复旦大学：《有机化学实验 Organic chemistry lab》课程教学资源（实验讲义）Separation of Ferrocene and Acetylferrocene

E Experimental Organic Chemistry Separation of Ferrocene and Acetylferrocene Experimental Center for Chemical Education in Fudan University

Separation of Ferrocene and Acetylferrocene Experimental Organic Chemistry Experimental Center for Chemical Education in Fudan University

Objectives 1. Learn the principles of thin layer chromatography and column chromatography 2. Separation of ferrocene and acetylferrocene 3. Learn and master techniques of the pressurized flash column chromatography

Objectives 1. Learn the principles of thin layer chromatography and column chromatography 2. Separation of ferrocene and acetylferrocene 3. Learn and master techniques of the pressurized flash column chromatography

Background For organic synthesis. the mixture is often acquired. which might include substrates products, catalysts by-products In order to get the single and pure compound further purification Is necessary It was known that many different methods have been developed for purification This experiment is to learn one of the most general measures in organic laboratories. It is the adsorption column chromatography, which is suitable for the separation of solid-solid, liquid-liquid, solid-liquid mixtures

Background For organic synthesis, the mixture is often acquired, which might include substrates, products, catalysts, by-products. In order to get the single and pure compound, further purification is necessary. It was known that many different methods have been developed for purification. This experiment is to learn one of the most general measures in organic laboratories. It is the adsorption column chromatography, which is suitable for the separation of solid-solid, liquid-liquid, solid-liquid mixtures

Principles Adsorption column chromatography and Thin-layer chromatography (TLC): separation is achieved by using the different adsorption and desorption capacities of the components in the mixture in the insoluble two phases (i.e. the mobile phase and the stationary phase) 2. The mixture of ferrocene and acetylferrocene is mainly isolated by utilizing the difference in adsorption capacity of silica gel 3 Fe

Principles 1. Adsorption column chromatography and Thin-layer chromatography (TLC) : separation is achieved by using the different adsorption and desorption capacities of the components in the mixture in the insoluble two phases (i.e. the mobile phase and the stationary phase) 2. The mixture of ferrocene and acetylferrocene is mainly isolated by utilizing the difference in adsorption capacity of silica gel

UNIV 看Ns 1. Stationary Phase and Mobile Phase(Adsorbent and Eluent 2. Rf Value 3. Column Chromatography 4. Thin Layer Chromatograph

Nouns 1. Stationary Phase and Mobile Phase (Adsorbent and Eluent) 2. Rf Value 3. Column Chromatography 4. Thin Layer Chromatography adsorbent

Experimental Medicines The mixture of Acetylferrocene and Ferrocene Acetylferrocene(FW 228.07, mp 81-86C) Ferrocene(FW.04, mp 173-176C) Petroleum Ether(PE)(rectification, boiling range 60-90C) Ethyl Acetate(EA)(FW88.11, bp 77C) Silica Gel (300-400 meshe) Quartz Sand

Experimental Medicines The mixture of Acetylferrocene and Ferrocene Acetylferrocene (FW 228.07, mp 81-86℃) Ferrocene (FW 186.04, mp 173-176℃) Petroleum Ether (PE) (rectification, boiling range 60-90℃) Ethyl Acetate (EA)（FW 88.11, bp 77℃） Silica Gel (300 - 400 meshe) Quartz Sand

Be Content -Thin Layer Chromatography 1. Draw the starting line, which is about 0.5 cm from the bottom of the silicone plate Objectives: 2. Mark three points on the starting line with a pencil and write down the mixture, ferrocene 1. To analyze constituents of the and acetylferrocene mixture 3. Use the capillary to transfer the corresponding 2. To determine the polarity of sample to the point eluent in column chromatography/4. The plates are placed in different polar developing agents. Record rf values after running run the silicone plate point sample

Content - Thin Layer Chromatography 1. Draw the starting line, which is about 0.5 cm from the bottom of the silicone plate 2. Mark three points on the starting line with a pencil and write down the mixture, ferrocene, and acetylferrocene. 3. Use the capillary to transfer the corresponding sample to the point. 4. The plates are placed in different polar developing agents. Record Rf values after running. the silicone plate point sample run Objectives: 1. To analyze constituents of the mixture. 2. To determine the polarity of eluent in column chromatography

X85KContent-Column Chromatography ●oo Al TRIPLE CAMERA Atmospheric column Pressurized column chromatography unit chromatography unit

Content – Column Chromatography Atmospheric column chromatography unit Pressurized column chromatography unit

Content- Column Chromatography 802 Packing column: Wet packing technology is selected in this experiment Elution: Pressurized rapid elution is selected in this experiment Packing column: 1. 15 g Silica gel and 60 mL PE are placed in a 100 ml beaker, and sitred evenly 2. Add 10 mL PE to the fixed column, and keep it dripping naturally 3. Transfer the suspension pe and silica gel to the column. Compact the stationar phase, and ensure that there are no bubbles in the column 4. Add 1-2 mm quartz sand on the surface of silica gel Add sample A l ml sample is evenly dropped onto the surface of the quartz sand and allow the crude product to adhere to the silica gel under light pressure with the assistance of the eluent pe Elution: Under the conditions of pressurized elution, the Pe/ea(10/1)eluent is used firstly. After the first compound (ribbon)is completely eluted, PE/EA(/1)0,) eluent is used. Each compound is collected in a separate conical flask. J

Content – Column Chromatography Packing column: 1. 15 g Silica gel and 60 mL PE are placed in a 100 ml beaker, and sitred evenly. 2. Add 10 mL PE to the fixed column, and keep it dripping naturally. 3. Transfer the suspension PE and silica gel to the column. Compact the stationar. phase, and ensure that there are no bubbles in the column. 4. Add 1-2 mm quartz sand on the surface of silica gel. Add sample: A 1 mL sample is evenly dropped onto the surface of the quartz sand and allow the crude product to adhere to the silica gel under light pressure with the assistance of the eluent PE. Elution: Under the conditions of pressurized elution, the PE/EA (10/1) eluent is used firstly. After the first compound (ribbon) is completely eluted, PE/EA (2/1) eluent is used. Each compound is collected in a separate conical flask. Packing column：Wet packing technology is selected in this experiment Elution：Pressurized rapid elution is selected in this experiment

月 Notes 1. During the packing process, it is required that the stationary phase is uniform and there are no bubbles inside, otherwise the separation efficiency will be affected 2. The stationary phase is soaked by the eluent without cracking, otherwise the separation efficiency will be affected 3. Before loading the sample, a small amount of quartz sand is added on the surface of silica gel to avoid smashing the stationary phase when dropping the sample 4. Weigh the silica gel in a fume cupboard to prevent silica gel from inhaling into the nasal cavity 5. During the elution process, the eluent should be poured slowly to avoid smashing the stationary phase 6. During the elution process, ensuring the appropriate pressure and flow rate of the eluent are critical 》

Notes 1. During the packing process, it is required that the stationary phase is uniform and there are no bubbles inside, otherwise the separation efficiency will be affected. 2. The stationary phase is soaked by the eluent without cracking, otherwise the separation efficiency will be affected。 3. Before loading the sample, a small amount of quartz sand is added on the surface of silica gel to avoid smashing the stationary phase when dropping the sample. 4. Weigh the silica gel in a fume cupboard to prevent silica gel from inhaling into the nasal cavity. 5. During the elution process, the eluent should be poured slowly to avoid smashing the stationary phase. 6. During the elution process, ensuring the appropriate pressure and flow rate of the eluent are critical