Ethyl (2-butylthio)propanoate | 111290-28-9

• 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
• 英文名称: Ethyl (2-butylthio)propanoate
• 英文别名: ethyl-2-(butylthio)propionate；Ethyl 2-butylsulfanylpropanoate
• CAS: 111290-28-9
• 化学式: C₉H₁₈O₂S
• 分子量: 190.307
• InChiKey: IGKIPOQLOIFZAU-UHFFFAOYSA-N

物化性质

• 沸点：
  238.3±23.0 °C(Predicted)
• 密度：
  0.976±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 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：

  Ethyl (2-butylthio)propanoate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以36 g的产率得到2-(1-butylthio)propan-1-ol
  参考文献：
  名称：

  Chlebicki, Jan; Cichacz, Zbigniew, Polish Journal of Chemistry, 1986, vol. 60, # 4-6, p. 485 - 494

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(butylthio)propanoyl chloride 、 乙醇 以 二氯甲烷 为溶剂， 反应 0.17h， 以7.5 g的产率得到Ethyl (2-butylthio)propanoate
  参考文献：
  名称：

  Trichosporon beigelli esterase (TBE): a versatile esterase for the resolution of economically important racemates

  摘要：

  A hydrolase producing strain Trichosporon beigelli esterase (TBE) isolated from local cottage cheese in its native form has displayed versatility and high efficacy in the kinetic resolution of a wide range of economically important substrates, which include racemic secondary alcohols, such as 1-(6-methoxy-2-naphtliyl)ethanol (E similar to 316), 1-(3,4-methylenedioxyphenyl)ethanol and pentanol (E similar to 180 and 156 resp.), and alkyl esters of carboxylic acids such as ibuprofen (E similar to 340), 2-(benzylthio)propanoic acid (E similar to 1000). In other substrates such as in the primary alcohol 2-(6-methoxy-2-naphthyl)propan-1-ol and carboxylic acids such as 2-(5-bromo-6-methoxy-2-naphthyl)propanoic acid, 2-(2-naphthyloxy)propanoic acid, and substituted 2-thiopropanoic acids, it displayed moderate to low selectivity. Commercial lipases such as CCL, PPL, and PSL were also used in the resolution of the substrates for comparative studies. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2005.07.009

文献信息

• Diastereoselective aldol condensation of directly generated titanium enolates of activated esters.
  作者：Rita Annunziata、Mauro Cinquini、Franco Cozzi、Pier Giorgio Cozzi、Emanuela Consolandi

  DOI：10.1016/s0040-4020(01)81945-1

  日期：1991.9

  Simply generated (TiCl4, Et3N, -78-degrees-C) titanium enolates of some thioesters and alpha-thio substituted esters undergo aldol condensations with achiral and chiral aldehydes with low to high stereoselectivity. An H-1-NMR study of the TiCl4/ester complexation and of the enolization process is presented. The relation between the enolate structure and the aldol product stereochemistry is discussed.
• Ramberg-Becklund Sulfur Extrusion from 2-Carboethoxy Sulfones
  作者：Edwin Vedejs、Stephen Singer

  DOI：10.1021/jo00419a600

  日期：1978.12
• VEDEJS E.; SINGER S. P., J. ORG. CHEM., 1978, 43, NO 25, 4884-4885
  作者：VEDEJS E.、 SINGER S. P.

  DOI：——

  日期：——
• Preparation of nitroarylacetic acid esters and derivatives thereof
  申请人：ETHYL CORPORATION

  公开号：EP0077662B1

  公开（公告）日：1985-10-02
• US4476315A
  申请人：——

  公开号：US4476315A

  公开（公告）日：1984-10-09