2-methyl-2-benzyl-1,3-oxathiolane | 17642-77-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代缩醛
• 英文名称: 2-methyl-2-benzyl-1,3-oxathiolane
• 英文别名: 2-benzyl-2-methyl-1,3-oxathiolane；Benzyl-methyl-keton-aethylenmonothioketal
• CAS: 17642-77-2
• 化学式: C₁₁H₁₄OS
• 分子量: 194.298
• InChiKey: YRLDXHUBTJIVFO-UHFFFAOYSA-N

物化性质

• 沸点：
  297.0±33.0 °C(Predicted)
• 密度：
  1.104±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-methyl-2-benzyl-1,3-oxathiolane 在 氨 、 calcium 作用下， 生成 2-(1-Phenyl-propyl-2-oxy)-ethylmercaptan
  参考文献：
  名称：

  Reductions with metal-ammonia combinations. II. Monothioacetals and monothioketals. Synthesis of alkoxymercaptans

  摘要：

  DOI：

  10.1021/jo00833a052
• 作为产物：
  描述：

  苯基丙酮 、 2-巯基乙醇 在 Amberlyst 15 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以84%的产率得到2-methyl-2-benzyl-1,3-oxathiolane
  参考文献：
  名称：

  Amberlyst® 15 作为温和、化学选择性和可重复使用的多相催化剂，用于将羰基化合物转化为 1,3-氧硫杂环戊烷

  摘要：

  羰基化合物转化为 1,3-氧硫杂环戊烷 R berto Ballini,*a Giovanna Bosica,a Raimondo Maggi,*b Alessandro Mazzacani,b Paolo Righi,c Giovanni Sartorib a Dipartimento di Scienze Chimiche dell'Università, Via S. Agostino 1, 62032 Camerino (MC), Italy b Dipartimento di Chimica Organica e Industriale dell'Università, Parco Area delle Scienze 17A, 43100 Parma, Italy c Dipartimento di Chimica Organica 'A. Mangini' dell'Università

  DOI：

  10.1055/s-2001-17532

文献信息

• Thioacetalization of aldehydes and ketones in the presence of hydroxo complexes of platinum(II): An example of Lewis acid catalytic activity
  作者：Lorenzo Battaglia、Francesco Pinna、Giorgio Strukul

  DOI：10.1139/v01-067

  日期：2001.5.1

  The complex [(dppb)Pt(µ-OH)]2(BF4)2 displays high catalytic activity in the thioacetalization of a variety of aldehydes and ketones with mercaptoethanol under very mild conditions. The reaction rate is greatly enhanced by the addition to the reaction mixture of magnesium perchlorate as drying agent and molar turnovers as high as 9700 can be observed. The effect of different desiccating agents is also

  复合物 [(dppb)Pt(µ-OH)]2(BF4)2 在非常温和的条件下，在多种醛和酮与巯基乙醇的硫缩醛化反应中显示出高催化活性。通过将高氯酸镁作为干燥剂加入到反应混合物中，反应速率大大提高，并且可以观察到高达 9700 的摩尔周转率。还报告了不同干燥剂的作用。观察到的反应模式，与其他反应的相似性和核磁共振光谱研究证实了该配合物作为路易斯酸催化剂在促进反应中的可能作用。关键词：硫代缩醛，催化，醛，酮，铂配合物。
• Nevalainen, Vesa; Pohjala, Esko, Journal of Chemical Research, Miniprint, 1988, # 6, p. 1401 - 1421
  作者：Nevalainen, Vesa、Pohjala, Esko

  DOI：——

  日期：——
• Electron impact induced fragmentations of some 2,2-disubstituted 1,3-oxathiolanes
  作者：Pirjo Vainiotalo、Vesa Nevalainen

  DOI：10.1002/oms.1210210804

  日期：1986.8

  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.
• NEVALAINEN, VESA;POHJALA, ESKO
  作者：NEVALAINEN, VESA、POHJALA, ESKO

  DOI：——

  日期：——
• Amberlyst® 15 as a Mild, Chemoselective and Reusable Heterogeneous Catalyst for the Conversion of Carbonyl Compounds to 1,3-Oxathiolanes
  作者：Roberto Ballini、Giovanna Bosica、Raimondo Maggi、Alessandro Mazzacani、Paolo Righi、Giovanni Sartori

  DOI：10.1055/s-2001-17532

  日期：——

  Conversion of Carbonyl Compounds to 1,3-Oxathiolanes R berto Ballini,*a Giovanna Bosica,a Raimondo Maggi,*b Alessandro Mazzacani,b Paolo Righi,c Giovanni Sartorib a Dipartimento di Scienze Chimiche dell'Università, Via S. Agostino 1, 62032 Camerino (MC), Italy b Dipartimento di Chimica Organica e Industriale dell'Università, Parco Area delle Scienze 17A, 43100 Parma, Italy c Dipartimento di Chimica

  羰基化合物转化为 1,3-氧硫杂环戊烷 R berto Ballini,*a Giovanna Bosica,a Raimondo Maggi,*b Alessandro Mazzacani,b Paolo Righi,c Giovanni Sartorib a Dipartimento di Scienze Chimiche dell'Università, Via S. Agostino 1, 62032 Camerino (MC), Italy b Dipartimento di Chimica Organica e Industriale dell'Università, Parco Area delle Scienze 17A, 43100 Parma, Italy c Dipartimento di Chimica Organica 'A. Mangini' dell'Università