亚甲基亚胺 | 2053-29-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 亚甲基亚胺
• 英文名称: methyleneamine
• 英文别名: methylimine；formaldimine；Methanimine
• CAS: 2053-29-4
• 化学式: CH₃N
• 分子量: 29.0415
• InChiKey: WDWDWGRYHDPSDS-UHFFFAOYSA-N

物化性质

• 熔点：
  110.5-113 °C
• 沸点：
  -58.4±23.0 °C(Predicted)
• 密度：
  0.67±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  2
• 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：
  23.8
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2925290090

反应信息

• 作为反应物：
  描述：

  亚甲基亚胺 在 N-氯代丁二酰亚胺 、 silica gel 作用下， 反应 1.0h， 生成 N-Chloromethylenimine
  参考文献：
  名称：

  Application of photoelectron spectroscopy to molecular properties. Part 40. Synthesis of P-chlorophosphaethene and N-chloromethanimine: estimation of chlorine substitution on the electronic structure of heteroatomic double bonds

  摘要：

  DOI：

  10.1021/jo00286a031
• 作为产物：
  描述：

  aminomethyl 在 paraquat dichloride 作用下， 生成 亚甲基亚胺
  参考文献：
  名称：

  Glycine Decarboxylation:  The Free Radical Mechanism

  摘要：

  Radiation chemical methods were used to investigate the reactions of glycine anions, H2NCH2CO2-(Gly(-)), with (OH)-O-., (CH3)(2)(COH)-O-., and (CH3)-C-. radicals. A major and most significant product from all of these processes is CO2. Pulse-radiolysis revealed that the initial step in the (OH)-O-.-induced mechanism is oxidation of the amino group, producing (+H2N.)-CH2-CO2- and HN.-CH2-CO2- with yields of 63% and 37%, respectively. The amino radical cation, (+H2N.)-CH2-CO2-, suffers fast (less than or equal to 100 ns) fragmentation into CO2 + (CH2NH2)-C-.. The other primary radical, HN.-CH2-CO2-, can also be converted into the decarboxylating (+H2N.)-CH2-CO2- by reaction with proton donors such as phosphate (H2PO4-/k = 7.4 x 10(7) M-1 s(-1), and HPO42-/k = 2.5 x 10(5) M-1 s(-1)) or the glycine zwitterion, Gly(+/-) (k = 3.9 x 10(5) M-1 s(-1)), but only on a much longer (typically mu s to ms) time scale (k approximate to 4 x 10(5) M-1 s(-1)). Competitively, the HN.-CH2-CO2- transforms into a carbon-centered radical H2N-(CH)-H-.-CO2- either by an intramolecular 1,2-H-atom shift (k = (1.2 +/- 1.0) x 10(3) s(-1)) or by bimolecular reaction with Gly(-) (k = (3.0 +/- 0.2) x 10(4) M-1 s(-1)). Both C-centered radicals, H2N-(CH)-H-.-CO2- and (CH2NH2)-C-., are reductants as verified through their reactions with Fe(CN)(6)(3-) and methyl viologen (MV2+) in pulse-radiolysis experiments (k approximate to 4 x 10(9) M-1 s(-1)). The eventual complete transformation of all primary radicals into H2N-(CH)-H-.-CO2- and (CH2NH2)-C-. was further substantiated by gamma-radiolytic reduction of Fe(CN)(6)(3-). In the presence of suitable electron donors, the HN.-CH2-CO2- radical acts as an oxidant. This was demonstrated through its reaction with hydroquinone (k = (7.4 +/- 0.5) x 10(7) M-1 s(-1)).Although the C-centered H2N-(CH)-H-.-CO2- radical is not generated in a direct H-atom abstraction by (OH)-O-., this radical appears to be the exclusive product in the reaction of Gly(-) with (CH3)(2)(COH)-O-., (CH2NH2)-C-., and (CH3)-C-. (k approximate to 10(2) M-1 s(-1)). A most significant finding is that H2N-(CH)-H-.-CO2- can be converted into the decarboxylating N-centered radical cation (+H2N.)-CH2-CO2- by reaction with proton donors such as Gly(+/-) (k approximate to 3 x 10(3) M-1 s(-1)) or phosphate and thus also becomes a source of CO2. The (CH2NH2)-C-.-induced route establishes, in fact, a chain mechanism which could be proven through dose rate effect experiments and suppression of the chain upon addition of Fe(CN)(6)(3-) or MV2+ as a scavenger for the reducing precursor radicals. The possible initiation of amino acid decarboxylation by C-centered radicals and the assistance of proton donors at various stages within the overall mechanism are considered to be of general significance and interest in chemical and biological systems.

  DOI：

  10.1021/ja9815428

文献信息

• Benzylamine derivatives which are useful in treating psychiatric
  申请人：Akzo Nobel, N.V.

  公开号：US06080773A1

  公开（公告）日：2000-06-27

  The present invention relates to certain novel benzylamine derivatives, to processes for their preparation, to pharmaceutical formulations containing them and to their use in medical therapy, particularly in the treatment of depression.

