1-(2-甲基-1,3-氧硫杂环戊烷-2-基)乙酮 | 33266-06-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 中文名称: 1-(2-甲基-1,3-氧硫杂环戊烷-2-基)乙酮
• 英文名称: 1-(2-methyl-1,3-oxathiolan-2-yl) ethanone
• 英文别名: 2-acetyl-2-methyl-1,3-oxathiolane；1,3-Oxathiolane, 2-acetyl-2-methyl-；1-(2-methyl-1,3-oxathiolan-2-yl)ethanone
• CAS: 33266-06-7
• 化学式: C₆H₁₀O₂S
• 分子量: 146.21
• InChiKey: SYMASUKKWSFGEX-UHFFFAOYSA-N

物化性质

• 沸点：
  234.4±40.0 °C(Predicted)
• 密度：
  1.134±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  1-(2-甲基-1,3-氧硫杂环戊烷-2-基)乙酮 在 sodium tetrahydroborate 作用下， 生成 2-(1-hydroxyethyl)-2-methyl-1,3-oxathiolane
  参考文献：
  名称：

  Electron impact induced fragmentations of some 2,2-disubstituted 1,3-oxathiolanes

  摘要：

  AbstractThe electron impact induced fragmentations of nine 2,2‐disubstituted 1,3‐oxathiolanes have been studied by means of exact mass measurement and metastable ion analysis. The ring cleavage almost always takes place so that the C(2)S and C(5)O bonds are broken, leading to the most stable products. The nature of the substituents determines the primary fragmentations of molecular ions. Ring cleavage is important only if both substituents are alkyl groups or if the carbon attaching to the ring has an alkyl character. The loss of the substituent becomes the most favourable process if it is attached to the ring through the electron‐deficient carbon atom.

  DOI：

  10.1002/oms.1210210804
• 作为产物：
  描述：

  1,4-噁噻英,2,3-二氢-5,6-二甲基- 在 水 、 溴 、 对甲苯磺酸 、 三乙胺 作用下， 以 四氯化碳 、 丙酮 为溶剂， 反应 10.0h， 生成 1-(2-甲基-1,3-氧硫杂环戊烷-2-基)乙酮
  参考文献：
  名称：

  Fjeldskaar, Inger Reidun; Skatteboel, Lars, Acta Chemica Scandinavica, 1991, vol. 45, # 4, p. 410 - 417

  摘要：

  DOI：

文献信息

• Nevalainen, Vesa; Pohjala, Esko, Journal of Chemical Research, Miniprint, 1988, # 6, p. 1401 - 1421
  作者：Nevalainen, Vesa、Pohjala, Esko

  DOI：——

  日期：——
• Scope and Limitations of Fulvene Syntheses. Preparation of 6-Vinyl-Substituted and -Functionalized Fulvenes. First Examples of Nucleophilic Substitution on a 6-(Chloromethyl)fulvene
  作者：Ihsan Erden、Fu-Pei Xu、Aladin Sadoun、Wyatt Smith、Greg Sheff、Madeleine Ossun

  DOI：10.1021/jo00109a010

  日期：1995.2

  Very few 6-vinylfulvenes have previously been reported in the Literature. In a few cases where Little's procedure (using pyrrolidine as base) has been employed, most enones undergo conjugate attack by the cyclopentadienyl anion followed by either a retroaldol reaction or dihydropentalene formation. In several cases, Diels-Alder reaction of the enone with cyclopentadiene occurs rather than condensation. We have found that in cases where the Little procedure fails to give the desired 6-vinylfulvenes, the Thiele method using NaOH (or NaOMe in some cases) as base gives satisfactory results. In the latter instances, Michael attack is completely suppressed in all but one example. By appropriate choice of base, a variety of fulvenes carrying functional groups on the 6-alkyl position can be prepared. Some of these fulvenes have been shown to undergo further functional group transformations (e.g., nucleophilic substitutions); giving rise to derivatives bearing SR, S(O)R, N-3 or SCN groups.
• Synthesis of 2-Alkylidene-3,3-dialkyl-1,4-dithianes and Their Oxathiane Analogues by 1,2-Sulphur Migration
  作者：Christopher D. Maycock、M. Teresa Barros、Lúcia S. Santos

  DOI：10.3987/com-97-7898

  日期：——
• FJELDSKAAR, INGER REIDUN;SKATTEBOL, LARS, ACTA CHEM. SCAND., 45,(1991) N, C. 410-417
  作者：FJELDSKAAR, INGER REIDUN、SKATTEBOL, LARS

  DOI：——

  日期：——
• NEVALAINEN V.; POHJALA E., FINN. CHEM. LETT., 13,(1986) N 4, 99-103
  作者：NEVALAINEN V.、 POHJALA E.

  DOI：——

  日期：——