Propose a synthesis of the anti-inflammatory drug Ibuprofen from benzene. Show all reagents and all intermediate structures. Assume that ortho and para isomers can be separated. (CH3)2CHCH2 CH3 CHCOOH 1buprofen be required
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- 1. At what position and on what ring would you expect the following substances to undergo electrophilic substitution? (b) CH3 Br lel CH3 2. Rank the compounds in each group according to their reactivity toward electrophilic substitution. (a) Chlorobenzene, o-dichlorobenzene, benzene (b) p-Bromonitrobenzene, nitrobenzene, phenol (c) Fluorobenzene, benzaldehyde, 0-xylene (d) Benzonitrile, p-methylbenzonitrile, p-methoxybenzonitrileAlloocimene is a hydrocarbon found in turpentine. It has the molecular formula C₁0H16 and a UV absorption maximum at 290 nm. On hydrogenation with a palladium catalyst, 2,6-dimethyloctane is obtained. Ozonolysis of alloocimene, followed by treatment with zinc and acetic acid, produces the following four fragments: || CH3C-CH i O || || CH3CCH3 HC-CH Propose a structure for alloocimene. O || CH3CH2-bromo-2-methylbutane undergoes hydrolysis reaction with water, H2O toform compound W. Compound X and compound Y are produced when 2-bromo-2-methylbutane undergoes elimination reaction with alcoholic ofsodium hydroxide, NaOH. (i) Draw the structural formula of compounds W, X and Y
- Give reasons for the following: (i) p-nitrophenol is more acidic than p-methylphenol. (ii) Bond length of C—O bond in phenol is shorter than that in methanol. (iii) (CH3)3C—Br on reaction with sodium methoxide (Na+ _OCH3) gives alkene as the main product and not an ether.Predicts the major products for the following reaction.2b)Synthesize the following from benzene or toluene, and/or small alcohols, using formaldehyde or ethylene oxide if needed:
- Please don't provide handwritten solution ....2-bromo-2-methylbutane undergoes hydrolysis reaction with water, H2O toform compound W. Compound X and compound Y are produced when 2-bromo-2-methylbutane undergoes elimination reaction with alcoholic ofsodium hydroxide, NaOH. (ii) What is the type of reaction involved in the formation of compound W? (iii) Identify the major product of the elimination reaction between compound Xand compound Y based on Zaitsev’s rule.6) Which is the organic product for the following reaction? (a) (b) (c) (d) LOH OH COOH OH OH COOH COOH KMnO4 H₂O (e) None of the above products will be formed

