N-methylcarbodiimide

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-methylcarbodiimide
• 英文别名: Monomethylcarbodiimide
• 化学式: C₂H₄N₂
• 分子量: 56.0672
• InChiKey: OMTIGRBXFBATPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  4
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  36.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  C-methylnitrilimine 反应 2.0h， 生成 N-methylcarbodiimide
  参考文献：
  名称：

  Generation and Characterization of a 4π-Electron Three-Membered Ring 1H-Diazirine: An Elusive Intermediate in Nitrile Imine–Carbodiimide Isomerization

  摘要：

  The photolysis at 222 nm of 5-methyltetrazole isolated in a cryogenic argon matrix leads to formation of methyl nitrile innine as primary product. Subsequent irradiation at 328 nm induces transformation of the nitrile imine into 4 pi-electron three-membered-ring 3-methyl-1H-diazirine, which photorearranges to give methyl carbodiimide. These products were characterized by IR spectroscopy and theoretical calculations. For the first time, a 1H-diazirine was captured as intermediate in the photoisomerization of nitrile imines into carbodiimides.

  DOI：

  10.1021/jo402744f
• 作为试剂：
  描述：

  1-[4-(aminoethyl)phenoxy]zinc phthalocyanine 、 Boc-D-His-OH 在 N-甲基吗啉 、 N-methylcarbodiimide 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  周环不对称精氨酸修饰酞菁及其制备和在制药领域的应用

  摘要：

  本发明公开了周环不对称精氨酸修饰酞菁及其制备和在制药领域的应用，属于光敏剂和药物制备技术领域。本发明所述化合物显示了独特的I型机制光敏反应。本发明所得化合物在缺氧条件下表现了高的光动力抑制癌细胞生长活性，本发明所得化合物具有高的光动力抑制实体瘤生长能力，同时显示了协同免疫检查点抑制剂显著抑制肿瘤转移和抗转移瘤的能力，可作为一类新型的药物或者光敏剂用于乏氧肿瘤的光动力治疗和免疫光动力治疗。

  公开号：

  CN113717183A

文献信息

• Photochemical transformations of 5-methyltetrazole. Matrix isolation FTIR and DFT studies
  作者：M. Pagacz-Kostrzewa、J. Krupa、M. Wierzejewska

  DOI：10.1016/j.jphotochem.2013.12.011

  日期：2014.3

  In situ photolysis of 5-methyltetrazole (MT) isolated in low temperature argon matrices was induced by tunable UV laser radiation. The progress of the reactions was followed by FTIR spectroscopy that allowed for spectroscopic identification of three photoproducts resulting from the MT ring cleavage, namely C-methylnitrilimine CH3CNNH, N-methylcarbodiimide CH3NCNH, methylcyanamide CH3NHCN. The kinetic

  可调谐的紫外激光辐射可诱导低温氩气中5-甲基四唑（MT）的原位光解。FTIR光谱跟踪反应进程，该光谱可用于光谱鉴定由MT环断裂产生的三种光产物，即C-甲基丁腈CH 3 CNNH，N-甲基碳二亚胺CH 3 NCNH，甲基氰胺CH 3NHCN。这些产品获得的动力学曲线显示了在辐照过程中物质的不同行为。发现N-甲基碳二亚胺分子进一步分解成两个HCN或HNC分子，它们在基质笼中相互作用形成不同的氢键二聚体。量子化学计算（DFT，TD-DFT）支持对观察到的光过程的解释。
• Molecular structure, vibrational spectra and photochemistry of 5-mercapto-1-methyltetrazole
  作者：A. Gómez-Zavaglia、I.D. Reva、L. Frija、M.L. Cristiano、R. Fausto

  DOI：10.1016/j.molstruc.2005.08.019

  日期：2006.4

  different conformers; (2) ring cleavage leading to production of methyl isothiocyanate and azide; (3) simultaneous elimination of nitrogen and sulphur with production of N-methylcarbodiimide. Following these photoprocesses, subsequent reactions occur, leading to production of methyl diazene, carbon monosulphide and nitrogen hydride. Spectroscopic evidence of the production of the above-mentioned chemical

  在这项工作中，通过低温基质分离和固态红外光谱、DFT(B3LYP)/6-311CCG(d,p) 计算和光化学方法研究了 5-mercapto-1-methyltetrazole。在低温纯固相中并在氩气基质中分离，发现该化合物以 1-甲基-1,4-二氢-5H-四唑-5-硫酮互变异构形式存在。该化合物的红外光谱完全归属并与结构特性相关。基质分离单体的原位紫外线照射 (10235 nm) 显示出诱导不同的光化学过程，所有这些过程都涉及四唑环的裂解：例如 (1) 分子氮排出，产生 1-甲基-1H- diazirene-3-thiol，以两种不同的构象异构体产生；(2) 开环产生异硫氰酸甲酯和叠氮化物；(3)在生产N-甲基碳化二亚胺的同时消除氮和硫。在这些光处理之后，发生随后的反应，导致产生甲基二氮烯、一硫化碳和氢化氮。提供了上述化学物质产生的光谱证据。q 2005 Elsevier BV 版权所有。
• Generation and Characterization of a 4π-Electron Three-Membered Ring 1<i>H</i>-Diazirine: An Elusive Intermediate in Nitrile Imine–Carbodiimide Isomerization
  作者：Cláudio M. Nunes、Cuauhtémoc Araujo-Andrade、Rui Fausto、Igor Reva

  DOI：10.1021/jo402744f

  日期：2014.4.18

  The photolysis at 222 nm of 5-methyltetrazole isolated in a cryogenic argon matrix leads to formation of methyl nitrile innine as primary product. Subsequent irradiation at 328 nm induces transformation of the nitrile imine into 4 pi-electron three-membered-ring 3-methyl-1H-diazirine, which photorearranges to give methyl carbodiimide. These products were characterized by IR spectroscopy and theoretical calculations. For the first time, a 1H-diazirine was captured as intermediate in the photoisomerization of nitrile imines into carbodiimides.