diazomethylene

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 炔丙基型1，3-偶极有机化合物
• 英文名称: diazomethylene
• 英文别名: diazocarbene；diazomethane；Diazomethylen；diazomethanediyl
• 化学式: CN₂
• 分子量: 40.0244
• InChiKey: QDZARNQKIZUXDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  3
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  5.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  diazomethylene 、 (2R,3E)-N-[(1S,2S,3R,4E,8Z)-2,3-dihydroxy-1-(hydroxymethyl)-4,8-tetracosadienyl]-2-hydroxy-3-octadecenamide 在 potassium permanganate 、 sodium periodate 、 potassium carbonate 、 硫酸 作用下， 以 水 、 丙酮 、 乙醚 为溶剂， 反应 18.0h， 生成 十五烷酸甲酯 、 棕榈酸甲酯 、 丁二酸二甲酯
  参考文献：
  名称：

  10.3906/kim-1204-5

  摘要：

  DOI：

  10.3906/kim-1204-5
• 作为产物：
  描述：

  二氧化三碳 以 gaseous matrix 为溶剂， 生成 diazomethylene
  参考文献：
  名称：

  Moll, N. G.; Thompson, W. E., Journal of Chemical Physics, 1966, vol. 44, p. 2684 - 2686

  摘要：

  DOI：

文献信息

• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: C: MVol.D1, 8.1, page 96 - 100
  作者：

  DOI：——

  日期：——
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: C: MVol.D1, 8.2, page 100 - 106
  作者：

  DOI：——

  日期：——
• Matrix‐Isolation Study of the Reaction of F₂ and of F Atoms with NCN. The Infrared Spectra of the Species NF₂CN and FNCN
  作者：Dolphus E. Milligan、Marilyn E. Jacox

  DOI：10.1063/1.1668087

  日期：1968.6

  NCN, produced by the photolysis of cyanogen azide isolated in an Ar matrix at 14°K, has been found to react readily with F2 also present in the system, leading to the stabilization of NF2CN. The absorption patterns observed for the most prominent infrared absorptions of NF213CN and of the two singly 15N-substituted difluorocyanamides are consistent with the previous vibrational assignment. When both NCN and F atoms are present in appreciable concentration, absorptions appear at 873 and at 2068 cm−1 which may be tentatively assigned to the FNCN free radical. Upon prolonged photolysis, incompletely characterized products of more extensive fluorination reactions are observed.
• Matrix Isolation Study of the Photolysis of Cyanogen Azide. The Infrared and Ultraviolet Spectra of the Free Radical NCN
  作者：Dolphus E. Milligan、Marilyn E. Jacox、Arnold M. Bass

  DOI：10.1063/1.1697289

  日期：1965.11

  The infrared and ultraviolet absorption spectra of the free radical NCN have been observed following photolysis at wavelengths longer than 2800 Å of cyanogen azide isolated in argon, nitrogen, carbon monoxide, and carbon dioxide matrices. The infrared-active vibrational fundamentals of NCN appear at 423 and at 1475 cm−1. Isotopic studies are consistent with this identification. The force constants and thermodynamic properties of NCN have been estimated. Two ultraviolet absorption systems are associated with NCN. The first of these, previously reported, lies near 3290 Å. The second system is comprised of a progression of bands spaced at intervals of approximately 1045 cm−1, lying between 3000 and 2400 Å. The nature of this second transition is discussed. At wavelengths longer than 2800 Å both cyanogen azide and NCN have been found to photolyze with the production of carbon atoms. The nature of the new features observed in the infrared and ultraviolet spectral regions after photolysis with short-wavelength radiation is considered.
• The Production and Subsequent Photolysis of Transient Products from the Photodecomposition of Diazomethane at 4.2°K.^1,2
  作者：G. Wilse Robinson、Maclyn McCarty

  DOI：10.1021/ja01493a007

  日期：1960.4