Analyzing the synthesis route of 12093-10-6

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Ferrocenecarboxaldehyde, 12093-10-6

12093-10-6, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Ferrocenecarboxaldehyde, cas is 12093-10-6,the iron-catalyst compound, it is a common compound, a new synthetic route is introduced below.

An ethanolic solution (10 ml) of ferrocenyl carboxyaldehyde (21 mg, 0.1 mmol) was taken in a round bottomed flask and acetyl cymantrene (28 mg, 0.1 mmol) was added under stirring condition. Two equivalents of sodium hydroxide in ethanol solution was then added to the reaction mixture and stirring was continued at room temperature under inert atmosphere for 3 h. The reaction was continuously monitored by TLC and on completion of the reaction the solution was dried under vacuum and the residue was dissolved in dichloromethane solvent and subjected to chromatographic work-up using column chromatography. Elution with dichloromethane/hexane (30:70 v/v) solvent mixture separated the following compounds in the order of elution: [(CO)3Mn(eta5-C5H4)COCH3], [(eta5-C5H5)Fe(eta5-C5H4CHO)] and violet colored compound [(eta5-C5H4)Mn(CO)3COCH=CH(eta5-C5H4)Fe(eta5-C5H5)] (1). {Yield: 32 mg (73%)} 1: Anal. calcd. (found): C, 57.01 (57.23); H, 3.39 (3.34). IR(nuCO, cm-1,CH2Cl2) 2022.8 (vs), 1937 (vs br), 1653 (s), 1586 (s). 1H NMR (delta, CDCl3): 4.2 (s, eta5-C5H5, 5H), 4.52 (t, eta5-C5H4, 2H), 4.6 (t, eta5-C5H4, 2H), 4.9 (t, eta5-C5H4, 2H), 5.55 (t, eta5-C5H4, 2H), 6.58 (d, J = 15 Hz, CH=, 1H), 7.78 (d, J = 15 Hz, =CH, 1H). 13C NMR (delta, CDCl3): 69.16 (eta5-C5H5), 69.95 (eta5-C5H4), 71.66 (eta5-C5H4), 78.47 (eta5-C5H4), 83.61 (eta5-C5H4), 86.59 (eta5-C5H4), 93.78 (eta5-C5H4), 117.41 (=CH), 146.38 (=CH), 185.29 (-C=O). UV-Vis. (lambda (nm), CH2Cl2) = 321, 384, 502. MS (ESI): m/z 443 (M + 1)+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Ferrocenecarboxaldehyde, 12093-10-6

Reference£º
Article; Mishra, Sasmita; Tirkey, Vijaylakshmi; Ghosh, Avishek; Dash, Hirak R.; Das, Surajit; Shukla, Madhulata; Saha, Satyen; Mobin, Sheikh M.; Chatterjee, Saurav; Journal of Molecular Structure; vol. 1085; (2015); p. 162 – 172;,
Iron Catalysis in Organic Synthesis | Chemical Reviews
Iron Catalysis in Organic Synthesis: A Critical Assessment of What It Takes To Make This Base Metal a Multitasking Champion