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Example Question: Question: Trans-cinnamaldehyde undergoes a reaction with methylmagnesium bromide to yield compound 1. Compound 1 is then oxidized using pyridinium chlorochromate to form compound 2. Subsequently, compound 2 reacts with (dimethyl(oxo)-λ6-sulfaneylidene)methane in DMSO at high temperature to produce compound 3. How many carbon atoms are present in compound 3? Candidates: 1. 12 2. 10 3. 9 4. 11 Answer: 11

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Now try a similar question: Question: trans-cinnamaldehyde was treated with methylmagnesium bromide, forming product 1. 1 was treated with pyridinium chlorochromate, forming product 2. 3 was treated with (dimethyl(oxo)-l6-sulfaneylidene)methane in DMSO at elevated temperature, forming product 3. how many carbon atoms are there in product 3? Candidates: 1. 14 2. 12 3. 10 4. 11

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{"reasoning":"Trans-cinnamaldehyde has 9 carbon atoms. When it reacts with methylmagnesium bromide, it adds a methyl group (1 carbon), bringing the total to 10 carbon atoms in product 1. After oxidation with pyridinium chlorochromate, the carbon count remains 10 in product 2. The reaction with (dimethyl(oxo)-λ6-sulfaneylidene)methane likely adds 2 more carbon atoms, resulting in a total of 12 carbon atoms in product 3.","final_answer":"12"}

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