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Fractional Distillation of Ether

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Experiment 1: Fractional Distillation of Ether from 1,2-Dimethoxyethane & Gas Chromatography

Performed September 13th & 15th, 2011
By
Jennifer Seitz

Organic Chemistry 344
Section 803
Fall 2011

Objective: The purpose of this experiment was to fractionally distill an Ethyl ether/1, 2-Dimethoxyethane mixture, collect and plot various fractions of temperature vs. volume of different distillate, and make comparisons between the different packing materials tested.

Physical Properties/Structures:

Compound | Formula | Molecular Weight (g/mol) | Boiling Point (oC) | Hazards | Diethyl ether | (C2H5)2O | 74.12 | 34.6 | - Flammable- Skin irritant- Affects CNS | 1,2-Dimethoxyethane | C4H10O2 | 90.12 | 85.0 | - Flammable- Skin/eye irritant- Affects Respiratory System |

Equations: Not applicable for this lab.

Procedure:
Part I: 1. A fractional distillation apparatus was setup using 6 mm glass beads as the packing material. 2. 60 mL of 1:1-Ethyl ether: 1,2-Dimethoxyethane and 3 boiling stones were placed into the distilling flask. 3. The flask was heated using a heating mantle. The power was started at approximately 60% and water was turned on beforehand as to prevent the glass from burning and possibly cracking. 4. The mixture was distilled at a rate of approximately 1-2 drops/second. During the distillation procedure, the temperature was recorded for approximately every 5 mL of distillate collected. 5. Ten 5 mL fractions were collected and saved in labeled, screw-cap vials to be analyzed by gas chromatography later on. 6. After the tenth fraction was collected (approximately 50 mL of total distillate), the heating mantle was removed and the apparatus was left to cool before clean up occurred.
Part II: Gas Chromatography 1. Three samples from each packing material were analyzed (vials 1, 6, & 10). Approximately 0.5 mL of each sample was individually loaded into a 10.0 mL syringe. The packing column of the gas chromatographer was set to 105.0oC and setup in order for it to properly analyze each sample. 2. Each sample was injected into the septum of the gas chromatographer, which was then able to start computing how many compounds were in the sample, as well as their speed and percent composition.

Data & Results:

Packing Materials Used: 1. Copper Ribbon 2. 6 mm Glass Beads 3. Raschig Rings

Table 1: Distillation - Volume vs. Temperature (6 mm Glass Beads)

Volume (mL) | Temperature (oC) | 0 | 35 | 5 | 42 | 10 | 49 | 15 | 51 | 30 | 79 | 25 | 82 | 30 | 82 | 35 | 83 | 40 | 82 | 45 | 83 | 50 | 83 |

Graph 1: Separation of Ethyl ether and 1,2-Dimethoxyethane

Table 2: Gas Chromatography Data Packing Fraction Compound | Percent Composition | Retention Time(Minutes) | Temperature (oC) | BEADSF1: Ether 1,2-dimethoxyethane | 97.0%3.00% | 1.02.3 | 29.0 | F6: Ether 1,2-dimethoxyethane | 58.0%42.0% | 1.02.1 | 51.0 | F10: Ether 1,2-dimethoxyethane | *0.09%99.9% | 1.11.7 | 79.2 | RINGSF1: Ether 1,2-dimethoxyethane | *96.1%3.80% | 0.932.2 | 38.0 | F6: Ether 1,2-dimethoxyethane | *73.9%25.9% | 1.02.2 | 79.0 | F10: Ether 1,2-dimethoxyethane | *0.00%99.8% | 1.02.0 | 83.0 | WIREF1: Ether 1,2-dimethoxyethane | *95.0%5.40% | 0.892.2 | 36.0 | F6: Ether 1,2-dimethoxyethane | 17.5%82.5% | 1.12.0 | 75.0 | F10: Ether 1,2-dimethoxyethane | 0.00%100.0% | 0.02.9 | 75.0**note: Fg = 81.0 |
(*) Small amount of contaminant detected (primarily H2O)

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