Problem: Grignard reagents undergo a general and very useful reaction with ketones. The product of the above reaction has the following spectroscopic properties: propose a structure. • MS: M+ = 114 • IR: 3450 cm-1 • 1H NNR: 0.90 δ (3H, triplet): 1.44 δ (2H, quartet): 1.56 δ (4H, triplet): 175 δ (4H, triplet): 3.65 δ (1H, singlet) • 13C NMR: 8.0, 24.2, 31.8, 40.1, 88.7 δ                               • You do not have to consider stereochemistry.                              • You do not have to explicitly draw H atoms.                              • In cases where there is more than one answer, just draw one.

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Grignard reagents undergo a general and very useful reaction with ketones. The product of the above reaction has the following spectroscopic properties: propose a structure. 

• MS: M+ = 114 

• IR: 3450 cm-1 

1H NNR: 0.90 δ (3H, triplet): 1.44 δ (2H, quartet): 1.56 δ (4H, triplet): 175 δ (4H, triplet): 3.65 δ (1H, singlet) 

13C NMR: 8.0, 24.2, 31.8, 40.1, 88.7 δ  

                             • You do not have to consider stereochemistry. 

                             • You do not have to explicitly draw H atoms. 

                             • In cases where there is more than one answer, just draw one.

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Based on our data, we think this problem is relevant for Professor Yuan's class at UCF.