2-bromo-2-methyl-N-(prop-2-ynyl)propanamide | 1166387-70-7

• 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: 2-bromo-2-methyl-N-(prop-2-ynyl)propanamide
• 英文别名: propargyl 2-bromo-2-methylpropionamide；2-bromo-2-methyl-N-prop-2-ynylpropanamide
• CAS: 1166387-70-7
• 化学式: C₇H₁₀BrNO
• 分子量: 204.066
• InChiKey: XLCSZMQUAFTIMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-bromo-2-methyl-N-(prop-2-ynyl)propanamide 、 3-(2-azido-acetylamino)phenylboronic acid 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 甲醇 、 水 为溶剂， 反应 48.0h， 以27%的产率得到
  参考文献：
  名称：

  Boronic Acid Terminated Thermo-Responsive and Fluorogenic Polymer: Controlling Polymer Architecture for Chemical Sensing and Affinity Separation

  摘要：

  Thermo-responsive poly(N-isopropylacrylamide) (polyNIPAm) containing terminal boronic acid was synthesized using atom transfer radical polymerization (ATRP) in combination with Cu(I)-catalyzed alkyne-azide 1,3-dipolar cycloaddition (CuAAC) reaction. Alkyne-terminated polyNIPAm was first synthesized by ATRP using an alkyne-containing initiator. A fluorogenic boronic acid, 3-(2-azido-acetylamino)phenylboronic acid (APBA) was then linked to the polyNIPArn through CuAAC. The synthesized polymers were characterized by H-1 NMR, FT-IR, UV-vis, matrix-assisted laser desorption/ionization time-of-flight (MALDI-TOF) mass spectrometry, and turbidity measurements. The intensity of fluorescence emission of the boronic acid-terminated polyNIPAm (BA-polyNIPAm) was found to increase when increasing amount of a cis-diol compound (i.e., fructose) was added. At physiological pH value, the BA-polyNIPAm effectively bound fructose and could be easily separated from aqueous solution by raising the temperature above its lower critical solution temperature (LCST).

  DOI：

  10.1021/ma301213f
• 作为产物：
  描述：

  2-溴-2-甲基丙酰溴 、 炔丙胺 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 四氢呋喃 为溶剂， 以63%的产率得到2-bromo-2-methyl-N-(prop-2-ynyl)propanamide
  参考文献：
  名称：

  Clicked（AB）2C型拟臂三元共聚物：合成，热和自组装性能以及纳米多孔材料的制备

  摘要：

  一个定义明确的（PEO-PS）2 -PLA杂臂三元共聚物（1）通过单独制得的聚（环氧乙烷）（PEO），聚苯乙烯的逐步点击反应合成（PS，由原子转移自由基聚合反应聚合）和聚丙交酯（ PLA，通过开环聚合而聚合）嵌段。正如差示扫描量热法和小角度X射线散射技术所描述的那样，三元共聚物自组装成六方柱状结构，由被PS链包围的PLA / PEO圆柱核组成。相比之下，离子掺杂样品（1-Li +）/环氧乙烷的锂浓度= 0.2）表现出三相层状结构，这归因于PEO和PLA嵌段之间的微相分离以及最长PLA链的构象稳定。离子掺杂之前的两相柱状形态用于制备纳米多孔材料。圆柱形核心区域中的PLA链被氢氧化钠水解，产生孔径约为14 nm的纳米孔。由于壁上与水相容的PEO链，所得的纳米多孔材料沉入水中的底部。©2012 Wiley Periodicals，Inc. J Polym Sci A部分：Polym Chem，2013年

  DOI：

  10.1002/pola.26403

文献信息

• Tetraphenylthiophene-Functionalized Poly(<i>N</i>-isopropylacrylamide): Probing LCST with Aggregation-Induced Emission
  作者：Chung-Tin Lai、Rong-Hong Chien、Shiao-Wei Kuo、Jin-Long Hong

