methyl N-octylcarbamate | 36598-10-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl N-octylcarbamate
• 英文别名: octylcarbamic acid methyl ester；n-octyl methyl carbamate；methyl Octylcarbamate；n-OctNHCO2Me
• CAS: 36598-10-4
• 化学式: C₁₀H₂₁NO₂
• 分子量: 187.282
• InChiKey: QXOUFQKDZIMOMU-UHFFFAOYSA-N

物化性质

• 沸点：
  242.9±8.0 °C(Predicted)
• 密度：
  0.909±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl N-octylcarbamate 在 硫酸 、 四乙基对甲苯磺酸铵 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 1,1-二甲氧基辛烷
  参考文献：
  名称：

  A new transformation of amines to carbonyl compounds

  摘要：

  DOI：

  10.1021/jo00167a039
• 作为产物：
  描述：

  辛胺 生成 methyl N-octylcarbamate
  参考文献：
  名称：

  SHONO, TATSUYA;MATSUMURA, YOSHIHIRO;KASHIMURA, SHIGENORI, J. ORG. CHEM., 1983, 48, N 19, 3338-3340

  摘要：

  DOI：

文献信息

• Radical Transfer Hydroamination with Aminated Cyclohexadienes Using Polarity Reversal Catalysis:  Scope and Limitations
  作者：Joyram Guin、Christian Mück-Lichtenfeld、Stefan Grimme、Armido Studer

  DOI：10.1021/ja0692581

  日期：2007.4.1

  The synthesis of various new 1-aminated-2,5-cyclohexadienes is described. These reagents can be used in radical transfer hydroaminations of unactivated and electron-rich double bonds. With thiols as polarity reversal catalysts good yields are obtained. The radical hydroamination occurs with good to excellent anti-Markovnikov selectivity. Many functional groups such as alcohols, silyl ethers, phosphonates

  描述了各种新的 1-胺化-2,5-环己二烯的合成。这些试剂可用于未活化和富电子双键的自由基转移加氢胺化。使用硫醇作为极性反转催化剂可获得良好的产率。自由基加氢胺化以良好至极好的抗马尔可夫尼科夫选择性发生。许多官能团如醇、甲硅烷基醚、膦酸酯、芳基溴化物、酰亚胺、酰胺以及酸性质子在反应条件下是可以耐受的。DFT 计算提供了对甲硅烷基、烷基和氨基取代的环己二烯基的芳构化以生成相应的 C-、Si-和 N-中心自由基的见解。
• Synthesis of Carbamates from Amines and Dialkyl Carbonates: Influence of Leaving and Entering Groups
  作者：Pietro Tundo、C. McElroy、Fabio Aricò

  DOI：10.1055/s-0029-1219927

  日期：2010.6

  A number of carbamates were synthesised through a halogen-free process by reacting amines with symmetrical and unsymmetrical carbonates. The results obtained showed a specific trend of preferred leaving groups (in the dialkyl carbonates) depending on whether a catalyst or a base was used. On the other hand, investigations conducted on the preferred entering groups (amines) for the synthesis of carbamates showed the same trend regardless of whether a catalyst or a base was used. Finally, in accordance with the results obtained, it was possible to synthesise sterically hindered carbamates in high yield by transesterification of methyl carbamate with a sterically hindered alcohol.

  通过无卤素反应法，将胺与对称和不对称的碳酸酯反应合成了一些碳酸酯。所获得的结果显示，优先离去基团（在二烷基碳酸酯中）的选择趋势取决于使用催化剂或碱的情况。另一方面，对合成碳酸酯的优选进入基团（胺）的研究显示，无论使用催化剂或碱，趋势都是相同的。最后，根据获得的结果，通过将甲基碳酸酯与立体障碍的醇进行转酯化，可以高产率合成立体障碍的碳酸酯。
• Use as catalyst for forming urethanes,of fluorinated and of trivalent metal acid salts, composition containing same and methods using same
  申请人：——

  公开号：US20040044242A1

  公开（公告）日：2004-03-04

  The invention concerns a novel catalyst for forming urethanes. Said catalyst is characterized by the general formula: MY 3−q [Z] q , wherein: Z is the radical corresponding to the anion of a super acid whereof the Hamett constant is at least equal to 13 and advantageously more than 13, M representing a trivalent metal, preferably known for forming Lewis acids; Y is an anion or a monovalent anionic function; and q is an integer selected advantageously between 1 and 3, inclusively. The invention is applicable to paint.

