Phenyl-acetic acid 2-thioxo-2H-pyridin-1-yl ester | 114050-27-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: Phenyl-acetic acid 2-thioxo-2H-pyridin-1-yl ester
• 英文别名: (2-Sulfanylidenepyridin-1-yl) 2-phenylacetate
• CAS: 114050-27-0
• 化学式: C₁₃H₁₁NO₂S
• 分子量: 245.302
• InChiKey: ZLQHZPZAFCDXKX-UHFFFAOYSA-N

物化性质

• 熔点：
  86-89 °C(Solv: dichloromethane (75-09-2); hexane (110-54-3))
• 沸点：
  374.1±35.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  61.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Phenyl-acetic acid 2-thioxo-2H-pyridin-1-yl ester 在 silver nitrate 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 生成 2,2-difluoro-3-phenylpropanoic acid
  参考文献：
  名称：

  α，α-二氟烷烃羧酸：通过烷基加成到1,1-二氯-2,2-二氟乙烯的一般合成

  摘要：

  N-羟基-2-硫代吡啶酮的链烷酸酯与1,1-二氯-2,2-二氟乙烯的光分解可得到烷基自由基所俘获的产物，在水解或甲醇解反应后，生成α，α-二氟链烷酸及其甲酯与硝酸银。

  DOI：

  10.1016/s0040-4039(00)92671-6
• 作为产物：
  描述：

  1-氧化-2-巯基吡啶 、 苯乙酸 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 Phenyl-acetic acid 2-thioxo-2H-pyridin-1-yl ester
  参考文献：
  名称：

  一种简便的α，α-二氟链烷羧酸及其酯的制备方法。使用自由基反应将二氟亚甲基正式插入烷烃中

  摘要：

  通过一系列Barton酯的光反应生成的各种烷基自由基与1,1-二氯-2,2-二氟乙烯反应，生成自由基加合物作为主要产物，并伴有自捕获产物。伯，仲，叔，苄基和一些不饱和烷基以及具有另一官能团的那些如醚，羰基和叠氮化物是适用的。二元酸的巴顿酯还可以提供1：2加合物，以及少量的1：1加合物和双自陷产物（琥珀色情况除外）。这些加合物用AgNO 3 / H 2 O-THF水解为α，α-二氟链烷羧酸，并用AgNO 3甲醇水解。用/ MeOH制得相应的甲酯。将4-叠氮基-2，2-二氟丁酸和甲酯转化为二氟-GABA和二氟-γ-内酰胺。

  DOI：

  10.1016/0040-4020(94)01099-l

文献信息

• The invention of radical reactions
  作者：Derek H.R. Barton、Dominique Bridon、Isabel Fernandaz-Picot、Samir Z. Zard

  DOI：10.1016/s0040-4020(01)86878-2

  日期：1987.1

  Esters (mixed anhydrides) derived from aliphatic or alicyclic carboxylic acids (RCO2H) and thiohydroxamic acids or undergo a thermally or photochemically induced radical chain reaction to give sulphides with loss of carbon dioxide. On irradiation at low-temperature however, the chain reaction is essentially supressed. Under these conditions moderate to good yields of dimers R-R are obtained from primary

  衍生自脂肪族或脂环族羧酸（RCO 2 H）和硫代异羟肟酸的酯（混合酸酐），或经过热或光化学诱导的自由基链反应，生成硫化物，并减少二氧化碳的损失。然而，在低温下照射时，链反应基本上被抑制。在这些条件下，从伯酸获得中等至良好产率的二聚体RR。讨论了这些观察结果的机理和综合意义。
• RUBBER COMPOSITION AND VULCANIZATION AID
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US20170130028A1

  公开（公告）日：2017-05-11

  A rubber composition comprising a compound having one or more groups represented by formula (X) and a rubber component is provided. wherein ring W 1 represents a cyclic group having at least one selected from the group consisting of —C(═O)— and —C(═S)—; N 10 represents a nitrogen atom; the at least one selected from the group consisting of —C(═O)— and —C(═S)— in the ring W 1 and N 10 are conjugated; and Z 1 represents —O— or —S—.

  提供一种橡胶组合物，包括具有一个或多个由式（X）表示的基团和橡胶组分，其中环W1代表具有至少一种从羰基和硫代基组成的群中选出的环；N10代表氮原子；环W1和N10中所选的至少一种从羰基和硫代基组成的群是共轭的；Z1代表氧或硫。
• Hydroxamic Esters as Photoinitiators
  申请人：Casiraghi Angelo

  公开号：US20100093883A1

  公开（公告）日：2010-04-15

  The present invention concerns photopolymerisable systems comprising reactive oligomers and/or monomers having ethylenically unsaturated groups and as photoinitiator at least one hydroxamic ester of Formula (I) or (II) or (III).

  本发明涉及光聚合系统，包括具有乙烯基不饱和基团的反应性寡聚物和/或单体，以及至少一种式（I）或（II）或（III）的羟胺酯作为光引发剂。
• Photochemistry of N-Hydroxypyridine-2-thione Derivatives: Involvement of the 2-Pyridylthiyl Radical in the Radical Chain Reaction Mechanism
  作者：Beatrice M. Aveline、Irene E. Kochevar、Robert W. Redmond

  DOI：10.1021/ja00143a013

  日期：1995.9

  The primary and subsequent photochemistry of four N-hydroxypyridine-2-thione esters has been investigated by laser flash photolysis (lambda(exc) = 355 nm). A simple, high-yield synthetic method is given for their preparation with high purity. UV irradiation of these ester compounds was shown to lead specifically to the formation of benzyl, diphenylmethyl, tert-butyl, and benzoyloxyl radicals in addition to the 2-pyridylthiyl radical. in all cases, the initial photoinduced nitrogen-oxygen bond cleavage was found to occur in high quantum yield (Phi(N-O) approximate to 0.5) The radical species generated by this process (2-pyridylthiyl radical and carbon-centered or oxygen-centered radicals) were characterized and their reactivity toward several radical scavengers has been studied. An efficient delayed depletion of the N-hydroxypyridine-2-thione esters was also observed, leading to overall bleaching quantum yields, (Phi(B1), close to unity. We have demonstrated that the delayed consumption of ground-state ester was due to the reaction of the 2-pyridylthiyl radical with its precursor, occurring with a rate constant, k(r), of 3-4 x 10(9) M(-1) s(-1). This reaction, hitherto never proposed, leads to the formation of 2,2'-dipyridyl disulfide and further release of propagating radicals.
• Barton Derek H. R., Castagnino Enzo, Jaszberenyi Joseph Cs., Tetrahedron Lett, 35 (1994) N 33, S 6057-6060
  作者：Barton Derek H. R., Castagnino Enzo, Jaszberenyi Joseph Cs.

  DOI：——

  日期：——