(5-isocyanato-2-methyl-phenyl)-carbamic acid methyl ester | 91485-86-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (5-isocyanato-2-methyl-phenyl)-carbamic acid methyl ester
• 英文别名: (5-Isocyanato-2-methyl-phenyl)-carbamidsaeure-methylester；Methyl (5-isocyanato-2-methylphenyl)carbamate；methyl N-(5-isocyanato-2-methylphenyl)carbamate
• CAS: 91485-86-8
• 化学式: C₁₀H₁₀N₂O₃
• 分子量: 206.201
• InChiKey: WMPVRZCCBOGQEK-UHFFFAOYSA-N

物化性质

• 熔点：
  87 °C
• 沸点：
  273.0±40.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  67.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (5-isocyanato-2-methyl-phenyl)-carbamic acid methyl ester 生成 [2-methyl-5-(N'-phenyl-ureido)-phenyl]-carbamic acid methyl ester
  参考文献：
  名称：

  Siefken, Justus Liebigs Annalen der Chemie, 1949, vol. 562, p. 75,1114

  摘要：

  DOI：
• 作为产物：
  描述：

  钝叶扁柏氨基甲酸酯 A; 4-甲基苯-1,3-二氨基甲酸二甲酯 在 montmorillonite K-10 作用下， 以 萘烷 为溶剂， 反应 24.0h， 生成 (5-isocyanato-2-methyl-phenyl)-carbamic acid methyl ester 、 甲苯-2,4-二异氰酸酯
  参考文献：
  名称：

  A new and efficient catalytic method for synthesizing isocyanates from carbamates

  摘要：

  Operationally simple, recyclable and environmentally friendly montmorillonite efficiently catalyses dealcoholysis of a wide range of mono- and dicarbamates to isocyanates. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00094-1

文献信息

• 1H NMR analysis of the tolylene-2,4-diisocyanate–methanol reaction
  作者：Peng Fei Yang、Yong De Han、Tian Duo Li、Jun Ying Li

  DOI：10.1016/j.cclet.2010.02.017

  日期：2010.7

  Tolylene-2,4-diisocyanate (2,4-TDI) 1 reacts with methanol through two simultaneous paths in the polyurethane reaction, which involve two different intermediates - tolylene-4-carbamatic-2-isocyanate 2 and tolylene-2-carbamatic-4-isocyanate 3, and the final product is tolylene-2,4-dicarbamate 4. The -CH3 chemical shifts in benzene ring in compounds 1, 2, 3 and 4 can be easily tested and well distinguished, through which those four compounds are quantified and their kinetics are investigated. It shows that four rate constants for the tolylene-2,4-diisocyanate-methanol reaction in CCl4 at 50 degrees C are k(I) = 9.6 x 10(-2) h(-2) mol(-2) min(-1), k(2)= 1.4 x 10(-2) h(-2) mol(-2) min(-1), k(3) = 4.0 x 10(-3) h(-2) mol(-2) k(4) = 1.4 x 10(-3) h(-2) mol(-2) min(-1). (k(1) is the reaction rate constant from compounds 1 to 2; k(2) is the reaction rate constant front compounds 1 to 3; k3 is the reaction rate constant front compounds 3 to 4; k4 is the reaction rate constant from compounds 2 to 4). (C) 2010 Tian Duo Li. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
• Siefken, Justus Liebigs Annalen der Chemie, 1949, vol. 562, p. 75,1114
  作者：Siefken

  DOI：——

  日期：——
• A new and efficient catalytic method for synthesizing isocyanates from carbamates
  作者：Pedro Uriz、Marc Serra、Pilar Salagre、Sergio Castillon、Carmen Claver、Elena Fernandez

  DOI：10.1016/s0040-4039(02)00094-1

  日期：2002.2

  Operationally simple, recyclable and environmentally friendly montmorillonite efficiently catalyses dealcoholysis of a wide range of mono- and dicarbamates to isocyanates. (C) 2002 Elsevier Science Ltd. All rights reserved.