Tetra-n-butylammonium o-iodoxybenzoate | 135394-69-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Tetra-n-butylammonium o-iodoxybenzoate
• 英文别名: tetrabutylammonium 2-iodoxybenzoate；Tetra-n-butylammoniumo-iodoxybenzoate；2-iodylbenzoate;tetrabutylazanium
• CAS: 135394-69-3
• 化学式: C₇H₄IO₄*C₁₆H₃₆N
• 分子量: 521.479
• InChiKey: NCVBZGINGNQUBT-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  5.42
• 重原子数：
  29
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  74.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Tetra-n-butylammonium o-iodoxybenzoate 在 乙酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 0.92h， 以77%的产率得到1-Chloro-1,2-benziodoxolin-3(1H)-one tetra-n-butylammonium chloride
  参考文献：
  名称：

  Crystal and molecular structure of 1-chloro-1,2-benziodoxolin-3(1H)-one·tetra-n-butylammonium chloride

  摘要：

  The title compound, 6, a novel 1:1 complex of 1-chloro-1,2-benziodoxolin-3(1H)-one (5) and tetra-n-butylammonium chloride, was prepared from tetra-n-butylammonium o-iodoxybenzoate (7) and acetyl chloride. A single crystal of 6 was subjected to X-ray analysis: triclinic, space group P1; a = 10.239(2), b = 11.518(2), c = 11.523(3)Angstrom; alpha = 73.20(2); beta = 87.85(2), gamma = 87.72(2)degrees; R1 = 0.0326. The most notable structural feature of crystalline 6 is the existence of a ''secondary'' bond [I .. Cl(2), 2.943(1)Angstrom] between the chloride ion and the iodine atom of the chlorobenziodoxolinone moiety. Further coordination at iodine includes three primary bonds: I-C [2.115(4) Angstrom], I-O [2.145(3) Angstrom], I-CI(1) [2.454(1) Angstrom]. The entire 1-chlorobenziodoxolinone-chloride sub-structure is planar and exhibits iodine-centered bond angles of 78.8(1)degrees [C-I-O], 92.0(1)degrees [C-I-Cl(1)], 97.6(1)degrees [Cl(2)I-O] and 91.6(1)degrees [Cl(2)-I-Cl(1)]. The unit cell of 6 contains two loosely packed formula units. The chlorobenziodoxolinone-chloride sub-structures occupy a common plane and exhibit a centrosymmetric relationship, while the tetra-n-butylammonium ions are situated one above and one below the plane. Bonding at the iodine atom in 6 is more consistent with a 10-I-3 species electrostatically associated with the chloride ion than a 12-I-4 species such as the tetrachloroiodate ion.

  DOI：

  10.1007/bf01671083
• 作为产物：
  描述：

  四丁基氢氧化铵 、 2-碘酰基苯甲酸 以 水 、 乙腈 为溶剂， 以50%的产率得到Tetra-n-butylammonium o-iodoxybenzoate
  参考文献：
  名称：

  Dess, Daniel B.; Martin, Journal of the American Chemical Society, 1991, vol. 113, # 19, p. 7277 - 7287

  摘要：

  DOI：

文献信息

• Process for the oxidation of primary and secondary alcohols to aldehydes and ketones and for the oxidation of 1,2-diols to alpha-ketols and alpha-diketones
  申请人：Sigma-Tau Industrie Farmaceutiche Riunite S.p.A.

  公开号：EP0658533A1

  公开（公告）日：1995-06-21

  The invention provides a process for the selective oxidation of a primary or secondary alcohol to an aldehyde or ketone and for the oxidation of a 1,2-diol to an α-ketol or α-diketone which comprises contacting the alcohol or 1,2-diol with o-iodoxybenzoic acid.

  本发明提供了一种将伯醇或仲醇选择性氧化成醛或酮以及将 1,2-二醇氧化成 α-酮或 α-二酮的工艺，该工艺包括将醇或 1,2-二醇与邻碘氧基苯甲酸接触。
• US5510538A
  申请人：——

  公开号：US5510538A

  公开（公告）日：1996-04-23