N-(异丁氧基甲基)丙烯酰胺 | 16669-59-3

• 物质功能分类: 有机原料 - 氨基化合物 - 酰胺类化合物
• 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
• 中文名称: N-(异丁氧基甲基)丙烯酰胺
• 中文别名: N-[(2-甲(基)丙氧基甲基]-2-丙烯酰胺；N-（N-丁氧基甲基）丙烯酰胺；N[异丁氧(基)甲基]丙烯酰胺；N-(N-丁氧基甲基)丙烯酰胺
• 英文名称: N-(isobutoxymethyl)acrylamide
• 英文别名: N-(Isobutyloxy-methyl)-acrylsaeureamid；isobutoxy methyl acrylamide；N-(2-methylpropoxymethyl)prop-2-enamide
• CAS: 16669-59-3
• 化学式: C₈H₁₅NO₂
• mdl: MFCD00043107
• 分子量: 157.213
• InChiKey: KCTMTGOHHMRJHZ-UHFFFAOYSA-N

物化性质

• 沸点：
  108 °C(lit.)
• 密度：
  0.97 g/mL at 25 °C(lit.)
• 闪点：
  175 °F
• LogP：
  0.84 at 25℃
• 物理描述：
  Liquid

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.625
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xn
• 危险类别码：
  R21/22
• 危险品运输编号：
  UN 2810 6
• WGK Germany：
  3
• RTECS号：
  AS3630000
• 海关编码：
  2924199090
• 危险标志：
  GHS05,GHS07,GHS08
• 危险性描述：
  H302 + H312,H315,H317,H318,H340,H350,H361,H373
• 危险性防范说明：
  P201,P260,P280,P301 + P312 + P330,P305 + P351 + P338 + P310,P308 + P313

反应信息

• 作为反应物：
  描述：

  (1Z)-4-acetamido-N-hydroxybenzenecarboximidoyl chloride 、 N-(异丁氧基甲基)丙烯酰胺 在 三乙胺 作用下， 生成 3-(4-acetylaminophenyl)-4,5-dihydroisoxazole-5-carboxylic acid isobutoxymethylamide
  参考文献：
  名称：

  Exploring the Scope of the 29G12 Antibody Catalyzed 1,3-Dipolar Cycloaddition Reaction

  摘要：

  29G12 is a murine monoclonal antibody programmed to catalyze the regio- and enantioselective 1,3-dipolar cycloaddition reaction between 4-acetamidobenzonitrile N-oxide la and N,N-dimethylacrylamide 2a (Toker, J. D.; Wentworth, P., Jr.; Hu, Y.; Houk, K. N.; Janda, K. D. J. Am. Chem. Soc. 2000, 122, 3244). Given the unique nature of 29G12 as a protein biocatalyst for this chemical reaction, we have investigated both the substrate specificity and mechanistic parameters of the 29G12-catalyzed process. These studies have shown that while 29G12 is specific for its dipole substrate la, the antibody is highly promiscuous with respect to the dipolarophiles it can process. 29G12 accepts a bulky hydrophobic dipolarophile cosubstrate, with rates of product formation up to 70-fold faster than with the original substrate 2a. In all cases, the respective isoxazoline products are produced with exquisite regio- and stereochemical control (78-98% ee). Comparison between the steady-state kinetic parameters from the 29G12-catalyzed reaction of la with the most efficient versus the original dipolarophile cosubstrate (2m and 2a, respectively), reveals that while the effective molarities (EM)s are almost identical (EM(2m) 26 M; EM(2a) 23 M), the affinity of 29G12 for the larger dipolarophile 2m is more than 1 order of magnitude higher than for 2a [K-m(2m) 0.44 +/- 0.04 mM; K-m(2a) 5.8 +/- 0.4 mM]. Furthermore, when 2m is the cosubstrate, the affinity of 29G12 for its dipole la is also greatly improved [K-m(1a) 0.82 +/- 0.1 mM compared to K-m(1a) 3.4 +/- 0.4 mM when 2a is the cosubstrate]. An analysis of the temperature dependence of the 29G12-catalyzed reaction between la and 2m reveals that catalysis is achieved via a decrease in enthalpy of activation (Delta Delta H-double dagger 4.4 kcal mol(-1)) and involves a large increase in the entropy of activation (Delta Delta S-double dagger 10.4 eu). The improved affinity of 29G12 for the nitrile oxide la in the presence of 2m, coupled with the increase in Delta Delta S-double dagger during the 29G12-catalyzed reaction between la and 2m supports the notion of a structural reorganization of the active site to facilitate this antibody-catalyzed reaction.

