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An unknown alkene on reductive ozonolysi...

An unknown alkene on reductive ozonolysis gives two isomeric carbonyl compounds of molecular formula, `C_3H_6O`. Write the structures of the alkene and the two isomeric carbonyl compounds.

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To solve the problem of finding the unknown alkene that gives two isomeric carbonyl compounds (C3H6O) upon reductive ozonolysis, we can follow these steps: ### Step 1: Understand the Reaction Reductive ozonolysis of alkenes involves the cleavage of the double bond by ozone (O3), followed by reduction (usually with zinc and acetic acid) to form carbonyl compounds (aldehydes or ketones). ### Step 2: Determine the Degree of Unsaturation The molecular formula of the carbonyl compounds is C3H6O. To find the degree of unsaturation, we can use the formula: \[ \text{Degree of Unsaturation} = C + 1 - \frac{H}{2} - \frac{X}{2} + \frac{N}{2} \] Where: - C = number of carbons - H = number of hydrogens - X = number of halogens - N = number of nitrogens For C3H6O: - C = 3 - H = 6 - O = 1 (does not affect the calculation) Plugging in the values: \[ \text{Degree of Unsaturation} = 3 + 1 - \frac{6}{2} = 3 + 1 - 3 = 1 \] This indicates that there is one degree of unsaturation, which suggests the presence of a double bond. ### Step 3: Identify Possible Alkenes Since we need an alkene with one degree of unsaturation, we can consider simple alkenes. The simplest structure that can lead to two isomeric carbonyl compounds is propene (C3H6), which has the structure: \[ \text{CH}_2=CH-CH_3 \] ### Step 4: Perform Reductive Ozonolysis When propene undergoes reductive ozonolysis, the double bond is cleaved to form two carbonyl compounds. The possible products are: 1. Acetaldehyde (CH3CHO) 2. Acetone (CH3COCH3) ### Step 5: Write the Structures - **Alkene**: Propene (CH2=CH-CH3) - **Isomeric Carbonyl Compounds**: 1. Acetaldehyde (CH3CHO) 2. Acetone (CH3COCH3) ### Final Structures 1. **Alkene**: \[ \text{CH}_2=CH-CH_3 \] 2. **Isomeric Carbonyl Compounds**: - Acetaldehyde: \[ \text{CH}_3CHO \] - Acetone: \[ \text{CH}_3COCH_3 \]
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