α-(iodomethyl)acrylic acid | 56750-62-0

• 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: α-(iodomethyl)acrylic acid
• 英文别名: (2-iodomethyl)acrylic acid；iodomethylacrylic acid；2-iodomethyl-acrylic acid；2-Jodmethyl-acrylsaeure；α-Iodmethyl-acrylsaeure；2-(Iodomethyl)acrylic acid；2-(iodomethyl)prop-2-enoic acid
• CAS: 56750-62-0
• 化学式: C₄H₅IO₂
• 分子量: 211.987
• InChiKey: AIKYPFBIQJOEBH-UHFFFAOYSA-N

物化性质

• 熔点：
  106-107 °C
• 沸点：
  281.8±23.0 °C(Predicted)
• 密度：
  2.059±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  α-(iodomethyl)acrylic acid 在 磷酸 、 potassium iodide 作用下， 生成 β,β'-diiodoisobutyric acid
  参考文献：
  名称：

  The Synthesis of β,β'-Dithiolisobutyric Acid

  摘要：

  DOI：

  10.1021/ja01629a066
• 作为产物：
  描述：

  双羟甲基丙二酸二乙酯 在 硫酸 作用下， 生成 α-(iodomethyl)acrylic acid
  参考文献：
  名称：

  XXXVIII.—丙二酸酯与甲醛的反应。第一部分

  摘要：

  DOI：

  10.1039/jr9300000257

文献信息

• Dihydroasparagusic Acid: Antioxidant and Tyrosinase Inhibitory Activities and Improved Synthesis
  作者：Alessandro Venditti、Manuela Mandrone、Anna Maria Serrilli、Armandodoriano Bianco、Carmelina Iannello、Ferruccio Poli、Fabiana Antognoni

  DOI：10.1021/jf401120h

  日期：2013.7.17

  Dihydroasparagusic acid (DHAA) is the reduced form of asparagusic acid, a sulfur-containing flavor component produced by Asparagus plants. In this work, DHAA was synthetically produced by modifying some published protocols, and the synthesized molecule was tested in several in vitro assays (DPPH, ABTS, FRAP-ferrozine, BCB, deoxyribose assays) to evaluate its radical scavenging activity. Results show

  二氢天冬氨酸（DHAA）是芦笋酸的还原形式，是由芦笋产生的一种含硫风味成分植物。在这项工作中，DHAA是通过修改某些已发布的协议来合成生产的，并且在几种体外测定法（DPPH，ABTS，FRAP-铁盐，BCB，脱氧核糖测定法）中测试了合成的分子，以评估其自由基清除活性。结果表明，DHAA具有显着的体外抗氧化活性，与Trolox相当。还评估了DHAA对酪氨酸酶的抑制活性，酪氨酸酶是一种除其他因素外还参与植物食品黑色素生成和褐变过程的酶。已证明DHAA对酪氨酸酶活性具有抑制作用，并且通过Lineweaver-Burk图分析的抑制剂动力学表现出竞争机制。综上所述，这些结果表明DHAA可能被视为在各种应用领域中使用的潜在活性分子，
• Biosynthesis of sulfur compounds. Investigations of the biosynthesis of asparagusic acid
  作者：Ronald J. Parry、A. E. Mizusawa、I. C. Chiu、M. V. Naidu、M. Ricciardone

  DOI：10.1021/ja00294a051

  日期：1985.4
• Properties of dihydroasparagusic acid and its use as an antidote against mercury(II) poisoning
  作者：Armandodoriano Bianco、Emilio Bottari、Maria Rosa Festa、Lorella Gentile、Anna Maria Serrilli、Alessandro Venditti

  DOI：10.1007/s00706-013-1095-3

  日期：2013.12

  Dihydroasparagusic acid is the first naturally occurring dimercaptanic compound that was isolated in 1948 from Asparagus concentrate. Although several synthetic procedures were proposed in the past decades for this natural substance, most of its chemical properties remain unstudied. In this work the capacity of the acid to act as an antidote against mercury(II) toxicity was evaluated in a simple biological model system, Saccharomyces cerevisiae, and is explained by the formation of a precipitate between mercury(II) and dihydroasparagusic acid. The precipitate was analyzed and studied. The solubility was determined by measuring in equilibrated solutions either the concentration of the total mercury(II) present in solution or the free concentration of hydrogen ions. The protonation constants were determined at 25 A degrees C and in 1.00 M NaCl, as constant ionic medium, by means of potential difference measurements of a galvanic cell with a glass electrode. The experimental data are explained by proposing the chemical composition of the precipitate and the value of its solubility product. As the solubility of the precipitate increases by increasing the concentration of dihydroasparagusic acid, the further formation of a complex between mercury(II) and dihydroasparagusic acid is assumed.
• Studies in Thio-Claisen Rearrangement; A Facile Synthesis of Thiochroman-3-carboxylic Acids
  作者：B. GOPALAN、K. RAJAGOPALAN、S. SWAMINATHAN、K. K. BALASUBRAMANIAN

  DOI：10.1055/s-1976-24063

  日期：——
• XXXVIII.—The reactions of malonic esters with formaldehyde. Part I
  作者：Kenneth Norman Welch

  DOI：10.1039/jr9300000257

  日期：——