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- [ 16 ] which of following compound(s) is/are neither acetal nor hemiacetal ? он Но Он осH-CHз CHз ОН OCH3 (1) ( II ) ( III ) (IV ) (V) (a ) compounds III and V (b) compounds Il and II (c) compounds I and V (d ) compounds IV and V (e) compounds I and IVA key step in the synthesis of the narcotic analgesic meperidine (tradename Demerol) is the conversion of phenylacetonitrile to X. (a) What isthe structure of X? (b) What reactions convert X to meperidine ?A key step in the hydrolysis of acetamide in aqueous acid proceeds by nucleophilic addition of * OH (a) H3O* to CH3Ĉ NH2 (b) H2O to CH3ČNH2 + OH +OH (c) H3O* to CH,ČNH2 (d) HO¯ to CH3CNH2
- (c) 1 Unambiguously identify the structures of the following major organic product(s), starting materials (reactants), or reagents for the following reactions Draw all possible stereoisomers (") where necessary; double-dagger (1) must show two products: (b)* d)* (a) OH o. I (excess) R I. HO & OH OH H НО OH H₂O (excess) [H"] [H')/-(H₂O) [H1/H₂01 Br₂/H₂O* pH =6A key step in the synthesis of the narcotic analgesic meperidine (trade name Demerol) is the conversion of phenylacetonitrile to X. (a) What is the structure of X? (b) What reactions convert X to meperidine?Identify C, the product of an SN2 reaction in the synthesis of raloxifene, adrug used to reduce the risk of invasive breast cancer in postmenopausalwomen.
- Select the correct product for the following reaction. H,O/H,SO4 HgSO4 OH HO. OH (а) (b) (c) (d) Which is the missing structure in the following keto/enol tautomer equilibrium? :- ood OH OH OH OH (a) (b) (c) (d)(11) A OB C D A solution of which of the following alkyl halides in methanol will be optically active to begin but slowly lose most or all of its optical activity when heated? H H Br H3CBr Br (B) (A) T Br (C) (D)(a) Explain how NaBH4 in CH3OH can reduce hemiacetal A to butane-1,4-diol (HOCH2CH2CH2CH2OH). (b) What product is formed when A is treated with Ph3P = CHCH2CH(CH3)2? (c) The drug isotretinoin is formed by reaction of X and Y. What is the structure of isotretinoin? Although isotretinoin (trade name Accutane or Roaccutane) is used for the treatment of severe acne, it is dispensed under strict controls because it also causes birth defects.
- 2) Complete the following: Stereochemistry and regiochemistry may be important. (10 pts) a) MeO₂C b) c) d) e) type type type type type NH, a) b) CO₂Et a) b) MeO₂C a) b) c) Acetoacetic ester synthesis a) NaH, THF b) BnBr, THF c) aq, NaOH; aq. HCI; D Aldol Condensation IZ CO₂Et CO₂Et O CO₂H CHO f) g) h) i) j) type type type O type H type a) CO,Et b) c) tor Br CO₂H Selective Catalytic Hydrogenation -Não ol EtOH OEt O a) SOCI2, D b) p-MeC6H4OH AICI3, C6H5NO2₂ OH HO HEleostearic acid is an unsaturated fatty acid obtained from the seeds of the tung oii tree (Aleurites fordii), a deciduous tree native to China. (a) Draw the structure of a stereoisomer that has a higher melting point than eleostearic acid. (b) Draw the structure of a stereoisomer that has a lower melting point. CO,H eleostearic acidQuinapril (trade name Accupril) is used to treat high blood pressure and congestive heart failure. One step in the synthesis of quinapril involves reaction of the racemic alkyl bromide A with a single enantiomer of the amino ester B. (a) What two products are formed in this reaction? (b) Given the structure of quinapril, which one of these two products is needed tosynthesize the drug?