2(5H)-thiophenone | 20893-64-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢噻吩类
• 英文名称: 2(5H)-thiophenone
• 英文别名: 2-thiophenone；thiophenone；3H-thiophen-2-one；3H-Thiophen-2-on；thiophene-5-oxide；2(3H)-Thiophenone；3H-thiophen-2-one
• CAS: 20893-64-5
• 化学式: C₄H₄OS
• 分子量: 100.141
• InChiKey: NKAMYGXYCWMPTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2(5H)-thiophenone 、 三氟甲磺酸酐 以 甲苯 为溶剂， 反应 1.5h， 以52%的产率得到trifluoromethanesulfonic acid thiophen-2-yl ester
  参考文献：
  名称：

  Pascual, Alfons, Advanced Synthesis and Catalysis, 1999, vol. 341, # 7, p. 695 - 700

  摘要：

  DOI：
• 作为产物：
  描述：

  琥珀半醛 在 phosphorous (V) sulfide 作用下， 生成 2(5H)-thiophenone
  参考文献：
  名称：

  Mentzer; Billet, Bulletin de la Societe Chimique de France, 1945, vol. 12, p. 292,295

  摘要：

  DOI：

文献信息

• 四唑啉酮化合物及其用途
  申请人：住友化学株式会社

  公开号：CN105636957B

  公开（公告）日：2018-05-11

  一种由式(1)表示的四唑啉酮化合物对于有害生物具有优异防治活性：其中E表示5‑元芳族杂环基如吡唑基、噻唑基或咪唑基；R4和R5表示氢原子；R6表示具有1‑12个碳原子的烷基；R7、R8和R9表示氢原子；R10表示具有1‑3个碳原子的烷基或具有1‑3个碳原子的卤代烷基；Y表示氧原子；并且Q表示氧原子。
• Reversible carbon protonation in the hydrolysis of heterocyclic enol methyl ethers
  作者：Brian Capon、Fu-Chiu Kwok

  DOI：10.1016/s0040-4020(01)89931-2

  日期：1987.1

  The kinetics of the hydronium-ion catalysed hydrolysis of the following heterocyclic methyl enol ethers have been measured: 3-methoxybenzofuran, 3-methoxybenzothiophene, 3-methoxy-indole, 3-methoxy-1-methylindole, 3-methoxyfuran, 3-methoxythio-phene, and 2-methoxythiophene. On the basis of the solvent isotope effect = 3.08 and the failure to detect deuterium exchange when the solvent was CD3CD:D2O(9:1

  已经测量了以下杂环甲基烯醇醚的水合氢离子催化的水解动力学：3-甲氧基苯并呋喃，3-甲氧基苯并噻吩，3-甲氧基-吲哚，3-甲氧基-1-甲基吲哚，3-甲氧基呋喃，3-甲氧基硫代-酚和2-甲氧基噻吩。根据溶剂同位素效应= 3.08以及当溶剂为CD 3 CD：D 2 O（9：1 v / v）时检测不到氘交换的结论，得出结论，3-水解中的限速步骤甲氧基苯并呋喃是C-质子化。通过比较3-甲氧基-苯并呋喃的水解速率和3-甲氧基茚的水解速率（快2100倍）来测量环氧原子的作用。
• The tautomerism of hydroxy derivatives of five-membered oxygen, nitrogen, and sulfur heterocycles
  作者：Brian Capon、Fu-Chiu Kwok

  DOI：10.1016/s0040-4039(00)84773-5

  日期：1986.1

  The unstable enolic tautomers 3-hydroxyfuran, 2- and 3-hydroxythiophene, 3-hydroxy-pyrrole, 3-hydroxy-1-methyl-pyrrole and their benzo-derivatives have been generated in solution and the rate and equilibrium constants for their ketoization determined.

  已在溶液中生成了不稳定的烯键式互变异构体3-羟基呋喃，2-和3-羟基噻吩，3-羟基吡咯，3-羟基-1-甲基吡咯及其苯并衍生物，并确定了其酮化的速率和平衡常数。
• Dynamics of Ring Cleavage and Substitution in the Reactive Scattering of O(³P) Atoms with C₂H₄S and C₄H₄S Molecules
  作者：X. Gao、M. P. Hall、D. J. Smith、R. Grice

  DOI：10.1021/jp962692c

  日期：1997.1.1

  Reactive scattering of ground state O(P-3) atoms with C2H4S and C4H4S molecules has been studied at an initial translational energy E similar to 40 kJ mol(-1) using a supersonic beam of O atoms seeded in He buffer gas generated from a microwave discharge source. The center-of-mass angular distribution of SO scattering for O + C2H4S is cone-shaped in the backward hemisphere at a scattering angle a theta similar to 120 degrees with respect to the incident O atom direction, while the OC4H3S scattering for O + C4H4S is nominally isotropic. The O + C2H4S reaction disposes a lower fraction (f' similar to 0.3) of the total available energy into product translation than the O + C4H4S reaction (f' similar to 0.4), although the product translational energies are higher by a factor of similar to 2 for the more exoergic O + C2H4S reaction. The O + C2H4S reaction involves cleavage of the three-membered ring of the thiirane molecule, while the O + C4H4S reaction involves H atom displacement from the five-membered ring of the thiophene molecule. Both reactions occur on the triplet potential energy surface. The strongly exoergic concerted rupture of the three-membered thiirane ring disposes half the available energy into vibrational excitation of the ethene product molecule compared with only a fraction (similar to 0.13) being disposed into SO product vibration. The displacement reaction of the five-membered thiophene ring involves O atom addition forming a persistent OC4H4S complex with a potential energy barrier to H atom displacement.
• Thienol
  作者：Charles D. Hurd、Kenneth L. Kreuz

  DOI：10.1021/ja01168a049

  日期：1950.12