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- 19.54 Predict the major product(s) from the treatment of acetone with the following: (d) [H], (CH3)2NH, (-H2O) (e) [H], NH2NH2, (-H2O) (f) [H], NH2OH, (-H2O) (g) NaBH4, MeOH (h) RCO3H (i) HCN, KCN (j) EtMgBr followed by H₂O (k) (C6H5)3P=CHCH2CH3 (1) LIAIH, followed by H2OIdentify the reagent e, f, g and hTreatment of W with CH3Li, followed by CH3I, affords compound Y (C7H14O) as the major product. Y shows a strong absorption in its IR spectrum at 1713 cm−1, and its 1H NMR spectrum is given below, (a) Propose a structure for Y. (b) Draw a stepwise mechanism for the conversion of W to Y.
- What product is formed when 2,2-dimethyloxirane is treated with each set ofreagents: −OCH3 followed by H2O, or CH3OH and H2SO4?Select the necessary reagent(s) for the following transformation. a. K2Cr2O7 b. NaOH c. I2 d. Cu^2+ e. H+/H2O f. H2/PtCapsaicin, the spicy component of hot peppers, can be prepared from amine X and acid chloride Y. Devise a synthesis of Y from (E)-6-methylhept-4-en-1-ol [(CH3)2CHCH=CH(CH2)3OH], CH2(CO2Et)2, and any required inorganic reagents.
- Devise a synthesis of (E)-tetradec-11-enal, a sex pheromone of the spruce budworm, a pest that destroys r and spruce forests, from acetylene, Br(CH2)10OH, and any needed organic compounds or inorganic reagents.Treatment of W with CH3Li, followed by CH3I, affords compound Y(C7H14O) as the major product. Y shows a strong absorption in its IRspectrum at 1713 cm−1, and its 1H NMR spectrum is given below. (a)Propose a structure for Y. (b) Draw a stepwise mechanism for theconversion of W to Y.Devise a synthesis of (E)-tetradec-11-enal, a sex pheromone of the spruce budworm, a pest that destroys fir and spruce forests, from acetylene, Br(CH2)10OH, and any needed organic compounds or inorganic reagents.
