C5H100 has over 800 different structural isomers. 1. (18 pts.) Draw isomers of this formula that have the following characteristics. Draw a different isomer for each one. Give the systematic name for the isomer below your structure. a. Draw an isomer that contains a ring b. Draw an isomer that contains an alcohol C. Draw an isomer that contains an alkene or alkyne d. Draw an isomer that contains a ketone e. Draw an isomer that contains an aldehyde f. Draw an isomer that contains an ether 2. (3 pts.) Rank all of your structures' expected boiling points from least to greatest. 3. (3 pts.) Explain your reasoning for your ranking. 4. BONUS: (3 pts.) Is there a common use for any of the molecules you drew? If so, explain that use here. We will now take a look at the structure that you drew for #1b. 5. (2 pts.) What is the bond angle around the oxygen in your structure? Explain your reasoning 6. (3 pts.) Draw the dehydration reaction of this compound with an acid catalyst at high temperatures. You do not need to name any compounds. We will now look at the structure that you drew for #1c. 7. (2 pts.) Write the combustion reaction of this compound in the presence of oxygen gas. 8. (3 pts.) Draw the reaction of this compound with 1 molar equivalent of H2 over a Pd catalyst. You do not need to name any compounds. We will now look at the structure that you drew for #1d. 9. (2 pts.) What is the bond angle around the carbon involved in the carbonyl? Explain your reasoning 10. (3 pts.) Describe what would happen if this compound was reacted with the Tollens reagent. Explain your reasoning. We will now look at the structure that you drew for #1e. 11. (3 pt.) Draw the reaction of this compound with hydrogen gas using a platinum catalyst. 12. (3 pts.) Draw the reaction of this compound with Na2Cr2O7. Ignore any inorganic byproducts. You do not need to name any compounds. We will now look at the structure that you drew for #1f. 13. (3 pts.) Draw the alcohol or alcohols that would be needed to synthesize the ether that you drew. You do not need to name any compounds