2-chloro-but-3-enenitrile | 24253-31-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-chloro-but-3-enenitrile
• 英文别名: 2-Chlor-but-3-ennitril；2-Chlorobut-3-enenitrile
• CAS: 24253-31-4
• 化学式: C₄H₄ClN
• 分子量: 101.535
• InChiKey: GRDUBKISDOCKBX-UHFFFAOYSA-N

物化性质

• 沸点：
  133-134 °C
• 密度：
  1.073 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  2-chloro-but-3-enenitrile 在 盐酸 、 甲醇 作用下， 生成 racemic erythro methyl 2,3-dichlorobutanoate
  参考文献：
  名称：

  Streambank and vegetation response to simulated cattle grazing

  摘要：

  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.

  DOI：

  10.1672/0277-5212(2002)022[0139:savrts]2.0.co;2
• 作为产物：
  描述：

  2-羟基-3-丁烯腈 在 吡啶 、 氯化亚砜 、 乙醚 作用下， 生成 2-chloro-but-3-enenitrile
  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

• From Toluene to Taxol^TM: Chemoenzymatic and Enantiodivergent Routes to the AB-Ring Systems of Taxoids and <i>ent</i>-Taxoids
  作者：Martin G. Banwell、Penny Darmos、Malcolm D. McLeod、David C. R. Hockless

  DOI：10.1055/s-1998-1801

  日期：1998.8

  The cis-1,2-dihydrocatechol 2 has been converted, via reaction sequences including Diels-Alder cycloaddition and anionic oxy-Cope rearrangement steps, into the enantiopure bicyclo[5.3.1]undecanes 20 and 33 which correspond to the AB-ring systems of ent-taxoids and taxoids, respectively.

  顺式-1,2-二氢邻苯二酚 2 通过包括 Diels-Alder 环加成和阴离子氧-科普重排步骤在内的反应序列，被转化为对映体纯双环[5.3.1]十一烷 20 和 33，它们分别对应于内类脂和类脂的 AB 环系统。
• 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。
• Palladium Pincer Complex-Catalyzed Allylic Stannylation with Hexaalkylditin Reagents
  作者：Olov A. Wallner、Kálmán J. Szabó

  DOI：10.1021/ol049328d

  日期：2004.5.1

  stannylation of allyl chloride, phosphonate, and epoxide substrates (4a-h) could be performed with hexaalkylditin reagents (3) under mild neutral reaction conditions. This catalytic reaction proceeds via palladium(II) intermediates without involvement of allyl-palladium complexes, and therefore the allylstannane product does not interfere with the palladium catalyst. Use of a combined catalytic system (1 + 2)

  可以在温和的中性反应条件下用六烷基二锡试剂（3）进行钯夹杂物（1）催化的烯丙基氯，膦酸酯和环氧底物（4a-h）的锡烷基化反应。该催化反应通过钯（II）中间体进行，而没有烯丙基-钯配合物的参与，因此烯丙基锡烷产物不会干扰钯催化剂。使用组合的催化体系（1 + 2）可以开发出一种有效的一锅法，用于醛和亚胺亲电子试剂的烯丙基化。[反应：看文字]
• Mialhe,Y.; Vessiere,R., Bulletin de la Societe Chimique de France, 1968, p. 4181 - 4191
  作者：Mialhe,Y.、Vessiere,R.

  DOI：——

  日期：——
• Synthesis of 6H-pyrrolo[1,2-c][1,2,3]triazoles and 5H-pyrrolo[1,2-d]tetrazoles: alkylation and acylation of the monoanions
  作者：Jean Pierre Dulcere、Mohamed Tawil、Maurice Santelli

  DOI：10.1021/jo00289a034

  日期：1990.1