methyl bicyclo[4.2.0]oct-7-ene-7-carboxylate | 176096-92-7

• 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: methyl bicyclo[4.2.0]oct-7-ene-7-carboxylate
• CAS: 176096-92-7
• 化学式: C₁₀H₁₄O₂
• 分子量: 166.22
• InChiKey: HKGAYJXWYGUIRD-UHFFFAOYSA-N

物化性质

• 沸点：
  228.8±9.0 °C(Predicted)
• 密度：
  1.094±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 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 bicyclo[4.2.0]oct-7-ene-7-carboxylate 在 水 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 potassium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 N-[3-(4-methylphenyl)propyl]bicyclo[4.2.0]oct-7-ene-7-carboxamide
  参考文献：
  名称：

  ALKENE ISOMERIZATION AS AN ENTRY TO EFFICIENT ALTERNATING RING-OPEINING METATHESIS POLYMERIZATION (i-AROMP)

  摘要：

  这项发明涉及聚合物和烯烃聚合领域，更具体地涉及烯烃交换聚合。具体而言，本发明提供了一种包含严格交替的AB亚基的聚合物以及形成AB交替聚合物的方法。在本发明的聚合物和工艺中，A单体源自环丁烯衍生物，而B单体源自环己烯衍生物。聚合反应在烯烃交换催化剂存在下进行。

  公开号：

  US20180002481A1
• 作为产物：
  描述：

  丙炔酸甲酯 、 环己烯 在 aluminum (III) chloride 、 间氯过氧苯甲酸 作用下， 以 苯 为溶剂， 反应 168.0h， 以65%的产率得到methyl bicyclo[4.2.0]oct-7-ene-7-carboxylate
  参考文献：
  名称：

  A Bicyclo[4.2.0]octene-Derived Monomer Provides Completely Linear Alternating Copolymers via Alternating Ring-Opening Metathesis Polymerization (AROMP)

  摘要：

  Strained bicyclic carbomethoxy olefins were utilized as substrates in alternating ring-opening metathesis polymerization and found to provide low-dispersity polymers with novel backbones. The polymerization of methyl bicyclo[4.2.0]oct-7-ene-7-carboxylate with cyclohexene in the presence of the fast-initiating Grubbs catalyst (H(2)IMes)(3-Br-Pyr)(2)Cl2Ru=CHPh leads to a completely linear as well as alternating copolymer, as demonstrated by NMR spectroscopy, isotopic labeling, and gel permeation chromatography. In contrast, intramolecular chain-transfer reactions were observed with [5.2.0] and [3.2.0] bicyclic carbomethoxy olefins, although to a lesser extent than with the previously reported monocyclic cyclobutenecarboxylic ester monomers [Song, A.; Parker, K A.; Sampson, N. S. J. Am. Chem. Soc. 2009, 131, 3444]. Inclusion of cyclohexyl rings fused to the copolymer backbone minimizes intramolecular chain-transfer reactions and provides a framework for creating alternating functionality in a one-step polymerization.

  DOI：

  10.1021/ma5012039

文献信息

• Enhancement in facial selectivity of a plane nonsymmetric double bond induced by a conjugating methoxycarbonyl group
  作者：Remo Gandolfi、Mirko Sarzi Amade、Augusto Rastelli、Marisa Bagatti、Dino Montanari

  DOI：10.1016/0040-4039(95)02176-0

  日期：1996.1

  Introduction of a methoxycarbonyl group on the plane nonsymmetric double bond of 2,3-dioxa and 2,3-oxaza bicyclo[2.2.2]oct-5-enes brought about a clear-cut increase in syn selectivity of their reactions with 1,3-dipoles.

  在2,3-二氧杂和2,3-氧杂双环[2.2.2] oct-5-enes的平面非对称双键上引入甲氧羰基可明显提高其与1的反应的同构选择性。 3偶极子。
• Lewis acid catalysed M-ene, H-ene, and cycloaddition reactions of allylic stannanes and silanes with methyl propiolate
  作者：Hai-Shan Dang、Alwyn G. Davies

  DOI：10.1016/s0022-328x(97)00246-5

  日期：1998.2

  products of the reaction of methyl propiolate with cyclohexene and some allyl and cyclohex-2-enyl silanes and stannanes (H-ene and M-ene adducts, and [2+2] and [3+2] cycloadducts) have been determined, and rationlised in terms of the probable reaction mechanism. The allylstannanes show only the M-ene reactions to give a mixture of the E- and Z-adducts, and it has been confirmed that the reaction of allylsilanes

  确定了丙酸甲酯与环己烯以及一些烯丙基和环己-2-烯基硅烷和锡烷（H-烯和M-烯加合物，以及[2 + 2]和[3 + 2]环加合物）反应的产物，并根据可能的反应机理进行了定量分析。烯丙基锡烷仅显示M-烯反应以生成E-和Z-加合物的混合物，并且已证实烯丙基硅烷的反应既可以生成[2 + 2]（环丁烯），也可以生成[3 + 2]。 （环戊烯）环加合物，这已经引起了一些争议。
• 10.1016/0040-4039(96)00038-x
  作者：Jenner, Gerard、Papadopoulos, Mihail

  DOI：10.1016/0040-4039(96)00038-x

  日期：——
• [EN] ALKENE ISOMERIZATION AS AN ENTRY TO EFFICIENT ALTERNATING RING-OPENING METATHESIS POLYMERIZATION (i-AROMP)<br/>[FR] ISOMÉRISATION D'ALCÈNE EN TANT QU'ENTRÉE DANS UNE POLYMÉRISATION PAR OUVERTURE DE CYCLE PAR MÉTATHÈSE (I-AROMP) ALTERNÉE EFFICACE
  申请人：UNIV NEW YORK STATE RES FOUND

  公开号：WO2016154135A1

  公开（公告）日：2016-09-29

  This invention relates to the field of polymers and olefin polymerization, and more specifically olefin metathesis polymerization. Specifically, the present invention provides a polymer comprising rigorously alternating AB subunits and methods of formation of the AB alternating polymers. In the polymers and process of the invention, the A monomer is derived from a cyclobutene derivative, and the B monomer is derived from a cyclohexene derivative. The polymerization takes place in the presence of an olefin metathesis catalyst.