N,N-diethyl-N'-butylselenourea | 1265624-29-0

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 炔丙基型1，3-偶极有机化合物
• 英文名称: N,N-diethyl-N'-butylselenourea
• 英文别名: N,N-diethyl-N'-n-butylselenourea；N'-butyl-N,N-diethylcarbamimidoselenoic acid
• CAS: 1265624-29-0
• 化学式: C₉H₂₀N₂Se
• 分子量: 235.231
• InChiKey: OJHOFDZCMLCLRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.39
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  15.6
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N,N-diethyl-N'-butylselenourea 、 lead(II) oleate 生成 、 lead selenide
  参考文献：
  名称：

  A Library of Selenourea Precursors to PbSe Nanocrystals with Size Distributions near the Homogeneous Limit

  摘要：

  We report a tunable library of N,N,N'-trisubstituted selenourea precursors and their reaction with lead oleate at 60-150 degrees C to form carboxylate-terminated PbSe nanocrystals in quantitative yields. Single exponential conversion; kinetics can be tailored over 4 orders of magnitude by adjusting the selenourea structure. The wide range of conversion reactivity allows the extent of nucleation ([nanocrystal] = 4.6-56.7 mu M) and the size following complete precursor conversion (d = 1.7-6.6 nm) to be controlled. Narrow size distributions (sigma = 0.5-2%) are obtained whose spectral line widths are dominated (73-83%) by the intrinsic single particle spectral broadening, as observed using spectral hole burning measurements. The intrinsic broadening decreases with increasing size (fwhm = 320-65 meV, d = 1.6-4.4 nm) that derives from exciton-phonon structure and exciton phonon coupling rather than broadening caused by the size distribution.

  DOI：

  10.1021/jacs.6b11021
• 作为产物：
  描述：

  异腈基正丁烷 、 二乙胺 在 selenium 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以94%的产率得到N,N-diethyl-N'-butylselenourea
  参考文献：
  名称：

  A Library of Selenourea Precursors to PbSe Nanocrystals with Size Distributions near the Homogeneous Limit

  摘要：

  We report a tunable library of N,N,N'-trisubstituted selenourea precursors and their reaction with lead oleate at 60-150 degrees C to form carboxylate-terminated PbSe nanocrystals in quantitative yields. Single exponential conversion; kinetics can be tailored over 4 orders of magnitude by adjusting the selenourea structure. The wide range of conversion reactivity allows the extent of nucleation ([nanocrystal] = 4.6-56.7 mu M) and the size following complete precursor conversion (d = 1.7-6.6 nm) to be controlled. Narrow size distributions (sigma = 0.5-2%) are obtained whose spectral line widths are dominated (73-83%) by the intrinsic single particle spectral broadening, as observed using spectral hole burning measurements. The intrinsic broadening decreases with increasing size (fwhm = 320-65 meV, d = 1.6-4.4 nm) that derives from exciton-phonon structure and exciton phonon coupling rather than broadening caused by the size distribution.

  DOI：

  10.1021/jacs.6b11021

文献信息

• One-pot synthesis of selenoureas and selenocarbamates via selenation of isocyanates with bis(dimethylaluminum) selenide
  作者：Hajime Maeda、Masaru Takashima、Koichi Sakata、Tatsuya Watanabe、Mitsunori Honda、Masahito Segi

  DOI：10.1016/j.tetlet.2010.11.069

  日期：2011.1

  Isocyanates were efficiently selenated by the reaction with bis(dimethylaluminum) selenide to give the corresponding isoselenocyanates. One-pot synthesis of unsymmetrical selenoureas and selenocarbamates was achieved in high yields by the subsequent addition of amines and alcoholates to the reaction mixture.

  通过与双（二甲基铝）硒化物反应，有效地使异氰酸酯亚硒酸酯化，得到相应的异亚硒酸酯。通过将胺和醇化物随后添加到反应混合物中，以高收率实现了不对称硒脲和硒代氨基甲酸酯的一锅法合成。
• A Library of Selenourea Precursors to PbSe Nanocrystals with Size Distributions near the Homogeneous Limit
  作者：Michael P. Campos、Mark P. Hendricks、Alexander N. Beecher、Willem Walravens、Robert A. Swain、Gregory T. Cleveland、Zeger Hens、Matthew Y. Sfeir、Jonathan S. Owen

  DOI：10.1021/jacs.6b11021

  日期：2017.2.15

  We report a tunable library of N,N,N'-trisubstituted selenourea precursors and their reaction with lead oleate at 60-150 degrees C to form carboxylate-terminated PbSe nanocrystals in quantitative yields. Single exponential conversion; kinetics can be tailored over 4 orders of magnitude by adjusting the selenourea structure. The wide range of conversion reactivity allows the extent of nucleation ([nanocrystal] = 4.6-56.7 mu M) and the size following complete precursor conversion (d = 1.7-6.6 nm) to be controlled. Narrow size distributions (sigma = 0.5-2%) are obtained whose spectral line widths are dominated (73-83%) by the intrinsic single particle spectral broadening, as observed using spectral hole burning measurements. The intrinsic broadening decreases with increasing size (fwhm = 320-65 meV, d = 1.6-4.4 nm) that derives from exciton-phonon structure and exciton phonon coupling rather than broadening caused by the size distribution.