(Z)-ethyl 2-chlorobut-2-enoate | 77825-54-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (Z)-ethyl 2-chlorobut-2-enoate
• 英文别名: ethyl 2-chloro-2-butenoate；(Z)-ethyl-2-chlorocrotonate；Aethylester der α-Chlor-crotonsaeure；α-Chlor-crotonsaeure-aethylester；(Z)-2-chloro-2-butenoic acid, ethyl ester；2-Chloro-trans-crotonic acid ethyl ester；ethyl (Z)-2-chlorobut-2-enoate
• CAS: 77825-54-8
• 化学式: C₆H₉ClO₂
• 分子量: 148.589
• InChiKey: GNIGIXRJSOSZNA-HYXAFXHYSA-N

物化性质

• 沸点：
  203.51°C (rough estimate)
• 密度：
  1.1021

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  (Z)-ethyl 2-chlorobut-2-enoate 在 氢氧化钾 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 15.0h， 生成 2-chloro-crotonic acid
  参考文献：
  名称：

  乙烯基酮作为双环[4.2.1]壬二烯酮的合成子†

  摘要：

  六种乙烯基乙烯酮（9a - 9f），其中五种为氯乙烯基乙烯酮（9a - e）（请参见方案2），是通过从相应的α，β-不饱和酰氯中1，HCl脱除HCl原位制备的，用实施的环戊二烯（2）或6,6-二甲基富勒烯（3）处理。由[2 + 2]环加成起源5 7-乙烯基取代的二环[3.2.0] -2-庚烯-6-酮（10 / 11）或三个4- Isopropylidenbicyclo [3.2.0] -2-庚烯-6-酮（12 / 13），其中，所述Stereoisomerenverhältnis 10：11乙烯酮取代基的大小会影响12:13或13:13。所述vinylketene cycloadducts 10 / 11和12 / 13含有一个应对系统，该系统在任何一个顺（10和12（）或抗构造11和13）的存在。在加热到140-190°，得到10 / 11分别12 / 13通过柯普重排，适当取代的双环[4

  DOI：

  10.1002/hlca.19820650203
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 乙醚 、 水 、 锌 作用下， 生成 (Z)-ethyl 2-chlorobut-2-enoate
  参考文献：
  名称：

  Michael; Schulthess, Journal fur praktische Chemie (Leipzig 1954), 1891, vol. <2> 43, p. 595

  摘要：

  DOI：

文献信息

• Stereochemical Consequences of Vinylpyruvate Hydratase-Catalyzed Reactions
  作者：William H. Johnson、Tyler M. M. Stack、Stephanie M. Taylor、Elizabeth A. Burks、Christian P. Whitman

  DOI：10.1021/acs.biochem.6b00552

  日期：2016.7.26

  Cl) or the source of the enzyme (Pp or Lc) does not change the stereochemical outcome. One mechanism that can account for the results is the ketonization of the 5-substituted dienol to the α,β-unsaturated ketone (placing a deuteron at C-5 in D2O), followed by the conjugate addition of water (placing a deuteron at C-3). The stereochemical outcome for VPH (from Pp and Lc) is the same as that reported

  甲立体化学分析已经在两个vinylpyruvate水合酶（VPH），其将2-羟基-2,4-戊二烯酸为2-酮-4-进行小号-hydroxypentanoate在元-fission通路。具有这种途径的细菌菌株可以使用芳香族化合物作为唯一的能源和碳源。使用2-羟基-2,4-戊二烯酸酯的5-甲基和5-氯衍生物以及恶臭假单胞菌mt-2（Pp）和霍乱单胞菌SP-6（Lc）的酶进行分析。在这两种生物中，VPH与该途径中的先前酶（4-草酰巴豆酸脱羧酶（4-OD））形成复合物。在D 2O，氘核被Pp和Lc酶立体定向地掺入产物的C-3和C-5位置。因此，络合物产生（3 S，5 S）-3,5- [di-D] -2-酮-4 S-羟基己酸酯和（3 S，5 R）-3,5- [di-D]- 2-酮基4 R-羟基-5-氯戊酸酯（由于优先顺序的更改，分别为4 R和5 R）。在C-5处的取代（CH 3或Cl）或酶的来源（Pp
• Reaction of Benzeneseleninyl Chloride with Olefins in the Presence of a Lewis Acid. A Novel One Step Vinylic Chlorination
  作者：Nobumasa Kamigata、Takeshi Satoh、Masato Yoshida

