(E)-1-(1,3-Dithian-2-yl)-1-pentene | 118794-77-7

• 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: (E)-1-(1,3-Dithian-2-yl)-1-pentene
• 英文别名: 2-[(E)-pent-1-enyl]-1,3-dithiane
• CAS: 118794-77-7
• 化学式: C₉H₁₆S₂
• 分子量: 188.358
• InChiKey: XCALVAZITUJWBL-GQCTYLIASA-N

物化性质

• 沸点：
  272.6±40.0 °C(Predicted)
• 密度：
  1.080±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 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：

  (E)-1-(1,3-Dithian-2-yl)-1-pentene 生成 2-已烯醛
  参考文献：
  名称：

  COREY E. J.; KOZIWSKI A. P., TETRAHEDRON LETT. , 1975, NO 11, 925-928

  摘要：

  DOI：
• 作为产物：
  描述：

  2-pentylidene-1,3-dithiane 以86%的产率得到
  参考文献：
  名称：

  COREY E. J.; KOZIWSKI A. P., TETRAHEDRON LETT. , 1975, NO 11, 925-928

  摘要：

  DOI：

文献信息

• Activation and synthetic applications of thiostannanes. Conversion of aldehydes and acetals into 1,3-dithianes with high chemodifferentiation
  作者：Tsuneo Sato、Enji Yoshida、Takamichi Kobayashi、Junzo Otera、Hitosi Nozaki

  DOI：10.1016/s0040-4039(00)80396-2

  日期：1988.1

  Novel method for transforming aldehydes and acetals into 1,3-dithianes has been achieved with the aid of organotin thioalkoxides and organotin triflates. Under these reaction conditions, various acid-sensitive groups are tolerated. Differentiation between aromatic or aliphatic aldehydes and acetals has been realized.

  借助于有机锡硫代醇盐和有机锡三氟甲磺酸酯，已经实现了将醛和乙缩醛转化为1，3-二硫杂环己烷的新方法。在这些反应条件下，可以耐受各种酸敏感性基团。已经实现了芳族或脂族醛与缩醛之间的区分。
• Mild and Efficient Chemoselective Protection of Aldehydes as Dithioacetals Employing N-Bromosuccinimide
  作者：Ahmed Kamal、Gagan Chouhan

  DOI：10.1055/s-2002-20469

  日期：——

  A mild and chemoselective dithioacetalization procedure for the protection of aromatic, aliphatic, and alkenyl aldehydes in presence of catalytic amount of N-bromosuccinimide under neutral conditions is described.

  描述了一种温和的化学选择性二硫代砜化程序，用于在中性条件下，在催化量的溴代琥珀酰亚胺存在下保护芳香族、脂肪族和烯丙基醛。
• Differentiation between carbonyls and acetals in 1,3-dithiane and 1,3-dithiolane synthesis catalyzed by organotin triflates
  作者：Tsuneo Sato、Junzo Otera、Hitosi Nozaki

  DOI：10.1021/jo00070a038

  日期：1993.8

  Carbonyls and acetals are converted to 1,3-dithianes and -dithiolanes upon treatment with 2-stanna-1,3-dithianes and -dithiolanes under catalysis by organotin triflates. In these competition reactions, various types of carbonyls and acetals are differentiated. Aldehydes react preferentially over ketones, but the preference is completely reversed in the competition reactions between the corresponding acetals and ketals. The reactivity of aliphatic aldehydes is greater than that of the acetals of aliphatic aldehydes and ketones. Conversely, an aromatic acetal is more reactive than its parent aldehyde. In the competition between aromatic and aliphatic aldehydes, the reaction of the latter predominates. However, aromatic acetals react preferentially over aliphatic acetals. Ketones of different types are also differentiated. No such discrimination can be achieved by conventional methods. Organotin triflates are capable of detecting subtle differences in the reactivity of carbonyls and acetals. Such unique differentiation can be explained in terms of the dependence of the reaction path on the substrate: the reactions of carbonyls are initiated by coordination to tin, whereas the reactions of acetals proceed via oxocarbenium ion intermediates.
• XAPA MACAXAPY; HARA MASAHARU, KAGAKU TO KOGE, KAGAKU TO KOGUO, CHEM AND CHEM. IND. <KAKT-AF>, 1975, 28,+
  作者：XAPA MACAXAPY、 HARA MASAHARU

  DOI：——

  日期：——
• COREY E. J.; KOZIWSKI A. P., TETRAHEDRON LETT. <TELE-AY>, 1975, NO 11, 925-928
  作者：COREY E. J.、 KOZIWSKI A. P.

  DOI：——

  日期：——