(2RS,3SR)-2,3-dibromo-3-(4-nitrophenyl)propanoic acid | 31357-33-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: (2RS,3SR)-2,3-dibromo-3-(4-nitrophenyl)propanoic acid
• 英文别名: anti-2,3-dibromo-3-(4-nitrophenyl)propanoic acid；(2RS:3SR)-2,3-dibromo-3-(4-nitro-phenyl)-propionic acid；(2RS:3SR)-2,3-Dibrom-3-(4-nitro-phenyl)-propionsaeure；p-Nitro-dibromzimtsaeure erythro；(2S,3R)-2,3-dibromo-3-(4-nitrophenyl)propanoic acid
• CAS: 31357-33-2；35447-78-0
• 化学式: C₉H₇Br₂NO₄
• 分子量: 352.967
• InChiKey: FZSNEPIHJADWSK-HTQZYQBOSA-N

物化性质

• 熔点：
  216-217 °C(Solv: acetic acid (64-19-7))
• 沸点：
  413.4±45.0 °C(Predicted)
• 密度：
  2.043±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2RS,3SR)-2,3-dibromo-3-(4-nitrophenyl)propanoic acid 在 sodium iodide 作用下， 以 乙二醇甲醚 为溶剂， 反应 168.0h， 生成 对硝基肉桂酸
  参考文献：
  名称：

  Subramanian, K.; Mathai, I. M., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1988, vol. 27, # 10, p. 909 - 911

  摘要：

  DOI：
• 作为产物：
  描述：

  对硝基肉桂酸 在 溴 作用下， 以 氯仿 为溶剂， 生成 (2RS,3SR)-2,3-dibromo-3-(4-nitrophenyl)propanoic acid
  参考文献：
  名称：

  Subramanian, K.; Mathai, I. M., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1988, vol. 27, # 10, p. 909 - 911

  摘要：

  DOI：

文献信息

• Chloro/bromotrimethylsilane-Cu(NO 3 ) 2 ·3H 2 O: Safe and efficient reagent system for the decarboxylative ipso -nitration and dibromination of cinnamic acids
  作者：Sahar Roshandel、Laxman Gurung、Thomas Mathew、G.K. Surya Prakash

  DOI：10.1016/j.tetlet.2017.06.017

  日期：2017.7

  synthetic potential of halotrimethylsilane-nitrate salt mixture is revealed. A mixture of TMSX-Cu(NO3)2·3H2O system is found to be an efficient reagent system for both the decarboxylative nitration (ipso-nitration) when X = Cl, and dibromination of cinnamic acids, with X = Br, under mild conditions. The reactions are safe and simple, affording the corresponding products (E)-β-nitrostyrenes, and anti-2,3

  揭示了卤代三甲基硅烷-硝酸盐混合物的进一步合成潜力。TMSX-Cu构成（NO的混合物3）2 ·3H 2 O系统被发现是两者的脱羧硝化的有效试剂系统（本位-nitration）当X = Cl和的肉桂酸，与X = Br的二溴化，在温和的条件下。该反应是安全且简单的，可以在相对较短的时间内以高收率高产率获得相应的产物（E）-β-硝基苯乙烯和抗-2,3-二溴-3-苯基丙酸。可以避免使用有害和有毒的硝化系统，例如硝酸硝酸乙酰酯和溴化剂，例如分子溴。
• Cu(I)-promoted one-pot synthesis of 1,4-disubstituted 1,2,3-triazoles from anti-3-aryl-2,3-dibromopropanoic acids and nitrobenzaldehydes
  作者：Xia Liu、Changhui Su

  DOI：10.1080/00397911.2016.1262039

  日期：2017.2.16

  ABSTRACT A series of 1,4-disubstituted 1,2,3-triazoles were synthesized through a one-pot process from easily available anti-3-aryl-2,3-dibromopropanoic acids and nitrobenzaldehydes in hexamethylphosphoric triamide. Inexpensive copper(I) iodide was the catalyst. GRAPHICAL ABSTRACT

  摘要 采用易得的抗 3-芳基-2,3-二溴丙酸和硝基苯甲醛在六甲基磷酰胺中，通过一锅法合成了一系列 1,4-二取代的 1,2,3-三唑。廉价的碘化铜（I）是催化剂。图形概要
• Convenient Synthesis of Terminal Alkynes from anti-3-Aryl-2,3-dibromopropanoic Acids Using a K2CO3/DMSO System
  作者：Xuezhi Cheng、Jun Jia、Chunxiang Kuang

  DOI：10.1002/cjoc.201180402

  日期：2011.11

  A convenient, efficient, and generally applicable method was developed for the synthesis of terminal alkynes from anti‐3‐aryl‐2,3‐dibromopropanoic acids in the presence of DMSO and K2CO3.

  在DMSO和K 2 CO 3的存在下，开发了一种方便，有效且普遍适用的方法，用于从抗3-芳基-2,3-二溴丙酸合成末端炔烃。
• Convenient and stereoselective synthesis of (Z)-1-bromo-1-alkenes by microwave-induced reaction
  作者：Chunxiang Kuang、Hisanori Senboku、Masao Tokuda

  DOI：10.1016/s0040-4039(01)00595-0

  日期：2001.6

  (Z)-l-Bromo-l-alkenes were stereoselectively prepared in high yields in a short reaction time (0.2 1.0 min) by microwave irradiation of the corresponding 2,3-dibromoalkanoic acids in DMF in the presence of triethylamine. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Synthesis of (Z)-1-bromo-1-alkenes and terminal alkynes from anti-2,3-dibromoalkanoic acids by microwave-induced reaction
  作者：Chunxiang Kuang、Qing Yang、Hisanori Senboku、Masao Tokuda

  DOI：10.1016/j.tet.2005.02.043

  日期：2005.4

  (Z)-1-Bromo-1-alkenes were stereoselectively prepared in high yields in a short reaction time by microwave irradiation of the corresponding anti-2,3-dibromoalkanoic acids in a Et3N/DMF system. A one-pot synthesis of terminal alkynes and enynes from 2,3-dibromoalkanoic acids were also developed by microwave-induced reaction. (c) 2005 Elsevier Ltd. All rights reserved.