧基环己烯
  参考文献：
  名称：

  The Low Temperature Halogenation of Isobutylenes

  摘要：

  DOI：

  10.1021/ja01117a075
• 作为产物：
  描述：

  亚甲基环己烷 在 四氯化碳 、 potassium acetate 、 氯 、 碳酸氢钠 作用下， 生成 1-(acetoxymethyl)-1-cyclohexene
  参考文献：
  名称：

  The Low Temperature Halogenation of Isobutylenes

  摘要：

  DOI：

  10.1021/ja01117a075

文献信息

• Synthesis and Comparative Antibacterial Activity of Verdamicin C2 and C2a. A New Oxidation of Primary Allylic Azides in Dihydro[2<i>H</i>]pyrans
  作者：Stephen Hanessian、Janek Szychowski、J. Pablo Maianti

  DOI：10.1021/ol802421d

  日期：2009.1.15

  A synthesis of verdamicin C2 and its congener C2a has been accomplished from sisomicin relying on a novel oxidative transformation of an allylic azide to the corresponding α,β-unsaturated aldehyde, and its stereocontrolled elaboration into the intended 5′ side chain of verdamicin C2 and C2a. In vitro antibacterial testing shows that both C6′ epimers in verdamicin C2 and C2a are equally active against

  威索霉素C2及其同类物C2a的合成已由sisomicin依赖于烯丙基叠氮化物向相应的α，β-不饱和醛的新型氧化转化以及其立体控制的精制成维达霉素C2和C2a的预期5'侧链。体外抗菌测试表明，维达霉素C2和C2a中的C6'差向异构体均对多种细菌菌株具有同等活性。2-取代的二氢[2 H ]吡喃的烯丙基伯叠氮化物，醚和酯与SeO 2的氧化直接导致相应的醛。
• Oxidation of isobutene and methylenecycloalkanes by palladium(II) acetate
  作者：Kiyoshi Kikukawa、Kenro Sakai、Keiko Asada、Tsutomu Matsuda

  DOI：10.1016/s0022-328x(00)89429-2

  日期：1974.9

  Reactions of isobutene, methylenecyclopentane, methylenecyclohexane and methylenecycloheptane with palladium acetate were studied in acetic acid at 30 to 80°. Two types of oxidation were identified: acetoxylation to allylic acetates (methylenecycloheptane) and oxidative coupling to dimers (isobutene and methylenecyclohexane). A mechanistic study indicated that the former was produced by thermal decomposition

  研究了异丁烯，亚甲基环戊烷，亚甲基环己烷和亚甲基环庚烷与乙酸钯在30-80°C的乙酸中的反应。鉴定出两种类型的氧化：乙酰氧基化成乙酸烯丙酯（亚甲基环庚烷）和氧化偶合到二聚体（异丁烯和亚甲基环己烷）。机理研究表明，前者是通过热分解最初形成的π-烯丙基配合物而产生的。推测后一种方法是通过将烯烃插入乙酰氧基钯酸酯加合物中的碳钯键中，然后消除乙酸和氢化钯元素而进行的。
• A new synthesis of allylic alcohols or their derivatives via reductive elimination from γ-phenylthio-β-nitroalcohols with tributyltinhydride
  作者：Noboru Ono、Akio Kamimura、Aritsune Kaji

  DOI：10.1016/s0040-4039(01)81593-8

  日期：——

  Allylic alcohols are readily prepared by the Bu3SnH-promoted elimination reaction from γ-phenylthio-β-nitroalcohls which are obtained by the joint reaction of nitroolefins, thiophenol, and aldehydes.

  烯丙醇易于通过Bu 3 SnH促进的消除反应，由γ-苯硫基-β-硝基醇通过硝基烯烃，硫酚和醛的联合反应制得。
• Solvent for producing organic transistor
  申请人：DAICEL CORPORATION

  公开号：US10693080B2

  公开（公告）日：2020-06-23

  Provided is a solvent for organic transistor production. The solvent has excellent solubility for organic semiconductor materials and enables formation of an organic transistor having high crystallinity. The solvent according to the present invention for organic transistor production includes a solvent A represented by Formula (a). In the formula, Ring Z represents a ring selected from an aromatic carbon ring, a 5- to 7-membered alicyclic carbon ring, and a 5- to 7-membered heterocyclic ring; R1 represents a group selected from oxo, thioxy, —ORa, —SRa, —O(C═O)Ra, —RbO(C═O)Ra, and substituted or unsubstituted amino; and R2 represents a group selected from hydrogen, C1-C7 alkyl, aryl, and —ORa, where R1 and R2 may be linked to each other to form a ring with one or more carbon atoms constituting Ring Z.

  本文提供了一种用于生产有机晶体管的溶剂。该溶剂对有机半导体材料具有极佳的溶解性，并能形成具有高结晶度的有机晶体管。根据本发明，用于生产有机晶体管的溶剂包括由式（a）表示的溶剂 A。式中，环 Z 代表选自芳香族碳环、5-7 元脂环族碳环和 5-7 元杂环的环；R1 代表选自氧代、硫代、-ORa、-SRa、-O(C═O)Ra、-RbO(C═O)Ra 和取代或未取代氨基的基团；和 R2 代表选自氢、C1-C7 烷基、芳基和-ORa 的基团，其中 R1 和 R2 可相互连接以形成一个或多个碳原子构成环 Z 的环。
• The regio- and stereoselectivities of the reaction of allyl acetates and silyl ketene acetals catalyzed by palladium(0) complexes: a new route to cyclopropane derivatives
  作者：C. Carfagna、L. Mariani、A. Musco、G. Sallese、R. Santi

  DOI：10.1021/jo00012a027

  日期：1991.6

  Pd(0) complexes of chelating phosphines catalyzed the coupling of allyl acetates and ketene silyl acetals to yield alpha-allylated carboxylic acid esters. Unexpectedly alkylation of the central carbon atom (C2) of the allyl groups was also observed with concomitant formation of cyclopropane derivatives. In both cases the silyl enolate attacked the allyl group from the side opposite Pd. The yield of the reaction was sensitive to the nature of the ligand coordinated with palladium. The 1,1'-bis(diphenylphosphino)ferrocene-Pd complex was the most effective catalyst.