  DOI：10.1021/ma201089j

  日期：2011.8.23

  A hydrophobic tetraphenylthiophene (TP) center with novel aggregation-induced emission (AIR) property was chemically linked to two poly(N-isoprppylacrylamide) (PNIPAM) chains to obtain thermoresponsive polymers to study the relationships between the lower critical solution transitions (LCSTs) and the ALE-operative fluorenscence (FL) emission. Three ethynyl-terminated PNIPAMs with different molecular weights were synthesized via controlled atom transfer radical polymerization (ATRP) using ethynyl-functionalized initiator. The PNIPAMs were then coupled with diazide-funtionalized TP (TPN3) via click reaction to obtain the desired TP-embedded polymers of Px (x = 1, 2, and 3). All three polymers show AIE-property from their solution fluorescence behavior in THF/hexane mixtures. In the aqueous solution, the TP-center served as a fluorogenic probe that reveals the LCSTs of polymers and its relation to the degree of TP labeling in terms of polymer concentration. The thermoresponsiveness of Px was demonstrated by the complete emission quench when heated at temperatures above LCST. Dissociation of the TP aggregates above LCST is responsible for the emission quench, which was evaluated through the uses of transmittance measurement, dynamic light scattering, and H-1 NMR spectra.
• Clicked (AB)₂ C-type miktoarm terpolymers: Synthesis, thermal and self-assembly properties, and preparation of nanoporous materials
  作者：Jie Song、Eunji Lee、Byoung-Ki Cho

  DOI：10.1002/pola.26403

  日期：2013.1.15

  (PEO‐PS)2‐PLA miktoarm terpolymer (1) was synthesized by stepwise click reactions of individually prepared poly(ethylene oxide) (PEO), polystyrene (PS, polymerized by atom transfer radical polymerization), and polylactide (PLA, polymerized by ring‐opening polymerization) blocks. As characterized by differential scanning calorimetry and small‐angle X‐ray scattering techniques, the terpolymer self‐assembled

  一个定义明确的（PEO-PS）2 -PLA杂臂三元共聚物（1）通过单独制得的聚（环氧乙烷）（PEO），聚苯乙烯的逐步点击反应合成（PS，由原子转移自由基聚合反应聚合）和聚丙交酯（ PLA，通过开环聚合而聚合）嵌段。正如差示扫描量热法和小角度X射线散射技术所描述的那样，三元共聚物自组装成六方柱状结构，由被PS链包围的PLA / PEO圆柱核组成。相比之下，离子掺杂样品（1-Li +）/环氧乙烷的锂浓度= 0.2）表现出三相层状结构，这归因于PEO和PLA嵌段之间的微相分离以及最长PLA链的构象稳定。离子掺杂之前的两相柱状形态用于制备纳米多孔材料。圆柱形核心区域中的PLA链被氢氧化钠水解，产生孔径约为14 nm的纳米孔。由于壁上与水相容的PEO链，所得的纳米多孔材料沉入水中的底部。©2012 Wiley Periodicals，Inc. J Polym Sci A部分：Polym Chem，2013年
• Boronic Acid Terminated Thermo-Responsive and Fluorogenic Polymer: Controlling Polymer Architecture for Chemical Sensing and Affinity Separation
  作者：Zhifeng Xu、Khan Mohammad Ahsan Uddin、Lei Ye

  DOI：10.1021/ma301213f

  日期：2012.8.28

  Thermo-responsive poly(N-isopropylacrylamide) (polyNIPAm) containing terminal boronic acid was synthesized using atom transfer radical polymerization (ATRP) in combination with Cu(I)-catalyzed alkyne-azide 1,3-dipolar cycloaddition (CuAAC) reaction. Alkyne-terminated polyNIPAm was first synthesized by ATRP using an alkyne-containing initiator. A fluorogenic boronic acid, 3-(2-azido-acetylamino)phenylboronic acid (APBA) was then linked to the polyNIPArn through CuAAC. The synthesized polymers were characterized by H-1 NMR, FT-IR, UV-vis, matrix-assisted laser desorption/ionization time-of-flight (MALDI-TOF) mass spectrometry, and turbidity measurements. The intensity of fluorescence emission of the boronic acid-terminated polyNIPAm (BA-polyNIPAm) was found to increase when increasing amount of a cis-diol compound (i.e., fructose) was added. At physiological pH value, the BA-polyNIPAm effectively bound fructose and could be easily separated from aqueous solution by raising the temperature above its lower critical solution temperature (LCST).