methyl 2-chloro-3-butenoate | 51171-63-2

• 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: methyl 2-chloro-3-butenoate
• 英文别名: methyl-2-chlorobut-3-enoate；2-chloro-but-3-enoic acid methyl ester；2-Chlor-but-3-ensaeure-methylester；α-Chlor-vinylessigsaeuremethylester；Methyl 2-chlorobut-3-enoate
• CAS: 51171-63-2
• 化学式: C₅H₇ClO₂
• mdl: MFCD20622499
• 分子量: 134.562
• InChiKey: IVHPZRFUOVMVPT-UHFFFAOYSA-N

物化性质

• 沸点：
  145.2±20.0 °C(Predicted)
• 密度：
  1.108±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 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：

  methyl 2-chloro-3-butenoate 在 AgOH 、 溴 作用下， 以 乙醚 为溶剂， 生成
  参考文献：
  名称：

  Rambaud,M., Comptes Rendus des Seances de l'Academie des Sciences, Serie C: Sciences Chimiques, 1973, vol. 276, p. 719 - 721

  摘要：

  DOI：
• 作为产物：
  描述：

  DL-2-羟基-3-丁烯酸甲酯 在 吡啶 、 氯化亚砜 、 乙醇 作用下， 生成 methyl 2-chloro-3-butenoate
  参考文献：
  名称：

  Rambaud, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1933, vol. 197, p. 768

  摘要：

  DOI：

文献信息

• 1,3-Dipolar cycloaddition reactions of nitrones with vinylacetic olefins in the racemic series and synthesis of δ-lactams<i>via</i>isoxazolidines
  作者：Josette Chanet-Ray、Marie Odile Charmier-Januario、Roger Vessière、Marie Zuccarelli

  DOI：10.1002/jhet.5570310666

  日期：1994.11

  study of the cycloaddition behavior of a series of esters and nitriles α-chloro- and α-hydroxyvinyl-acetic dipolarophiles with C-aryl-N-alkylnitrones has been carried out. Regiospecific cycloadditions are observed; the reactions lead to a mixture of 5-substituted isoxazolidines either erythro or threo, wherever the nitrone is involved. We report the synthesis of some δ-lactams in which isoxazolidines

  已经进行了一系列酯和腈α-氯-和α-羟基乙烯基-乙酸双极性亲和剂与C-芳基-N-烷基硝酮的环加成行为的研究。观察到区域特异性环加成；在涉及硝酮的任何地方，反应均会生成5取代的异恶唑烷的混合物，既可以是赤型也可以是苏式。我们报告了其中异恶唑烷用作潜在合成子的一些δ-内酰胺的合成。
• Regio- and Stereocontrol in the Reactions of α-Halo-β,γ-enoates and α-<i>O</i>-Phosphono-β,γ-enenitriles with Organocuprates
  作者：R. Karl Dieter、Alfredo Picado

  DOI：10.1021/jo502111c

  日期：2014.11.21

  The reactions of (Z)- and (E)-ethyl 2-chloro-3-octenoate (4a and 17) and (E)- and (Z)-diethyl (1-cyano-2-heptenyl)phosphate (21a and 21b) with organocuprates were investigated as potential substrates for preparing γ-substituted α,β-enoates and enenitriles. In these copper-mediated allylic substitution reactions, the Z-isomer 4a displayed complete regio- and stereoselectivity (i.e., E:Z), while the

  （Z）-和（E）-2-氯-3-辛烯酸乙酯（4a和17）与（E）-和（Z）-二乙基（1-氰基-2-庚烯基）磷酸酯（21a和21b）的反应）以有机铜酸盐作为制备γ-取代的α，β-烯酸酯和烯类化合物的潜在底物进行了研究。在这些铜介导的烯丙基取代反应中，Z异构体4a表现出完全的区域和立体选择性（即E：Z），而对E异构体的区域和立体选择性17随溶剂，铜酸盐试剂，可转移配体和铜酸盐抗衡离子而变化（例如Li + vs MgX +）。在Et 2 O中使用17和n BuCuCNLi可以实现极好的选择性。发现烯丙基氰基磷酸酯的反应选择性比以前报道的有所提高的条件。进行了一系列相对速率和竞争实验，并根据对铜酸盐介导的烯丙基取代反应的当前机械理解，合理化了每个系统的区域选择性和立体选择性。
• 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.
• Chanet-Ray Josette, Charmier-Januario Maria Odile, Chou Sithan, Vessiere +, J. Chem. Res. Synop, (1994) N 10, S 382-383
  作者：Chanet-Ray Josette, Charmier-Januario Maria Odile, Chou Sithan, Vessiere +

  DOI：——

  日期：——
• Rambaud, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1933, vol. 197, p. 768
  作者：Rambaud

  DOI：——

  日期：——