-3-(naphth-1-yl)-2-methylprop-2-enoic acid | 5213-32-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: -3-(naphth-1-yl)-2-methylprop-2-enoic acid
• 英文别名: 2-methyl-3t-[1]naphthyl-acrylic acid；2-methyl-3-[1]naphthyl-acrylic acid；2-Methyl-3t-[1]naphthyl-acrylsaeure；2-Methyl-3t-(naphthyl-(1))-acrylsaeure；α-(Naphthyl-(1))-α-propylen-β-carbonsaeure；α-Methyl-β-(naphthyl-(1))-acrylsaeure；(E)-2-methyl-3-naphthalen-1-ylprop-2-enoic acid
• CAS: 5213-32-1
• 化学式: C₁₄H₁₂O₂
• 分子量: 212.248
• InChiKey: AQSWQCYLJMBQSV-MDZDMXLPSA-N

物化性质

• 沸点：
  394.4±11.0 °C(Predicted)
• 密度：
  1.209±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  -3-(naphth-1-yl)-2-methylprop-2-enoic acid 在 sodium amalgam 、 sodium carbonate 作用下， 生成 2-methyl-3-(naphthalen-1-yl)propanoic acid
  参考文献：
  名称：

  Naphthylaminoalkanes

  摘要：

  DOI：

  10.1021/ja01876a039
• 作为产物：
  描述：

  1-萘丙酸,b-羟基-a-亚甲基-,甲基酯 在 吡啶 、 氢氧化钾 、 sodium tetrahydroborate 作用下， 反应 2.25h， 生成 -3-(naphth-1-yl)-2-methylprop-2-enoic acid
  参考文献：
  名称：

  A Facile One-Pot Conversion of Acetates of the Baylis−Hillman Adducts to [E]-α-Methylcinnamic Acids

  摘要：

  A simple and convenient stereoselective synthesis of [E]-alpha-methylcinnamic acids via the nucleophilic addition of hydride ion from sodium borohydride to methyl 3-acetoxy-3-aryl-2-methylenepropanoates followed by hydrolysis and crystallization is described. Efficacy of this methodology in the synthesis of [E]-p-(myristyloxy)-alpha-methylcinnamic acid, an active hypolipidemic agent, and [E]-p-(carbomethoxy)-alpha-methylcinnamic acid, a valuable synthon for an orally active serine protease inhibitor, is also demonstrated.

  DOI：

  10.1021/jo981761b

文献信息

• Enantioselective Palladium(0)-Catalyzed Nazarov-Type Cyclization
  作者：Kei Kitamura、Naoyuki Shimada、Craig Stewart、Abdurrahman C. Atesin、Tülay A. Ateşin、Marcus A. Tius

  DOI：10.1002/anie.201500881

  日期：2015.5.18

  A Pd0‐catalyzed asymmetric Nazarov‐type cyclization is described. The optimized ligand for the reaction incorporates a weakly coordinating pyridine ring into a TADDOL‐derived phosphoramidite (TADDOL=α,α,α,α‐tetraaryl‐1,3‐dioxolane‐4,5‐dimethanol). The reaction leads to the formation of cyclopentenones as single diastereoisomers that incorporate two contiguous asymmetric centers, one tertiary and one

  描述了Pd 0催化的不对称Nazarov型环化反应。该反应的优化配体将弱配位吡啶环掺入TADDOL衍生的亚磷酰胺（TADDOL =α，α，α，α-四芳基-1,3-二氧戊环-4,5-二甲醇）。该反应导致形成单一非对映异构体的环戊烯酮，以高收率和光学纯度结合了两个连续的不对称中心，一个叔碳原子中心和一个全碳原子的四元立体中心。值得注意的是，该反应不需要底物应被芳基取代基活化。
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  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。
• NEAR-INFRARED ABSORBING DYE, NEAR-INFRARED ABSORPTIVE FILM-FORMING COMPOSITION, AND NEAR-INFRARED ABSORPTIVE FILM
  申请人：OHASHI Masaki

  公开号：US20120119171A1

  公开（公告）日：2012-05-17

  A near-infrared absorbing dye has an anion of formula (1) wherein A 1 is H or CF 3 , R 0 is OH or —OC(═O)—R′, and R′ is a monovalent hydrocarbon group. The dye has excellent solvent solubility as well as good optical properties and heat resistance, offering the advantages of easy coating and effective working during film formation. The dye free of heavy metal in its structure is advantageously used in the process of fabricating semiconductor devices.

  一种近红外吸收染料具有如下式（1）的阴离子，其中A1为H或CF3，R0为OH或—OC(═O)—R′，而R′为一价碳氢基团。该染料具有优异的溶剂溶解性以及良好的光学性能和耐热性，提供易于涂覆和在薄膜形成过程中有效工作的优点。该染料在其结构中不含重金属，因此在制造半导体器件的过程中具有优势应用。
• PHOTORESIST COMPOSITION, RESIST-PATTERN FORMING METHOD, POLYMER, AND COMPOUND
  申请人：SATO Mitsuo

  公开号：US20120258402A1

  公开（公告）日：2012-10-11

  A photoresist composition includes a polymer that includes a structural unit shown by the following formula (1), and a photoacid generator. R 1 in the formula (1) represents a hydrogen atom, a fluorine atom, a methyl group, or a trifluoromethyl group, Z represents a group that forms a divalent alicyclic group having 3 to 20 carbon atoms together with a carbon atom bonded to X, X represents an alkanediyl group having 1 to 6 carbon atoms, Y represents a hydrogen atom or —CR 2 R 3 (OR 4 ), and R 2 to R 4 independently represent a hydrogen atom or a monovalent hydrocarbon group, provided that R 3 and R 4 optionally bond to each other to form a cyclic ether structure together with a carbon atom bonded to R 3 and an oxygen atom bonded to R 4 .

  一种光阻剂组合物包括一个聚合物，该聚合物包括下式（1）所示的结构单元，以及一个光酸发生剂。在式（1）中，R1代表氢原子、氟原子、甲基基团或三氟甲基基团，Z代表与与X键合的碳原子一起形成具有3到20个碳原子的二价脂环族基团，X代表具有1到6个碳原子的脂肪二基基团，Y代表氢原子或—CR2R3(OR4)，R2到R4独立地代表氢原子或一价烃基团，其中R3和R4可选择地相互键合以与与R3键合的碳原子和与R4键合的氧原子一起形成环状醚结构。
• Process for the Preparation of (Meth)Acrylates of Tetra-Or Polyhydric Alcohols
  申请人：Schmitt Bardo

  公开号：US20080194861A1

  公开（公告）日：2008-08-14

  Process for the preparation of acrylic and methacrylic acid esters by transesterification of (meth)acrylic acid esters of the formula I: where R 1 is H or CH 3 and R 2 is an alkyl radical having 1 to 40 carbon atoms, with alkanols which have four or more esterifiable hydroxyl groups, characterized in that 0.01 to 10% by weight, based on the total reaction mixture, of lithium amide catalysts are used as transesterification catalyst.

  通过对公式I的（甲）丙烯酸酯进行酯交换反应制备丙烯酸和甲基丙烯酸酯的方法：其中R1为H或CH3，R2为具有1至40个碳原子的烷基基团，与具有四个或更多可酯化羟基的脂肪醇发生酯交换反应，其特征在于在总反应混合物的基础上使用0.01至10%重量的锂酰胺催化剂作为酯交换催化剂。