Provide a detailed arrow-pushing mechanism for the following transformation: Me PHOH PhO. Et Мe Me Et Me OTs Provide a detailed arrow-pushing mechanism for the following transformation:
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- A step in a synthesis of PGE1 (prostaglandin E1, alprostadil) is the reaction of a trisubstituted cyclohexene with bromine to form a bromolactone. Propose a mechanism for formation of this bromolactone and account for the observed stereochemistry of each substituent on the cyclohexane ring. Alprostadil is used as a temporary therapy for infants born with congenital heart defects that restrict pulmonary blood flow. It brings about dilation of the ductus arteriosus, which in turn increases blood flow in the lungs and blood oxygenation.Show how the p-bromoanisole can be synthesized from benzene:An unknown compound has a molecular formula of C4H6O2. Its IR spectrum shows absorptions at 3095, 1762, 1254, and 1118 cm -1. It exhibits the following signals in its 1H NMR spectrum (ppm): 2.12 (singlet,3H), 4.55 (doublets of doublets, 1H), 4.85 (doublet of doublets, 1H), 7.25 (doublets of doublets, 1H); and the following signals in its 13C NMR spectrum (ppm): 20.8, 100.4, 141.2, 168.0. Draw the structure of the unknown compound
- The compound that exhibits the following spectral data is IR: 1740 cm. 1H NMR: 6 0.9(t, 3H), 1.6(sext, 2H), 2.3(1,2H), 4.6(d, 2H), 5.2(d, 1H), 5.4(d, 1H), 5.9(m, 1H) ppm. El-MS(m/z): 71 (100%) O ОProvide the an efficient synthesis for the following transformation:HN 11) Propose an efficient synthesis for the following transformation:
- 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 HOTreatment 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.Propose an efficient synthesis to achieve the following transformation:
- Identify the structure of compound C (molecular formula C₁1 H14NO₂), which has an IR absorption at 1699 cm-¹ and the ¹H NMR spectrum shown below. ¹H NMR of C 9 2 H 2 H 11 8 7 6 5 2 H 4 6 H 3 3 H 2 1Propose a plausible synthesis for each of the following transformations:A C5H8 alkyne is reacted with Lindlar's catalyst and hydrogen gas to yield product with the following H NMR resonances. Provide the structure for Product A and the alkyne 0.78 ppm triplet 3H 1.60 ppm doublet 3H 2.05 ppm doublet of quartets 2H 5.40 ppm doublet of quartets 1H 5.34 ppm doublet of triplets 1H