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An alkene on reductive ozonolysis gives ...

An alkene on reductive ozonolysis gives two products A and B . When these products are treated with conc. KOH one of these products gives an alcohol and an acid salt. Here the alkene can be

A

But -2- ene

B

Pent -2- ene

C

Isobutene

D

cyclo hexene

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The correct Answer is:
To solve the problem, we need to analyze the alkene that undergoes reductive ozonolysis and produces two products, A and B. One of these products, when treated with concentrated KOH, yields an alcohol and an acid salt. ### Step-by-Step Solution: 1. **Understanding Reductive Ozonolysis**: - Reductive ozonolysis involves the cleavage of the carbon-carbon double bond in alkenes to form carbonyl compounds (aldehydes or ketones) using ozone followed by a reducing agent like dimethyl sulfide (Me2S). - The general reaction can be represented as: \[ R_1CH=CHR_2 \xrightarrow{O_3} R_1C(=O)R_2C(=O)R_3 \] 2. **Identifying Products A and B**: - After ozonolysis, the products A and B will be carbonyl compounds. Depending on the structure of the alkene, these can be either aldehydes or ketones. - The key is to determine which of these products can undergo a Cannizzaro reaction when treated with concentrated KOH. 3. **Cannizzaro Reaction**: - The Cannizzaro reaction occurs with aldehydes that do not have alpha hydrogens. In this reaction, one molecule of the aldehyde is oxidized to a carboxylic acid while another is reduced to an alcohol. - Therefore, we need to identify which product (A or B) does not have alpha hydrogens. 4. **Analyzing the Given Options**: - **Option A: But-2-ene** - Ozonolysis gives two molecules of acetaldehyde (CH3CHO). Both products have alpha hydrogens. - **Option B: Pent-2-ene** - Ozonolysis gives two products: propanal (CH3CH2CHO) and acetaldehyde (CH3CHO). Both products have alpha hydrogens. - **Option C: Isobutene** - Ozonolysis gives acetone (CH3COCH3) and formaldehyde (HCHO). Formaldehyde has no alpha hydrogens, making it a candidate for the Cannizzaro reaction. - **Option D: Cyclohexene** - Ozonolysis gives two molecules of cyclohexanone (C6H10O), which have alpha hydrogens. 5. **Conclusion**: - The only option that fits the criteria of producing a product without alpha hydrogens is **Option C: Isobutene**. When treated with concentrated KOH, formaldehyde undergoes the Cannizzaro reaction to yield methanol and formic acid. ### Final Answer: The alkene can be **Isobutene**.
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