4-chlorobutyl thioacetate | 116008-68-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硫代羧酸及其衍生物
• 英文名称: 4-chlorobutyl thioacetate
• 英文别名: (δ-Chlor-butyl)-acetyl-sulfid；thioacetic acid S-(4-chloro-butyl ester)；Thioessigsaeure-S-(4-chlor-butylester)；S-(4-chlorobutyl) ethanethioate
• CAS: 116008-68-5
• 化学式: C₆H₁₁ClOS
• 分子量: 166.672
• InChiKey: KFUOMGMJQYXZSG-UHFFFAOYSA-N

物化性质

• 沸点：
  96 °C(Press: 10 Torr)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  9
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 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：

  4-chlorobutyl thioacetate 在 盐酸 、 甲醇 、 水 作用下， 生成 4-chloro-1-butanethiol
  参考文献：
  名称：

  Runge et al., Journal fur praktische Chemie (Leipzig 1954), 1955, vol. <4>2, p. 279,291

  摘要：

  DOI：
• 作为产物：
  描述：

  S-(4-bromobutyl) thioacetate 在 lithium chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 4-chlorobutyl thioacetate
  参考文献：
  名称：

  Preparation of ω-tetrahydropyran-2-ylsulfanylalkylmagnesium chlorides: Useful reagents for the synthesis of 1-(ω-mercaptoalkyl)-1,2-dihydrobuckminsterfullerenes (C60)

  摘要：

  omega-Tetrahydropyran-2-ylsulfanylalkylmagnesium chlorides are prepared as Grignard reagents containing protected mercaptoalkyl chains, which are useful for the direct introduction of omega-mercaptoalkyl chains to electrophiles. In order to prove the usefulness of these reagents, they were reacted with buckminsterfullerene (C(60)) to give 1-(omega-mercaptoalkyl)-1,2-dihydrobuckminsterfullerenes after the deprotection of THP group with TFA. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(98)02142-x

文献信息

• Bi(III) halides as efficient catalysts for the O-acylative cleavage of tetrahydrofurans: an expeditious entry to tetralins
  作者：Simon J. Coles、James F. Costello、William N. Draffin、Michael B. Hursthouse、Simon P. Paver

  DOI：10.1016/j.tet.2005.02.080

  日期：2005.5

  O-acylative cleavage of tetrahydrofurans using organic acid halides with catalytic Bi(III) halides is reported. X-ray crystallography is used to rationalise the failure of the reaction in the case of certain crowded acid chlorides, and a useful aspect of chemoselectivity is revealed. The synthetic potential of this reaction is illustrated with a highly efficient O-acylative cleavage/intramolecular

  据报道，使用有机卤化物与催化的Bi（III）卤化物对四氢呋喃进行了温和的（DCM / 20°C）定量，区域选择性，O酰基裂解。在某些拥挤的酰氯的情况下，X射线晶体学用于合理化反应的失败，并揭示了化学选择性的有用方面。该反应的合成潜力通过对四氢萘的高效O-酰基裂解/分子内烷基化方法得到说明。
• Boehme,H.; Mencke,B., Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft, 1960, vol. 293, p. 54 - 67
  作者：Boehme,H.、Mencke,B.

  DOI：——

  日期：——
• 2 PYRROLIDONE DERIVATIVES AS PROSTANOID AGONISTS
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP1408961A1

  公开（公告）日：2004-04-21
• [EN] 2 PYRROLIDONE DERIVATIVES AS PROSTANOID AGONISTS<br/>[FR] DERIVES DE PYRROLIDONE COMME ANTAGONISTES DE PROSTANOIDE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2003007941A1

  公开（公告）日：2003-01-30

  This invention relates to 8-aza prostanoid analogs which are generally EP4 receptor agonists and are represented by Formula I: wherein Q, B, X, I, Z, A and R1-R6 are as defined in the description, their synthesis and use for treatment of osteoporosis and increasing bone density.
• Preparation of ω-tetrahydropyran-2-ylsulfanylalkylmagnesium chlorides: Useful reagents for the synthesis of 1-(ω-mercaptoalkyl)-1,2-dihydrobuckminsterfullerenes (C60)
  作者：Sung Hoon Kim、Sung Han Lee、Seung Hoon Kang

  DOI：10.1016/s0040-4039(98)02142-x

  日期：1998.12

  omega-Tetrahydropyran-2-ylsulfanylalkylmagnesium chlorides are prepared as Grignard reagents containing protected mercaptoalkyl chains, which are useful for the direct introduction of omega-mercaptoalkyl chains to electrophiles. In order to prove the usefulness of these reagents, they were reacted with buckminsterfullerene (C(60)) to give 1-(omega-mercaptoalkyl)-1,2-dihydrobuckminsterfullerenes after the deprotection of THP group with TFA. (C) 1998 Elsevier Science Ltd. All rights reserved.