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- predict the products from reaction of 2 heptyne with following reagents 2 equiv br2 H20,H2so4,Hgso4Reaction of 2-methyl-2-pentene with reagent is regioselective. Draw a structural formula for the product of reaction and account for the observed regioselectivity. Q.) H2O in the presence of H2SO4β-ocimene is a pleasant smelling hydrocarbon found in the leaves of a certain herbs. It has a molecular formula C10H16 and a UV absorption λmax 232nm. On hydrogenation with a palladium catalyst, 2,6-dimethyloctane is obtained. Ozonolysis β-ocimene followed by the treatment with zinc and acetic acid produces the following fragments:
- Draw a resonance structure of the acetonitrile anion, -: CH2CN, and account for the acidity of nitriles.Dihydropyran is synthesized by treating tetrahydrofurfuryl alcohol with an arenesulfonic acid, ArSO3H. Propose a mechanism for this conversion.Amines are converted into alkenes by a two-step process called Hofmann elimination. SN2 reaction of the amine with an excess of CH3I in the first step yields an intermediate that undergoes E2 reaction when treated with silver oxide as base. Pentylamine, for example, yields 1-pentene. Propose a structure for the intermediate, and explain why it readily undergoes elimination.
- Treatment of 1-aminoadamantane, C10H17N, with methyl 2,4-dibromobutanoate in the presence of a nonnucleophilic base, R3N, involves two successive SN2 reactions and gives compound A. Propose a structural formula for compound A.Tranexamic acid, a drug useful against blood clotting, is prepared commercially from p-methylbenzonitrile. Formulate the steps likely to be used in the synthesis. (Don’t worry about cis-trans isomers; heating to 300 C interconverts the isomers.)Treatment of an aldehyde or ketone with cyanide ion (-:C=N), followed by protonation of the tetrahedral alkoxide ion intermediate, gives a cyanohydrin. Show the structure of the cyanohydrin obtained from cyclohexanone.
- Show how the synthetic scheme developed in Problem 23.67 can be modified to synthesize this triiodobenzoic acid X-ray contrast agent.One step in the urea cycle for ridding the body of ammonia is the conversion of argininosuccinate to the amino acid arginine plus fumarate. Propose a mechanism for the reaction, and show the structure of arginine.