1,4,14,17-Tetraoxa-9-thia-20,21-diazatetraspiro<4.2.1.2.4.2.2.2>tricos-20-en | 64554-50-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,4,14,17-Tetraoxa-9-thia-20,21-diazatetraspiro<4.2.1.2.4.2.2.2>tricos-20-en
• 英文别名: 1,4,14,17-tetraoxa-9-thia-20,21-diaza-tetraspiro[4.2.1.2.4.2.2.2]tricos-20-ene；1,4,14,17-Tetraoxa-9-thia-20,21-diazatetraspiro[4.2.1.2.413.210.28.25]tricos-20-ene
• CAS: 64554-50-3
• 化学式: C₁₆H₂₄N₂O₄S
• 分子量: 340.444
• InChiKey: ZNJCBWDBEBOTCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  86.9
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1,4,14,17-Tetraoxa-9-thia-20,21-diazatetraspiro<4.2.1.2.4.2.2.2>tricos-20-en 在 oxonium 、 sodium hydride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Oligo(cyclohexylidenes): Parent Compounds and End-Functionalized Derivatives

  摘要：

  Parent oligo(cyclohexylidenes) 1(n) (n = 1-4) were synthesized using a modified Barton-Kellogg olefin synthesis. Surprisingly, the crude compounds 1(2) and 1(4) contained small amounts of the 1(n-1) and 1(n+1) homologues. As evidenced by a close examination of mass spectral data of selectively deuterated tercyclohexylidenes 1(2)d(4)d(4) and 1(2)-d(8), their formation can be attributed to scrambling of the intermediate azines. With increasing n, a marked decrease in solubility as well as an increase in thermal stability was found. Powder diffraction measurements indicate that the parent compounds 1(n), irrespective of n, pack in a similar fashion in the solid state. The theoretically (MMX, AM1, and ab initio) predicted rodlike structure of the oligo(cyclohexylidenes) was confirmed by single-crystal X-ray structures of 1(1) and three derivatives (12(1), 13(1), and 30(2)). In line with the powder diffraction data in the series 1(n), a similar packing motif was found for the derivatives. To circumvent side product formation due to azine scrambling, a different synthetic approach was used for the preparation of end-functionalized oligo(cyclohexylidenes), i.e. decarboxylation and dehydration of beta-hydroxy acids.

  DOI：

  10.1021/jo00119a014
• 作为产物：
  描述：

  1,4,14,17-Tetraoxa-9-thia-20,21-diazatetraspiro<4.2.1.2.4.2.2.2>tricosan 在 lead(IV) acetate 、 calcium oxide 作用下， 以 四氢呋喃 为溶剂， 以86%的产率得到1,4,14,17-Tetraoxa-9-thia-20,21-diazatetraspiro<4.2.1.2.4.2.2.2>tricos-20-en
  参考文献：
  名称：

  Rupp, Helmut; Schwarz, Wolfgang; Musso, Hans, Chemische Berichte, 1983, vol. 116, # 7, p. 2554 - 2563

  摘要：

  DOI：

文献信息

• Rupp, Helmut; Schwarz, Wolfgang; Musso, Hans, Chemische Berichte, 1983, vol. 116, # 7, p. 2554 - 2563
  作者：Rupp, Helmut、Schwarz, Wolfgang、Musso, Hans

  DOI：——

  日期：——
• Pedersen,L.D.; Weiler,L., Canadian Journal of Chemistry, 1977, vol. 55, p. 782 - 784
  作者：Pedersen,L.D.、Weiler,L.

  DOI：——

  日期：——
• RUPP, H.;SCHWARZ, W.;MUSSO, H., CHEM. BER., 1983, 116, N 7, 2554-2563
  作者：RUPP, H.、SCHWARZ, W.、MUSSO, H.

  DOI：——

  日期：——
• PEDERSEN L. D.; WEILER L., CAN. J. CHEM. <CJCH-AG>, 1977, 55, NO 5, 782-784
  作者：PEDERSEN L. D.、 WEILER L.

  DOI：——

  日期：——
• Oligo(cyclohexylidenes): Parent Compounds and End-Functionalized Derivatives
  作者：Frans J. Hoogesteger、Remco W. A. Havenith、Jan W. Zwikker、Leonardus W. Jenneskens、Huub Kooijman、Nora Veldman、Anthony L. Spek

  DOI：10.1021/jo00119a014

  日期：1995.7

  Parent oligo(cyclohexylidenes) 1(n) (n = 1-4) were synthesized using a modified Barton-Kellogg olefin synthesis. Surprisingly, the crude compounds 1(2) and 1(4) contained small amounts of the 1(n-1) and 1(n+1) homologues. As evidenced by a close examination of mass spectral data of selectively deuterated tercyclohexylidenes 1(2)d(4)d(4) and 1(2)-d(8), their formation can be attributed to scrambling of the intermediate azines. With increasing n, a marked decrease in solubility as well as an increase in thermal stability was found. Powder diffraction measurements indicate that the parent compounds 1(n), irrespective of n, pack in a similar fashion in the solid state. The theoretically (MMX, AM1, and ab initio) predicted rodlike structure of the oligo(cyclohexylidenes) was confirmed by single-crystal X-ray structures of 1(1) and three derivatives (12(1), 13(1), and 30(2)). In line with the powder diffraction data in the series 1(n), a similar packing motif was found for the derivatives. To circumvent side product formation due to azine scrambling, a different synthetic approach was used for the preparation of end-functionalized oligo(cyclohexylidenes), i.e. decarboxylation and dehydration of beta-hydroxy acids.