2-<(cinnamyloxy)methyl>oxirane | 474097-67-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-<(cinnamyloxy)methyl>oxirane
• 英文别名: 3-(3-Phenyl-2-propen-1-oxy)-1,2-epoxypropane；Cinnamyl glycidyl ether；2-[(cinnamyloxy)methyl]oxirane；2-[[(E)-3-phenylprop-2-enoxy]methyl]oxirane
• CAS: 474097-67-1
• 化学式: C₁₂H₁₄O₂
• mdl: MFCD20483683
• 分子量: 190.242
• InChiKey: PBNDUFBHPISRDY-QPJJXVBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  21.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-<(cinnamyloxy)methyl>oxirane 在 5percent Pd/C(en) 氢气 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以98%的产率得到2-[(3-苯基丙氧基)甲基]环氧乙烷
  参考文献：
  名称：

  Highly Chemoselective Hydrogenation with Retention of the Epoxide Function Using a Heterogeneous Pd/C-Ethylenediamine Catalyst and THF

  摘要：

  In general, palladium-carbon (Pd/C) catalyzed hydrogenation of epoxides affords the corresponding primary and secondary alcohols as a mixture. It has been found that the catalytic activity of a Pd/C -ethylenediamine complex catalyst [Pd/C(en)] in the hydrogenolysis of epoxide functions is drastically reduced. Herein we describe a mild and chemoselective method for the hydrogenation of olefin, nitro, and azide functions with retention of the epoxide function. The chemoselectivity was accomplished by using a combination of 5% Pd/C(en) and THF as solvent. A significant drop in the chemoselectivity of the hydrogenation is observed with 5% Pd/C(en) in MeOH. These results reinforce the utility of epoxides as important precursors of alcohols in synthetic chemistry.

  DOI：

  10.1002/1521-3765(20000616)6:12<2200::aid-chem2200>3.0.co;2-3
• 作为产物：
  描述：

  3-苯基丙-2-烯-1-醇 、 环氧氯丙烷 在 sodium methylate 作用下， 以50%的产率得到2-<(cinnamyloxy)methyl>oxirane
  参考文献：
  名称：

  具有可能的 Ca-拮抗剂和 β-阻断活性的化合物的合成

  摘要：

  合成了一系列与普萘洛尔和桂利嗪结构相关的新化合物，并评估了它们作为兔肠系膜动脉钙拮抗剂的可能活性。- 此外，通过大鼠心房膜制剂中的受体结合实验评估了化合物对 β1、肾上腺素受体的亲和力。对测试药物进行的测定未检测到 Ca - 拮抗剂活性，而其中一些（14 和 16）显示出对心房 β1 - 肾上腺素受体的亲和力。

  DOI：

  10.1002/ardp.19883211007

文献信息

• Ring Opening of Epoxides and Aziridines with Sodium Azide using Oxone^®in Aqueous Acetonitrile: A Highly Regioselective Azidolysis Reaction
  作者：Gowravaram Sabitha、R. Satheesh Babu、M. Shashi Reddy、J. S. Yadav

  DOI：10.1055/s-2002-34848

  日期：——

  A wide variety of epoxides and aziridines were converted to the corresponding β-azido alcohols and β-azido amines with sodium azide using Oxone® in aqueous acetonitrile. The reactions were highly regioselective and efficient with excellent yields at room temperature under mild reaction conditions.

  使用 Oxone® 在乙腈水溶液中使用叠氮化钠将多种环氧化物和氮丙啶转化为相应的 β-叠氮醇和 β-叠氮胺。该反应具有高度的区域选择性和高效性，在温和的反应条件下在室温下具有优异的收率。
• Coating compositions containing ethylenically unsaturated polyurethanes as binders
  申请人：Bayer MaterialScience LLC

  公开号：EP1712600A1

  公开（公告）日：2006-10-18

  The present invention relates to a binder-containing coating composition, which may be cured by free radical polymerization, wherein the binder resins contain A) about 10 to 95% by weight of the reaction product of i) one or more polyisocyanates with ii) a hydroxyl component containing ii-a) one or more hydroxyl compounds containing two ethylenically unsaturated groups, B) 0 to about 60% by weight of the reaction product of i) one or more polyisocyanates with ii) a hydroxyl component containing ii-a) one or more hydroxy functional lactone ester (meth)acrylates having a number average molecular weight of about 200 to 2000, and C) 0 to about 85% by weight of the reaction product of i) one or more polyisocyanates with ii) a hydroxyl component containing ii-a) one or more hydroxy functional (meth)acrylates, wherein the coating composition additionally contains one or more copolymerizable monomers D) and/or one or more inert organic solvents E), and wherein i) the %'s by weight of components A), B) and C) total 100%, based on the total weight of components A), B) and C); ii) the %'s by weight of components B) and C) are present in a total amount of at least 5% by weight; and iii) components D) and E) are present in a total amount of at least about 10% by weight. The present invention also relates to a process for coating a substrate using the coating compositions according to the invention.

  本发明涉及一种可通过自由基聚合固化的含粘结剂的涂料组合物，其中粘结剂树脂包含 A) i) 一种或多种多异氰酸酯与 ii) 含有 ii-a) 一种或多种含两个乙烯基不饱和基团的羟基化合物的反应产物的重量比约为 10%至 95%、 B) 0 至约 60%（重量百分比）的 i)一种或多种多异氰酸酯与 ii)一种羟基组分的反应产物，该羟基组分含有 ii-a) 一种或多种羟基官能内酯（甲基）丙烯酸酯，其平均分子量约为 200 至 2000，和 C)0 至约 85%(重量)的 i)一种或多种多异氰酸酯与 ii)含有 ii-a 的一种或多种羟基官能团内酯(甲基)丙烯酸酯的羟基组分的反应产物、 其中涂料组合物还含有一种或多种可共聚单体 D) 和/或一种或多种惰性有机溶剂 E)，以及 其中 i) 基于组分 A)、B)和 C)的总重量，组分 A)、B)和 C)的重量百分比总计为 100%；ii) 成分 B) 和 C) 的重量百分比总计至少为 5%（按重量计）；以及 iii) 成分 D) 和 E) 的重量百分比总计至少约为 10%（按重量计）。 本发明还涉及一种使用本发明涂料组合物涂覆基底的工艺。
• Mild and Efficient Aryl−Alkenyl Coupling via Pd(II) Catalysis in the Presence of Oxygen or Cu(II) Oxidants
  作者：Jay P. Parrish、Young Chun Jung、Seung Il Shin、Kyung Woon Jung

  DOI：10.1021/jo020159p

  日期：2002.10.1

  We report herein a mild and efficient method for carbon-carbon bond formation between aryl stannanes and olefins via Pd(II) catalysis in the presence of oxygen or Cu(II) oxidants as a reoxidant. The process allows reactions between various olefins and aryl stannanes of varying electron density. Coupling methods under these oxidation conditions are comparatively described, and the benefits and limitations are also discussed.
• Antagonistes β-adrénergiques: N-alkyl et N-amidoéthyl (arylalkoxy)propanolamines apparentés au propranolol
  作者：D Mauleón

  DOI：10.1016/0223-5234(88)90138-9

  日期：1988.10
• MOUZIN, G.;COUSSE, H.;RIEU, J. -P.;DUFLOS, A., SYNTHESIS, BRD, 1983, N 2, 117-119
  作者：MOUZIN, G.、COUSSE, H.、RIEU, J. -P.、DUFLOS, A.

  DOI：——

  日期：——