3-(4-bromobenzoyl)-2-propenoic acid | 35513-39-4

• 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: 3-(4-bromobenzoyl)-2-propenoic acid
• 英文别名: (Z)-4-(4-bromophenyl)-4-oxobut-2-enoic acid
• CAS: 35513-39-4
• 化学式: C₁₀H₇BrO₃
• 分子量: 255.068
• InChiKey: CJNVLFPUEBQQMZ-WAYWQWQTSA-N

物化性质

• 熔点：
  129 °C
• 沸点：
  396.5±42.0 °C(Predicted)
• 密度：
  1.610±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(4-bromobenzoyl)-2-propenoic acid 在 溶剂黄146 、 锌 作用下， 生成 3-(4-溴苯甲酰)丙酸
  参考文献：
  名称：

  顺式和反式β-芳基丙烯酸及其衍生物。

  摘要：

  DOI：

  10.1021/jo01160a018
• 作为产物：
  描述：

  溴苯 在 三氯化铝 、 1,1,2,2-四氯乙烷 、 苯 作用下， 生成 3-(4-bromobenzoyl)-2-propenoic acid
  参考文献：
  名称：

  顺式和反式β-芳基丙烯酸及其衍生物。

  摘要：

  DOI：

  10.1021/jo01160a018

文献信息

• Synthesis of new thiazolidine and imidazolidine derivatives of pharmacological interest
  作者：Nadia K. El-Aasar、Khaled F. Saied

  DOI：10.1002/jhet.5570450302

  日期：2008.5

  process between thiourea and/or its derivatives with 3-aroylpropenoic acids. 1H NMR spectra revealed the presence of 1a-c as a tautmeric mixture. The presence of the thiazoline tautmers (1a-c)′ was confirmed by methylating the tautmeric mixture, to the respective methylated derivatives 2-N-methylanilino-5-(2-aryl-2-oxoethyl)-4-oxo-1,3-thiazolines2a-c and 1g-i. Acidic treatment of 1 provided the respective

  迄今未知的5-（2-芳基-2-氧代乙基）-4-氧代-1，3-噻唑烷1a-1是通过硫脲和/或其衍生物与3-芳酰基丙酸之间的环加成反应合成的。1 H NMR光谱表明存在1a-c，其为互变异构混合物。通过将tautomer混合物甲基化为相应的甲基化衍生物2- N-甲基苯胺基-5-（2-芳基-2-氧乙基）-4-oxo-1,3来确认噻唑啉tautmers （1a-c） '的存在。噻唑啉2a-c和1g-i。1的酸性处理提供了各自的2-氧代同源物3a-i。当1a-d时k用DMF回流，实现了分子重排，提供了4-氧代-2-硫代氧代咪唑烷异构体4a-d，k。在热乙酸中将4a和4d溴化，得到分别制备的（E，Z）-5-苯甲酰基亚甲基衍生物5a，d。1a-c和4a-c的硫代生成5-芳基-2,3-二氢-2-苯基亚氨基噻吩并[2,3- d ]噻唑6a-c和1-苯基-5-芳基-2,3-二氢-2 -thioxothieno
• Reactions of 5-Aroylmethylene-3-benzyl-4-oxo-2-thioxo-1,3-thiazolidines with Nitrile Oxides
  作者：Kamal Kandeel、Ahmed Youssef

  DOI：10.3390/60600510

  日期：——

  E,Z-5-Aroylmethylene-3-benzyl-4-oxo-2-thioxo-1,3-thiazolidines (3a-c) react with 4-methoxy and 4-chlorophenylnitrile oxides (4a and b) in pyridine solution to afford one or more of the following compounds: Z-3, Z-2,4-dioxo analogues 5 and 3,6-diaryl-1,4,2,5-dioxadiazines (6a-b). The interconversion route is discussed and the structures of all of the synthesised compounds are proven by microanalytical and spectral data.

  E,Z-5-丙酰基亚甲基-3-苄基-4-氧代-2-硫酮-1,3-噻唑烷（3a-c）在吡啶溶液中与 4-甲氧基和 4-氯苯腈氧化物（4a 和 b）反应，生成下列一种或多种化合物：Z-3、Z-2,4-二氧代类似物 5 和 3,6-二芳基-1,4,2,5-二噁二嗪（6a-b）。讨论了相互转化的路线，并通过微量分析和光谱数据证明了所有合成化合物的结构。
• REACTIONS OF 5-SUBSTITUTED-2-THIOXO-4-OXO-1,3-THIAZOLIDINES WITH 4-METHOXYPHENYLAZIDE
  作者：Mohamed T. Omar、Ahmed S.A. Youssef、Kamal A. Kandeel

  DOI：10.1080/10426500008045217

  日期：2000.7

  4-Methoxyphenylazide cycloadds to the thiono function and undergoes nucleophilic attack at other electrophilic centers of 5-benzoylmethyl- (la) and E,Z-5-(4-bromobenzoylmethylene)- (E,2-2b) -2-thioxo-4-oxo-1,3-thiazolidines in non site selective reactions to afford variety of products. With la, the attack at the thiono as well as the hetero-ring carbonyl functions leads to the 5-benzoylmethylene-2-(4-methoxyphenylimino)- derivative (3) and the ring fission product 2-4. Similar treatment of E,Z-2b gives a mixture of the respective E,Z-2-(4-methoxyphenylimino)derivative (E,Z-5) containing 80% of the IE-configurated isomer (Z-5) and the ring enlarged thiazinonethione derivative (6), due to the attack at the thiono and exocyclic double bond functions, respectively. Rationalizations for the above mentioned conversions are given. Structures of all products are evidenced by microanalytical and spectral data,The chemistry of 4-thiazolidinones has been a subject of a series of publications(1-6) from this laboratory, Reactions of 2-thioxo-4-thiazolidinones with dipolar species in the literature are rather limited and treat the problem of alkylation of the 3-unsubstituted derivatives with diazomethane(7,8), and cycloaddition of nitrilimines to the thiono function of 5-aroylmethylene-3-phenyl-2-thioxo-4-oxo-1,3-thiazolidine(9). The present work aimed to study the reactivity of different functions in 5-alkyl- and 5-alkylidene substituted thiazolidones namely 3-phenyl-5-(2-phenyl-2-oxoethyl)-(1a) and E,Z-3-benzyl-5-(4-bromophenylmethylene)-(E,Z-2b)-4-oxo-2-thioxo-1,3-thiazolidines towards reaction with 4-methoxyphenylazide.
• Kothiyal; Chamoli, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1990, vol. 29, # 2, p. 166 - 167
  作者：Kothiyal、Chamoli

  DOI：——

  日期：——