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- Propose a synthesis of the following molecule, starting with cyclohexanone and using any other reagents necessary:When treated with an equivalent of methanol, compound A, with molecular formula C4H6Cl2O, forms the compound whose 1H NMR spectrum is shownhere. Identify compound A.Propose a synthesis pathway for the production of the following compounds a) to e) from the givenstarting materials plus necessary organic and inorganic reagents.
- Reaction of p-cresol with two equivalents of 2-methylprop-1-ene affordsBHT, a preservative with molecular formula C15H24O. BHT gives thefollowing 1H NMR spectral data: 1.4 (singlet, 18 H), 2.27 (singlet, 3 H), 5.0(singlet, 1 H), and 7.0 (singlet, 2 H) ppm. What is the structure of BHT?Draw a stepwise mechanism illustrating how it is formed.Ibufenac, a para-disubstituted arene with the structure HO2CCH2C6H4CH2CH(CH3)2, is a much more potent analgesic than aspirin, but it was never sold commercially because it caused liver toxicity in some clinical trials. Devise a synthesis of ibufenac from benzene and organic halides having fewer than five carbons.Provide all reagents to accomplish the following synthesis:
- What steps are needed to convert benzene into p-isobutylacetophenone, a synthetic intermediate used in the synthesis of the anti-inflammatory agent ibuprofen.When acetonitrile is treated with concentrated sulfuric acid and tert-butanol, followed by water, a product is formed whose 'H NMR spectrum exhibits the following three signals: singlet, 1.3 ppm, 9 H; singlet, 2.0 ppm, 3 H; and broad singlet, 8.2 ppm, 1 H. Its IR spectrum exhibits one broad absorption of medium intensity between 3300 and 3500 cm-1, and a narrow, intense absorption near 1650 cm¯1. A key intermediate is shown. Draw the structure of the product, and draw the complete, detailed mechanism for the reaction. CH3 CH3 H2SO4 (conc) H2O ? + H3C H3C H3C-C=Ñ-c `CH3 CH3 HOWhat steps are needed to convert benzene into p-isobutylacetophenone, a synthetic intermediate used in the synthesis of the anti-inammatory agent ibuprofen.
- Suggest the starting reagent in the following reaction:Identify products A and B from the given 1H NMR data. Treatment of CH2=CHCOCH3 with one equivalent of HCl forms compound A. A exhibits the following absorptions in its 1H NMR spectrum: 2.2 (singlet, 3H), 3.05 (triplet, 2 H), and 3.6 (triplet, 2 H) ppm. What is the structure of A?Compound X (molecular formula C10H12O) was treated with NH2NH2, -OH to yield compound Y (molecular formula C10H14). Based on the 1H NMR spectra of X and Y given below, what are the structures of X and Y?