tetramethylammonium metaperiodate | 55999-69-4

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机含氧阴离子化合物
• 英文名称: tetramethylammonium metaperiodate
• 英文别名: tetramethylazanium;periodate
• CAS: 55999-69-4
• 化学式: C₄H₁₂N*IO₄
• 分子量: 265.048
• InChiKey: HLQAWDQQEJSALG-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -7.43
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  74.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  tetramethyl ammonium hydroxide 、 高碘酸 以 水 为溶剂， 以94.7%的产率得到tetramethylammonium metaperiodate
  参考文献：
  名称：

  Wagner, Ross I.; Bau, Robert; Gnann, Robert Z., Inorganic Chemistry, 1997, vol. 36, # 12, p. 2564 - 2569

  摘要：

  DOI：
• 作为试剂：
  描述：

  1,3-环庚二烯 、 p-methoxybenzohydroxamic acid 在 tetramethylammonium metaperiodate 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 22.0h， 以100%的产率得到N-(p-methoxybenzoyl)-8-oxa-9-azabicyclo[3.2.2]non-6-ene
  参考文献：
  名称：

  Manipulation of substituents at nitrogen in tropanes, homotropanes, and dehydro- derivatives

  摘要：

  Trop-6-ene (8-methyl-8-azabicyclo[3.2.1]oct-6-ene) and substituted N-benzylnortrop-6-enes are synthesised. N-Debenzylation of tropanes fails using a wide variety of non-hydrogenolytic conditions despite effective application in model piperidine derivatives; debenzylation of homotropanes is more successful, giving norhomotropane and norhomotrop-7-ene. Bridged N-benzyl compounds react more slowly than N-methyl analogues with chloroformates; the resulting quaternary intermediates are more prone than the N-methyl analogues to suffer competitive reversion to the starting amine, especially in the tropanes, consistent with slower S(N)2 attack at the benzylic carbon during decomposition; the use of an N-p-methoxybenzyl group does allow partial debenzylation to nortrop-6-ene, suggesting greater SNI character in the decomposition step in this case. 'Equatorial' attack is preferred in methylation of N-benzyl-nortrop-6-ene and -homotrop-7-ene with CH3I; subsequent reductive debenzylation of the quaternary salt achieves overall replacement of N-benzyl by N-methyl in both cases. VT NMR studies show the presence of a single 'equatorial' invertomer (Cl syn- to the 2C-bridge) in N-chloro-norhomotropanes and -7-enes and, by analogy, in the N-alkyl compounds. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00643-7

文献信息

• Wagner, Ross I.; Bau, Robert; Gnann, Robert Z., Inorganic Chemistry, 1997, vol. 36, # 12, p. 2564 - 2569
  作者：Wagner, Ross I.、Bau, Robert、Gnann, Robert Z.、Jones, Paul F.、Christe, Karl O.

  DOI：——

  日期：——