  DOI：10.1246/bcsj.61.449

  日期：1988.2

  In the presence of aluminum chloride benzeneseleninyl chloride was found to be an excellent vinylic chlorinating reagent of olefins under mild conditions. However, such olefins as styrene, trans-stilbene, and trans-1-phenylpropene afforded dichloro adducts under similar conditions. A plausible reaction mechanism involving positive chlorine intermediate is proposed.

  在氯化铝的存在下，苯硒酰氯在温和条件下被发现是一种极好的烯烃乙烯基氯化试剂。然而，苯乙烯、反式二苯乙烯和反式-1-苯基丙烯等烯烃在类似条件下会产生二氯加合物。提出了涉及正氯中间体的合理反应机理。
• Responsive microgel and methods related thereto
  申请人：——

  公开号：US20030152623A1

  公开（公告）日：2003-08-14

  A responsive microgel is provided which responds volumetrically and reversibly to a change in one or more aqueous conditions selected from the group consisting of (temperature, pH, and ionic conditions) comprised of an ionizable network of covalently cross-linked homopolymeric ionizable monomers wherein the ionizable network is covalently attached to an amphiphilic copolymer to form a plurality of ‘dangling chains’ and wherein the ‘dangling chains’ of amphiphilic copolymer form immobile micelle-like aggregates in aqueous solution. A responsive microgel is further provided that comprises at least one therapeutic entity and delivers a substantially linear and sustained release of the therapeutic entity under physiological conditions.

  本发明提供了一种响应型微凝胶，该微凝胶可对选自由温度、pH 值和离子条件组成的组中的一种或多种水性条件的变化作出体积上和可逆的响应、和离子条件）组成的共价交联均聚可离子化单体的可离子化网络，其中可离子化网络与两性共聚物共价连接，形成多条 "悬链"，两性共聚物的 "悬链 "在水溶液中形成不动的胶束状聚集体。还提供了一种响应性微凝胶，它包含至少一种治疗实体，并能在生理条件下提供治疗实体的线性和持续释放。
• Pommelet, Jean-Claude; Nyns, Claire; Lahousse, Francis, Angewandte Chemie, 1981, vol. 93, # 6/7, p. 594 - 595
  作者：Pommelet, Jean-Claude、Nyns, Claire、Lahousse, Francis、Merenyi, Robert、Viehe, Heinz G.

  DOI：——

  日期：——
• Streambank and vegetation response to simulated cattle grazing
  作者：Warren P. Clary、John W. Kinney

  DOI：10.1672/0277-5212(2002)022[0139:savrts]2.0.co;2

  日期：2002.3

  Simulated grazing techniques were used to investigate livestock impacts on structural and vegetation characteristics of streambanks in central Idaho, USA. The treatments, continued over two years, consisted of no grazing, simulated moderate early summer grazing, simulated moderate mid-summer grazing, and simulated heavy season-long grazing. The moderate treatments depressed the streambank surface about 3 cm, while the heavy season-long treatment resulted in an 11.5-cm depression. There were no differences between the no-grazing and moderate-grazing treatments for change in stream width, bank angle, bank retreat, or root biomass. The heavy season-long treatment, however, produced significant changes in these variables. The amount of foliage biomass (i.e., kg ha(-1)) removed by treatment was similar between the two years of study for the moderate treatments. The foliage removed from the heavy season-long treatment plots greatly decreased in the second year as plant growth decreased. Ten months after the last treatment application, the average spring foliage growth was 20-43% lower on the moderate treatment plots and 51-87% lower on the heavy season-long treatment plots than on the untreated control plots.