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- Compound A has the molecular formula C14H25Br and was obtained by thereaction of sodium acetylide with 1,12-dibromododecane. On treatment ofcompound A with sodium amide, compound B (C14H24) was obtained. Ozonolysisof compound B gave the diacid HO2C(CH2)12CO2H. Catalytic hydrogenation ofcompound B over Lindlar palladium gave compound C (C14H26), andhydrogenation over platinum gave compound D (C14H28). Further, C yieldedO=CH(CH2)12CH=O on ozonolysis. Assign structures to compounds A through Dso as to be consistent with the observed transformations.Using palmitoleic acid and neglecting stereochemistry,illustrate the reaction of palmitoletic acid with theaddition of bromineSuggest a b-aminoalcohol that would give cyclohexanecarbaldehyde as a product.
- consider the route to the Tafenoquine with respect to green chemistry priniciples what are the two instances of reaction conditions which are potentially unsuitable for further process development?When pyrrole is added to a dilute solution of D2SO4 in D2O, 2-deuteriopyrrole is formed. Propose a mecha-nism to account for the formation of this compound.Briefly outline how the enantiomers of phenylsuccinic acid will be separated from each other, starting from racemic phenylsuccinic acid to isolating (+)-phenylsuccinic acid. Explain the purpose of each step.
- Hypoglycin A, an amino acid derivative found in unripened lychee, is anacutely toxic compound that produces seizures, coma, and sometimesdeath in undernourished children when ingested on an empty stomach. (a) Draw the neutral, positively charged, and negatively charged forms of hypoglycin A. (b) Which form predominates at pH = 1, 6, and 11? (c) What is the structure of hypoclycin A at its isoelectric point?Protein: SHAYNERSE Predict the products of the following reactions with the protein given, if there is none, write NO RXN. - Biuret reagent - KOH/Pb(CH2COO)2 - Glyoxilic Acid/Conc. H2SO - Hg/HNO3 - HNO3Why is retrosynthesis seen as a very important approach in the synthesis of organic compounds, explain the steps in retrosynthesis and apply them in the synthesis of p-amino benzoate analgesics. Why is a protective group needed in the synthesis stage ?
- Account for the rapid rate of methanolysis of ClCH2OCH2CH3 even though the substrate is a primary halide. Hint: The reaction of the substrate with ethanol proceeds by SN1 mechanism. Draw the Lewisstructures.Many studies have shown that one specific enantiomer of citalopram (“S”) is the one capable of inhibition of serotonin reuptake. Lexapro is the brand name for the purified form of the S- enantiomer of citalopram. Explain briefly why Lexapro would be more expensive than Celexa.Sucrose, a non-reducing sugar, would not be expected to produce an osazone when treated with phenylhydrazine. Table I shows that an osazone does indeed form (in 30 minutes) and that the osazone derived from sucrose has a Melting Point identical to that of glucosazone and fructosazone. Why?