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What starting material is expected to undergo the following transformation?©GMU 2020 1. O3, CH2Cl2, -78 °C H. Me 2. МеzS O The following compound: Me O The following compound: Me НО OH O The following compound: HO Me O The following compound: Me The following compound:

What starting material is expected to undergo the following transformation?©GMU 2020 1. O3, CH2Cl2, -78 °C H. Me 2. МеzS O The following compound: Me O The following compound: Me НО OH O The following compound: HO Me O The following compound: Me The following compound:

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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**Transformation Reaction:** The text above the reaction asks: "What starting material is expected to undergo the following transformation?" **Reaction Conditions:** 1. Ozone (O₃), dichloromethane (CH₂Cl₂), -78 °C 2. Dimethyl sulfide (Me₂S) **Product Structure:** The product of this reaction is a cyclic compound with two ketone groups. The structure is a six-membered ring with the following features: - Two carbonyl groups (C=O) at the 1 and 5 positions. - A methyl group (Me) attached to the 6-position. - An aldehyde hydrogen (H) at the 1-position. **Multiple-Choice Options:** 1. **Option A:** - A bicyclic compound with a methyl group (Me) attached to it. 2. **Option B:** - A cyclohexene with two hydroxyl groups (OH) on adjacent carbon atoms, and a methyl group (Me) attached adjacent to the hydroxyl groups. 3. **Option C:** - A cyclohexene with one hydroxyl group (OH), a methyl group (Me) attached adjacent to the hydroxyl group, and a carbonyl group (C=O) present. 4. **Option D:** - Another bicyclic compound similar to Option A, but with a different orientation. 5. **Option E:** - A cyclohexene with a single methyl group (Me) attached to it. This reaction is a classic example of ozonolysis, which cleaves double bonds in alkenes to form carbonyl compounds. In this case, the product indicates the formation of a diketone with terminal functional groups.
Transcribed Image Text:**Transformation Reaction:** The text above the reaction asks: "What starting material is expected to undergo the following transformation?" **Reaction Conditions:** 1. Ozone (O₃), dichloromethane (CH₂Cl₂), -78 °C 2. Dimethyl sulfide (Me₂S) **Product Structure:** The product of this reaction is a cyclic compound with two ketone groups. The structure is a six-membered ring with the following features: - Two carbonyl groups (C=O) at the 1 and 5 positions. - A methyl group (Me) attached to the 6-position. - An aldehyde hydrogen (H) at the 1-position. **Multiple-Choice Options:** 1. **Option A:** - A bicyclic compound with a methyl group (Me) attached to it. 2. **Option B:** - A cyclohexene with two hydroxyl groups (OH) on adjacent carbon atoms, and a methyl group (Me) attached adjacent to the hydroxyl groups. 3. **Option C:** - A cyclohexene with one hydroxyl group (OH), a methyl group (Me) attached adjacent to the hydroxyl group, and a carbonyl group (C=O) present. 4. **Option D:** - Another bicyclic compound similar to Option A, but with a different orientation. 5. **Option E:** - A cyclohexene with a single methyl group (Me) attached to it. This reaction is a classic example of ozonolysis, which cleaves double bonds in alkenes to form carbonyl compounds. In this case, the product indicates the formation of a diketone with terminal functional groups.
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