(庚基硫代)乙酸乙酯 | 40814-21-9

• 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: (庚基硫代)乙酸乙酯
• 英文名称: Ethyl-2-S-n-Heptylmercaptoacetat
• 英文别名: Heptylthioglycolsaeure-ethylester；heptylmercapto-acetic acid ethyl ester；Heptylmercapto-essigsaeure-aethylester；Ethyl (heptylthio)acetate；ethyl 2-heptylsulfanylacetate
• CAS: 40814-21-9
• 化学式: C₁₁H₂₂O₂S
• 分子量: 218.36
• InChiKey: CXYFAPWYLWMPID-UHFFFAOYSA-N

物化性质

• 沸点：
  120-123 °C(Press: 9 Torr)
• 密度：
  0.959±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  14
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (庚基硫代)乙酸乙酯 以 乙腈 为溶剂， 以70%的产率得到Ethyl α-fluoro-α-(heptylthio)acetate
  参考文献：
  名称：

  Electrolytic Partial Fluorination of Organic Compounds. 17. Regiospecific Anodic Fluorination of Sulfides Bearing Electron-Withdrawing Substituents at the Position .alpha. to the Sulfur Atom

  摘要：

  Regiospecific monofluorination of various sulfides bearing electron-withdrawing substituents, cyano, ester, acyl, amino, and phosphonate groups,at their alpha-positions was successfully carried out by the anodic oxidation of the sulfides in Et(3)N . 3HF/MeCN using an undivided cell. Fluorine was introduced at the position alpha to the sulfur atom selectively. Fluorination of alpha-(phenylthio)-substituted cyclic carbonyl compounds was also successful. Furthermore, anodic alpha,alpha-difluorination of ethyl alpha-(phenylthio)acetate was also successfully carried out although a large amount of electricity was required.

  DOI：

  10.1021/jo00116a037
• 作为产物：
  描述：

  1-溴代庚烷 、 巯基乙酸乙酯 在 乙醇 、 sodium 作用下， 以 四氢呋喃 为溶剂， 生成 (庚基硫代)乙酸乙酯
  参考文献：
  名称：

  Mass spectrometry in structural and stereochemical problems. CCXII. Electron impact induced triple hydrogen rearrangements and other fragmentations of alkyl vinyl ethers and thioethers

  摘要：

  DOI：

  10.1021/ja00764a037

文献信息

• Electrolytic partial fluorination of organic compounds. 1. Regioselective anodic monofluorination of organosulfur compounds
  作者：Toshio Fuchigami、Moriyasu Shimojo、Akinori Konno、Kiyono Nakagawa

  DOI：10.1021/jo00312a006

  日期：1990.12
• Decarboxylation of Thetin Salts
  作者：D. M. BURNESS

  DOI：10.1021/jo01088a032

  日期：1959.6
• Electrolytic Partial Fluorination of Organic Compounds. 23.¹ Regioselective Anodic Difluorination of Sulfides Using Novel Fluorine Source Et₄NF·4HF
  作者：Akinori Konno、Toshio Fuchigami

  DOI：10.1021/jo971248i

  日期：1997.11.1
• FUCHIGAMI, TOSHIO;SHIMOJO, MORIYASU;KONNO, AKINORI;NAKAGAWA, KIYONO, J. ORG. CHEM., 55,(1990) N5, C. 6074-6075
  作者：FUCHIGAMI, TOSHIO、SHIMOJO, MORIYASU、KONNO, AKINORI、NAKAGAWA, KIYONO

  DOI：——

  日期：——
• Electrolytic Partial Fluorination of Organic Compounds. 17. Regiospecific Anodic Fluorination of Sulfides Bearing Electron-Withdrawing Substituents at the Position .alpha. to the Sulfur Atom
  作者：Toshio Fuchigami、Moriyasu Shimojo、Akinori Konno

  DOI：10.1021/jo00116a037

  日期：1995.6

  Regiospecific monofluorination of various sulfides bearing electron-withdrawing substituents, cyano, ester, acyl, amino, and phosphonate groups,at their alpha-positions was successfully carried out by the anodic oxidation of the sulfides in Et(3)N . 3HF/MeCN using an undivided cell. Fluorine was introduced at the position alpha to the sulfur atom selectively. Fluorination of alpha-(phenylthio)-substituted cyclic carbonyl compounds was also successful. Furthermore, anodic alpha,alpha-difluorination of ethyl alpha-(phenylthio)acetate was also successfully carried out although a large amount of electricity was required.