An unknown organic compound has the molecular fomula C.HuO, In the lab, the compound can undergo the following reactions: It can be oxidized to form a carboxylic acid It can undergo intramolecular dehydration to form an alcohol. It can react with 2-pentanone to form a hemiketal. Draw the structure for the unknown compound and write equations for each reaction described above. Name all of che organic compounds. he compound shown is a common moisturizing agent for foods. It is a diol that is oxidized by liver enzymes to prm an intermediate in carbohydrate metabolism. O What is a diol? Illustrate the structure of the compound to show what it means to be a diol. O Draw out the condensed structural formulas to show the complete oxidation of the compound. (Be sure to fully oxidize all of the functional groups that can be oxidized.) H H H. НО НО

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### Organic Chemistry Problem Set

**Question 4:**

An unknown organic compound has the molecular formula \( C_4H_8O \). In the lab, the compound can undergo the following reactions:
- It can be oxidized to form a carboxylic acid.
- It can undergo intramolecular dehydration to form an alcohol.
- It can react with 2-pentanone to form a hemiketal.

**Task:**
- Draw the structure for the unknown compound and write equations for each reaction described above. Name all of the organic compounds.

**Question 5:**

The compound shown is a common moisturizing agent for foods. It is a diol that is oxidized by liver enzymes to form an intermediate in carbohydrate metabolism.

**Task:**
a) What is a diol? Illustrate the structure of the compound to show what it means to be a diol.

b) Draw out the condensed structural formulas to show the complete oxidation of the compound. (Be sure to fully oxidize all of the functional groups that can be oxidized.)

**Structure:**

\[
\begin{array}{c}
\text{H} \, \, \text{H} \, \, \text{H} \\
\text{H} - \text{C} - \text{C} - \text{C} - \text{H} \\
\text{H} \, \, \text{OH} \, \, \text{OH} \\
\end{array}
\]
Transcribed Image Text:### Organic Chemistry Problem Set **Question 4:** An unknown organic compound has the molecular formula \( C_4H_8O \). In the lab, the compound can undergo the following reactions: - It can be oxidized to form a carboxylic acid. - It can undergo intramolecular dehydration to form an alcohol. - It can react with 2-pentanone to form a hemiketal. **Task:** - Draw the structure for the unknown compound and write equations for each reaction described above. Name all of the organic compounds. **Question 5:** The compound shown is a common moisturizing agent for foods. It is a diol that is oxidized by liver enzymes to form an intermediate in carbohydrate metabolism. **Task:** a) What is a diol? Illustrate the structure of the compound to show what it means to be a diol. b) Draw out the condensed structural formulas to show the complete oxidation of the compound. (Be sure to fully oxidize all of the functional groups that can be oxidized.) **Structure:** \[ \begin{array}{c} \text{H} \, \, \text{H} \, \, \text{H} \\ \text{H} - \text{C} - \text{C} - \text{C} - \text{H} \\ \text{H} \, \, \text{OH} \, \, \text{OH} \\ \end{array} \]
Expert Solution
Step 1

The molecular formula of the compound is C4H10O 

So the double bond equivalence(DBE) = (C+1)-H/2-X/2+N/2 

So DBE = (4+1)-10/2 = 0 

So the molecule does not contain any double bond 

As the molecule is oxidised to carboxylic acid thus the given compound is an primary alcohol 

As it undergo intramolecular dehydration thus it is an alcohol 

As it reacts with 2-pentanone to form hemiketal thus it is a primary alcohol Chemistry homework question answer, step 1, image 1

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