  该发明涉及一种用于形成脲酯的新型催化剂。所述催化剂的特征是一般公式：MY3−q[Z]q，其中：Z是对应于超强酸的阴离子的基团，其Hamett常数至少等于13，且优选大于13；M代表三价金属，最好是用于形成Lewis酸的金属；Y是一个阴离子或一价阴离子功能；q是一个整数，优选选择在1到3之间，包括1和3。该发明适用于涂料。
• The synthesis of alkyl carbamates from primary aliphatic amines and dialkyl carbonates in supercritical carbon dioxide
  作者：Maurizio Selva、Pietro Tundo、Alvise Perosa

  DOI：10.1016/s0040-4039(01)02390-5

  日期：2002.2

  130°C and in the presence of compressed CO2, primary aliphatic amines [RNH2, R=C10H21, C8H17, cHex, 1-(C10H7)CH2] react with organic carbonates (R′OCO2R; R′=Me, Et) to give alkyl carbamates (RNHCO2R′, 1). Although CO2 promotes the reaction also at a low pressure, good yields (∼80%) of 1 are achievable only with supercritical carbon dioxide (scCO2) at 90 bar, which inhibits the formation of N-methylated

  在130°C且存在压缩CO 2的情况下，伯脂肪族胺[RNH 2，R = C 10 H 21，C 8 H 17，cHex，1-（C 10 H 7）CH 2 ]与有机碳酸酯（ R′OCO 2 R； R′＝ Me，Et）得到氨基甲酸烷基酯（RNHCO 2 R′，1）。尽管CO 2在低压下也能促进反应，但仅在90 bar的超临界二氧化碳（scCO 2）的情况下，才能达到1的良好收率（〜80％），这会抑制N-甲基化副产物的形成。
• Method for producing carbamates and method for producing isocyanates
  申请人：——

  公开号：US20030125579A1

  公开（公告）日：2003-07-03

  A method for producing carbamates that enables carbamates to be produced at low costs, with high selectivity and high yield, and in a simple manner, and a method for producing isocyanates that enables isocyanates industrially used to be produced by using the carbamates obtained by the carbamates producing method. Nonaromatic amine selected from the group consisting of aliphatic amine, alicyclic amine, and aralkyl amine is allowed to react with alkylaryl carbonate to thereby produce carbamates. Also, the carbamates thus obtained are thermally decomposed to thereby produce isocyanates. When carbamates are produced in this method, alkyl carbamates can be obtained with high selectivity and at high yield by using simple equipment. Also, when isocyanates are produced in this method, polyisocyanates used industrially as the raw material of polyurethane can be produced in a simple manner and with efficiency.

  一种生产氨基甲酸酯的方法，可以以低成本、高选择性和高收率、简单的方式生产氨基甲酸酯，以及一种生产异氰酸酯的方法，通过使用由氨基甲酸酯生产方法获得的氨基甲酸酯来工业化生产异氰酸酯。从脂肪胺、脂环胺和芳基胺组成的群体中选择非芳香族胺与烷基芳基碳酸酯反应，从而生产氨基甲酸酯。此外，通过热分解所获得的氨基甲酸酯可以生产异氰酸酯。在这种方法中生产氨基甲酸酯时，可以通过使用简单设备以高选择性和高收率获得烷基氨基甲酸酯。此外，在这种方法中生产异氰酸酯时，可以以简单方式和高效率生产作为聚氨酯原料的工业用多异氰酸酯。