2,2-diiodo-N-phenylacetamide | 53064-07-6

• 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: 2,2-diiodo-N-phenylacetamide
• 英文别名: diiodo-acetic acid anilide；Dijod-essigsaeure-anilid；N-Phenyl-diiodacetamid
• CAS: 53064-07-6
• 化学式: C₈H₇I₂NO
• 分子量: 386.959
• InChiKey: XKURWMBVCZRIGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  二碘乙酸 在 氯化亚砜 作用下， 生成 2,2-diiodo-N-phenylacetamide
  参考文献：
  名称：

  Masuda, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1934, vol. 54, p. 25,40, 41

  摘要：

  DOI：

文献信息

• Homologation of Isocyanates with Lithium Carbenoids: A Straightforward Access to α-Halomethyl- and α,α-Dihalomethylamides
  作者：Vittorio Pace、Laura Castoldi、Ashenafi Mamuye、Wolfgang Holzer

  DOI：10.1055/s-0034-1379209

  日期：——

  Treatment of widely available isocyanates with monohalolithium and dihalolithium carbenoids provides a valuable protocol for the one-pot preparation of -halo- and ,-dihaloacetamide derivatives. While monohalolithium carbenoids can be prepared by a smooth lithium-halogen exchange, the preparation of the corresponding dihalo compounds proved to be highly dependent on the base used to realize the deprotonation, with lithium 2,2,6,6-tetramethylpiperidine emerging as optimal. The clear advantages of the procedure are: (a) broad scope of isocyanates that can be employed; (b) preservation of the optical purity when chiral materials are used; (c) divergent access to different haloamides by simply selecting the homologating agents. We also report an application of Charette's imidoyl triflate activation of a secondary amide to the synthesis of an -chloro ketone and N-15 NMR data for selected compounds.
• Stephen,A. et al., Justus Liebigs Annalen der Chemie, 1974, p. 363 - 368
  作者：Stephen,A. et al.

  DOI：——

  日期：——
• Masuda, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1934, vol. 54, p. 25,40, 41
  作者：Masuda

  DOI：——

  日期：——