2-butanimine | 139218-54-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-butanimine
• 英文别名: Butan-2-imine
• CAS: 139218-54-5
• 化学式: C₄H₉N
• 分子量: 71.1222
• InChiKey: BMMKPGVCTLTADE-UHFFFAOYSA-N

物化性质

• 沸点：
  124.1±9.0 °C(Predicted)
• 密度：
  0.78±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  5
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  23.8
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-butanimine 在 aluminum oxide 、 氧气 、 copper(I) bromide 作用下， 50.0 ℃ 、200.0 kPa 条件下， 反应 4.0h， 以44.3 g的产率得到butan-2-one azine
  参考文献：
  名称：

  一种分子氧氧化法制备酮连氮的工艺

  摘要：

  本发明公开了一种分子氧氧化法制备酮连氮的工艺，包括如下步骤：制备酮亚胺，将酮和氨按照配比投入压力釜中，调节压力范围为1.0‑5.0MPa，温度范围30‑180℃，反应时间3‑5小时，生成酮亚胺；氨对酮的摩尔比范围为1:1‑20:1；降温降压，分离出酮亚胺和酮的混合物；将酮亚胺和酮的混合物、催化剂、干燥剂投入反应釜中，升温到30‑80℃，通入分子氧进行氧化反应，压力范围为0‑1.0Mpa，氧化反应时间3‑6小时；分子氧包括：氧气或空气；分离提纯酮连氮；本方法不仅适用于二苯甲酮还实现了碳原子数少的脂肪酮的酮连氮合成，原料来源广泛，成本低廉，易回收，该方法没有含盐废水、能耗及成本低，绿色环保。

  公开号：

  CN109824540A
• 作为产物：
  描述：

  仲丁胺 在 chloroiron(III) mesoporphyrin IX dimethyl ester 作用下， 生成 2-butanimine
  参考文献：
  名称：

  Ligation and reduction of iron(III) porphyrins by amines. A model for cytochrome P-450 monoamine oxidase

  摘要：

  DOI：

  10.1021/ja00274a055

文献信息

• Reactions retrodieniques—IX
  作者：J.L. Ripoll、H. Lebrun、A. Thuillier

  DOI：10.1016/0040-4020(80)80229-8

  日期：1980.1

  8–14 by a retro-Diels-Alder reaction under flash thermolytic conditions. The primary enamines 1–4 have been identified (IR, 1H and 13C NMR) in a pure state at −80°; at the same temperature, the enamines 5–7, less stable, are already accompanied by their tautomeric imines 33 or 34. When warmed up to room temperature, the enamines 1–7 lead, following to their substitution, either to nitrogen heterocycles

  乙烯胺1和其甲基衍生物2 - 7已经从加合物合成8 - 14通过快速热分解的条件下，逆狄尔斯-阿尔德反应。主烯胺1 - 4已得到鉴定（IR，1 H和13 C NMR）在-80℃纯态; 在相同温度下，烯胺5 - 7，稳定的少，已经伴随着其互变异构亚胺33或34。升温至室温时，烯胺1 – 7铅，以下对它们的取代，无论是含氮杂环（30，42）或无环的azadienes（35 - 37，39，40）。
• Reactions of N , N -dichloroalkylamines with solid base as studied by FTIR combined with DFT calculations
  作者：T. Egawa、M. Ito、S. Konaka

  DOI：10.1016/s0022-2860(00)00822-x

  日期：2001.1

  Products of vacuum gas-solid reactions of N,N-dichloroalkylamines with KOH have been identified by FTIR spectroscopy and DFT calculations. It has been found that the reactions consist of elimination of two Cl atoms accompanied with migration of an H atom, a ring carbon or a methyl group from the alpha -carbon to the N atom and unstable imines with a C=N double bond are formed. (C) 2001 Elsevier Science B.V. All rights reserved.
• Molecular Structure of 2-Butanimine, an Unstable Imine, as Studied by Gas Electron Diffraction Combined with MP2 and DFT Calculations
  作者：Toru Egawa、Shigehiro Konaka

  DOI：10.1021/jp004184f

  日期：2001.3.1

  The molecular structure of 2-butanimine (C(4)H-3-C(3)H-2-C(2)(-C(5)H-3)=N(1)H) was determined by means of gas electron diffraction. The sample of 2-butanimine, an unstable imine, was prepared by vacuum gas-solid reaction of N,N-dichloro-2-butanamine ((C2H5)(CH3)CH-NCl2) and KOH in a glass column. The column temperature and sample pressure were optimized by measuring FTIR spectra of the reaction products in a separate experiment. The results of MP2 and DFT calculations were used as supporting information. The coexistence of the ((E)-sp and (E)-ac conformers was assumed. The structural parameters (r(g) and angle (alpha)) obtained for the (E)-sp conformer are as follows: r(C=N) 1.285(3) Angstrom; [r(C-C)] = 1.514(2) Angstrom; [r(C-H)] = 1.113(3) Angstrom; r(N-H)=1.046 Angstrom (dependent); angleN=C-C(3)=115.8(5)degrees; angleN=C-C(5)=125.0(5)degrees; angleC-C-C(4)=115.2(12)degrees; angleC-C(4)-H=113.5(14)degrees; angleC=N-H=109.3 (assumed). Angle brackets denote averaged values, and parenthesized Values are the estimated limits of error (3 sigma) referring to the last significant digit. The dihedral angle, phi NCCC, of the (E)-ac conformer was assumed to be 117.6 degrees. The abundance of the (E)sp conformer was determined to be 60 +/- 10% at room temperature
• RIPOLL J. L.; LEBRUN H.; THUILLIER A., TETRAHEDRON, 1980, 36, NO 17, 2497-2503
  作者：RIPOLL J. L.、 LEBRUN H.、 THUILLIER A.

  DOI：——

  日期：——
• Ligation and reduction of iron(III) porphyrins by amines. A model for cytochrome P-450 monoamine oxidase
  作者：C. E. Castro、Mary. Jamin、W. Yokoyama、Ruth. Wade

  DOI：10.1021/ja00274a055

  日期：1986.7