联苯-4-甲酸

联苯-4-甲酸是一种有机化合物,化学式为C13H10O2,它是三种联苯甲酸的同分异构体之一。它可由4-溴苯甲酸苯硼酸碳酸钾存在下、催化下偶联,生成物酸化后得到;在钯中引入可以阻止催化剂渗出。[2]DMF催化下,它和氯化亚砜[3]草酰氯[4]反应,可以得到联苯-4-甲酰氯。在氟化钠存在下,它和N,N-二乙基二氟硫亚铵氟硼酸盐反应,可以得到联苯-4-甲酰氟。[5]

联苯-4-甲酸
识别
CAS号 92-92-2  checkY
性质
化学式 C13H10O2
摩尔质量 198.22 g·mol−1
外观 白色固体[1]
熔点 228—230 °C(501—503 K)[1]
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献

  1. ^ 1.0 1.1 Zhengyin Du, Wanwei Zhou, Fen Wang, Jin-Xian Wang. In situ generation of palladium nanoparticles: ligand-free palladium catalyzed ultrafast Suzuki–Miyaura cross-coupling reaction in aqueous phase at room temperature. Tetrahedron. 2011-07, 67 (26): 4914–4918 [2022-10-19]. doi:10.1016/j.tet.2011.04.093. (原始内容存档于2022-06-19) (英语). 
  2. ^ Raghu Nath Dhital, Karan Bobuatong, Masahiro Ehara, Hidehiro Sakurai. Gold/Palladium Alloy for Carbon-Halogen Bond Activation: An Unprecedented Halide Dependence. Chemistry - An Asian Journal. 2015-12, 10 (12): 2669–2676 [2022-10-19]. doi:10.1002/asia.201500722. (原始内容存档于2022-10-19) (英语). 
  3. ^ Dongxu Zuo, Qun Wang, Long Liu, Tianzeng Huang, Michal Szostak, Tieqiao Chen. Highly Chemoselective Transamidation of Unactivated Tertiary Amides by Electrophilic N−C(O) Activation by Amide‐to‐Acyl Iodide Re‐routing. Angewandte Chemie International Edition. 2022-06-13, 61 (24) [2022-10-19]. ISSN 1433-7851. doi:10.1002/anie.202202794. (原始内容存档于2022-10-19) (英语). 
  4. ^ Md Emdadul Hoque, Mirja Md Mahamudul Hassan, Buddhadeb Chattopadhyay. Remarkably Efficient Iridium Catalysts for Directed C(sp 2 )–H and C(sp 3 )–H Borylation of Diverse Classes of Substrates. Journal of the American Chemical Society. 2021-04-07, 143 (13): 5022–5037 [2022-10-19]. ISSN 0002-7863. doi:10.1021/jacs.0c13415. (原始内容存档于2022-10-19) (英语). 
  5. ^ Marie Gonay, Chloé Batisse, Jean-François Paquin. Synthesis of Acyl Fluorides from Carboxylic Acids Using NaF-Assisted Deoxofluorination with XtalFluor-E. The Journal of Organic Chemistry. 2020-08-07, 85 (15): 10253–10260 [2022-10-19]. ISSN 0022-3263. doi:10.1021/acs.joc.0c01377. (原始内容存档于2022-10-21) (英语).