  DOI：

  10.1021/jo050410b
• 作为产物：
  描述：

  2-Methylpropoxymethanamine 、 丙烯酰氯 以 二氯甲烷 为溶剂， 生成 N-(异丁氧基甲基)丙烯酰胺
  参考文献：
  名称：

  Exploring the Scope of the 29G12 Antibody Catalyzed 1,3-Dipolar Cycloaddition Reaction

  摘要：

  29G12 is a murine monoclonal antibody programmed to catalyze the regio- and enantioselective 1,3-dipolar cycloaddition reaction between 4-acetamidobenzonitrile N-oxide la and N,N-dimethylacrylamide 2a (Toker, J. D.; Wentworth, P., Jr.; Hu, Y.; Houk, K. N.; Janda, K. D. J. Am. Chem. Soc. 2000, 122, 3244). Given the unique nature of 29G12 as a protein biocatalyst for this chemical reaction, we have investigated both the substrate specificity and mechanistic parameters of the 29G12-catalyzed process. These studies have shown that while 29G12 is specific for its dipole substrate la, the antibody is highly promiscuous with respect to the dipolarophiles it can process. 29G12 accepts a bulky hydrophobic dipolarophile cosubstrate, with rates of product formation up to 70-fold faster than with the original substrate 2a. In all cases, the respective isoxazoline products are produced with exquisite regio- and stereochemical control (78-98% ee). Comparison between the steady-state kinetic parameters from the 29G12-catalyzed reaction of la with the most efficient versus the original dipolarophile cosubstrate (2m and 2a, respectively), reveals that while the effective molarities (EM)s are almost identical (EM(2m) 26 M; EM(2a) 23 M), the affinity of 29G12 for the larger dipolarophile 2m is more than 1 order of magnitude higher than for 2a [K-m(2m) 0.44 +/- 0.04 mM; K-m(2a) 5.8 +/- 0.4 mM]. Furthermore, when 2m is the cosubstrate, the affinity of 29G12 for its dipole la is also greatly improved [K-m(1a) 0.82 +/- 0.1 mM compared to K-m(1a) 3.4 +/- 0.4 mM when 2a is the cosubstrate]. An analysis of the temperature dependence of the 29G12-catalyzed reaction between la and 2m reveals that catalysis is achieved via a decrease in enthalpy of activation (Delta Delta H-double dagger 4.4 kcal mol(-1)) and involves a large increase in the entropy of activation (Delta Delta S-double dagger 10.4 eu). The improved affinity of 29G12 for the nitrile oxide la in the presence of 2m, coupled with the increase in Delta Delta S-double dagger during the 29G12-catalyzed reaction between la and 2m supports the notion of a structural reorganization of the active site to facilitate this antibody-catalyzed reaction.

  DOI：

  10.1021/jo050410b

文献信息

• [EN] FORCE-RESPONSIVE POLYMERSOMES AND NANOREACTORS; PROCESSES UTILIZING THE SAME<br/>[FR] POLYMERSOMES ET NANORÉACTEURS SENSIBLES À LA FORCE; PROCÉDÉS LES UTILISANT
  申请人：ADOLPHE MERKLE INSTITUTE UNIV OF FRIBOURG

  公开号：WO2019034597A1

  公开（公告）日：2019-02-21

  The mechanically induced melting properties of DNA were employed to achieve force labile membranes is described. Nucleobase pairs were used as mechanophores. Adenine and thymine functionalized complementary amphiphilic block copolymers were self-assembled into polymersomes. The nucleobases formed hydrogen bonds which were disrupted upon force stimulation. The exposure of the disconnected nucleobases to the hydrophobic matrix of the membranes lead to a change of permeability which permitted the exchange of water-soluble molecules throughout the polymer matrix. Moreover, the encapsulation of horseradish peroxidase enabled the reaction of luminol with hydrogen peroxide to yield a luminescence producing species similar to the marine bioluminescence. Moreover, the same nano-reactors were employed to catalyze the formation of a polyacrylamide gel when force was applied. Insights into the change of permeability of supramolecular networks upon force are provided. These systems are useful for drug delivery, as nanoreactors and for the selective release of curing agents for 3D printing, or fragrances.

  DNA的机械诱导熔化特性被用来实现易受力破裂的膜。核碱基对被用作机械感受器。腺嘌呤和胸腺嘧啶功能化的互补两性分块共聚物自组装成聚合体囊。核碱基形成氢键，在受力刺激下被破坏。断开的核碱基暴露在膜的疏水基质中，导致渗透性的改变，从而允许水溶性分子在聚合物基质中交换。此外，封装辣根过氧化物酶使得辣根酰胺与过氧化氢反应产生类似海洋生物发光的发光物种。此外，当施加力时，相同的纳米反应器被用来催化聚丙烯酰胺凝胶的形成。提供了关于受力下超分子网络渗透性变化的见解。这些系统可用于药物传递、纳米反应器以及用于3D打印的固化剂或香料的选择性释放。
• [EN] PARTICLES FOR ELECTROPHORETIC DISPLAYS<br/>[FR] PARTICULES POUR ÉCRANS D'AFFICHAGE ÉLECTROPHORÉTIQUES
  申请人：MERCK PATENT GMBH

  公开号：WO2012019704A1

  公开（公告）日：2012-02-16

  This invention relates to coloured polymer particles preferably with surface functionality for charge retention, a process for their preparation, the use of these particles for the preparation of an electrophoretic device, colour electrophoretic displays comprising such particle, and new polymerisable dyes.