  本发明涉及某些新颖的苯甲基胺衍生物，其制备方法，含有它们的药物制剂及其在医疗治疗中的用途，特别是在抑郁症治疗中的用途。
• USE OF COMPOSITIONS OBTAINED BY CALCINING PARTICULAR METAL-ACCUMULATING PLANTS FOR IMPLEMENTING CATALYTICAL REACTIONS
  申请人：CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE

  公开号：US20150376224A1

  公开（公告）日：2015-12-31

  The use of metal-accumulating plants for implementing chemical reactions especially catalytical reactions.

  金属积累植物用于实现化学反应，特别是催化反应的使用。
• Gas-phase chemistry of transition metal-imido and -nitrene ion complexes. Oxidative addition of nitrogen-hydrogen bonds in ammonia and transfer of NH from a metal center to an alkene
  作者：Steven W. Buckner、James R. Gord、Ben S. Freiser

  DOI：10.1021/ja00228a002

  日期：1988.9

  CrNH/sub 3//sup +/, as do all group 6-11 atomic metal ions investigated. However, excited-state Cr/sup +/ reacts with NH/sub 3/ via bond-insertion reactions to form CrNH/sub 2//sup +/ and CrNH/sup +/. An unidentified metastable electronic state of Cr/sup +/, produced by direct laser desorption of chromium foil, reacts with much higher efficiency than does kinetically excited Cr/sup +/. FeO/sup +/ reacts

  本文报道了许多裸过渡金属-氮烯和-亚胺离子配合物MNH/sup +/ 的气相化学。第 3、4 和 5 族原子金属离子在热能下与 NH/sub 3/ 反应，通过脱氢生成 MNH/sup +/。提出了一种反应机制，包括对 NH 键的初始氧化加成，类似于为气态原子金属离子与碳氢化合物的反应提出的机制。Cr/sup +/ 通过缓慢缩合与 NH/sub 3/ 反应形成 CrNH/sub 3//sup +/，所有 6-11 族原子金属离子也是如此。然而，激发态 Cr/sup +/ 通过键插入反应与 NH/sub 3/ 反应形成 CrNH/sub 2//sup +/ 和 CrNH/sup +/。Cr/sup +/ 的一种未知亚稳态电子状态，由铬箔的直接激光解吸产生，反应的效率比动力学激发的 Cr/sup +/ 高得多。FeO/sup +/ 与NH/sub 3/ 反应生成FeNH/sup +/，同时失去H/sub
• Pyrolysis of four-membered ring molecules studied by microwave spectroscopy
  作者：M. Rodler、A. Bauder

  DOI：10.1016/0022-2860(83)90175-8

  日期：1983.2

  Abstract Very low pressure vapor phase pyrolysis (flash thermolysis) of four-membered ring compounds was followed by microwave spectroscopic detection of the reaction products. The molecules studied included substituted cyclobutanes, thietanes, oxetane and azetidine. Microwave spectroscopy is well suited not only to observe stable reaction products but also to detect unstable species formed during

  摘要 四元环化合物的极低压汽相热解（闪蒸热解）随后是反应产物的微波光谱检测。研究的分子包括取代的环丁烷、硫杂环丁烷、氧杂环丁烷和氮杂环丁烷。微波光谱不仅非常适合观察稳定的反应产物，还适合检测热解过程中形成的不稳定物质。该调查提供了有关四元环化合物热解过程中典型分解模式的大量信息。此外，还发现了生产一些不稳定分子的新方法，提高了效率。
• The Quest for Carbenic Nitrile Imines: Experimental and Computational Characterization of<i>C</i>-Amino Nitrile Imine
  作者：Cláudio M. Nunes、Igor Reva、Mário T. S. Rosado、Rui Fausto

  DOI：10.1002/ejoc.201501153

  日期：2015.12

  C-Amino nitrile imine has been generated as primary photoproduct (λ = 220 nm) of 5-amino-2H-tetrazole isolated in an argon matrix at 15 K. Subsequent photochemical experiments (λ = 330 nm) demonstrated that C-amino nitrile imine isomerizes to the corresponding three-membered-ring 1H-diazirine and decomposes to methylenimine. The experimentally observed νas(CNN) absorption at 1998 cm–1 and a carbenic resonance

  C-氨基腈亚胺已作为 5-氨基-2H-四唑在 15 K 下在氩基质中分离的初级光产物 (λ = 220 nm) 产生。 随后的光化学实验 (λ = 330 nm) 证明 C-氨基腈亚胺异构化为相应的三元环 1H-二氮丙啶并分解为亚甲基亚胺。通过自然共振理论计算预测，实验观察到的 νas(CNN) 在 1998 cm-1 处的吸收和大约 20% 的碳烯共振结构贡献表明，原始生产的 C-氨基腈亚胺具有显着的碳烯特征。这些结果为发现碳腈亚胺铺平了道路。