At the end of this lab, students should know...
酯由一个羰基组成,其中一侧连接一个烷基或芳基,另一侧的氧原子则与另一个烷基或芳基相连。
简单酯,或具有短烷基链的酯,具有水果和花朵的气味与香味。烷基链的结构会影响酯的气味。改变简单酯中的烷基链长度或其中存在的基团,会显著改变该酯所产生的气味。
一般来说,酯是由一种酸衍生而来,其中至少一个羟基(OH)被转化为与烷基或芳基相连的氧原子。大多数酯由羧酸与醇反应生成,尽管也存在其他类型的酯,例如构成DNA骨架的磷酸二酯。
勒...
来源:美国马萨诸塞大学阿默斯特分校 Lara Al Hariri
此处展示的是为10名以两人一组形式进行实验的学生准备的实验室方案,并预留了一定余量。请根据实际需要调整试剂用量。
| 代码 | 化合物 | 分子量 (g/mol) | 室温密度 (g/cm3) | 每瓶摩尔数 | 每瓶克数 | 每瓶 cm3 | 瓶数 |
| A | 乙酸 | 60.05 | 1.049 | 0.07 | 4.2035 | 4.0 | 3 |
| B | 丁酸 | 88.11 | 0.953 | 0.07 | 6.1677 | 6.5 | 3 |
| C | 邻氨基苯甲酸 | 137.14 | - | 0.07 | 9.5998 | - | 1 |
| D | 1-丙醇 | 60.10 | 0.803 | 0.21 | 12.6210 | 15.7 | 1 |
| E | 异戊醇 | 88.15 | 0.810 | 0.21 | 18.512 | 22.8 | 1 |
| F | 1-丁醇 | 74.12 | 0.810 | 0.21 | 15.565 | 19.2 | 1 |
| G | 乙醇 | 46.07 | 0.789 | 0.21 | 9.6747 | 12.3 | 1 |
| H | 甲醇 | 32.04 | 0.791 | 0.21 | 6.7284 | 8.5 | 2 |
| I | 1-辛醇 | 130.23 | 0.830 | 0.21 | 27.348 | 32.9 | 1 |
| 酯代码 | 羧酸 | 醇 | 酯产物 | 气味 |
| AD | 乙酸 | 1-丙醇 | 乙酸丙酯 | 梨 |
| AE | 乙酸 | 异戊醇 | 乙酸异戊酯 | 香蕉 |
| AI | 乙酸 | 1-辛醇 | 乙酸辛酯 | 橙子 |
| BF | 丁酸 | 1-丁醇 | 丁酸丁酯 | 菠萝 |
| BG | 丁酸 | 乙醇 | 丁酸乙酯 | 草莓 |
| BH | 丁酸 | 甲醇 | 丁酸甲酯 | 苹果 |
| CH | 邻氨基苯甲酸 | 甲醇 | 邻氨基苯甲酸甲酯 | 葡萄 |
| 1 铁架台 |
| 2 三指夹 |
| 1 磁力搅拌器 |
| 1 升降台 |
| 1 加热套 |
| 1 温度控制器 |
| 2 冷凝管用胶管 |
| 1 接头夹 |
| 1 真空脂管 |
| 1 实验室擦拭纸盒 |
| 1 10 mL量筒 |
| 1 600 mL烧杯 |
| 1 50 mL圆底烧瓶及烧瓶架 |
| 1 标准冷凝管 |
| 1 小搅拌子 |
| 1 玻璃棒 |
| 1 pH试纸包 |
| 2 巴斯德移液管胶头 |
Q1: What safety equipment is required before starting an esterification lab?
Before beginning esterification work, put on a lab coat, safety glasses, and nitrile gloves. Since many reagents are volatile or have unpleasant odors, you will handle them in a fume hood. Ensure glass and organic waste containers are available, and verify that each sink has paper towels for cleanup.
Q2: How do you prepare carboxylic acid vials for an esterification experiment?
Tare a 10-mL glass vial on an analytical balance in a fume hood. Use a Pasteur pipette to measure the required mass of liquid carboxylic acid, or use a small spatula for solid compounds like anthranilic acid. Cap and label each vial with its assigned code. Prepare the specified number of vials for each carboxylic acid according to the lab protocol.
Q3: What is the molar ratio of alcohol to carboxylic acid in esterification reactions?
Students use a 3:1 molar ratio of alcohol to carboxylic acid in the esterification reaction. This means each group needs 0.21 moles of their assigned alcohol and 0.07 moles of their assigned carboxylic acid. The specific masses and volumes for each reagent are provided in the preparation table based on molecular weight and density.
Q4: How many different ester products can be made from the available reagents?
Seven different ester products can be synthesized by combining three carboxylic acids with various alcohols. These include propyl acetate, isoamyl acetate, octyl acetate, butyl butyrate, ethyl butyrate, methyl butyrate, and methyl anthranilate. Each ester has a characteristic fruit scent, ranging from pear to grape, making the products easily identifiable.
Q5: What glassware setup is needed at each student lab station for esterification?
Each station requires a lab stand, heating mantle with temperature controller, stir plate, 50-mL round-bottom flask, standard condenser, lab jack, and supporting equipment like clamps and tubing. Additionally, students need graduated cylinders, beakers, glass rods, Pasteur pipettes, and pH paper. A tube of vacuum grease and laboratory wipes should also be available for assembly and maintenance.
Q6: Where should volatile reagents and ice be stored during an esterification lab?
Bottles of saturated sodium bicarbonate and sulfuric acid should be placed in a dedicated fume hood along with plastic paraffin film and scissors. A large insulated cooler filled with crushed ice should be set up in a central area of the lab with an ice scoop for easy access by all student groups during the experiment.
Q7: How should students be prepared before receiving their assigned esterification reagents?
Before students arrive, instructors should demonstrate how to safely waft vapors to smell chemical compounds without direct inhalation. This technique is essential because many esterification reagents are volatile or have strong odors. Once students understand proper vapor-wafting technique, they can safely receive their assigned carboxylic acid and alcohol vials for the reaction.