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8) Rank the following compounds in order from lowest to highest retention time in GC (using a OV-101 column). Predict the order from lowest to highest Rf if thin layer chromatography was performed on these compounds. OH OH OH HCOCH, hydroxyme thyl- cyclohexanol MW114 bp 183 mp -43 d0.93 me thylc yclohe xane MW98 bp 101 mp - 127 2-hydroxyme thyl- cyclohexanol MW 144 bp 270 mp (not given) d0.98 me thyl acetate MW 74 bp 57 mp -98 d0.93 do.77

8) Rank the following compounds in order from lowest to highest retention time in GC (using a OV-101 column). Predict the order from lowest to highest Rf if thin layer chromatography was performed on these compounds. OH OH OH HCOCH, hydroxyme thyl- cyclohexanol MW114 bp 183 mp -43 d0.93 me thylc yclohe xane MW98 bp 101 mp - 127 2-hydroxyme thyl- cyclohexanol MW 144 bp 270 mp (not given) d0.98 me thyl acetate MW 74 bp 57 mp -98 d0.93 do.77

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**Question 8:** Rank the following compounds in order from lowest to highest retention time in gas chromatography (GC) using an OV-101 column. Predict the order from lowest to highest Rf if thin layer chromatography (TLC) was performed on these compounds. **Compounds:** 1. **Hydroxyethylcyclohexanol** - Molecular Weight (MW): 114 - Boiling Point (bp): 183°C - Melting Point (mp): -43°C - Density (d): 0.93 Structure: Cyclohexane ring with a hydroxyl group (OH) and an ethyl group attached. 2. **Methylcyclohexane** - MW: 98 - bp: 101°C - mp: -127°C - d: 0.77 Structure: Cyclohexane ring with a methyl group attached. 3. **2-Hydroxyethylcyclohexanol** - MW: 144 - bp: 270°C - mp: not given - d: 0.98 Structure: Cyclohexane ring with two hydroxyl groups. 4. **Methyl Acetate** - MW: 74 - bp: 57°C - mp: -98°C - d: 0.93 Structure: Acetate functional group with a methyl group attached. **Explanation for GC and TLC Predictions:** - **Gas Chromatography (GC):** Retention time is generally influenced by a compound's boiling point and polarity. Lower boiling point compounds typically elute faster. Predicted Retention Time (Lowest to Highest): 1. Methyl Acetate (bp 57°C) 2. Methylcyclohexane (bp 101°C) 3. Hydroxyethylcyclohexanol (bp 183°C) 4. 2-Hydroxyethylcyclohexanol (bp 270°C) - **Thin Layer Chromatography (TLC):** The Rf value is influenced by the polarity of the compound and the stationary phase used. Less polar compounds generally have higher Rf values. Predicted Rf Order (Lowest to Highest): 1. 2-Hydroxyethylcyclohexanol (most polar,
Transcribed Image Text:**Question 8:** Rank the following compounds in order from lowest to highest retention time in gas chromatography (GC) using an OV-101 column. Predict the order from lowest to highest Rf if thin layer chromatography (TLC) was performed on these compounds. **Compounds:** 1. **Hydroxyethylcyclohexanol** - Molecular Weight (MW): 114 - Boiling Point (bp): 183°C - Melting Point (mp): -43°C - Density (d): 0.93 Structure: Cyclohexane ring with a hydroxyl group (OH) and an ethyl group attached. 2. **Methylcyclohexane** - MW: 98 - bp: 101°C - mp: -127°C - d: 0.77 Structure: Cyclohexane ring with a methyl group attached. 3. **2-Hydroxyethylcyclohexanol** - MW: 144 - bp: 270°C - mp: not given - d: 0.98 Structure: Cyclohexane ring with two hydroxyl groups. 4. **Methyl Acetate** - MW: 74 - bp: 57°C - mp: -98°C - d: 0.93 Structure: Acetate functional group with a methyl group attached. **Explanation for GC and TLC Predictions:** - **Gas Chromatography (GC):** Retention time is generally influenced by a compound's boiling point and polarity. Lower boiling point compounds typically elute faster. Predicted Retention Time (Lowest to Highest): 1. Methyl Acetate (bp 57°C) 2. Methylcyclohexane (bp 101°C) 3. Hydroxyethylcyclohexanol (bp 183°C) 4. 2-Hydroxyethylcyclohexanol (bp 270°C) - **Thin Layer Chromatography (TLC):** The Rf value is influenced by the polarity of the compound and the stationary phase used. Less polar compounds generally have higher Rf values. Predicted Rf Order (Lowest to Highest): 1. 2-Hydroxyethylcyclohexanol (most polar,
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