  这项发明涉及彩色聚合物颗粒，最好具有表面功能以保持电荷，一种它们的制备方法，利用这些颗粒制备电泳装置，包括这种颗粒的彩色电泳显示器，以及新的可聚合染料。
• Methods of manufacturing deodorants, and deodorants resulting thereof
  申请人：Hu Jinlian

  公开号：US20050232880A1

  公开（公告）日：2005-10-20

  This invention provides a deodorant capable of releasing deodorant agents at certain temperatures and having improved adherence to textiles. The deodorant of this invention includes polymer particles formed by reacting a main monomer of (N-substituted alkyl)acrylamide, a functional monomer for bonding the polymer particles to a fibrous substrate, and a cross-linking agent. A deodorant agent is loaded to the polymer particles.

  这项发明提供了一种能够在特定温度释放除臭剂并具有改善对纺织品附着性的除臭剂。该发明的除臭剂包括由反应主单体（N-取代烷基）丙烯酰胺、用于将聚合物颗粒与纤维基质结合的功能单体以及交联剂形成的聚合物颗粒。除臭剂被加载到聚合物颗粒中。
• [EN] WATER-BASED UV INKJET INK<br/>[FR] ENCRE À BASE D'EAU DURCISSABLE PAR UV POUR L'IMPRESSION PAR JET D'ENCRE
  申请人：SUN CHEMICAL CORP

  公开号：WO2015183719A1

  公开（公告）日：2015-12-03

  The invention describes the use of a water-based UV curable inkjet printing ink wherein the ink is basic due to the presence of a tertiary amine, allowing the complete dissolution of an acid functional photoinitiator of Formula I or Formula IA (wherein R1, R2, R3, n, q, and y are as defined herein). This combination of photoinitiator and tertiary amine allows the rapid low dosage UV curing of a water-based UV formulation using a UV LED light source.

  该发明描述了使用基于水的紫外光固化喷墨打印油墨，其中由于存在三级胺，油墨呈碱性，从而允许完全溶解式酸性光引发剂的使用，该光引发剂为I式或IA式（其中R1、R2、R3、n、q和y的定义如本文所述）。光引发剂和三级胺的组合使得使用紫外LED光源可以快速低剂量紫外光固化水性紫外配方。
• LIQUID BISACYLPHOSPHINE OXIDE PHOTOINITIATOR
  申请人：BASF SE

  公开号：US20160168177A1

  公开（公告）日：2016-06-16

  A photoinitiator mixture comprising the components (a) a compound of the formula (I) wherein Ar and Ar 2 independently of each other are or naphthyl which is unsubstituted or substituted one or more times by R 1 , R 2 , R 3 or R′; R 1 and R 3 in-dependently of each other are C 1 -C 4 alkyl, C 1 -C 4 alkoxy or halogen; R 2 is hydrogen, C 1 -C 4 alkyl, halogen, C 1 -C 4 alkoxy or C 2 -C 20 alkoxy which is interrupted by one or more O; Q is C 1 -C 4 alkylene; R 4 is methyl or ethyl; R′ and R″ independently of each other are hydrogen or PG-Y-R′″—X—; PG is a polymerizable group or methyl or ethyl; Y is a direct bond, O or S; X is a direct bond, O or S; R′″ is a direct bond, C 1 -C 20 alkylene or C 2 -C 20 alkylene which is interrupted by one or more O; (b) one or more compounds of the formula (II) wherein Ar 1 , Ar 2 and Q are as defined above, and R 5 is for example C 3 -C 30 alkyl which is unsubstituted or substituted and (c) optionally a compound of the formula (III) R 5 —OH   (III), wherein R 5 is as defined above; provides a liquid photointiator.

  一种光引发剂混合物，包括组分(a) 公式(I)的化合物，其中Ar和Ar2独立地是苯基或萘基，未取代或被R1、R2、R3或R′取代一次或多次；R1和R3独立地是C1-C4烷基、C1-C4烷氧基或卤素；R2是氢、C1-C4烷基、卤素、C1-C4烷氧基或被一个或多个O打断的C2-C20烷氧基；Q是C1-C4烷基；R4是甲基或乙基；R′和R″独立地是氢或PG-Y-R′″—X—；PG是可聚合基团或甲基或乙基；Y是直键、O或S；X是直键、O或S；R′″是直键、C1-C20烷基或被一个或多个O打断的C2-C20烷基；(b) 一个或多个公式(II)的化合物，其中Ar1、Ar2和Q如上定义，R5例如是未取代或取代的C3-C30烷基；(c) 可选地一个公式(III)的化合物R5—OH (III)，其中R5如上定义；提供一种液体光引发剂。