MELTING POINTS READING Zubrick, Ch. 1, 2, 3, 6, 9, and 12 (through “Operation of the Mel-Temp apparatus”) Instrument Handout Using the Mel-Temp PROCEDURE A. Identification of an Unknown by Melting Points Your instructor will provide you with a vial that contains a compound from the list at right. Obtain a rough melting point range of the sample, and then repeat to obtain an accurate melting point range. From these ranges, identify the compound. You should report both rough and accurate melting point ranges in your notebook. Your instructor will check your accurate melting point range and may ask that you repeat the test if not satisfactory. Compound Melting Point (°C) Benzophenone 48 2-Naphthaldehyde 60 Benzhydrol 68 Vanillin 80 Benzil 95 ortho-Toluic acid 104 4-Hydroxyacetophenone 109 4-Hydroxybenzaldehyde 115 Benzoic acid 122 3-Nitrobenzoic acid 140 2-Nitrobenzoic acid 146 Adipic acid 153 Camphor 178 para-Anisic acid 184 B. Trends in Melting Points of Mixtures Obtain accurate melting point ranges for three samples: pure urea, pure trans-cinnamic acid, and a mixture of the two. (Mixtures are pre-made and will be assigned to you.) For each melting point range, calculate the midpoint. (We are calculating the midpoint only for ease of graphing.) Post these ranges and midpoints on the board in the lab or in an Excel file that your instructor has created. Graph midpoint (y-axis) versus % urea (from 0-100, on the x-axis) for each sample. Comment on the trend illustrated by the graph. Based on the graph, in what two ways are melting points for mixtures different from those of pure compounds? C. Identifying an Unknown by Melting Points Your instructor will provide you with a vial that is either urea or trans-cinnamic acid. Obtain three melting point ranges: the pure unknown, a mixture made from a small sample of the unknown and an equal-sized amount of known trans-cinnamic acid, and a mixture made as above between the unknown and known urea. Based on your data, identity of the unknown and explain how your data allowed you to make this conclusion. Organic Chemistry Lab Manual Harper College, Fall 2010