2-(allyloxy)-1-nitrobutane | 132439-78-2

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 2-(allyloxy)-1-nitrobutane
• 英文别名: 1-Nitro-2-prop-2-enoxybutane
• CAS: 132439-78-2
• 化学式: C₇H₁₃NO₃
• 分子量: 159.185
• InChiKey: XISJMXALWIUOJO-UHFFFAOYSA-N

物化性质

• 沸点：
  222.3±23.0 °C(predicted)
• 密度：
  1.003±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(allyloxy)-1-nitrobutane 在 异氰酸苯酯 、 三甲胺 作用下， 以 苯 为溶剂， 反应 48.0h， 生成 trans-3a,4-dihydro-6-ethyl-3H,6H-furo<3,4-c>isoxazole 、 cis-3a,4-dihydro-6-ethyl-3H,6H-furo<3,4-c>isoxazole
  参考文献：
  名称：

  Hassner, Alfred; Dehaen, Wim, Chemische Berichte, 1991, vol. 124, # 5, p. 1181 - 1186

  摘要：

  DOI：
• 作为产物：
  描述：

  1-nitrobut-1-ene 、 烯丙醇 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.25h， 以63%的产率得到2-(allyloxy)-1-nitrobutane
  参考文献：
  名称：

  氧化串联醇盐共轭物添加到硝基烯烃/自由基5 - exo环化反应中—一种功能化的3-硝基四氢呋喃的通用合成方法

  摘要：

  通过氧化串联工艺，可以方便地以中等至良好的收率和中等至非常好的非对映选择性获得结构多样的官能化的4-（1-卤代烷基）-3-硝基四氢呋喃，该工艺由烯丙氧基化锂与硝基烯烃的共轭加成反应，然后将所得产物进行SET氧化组成。硝酸盐。这会引发彻底的环化；来自氧化剂的配体转移提供了产物。研究了初始醇盐和中间体亚硝酸盐，溶剂和添加剂的抗衡离子对串联工艺结果的影响。串联反应的最佳条件包括使用丁基锂作为DME溶剂中去质子化的碱。卤化铜被证明是串联反应中选择的SET氧化剂。

  DOI：

  10.1016/j.tet.2011.12.010

文献信息

• Cu(II)-Mediated One-Pot Alkoxide Conjugate Addition/Radical Cyclizations as a Versatile Method to Highly Functionalized Tetrahydrofuran Derivatives
  作者：Ullrich Jahn、Dmytro Rudakov

  DOI：10.1055/s-2004-822930

  日期：——

  The synthesis of highly functionalized 3-nitrotetrahydro-furans starting from allylic alcohols and nitroalkenes through an efficient CuCl 2 -mediated tandem anionic/radical process is reported. The one-pot reaction consists of oxa-Michael addition/SET/radical 5-exo-cyclization-ligand transfer. Functionalization of the THF ring is facile and provides diverse substituted derivatives.

  报道了以烯丙醇和硝基烯烃为原料，通过有效的 CuCl 2 介导的串联阴离子/自由基过程合成高度官能化的 3-硝基四氢呋喃。一锅反应由oxa-Michael加成/SET/自由基5-外环化-配体转移组成。THF 环的功能化很容易并提供多种取代的衍生物。
• AMPHIPHILIC POLYMER AND PROCESSES OF FORMING THE SAME
  申请人：Janczewski Dominik

  公开号：US20100298504A1

  公开（公告）日：2010-11-25

  Disclosed are an amphiphilic polymer, its synthesis and uses thereof. The polymer has a hydrocarbon backbone with —COOH side groups. It further has first aliphatic moieties with a main chain of about 3 to about 20 carbon atoms and 0 to about 3 heteroatoms, and second aliphatic moieties that have a main chain of about 3 to about 80 carbon atoms and about 2 to about 40 heteroatoms. The second aliphatic moieties have a copolymerisable group. In the synthesis a maleic anhydride polymer of formula (I) where n is an integer from about 10 to about 10000 and R1 is H or methyl, is reacted with a monofunctional compound with an alkyl chain of about 3 to about 20 carbon atoms and 0 to about 2 heteroatoms, and with an at least bifunctional compound with an alkyl chain of about 3 to about 80 carbon atoms and 0 to about 40 heteroatoms. The functional group of the monofunctional compound and one functional group of the at least bifunctional compound can form a linkage with an anhydride. Another functional group of the at least bifunctional compound, which is not allowed to react with the maleic anhydride polymer, is copolymerisable.
• [EN] AMPHIPHILIC POLYMER AND PROCESSES OF FORMING THE SAME<br/>[FR] POLYMÈRE AMPHIPHILE ET SES PROCÉDÉS DE FABRICATION
  申请人：AGENCY SCIENCE TECH & RES

  公开号：WO2009038544A1

  公开（公告）日：2009-03-26

  Disclosed are an amphiphilic polymer, its synthesis and uses thereof. The polymer has a hydrocarbon backbone with -COOH side groups. It further has first aliphatic moieties with a main chain of about 3 to about 20 carbon atoms and 0 to about 3 heteroatoms, and second aliphatic moieties that have a main chain of about 3 to about 80 carbon atoms and about 2 to about 40 heteroatoms. The second aliphatic moieties have a copolymerisable group. In the synthesis a maleic anhydride polymer of formula (I) where n is an integer from about 10 to about 10000 and R1 is H or methyl, is reacted with a monofunctional compound with an alkyl chain of about 3 to about 20 carbon atoms and 0 to about 2 heteroatoms, and with an at least bifunctional compound with an alkyl chain of about 3 to about 80 carbon atoms and 0 to about 40 heteroatoms. The functional group of the monofunctional compound and one functional group of the at least bifunctional compound can form a linkage with an anhydride. Another functional group of the at least bifunctional compound, which is not allowed to react with the maleic anhydride polymer, is copolymerisable.
• Oxidative tandem alkoxide conjugate addition to nitroalkenes/radical 5-exo cyclizations—a versatile synthesis of functionalized 3-nitrotetrahydrofurans
  作者：Ullrich Jahn、Dmytro Rudakov、Peter G. Jones

  DOI：10.1016/j.tet.2011.12.010

  日期：2012.2

  were conveniently obtained in moderate to good yield and moderate to very good diastereoselectivity by an oxidative tandem process consisting of conjugate addition reaction of lithium allyloxides to nitroalkenes followed by SET oxidation of the resulting nitronates. This triggers a radical cyclization; ligand transfer from the oxidant provides the products. The influence of the counter ion of the initial

  通过氧化串联工艺，可以方便地以中等至良好的收率和中等至非常好的非对映选择性获得结构多样的官能化的4-（1-卤代烷基）-3-硝基四氢呋喃，该工艺由烯丙氧基化锂与硝基烯烃的共轭加成反应，然后将所得产物进行SET氧化组成。硝酸盐。这会引发彻底的环化；来自氧化剂的配体转移提供了产物。研究了初始醇盐和中间体亚硝酸盐，溶剂和添加剂的抗衡离子对串联工艺结果的影响。串联反应的最佳条件包括使用丁基锂作为DME溶剂中去质子化的碱。卤化铜被证明是串联反应中选择的SET氧化剂。
• Hassner, Alfred; Dehaen, Wim, Chemische Berichte, 1991, vol. 124, # 5, p. 1181 - 1186
  作者：Hassner, Alfred、Dehaen, Wim

  DOI：——

  日期：——