2-(2-Methylpropyliden)-1,3-dithian | 20190-98-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二噻烷
• 英文名称: 2-(2-Methylpropyliden)-1,3-dithian
• 英文别名: 2-Isobutyliden-1,3-dithian；2-(2-Methylpropylidene)-1,3-dithiane
• CAS: 20190-98-1
• 化学式: C₈H₁₄S₂
• 分子量: 174.331
• InChiKey: TYJCCNZUSWFUCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(2-Methylpropyliden)-1,3-dithian 在 titanium(IV) isopropylate 、 过氧化氢异丙苯 、 (+)-Weinsaeure-diethylester 作用下， 以 二氯甲烷 为溶剂， 以73%的产率得到(1R,3R)-2-Isobutylidene-[1,3]dithiane 1,3-dioxide
  参考文献：
  名称：

  Enolate Addition to a 2-Alkylidene[1,3]dithiane-Derived Bissulfoxide. A New a²-Acceptor

  摘要：

  Reaction of enolates derived from esters and ketones to an easily prepared alkylidene[1,3]dithiane-1,3-dioxide afforded the respective adducts with good yields and selectivities generally exceeding 85:15. The base used for enolate addition played no significant role for the reaction outcome, and addition of a silyl enole ether gave similar results. The thus formed oxygenated S,S-acetals were transformed into the corresponding 1,4-dicarbonyls by a reduction/oxidation sequence with 84% yield.

  DOI：

  10.1021/ol051670i
• 作为产物：
  描述：

  2-[1-(2,2-Dimethyl-propionyloxy)-2-methyl-propyl]-[1,3]dithiane-2-carboxylic acid methyl ester 在 lithium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以75%的产率得到2-(2-Methylpropyliden)-1,3-dithian
  参考文献：
  名称：

  脱烷基脱羧。IV。乙烯酮硫缩醛的新方法

  摘要：

  2-碳甲氧基-1，3-二噻吩烯酸酯与三甲基乙酰氯和醛的等摩尔混合物反应，然后将所得新戊酸酯进行脱烷基脱羧，得到乙烯酮硫缩醛。

  DOI：

  10.1016/s0040-4039(01)81671-3

文献信息

• NAGAO Y.; SENO K.; FUJITA E., TETRAHEDRON LETT., 1979, NO 45, 4403-4404
  作者：NAGAO Y.、 SENO K.、 FUJITA E.

  DOI：——

  日期：——
• BELLETIRE, J. L.;WALLEY, D. R.;FREMONT, S. L., TETRAHEDRON LETT., 1984, 25, N 50, 5729-5732
  作者：BELLETIRE, J. L.、WALLEY, D. R.、FREMONT, S. L.

  DOI：——

  日期：——
• ANDERSEN N. H.; DUFFY P. F.; DENNISTON A. D.; GROTJAHN D. B., TETRAHEDRON LETT., 1978, NO 45, 4315-4318
  作者：ANDERSEN N. H.、 DUFFY P. F.、 DENNISTON A. D.、 GROTJAHN D. B.

  DOI：——

  日期：——
• Dealkylative decarboxylation. IV. A novel approach to ketene thioacetals
  作者：J.L. Belletire、D.R. Walley、S.L. Fremont

  DOI：10.1016/s0040-4039(01)81671-3

  日期：1984.1

  Reaction of 2-carbomethoxy-1,3-dithiane enolate with in equimolar mixture of trimethylacetyl chloride and an aldehyde followed by dealkylative decarboxylation of the resulting pivalate yields ketene thioacetals.

  2-碳甲氧基-1，3-二噻吩烯酸酯与三甲基乙酰氯和醛的等摩尔混合物反应，然后将所得新戊酸酯进行脱烷基脱羧，得到乙烯酮硫缩醛。
• Enolate Addition to a 2-Alkylidene[1,3]dithiane-Derived Bissulfoxide. A New a²-Acceptor
  作者：Tobias Wedel、Joachim Podlech

  DOI：10.1021/ol051670i

  日期：2005.9.1

  Reaction of enolates derived from esters and ketones to an easily prepared alkylidene[1,3]dithiane-1,3-dioxide afforded the respective adducts with good yields and selectivities generally exceeding 85:15. The base used for enolate addition played no significant role for the reaction outcome, and addition of a silyl enole ether gave similar results. The thus formed oxygenated S,S-acetals were transformed into the corresponding 1,4-dicarbonyls by a reduction/oxidation sequence with 84% yield.