4-溴苯甲腈

化合物

4-溴苯甲腈是一種有機化合物,化學式為C7H4BrN。

4-溴苯甲腈
識別
CAS號 623-00-7  checkY
PubChem 12162
性質
化學式 C7H4BrN
摩爾質量 182.02 g·mol−1
密度 1.85 g·cm−3[1]
熔點 114 °C[2]
沸點 236 °C[2]
溶解性 194 μg·mL−1
(pH=7.4 磷酸鹽緩衝溶液)[1]
log P 2.1[1]
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。

合成與反應

4-溴苯甲腈可由4-溴苯甲醛鹽酸羥胺在催化下反應得到;[3]或由4-溴甲苯的氨氧化反應製得。[4]

 

它在三氟甲磺酸的存在下可以三聚,得到2,4,6-三(4-溴苯基)-1,3,5-三嗪:[5]

 

參考文獻

  1. ^ 1.0 1.1 1.2 Yuki Ichikawa, Michiaki Hiramatsu, Yusuke Mita, Makoto Makishima, Yotaro Matsumoto, Yui Masumoto, Atsuya Muranaka, Masanobu Uchiyama, Yuichi Hashimoto, Minoru Ishikawa. meta -Non-flat substituents: a novel molecular design to improve aqueous solubility in small molecule drug discovery. Organic & Biomolecular Chemistry. 2021, 19 (2): 446–456 [2022-01-13]. ISSN 1477-0520. doi:10.1039/D0OB02083D (英語). 
  2. ^ 2.0 2.1 "PhysProp" data were obtained from Syracuse Research Corporation of Syracuse, New York (US). Retrieved from SciFinder. [2021-12-28].
  3. ^ Tukaram S Choudhare, Devendra S Wagare, Sagar E Shirsath, Prashant D Netankar. H3PO4 catalyzed one-pot synthesis of 1,3-diphenyl-1H-pyrazole-4-carbaldehyde to novel 1,3-diphenyl-1H-pyrazole-4-carbonitrile. Journal of Chemical Sciences. 2021-09, 133 (3) [2021-12-28]. ISSN 0974-3626. doi:10.1007/s12039-021-01939-w (英語). 
  4. ^ Patent US4124631: Process for the production of aromatic nitriles. Angemeldet am 10. März 1977, veröffentlicht am 7. November 1978, Anmelder: Nippon Kayaku K.K., Erfinder: H. Hayami, H. Shimizu.
  5. ^ Matthias Bohle et al.: Science of Synthesis: Houben-Weyl Methods of Molecular Transformations Vol. 17 Six-Membered Hetarenes with Two Unlike or More than Two Heteroatoms and Fully Unsaturated Larger-Ring Heterocycles. Georg Thieme Verlag, Stuttgart 2004, ISBN 3-13-118671-2, pp. 50.