1-iodo-ethyl isocyanate | 118991-07-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-iodo-ethyl isocyanate
• 英文别名: 2-iodo-ethyl isocyanate；2-Jod-aethylisocyanat；(β-Jod-aethyl)-isocyanat；1-Iodo-2-isocyanatoethane
• CAS: 118991-07-4
• 化学式: C₃H₄INO
• 分子量: 196.975
• InChiKey: AXVLLOUVHQNLCY-UHFFFAOYSA-N

物化性质

• 沸点：
  174.2±23.0 °C(Predicted)
• 密度：
  1.97±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  29.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-iodo-ethyl isocyanate 在 乙醚 、 氨 作用下， 生成 (2-碘-乙基)-脲
  参考文献：
  名称：

  Birckenbach; Linhard, Chemische Berichte, 1931, vol. 64, p. 961,965

  摘要：

  DOI：
• 作为产物：
  描述：

  氯乙基异氰酸酯 生成 1-iodo-ethyl isocyanate
  参考文献：
  名称：

  Postpolymerization Modification of Hydroxyl-Functionalized Polymers with Isocyanates

  摘要：

  The postpolymerization functionalization of hydroxyl-group terminated polymers (M-n in the range of 1000-6000 g mol(-1)) such as poly(ethylene glycol) (PEG), poly(N-isopropylacrylamide) (PNIPAM), poly(N,N-dimethylacrylamide) (PDMAM), and poly(tert-butyl acrylate) (PtBA) with a wide range of functional isocyanate derivatives such as azobenzene, and anthracene has been investigated. It was shown by H-1 and C-13 NMR, GPC, Fourier transform infrared spectroscopy (FTIR), and electrospray ionization mass spectrometry (ESI-MS) that a high degree of end-group conversion, typically >98%, with little or no formation of side products can be achieved at ambient temperature. PNIPAM, PDMAM, PtBA, and PHEAM polymers have been obtained by reversible addition-fragmentation chain transfer (RAFT) radical polymerization from a hydroxyl-group containing chain transfer agent (CTA). The formation of the carbamate has been shown to be compatible with the trithiocarbonate end-group of the RAFT polymers. Additionally, this approach allows for the direct functionalization of RAFT polymers without the need of additional steps such as deprotection or aminolysis of the CTA. This route was subsequently used for the preparation of a variety of side-chain functional polymers from poly(N-hydroxyethyl acrylamide) (PHEAM). Three different high yielding methods have been employed to prepare the isocyanates (R-NCO). Either amino or carboxylic acid precursors have been converted into the desired R NCO or hydroxyl group moieties have been reacted with an excess of 1,6-hexamethylene diisocyanate (HDI) to statistically form the monofunctional product.

  DOI：

  10.1021/ma2008018

文献信息

• Therapeutic agents
  申请人：PFIZER &

  公开号：US02889351A1

  公开（公告）日：1959-06-02
• Birckenbach; Linhard, Chemische Berichte, 1929, vol. 62, p. 2263,2273
  作者：Birckenbach、Linhard

  DOI：——

  日期：——
• SCHMITT, SUSAN M.;SALZMANN, THOMAS N.;SHIH, DAVID H.;CHRISTENSEN, BURTON +, J. ANTIBIOTICS, 41,(1988) N 6, 780-787
  作者：SCHMITT, SUSAN M.、SALZMANN, THOMAS N.、SHIH, DAVID H.、CHRISTENSEN, BURTON +

  DOI：——

  日期：——
• Postpolymerization Modification of Hydroxyl-Functionalized Polymers with Isocyanates
  作者：Frank Biedermann、Eric A. Appel、Jesús del Barrio、Till Gruendling、Christopher Barner-Kowollik、Oren A. Scherman

  DOI：10.1021/ma2008018

  日期：2011.6.28

  The postpolymerization functionalization of hydroxyl-group terminated polymers (M-n in the range of 1000-6000 g mol(-1)) such as poly(ethylene glycol) (PEG), poly(N-isopropylacrylamide) (PNIPAM), poly(N,N-dimethylacrylamide) (PDMAM), and poly(tert-butyl acrylate) (PtBA) with a wide range of functional isocyanate derivatives such as azobenzene, and anthracene has been investigated. It was shown by H-1 and C-13 NMR, GPC, Fourier transform infrared spectroscopy (FTIR), and electrospray ionization mass spectrometry (ESI-MS) that a high degree of end-group conversion, typically >98%, with little or no formation of side products can be achieved at ambient temperature. PNIPAM, PDMAM, PtBA, and PHEAM polymers have been obtained by reversible addition-fragmentation chain transfer (RAFT) radical polymerization from a hydroxyl-group containing chain transfer agent (CTA). The formation of the carbamate has been shown to be compatible with the trithiocarbonate end-group of the RAFT polymers. Additionally, this approach allows for the direct functionalization of RAFT polymers without the need of additional steps such as deprotection or aminolysis of the CTA. This route was subsequently used for the preparation of a variety of side-chain functional polymers from poly(N-hydroxyethyl acrylamide) (PHEAM). Three different high yielding methods have been employed to prepare the isocyanates (R-NCO). Either amino or carboxylic acid precursors have been converted into the desired R NCO or hydroxyl group moieties have been reacted with an excess of 1,6-hexamethylene diisocyanate (HDI) to statistically form the monofunctional product.
• Birckenbach; Linhard, Chemische Berichte, 1931, vol. 64, p. 961,965
  作者：Birckenbach、Linhard

  DOI：——

  日期：——