\why does the hycride preferentially add to the carbonyl carbon of the ketone and not to the ester portion of ethyl acetoacetate? Select one @ Theketone carbonyl carbon has lower electron density than that ofthe ester, © Thereduction of the ester carbonyl will not yield a chiral compound, ©The hydride fon reacts slowly with an ester but reacts rapldly witha ketone. © Theester carbony! carbon is too sterically hindered. In the biological reduction of ethyl acetoacetate, which ofthe following statements) describe(s) the purpose of NADH? |. It promotes stereoselective reduction. I-Ie the hydride source inthe reaction. Il I'seqves as the nucleophile inthe reaction, Iv. Itprevents the reduction ofthe ester group. Select one @ hand tana i © mandw © tandw Which ofthe following conditions is needed Inthe biological reduction of ethyl acetoacetate? Seleet one (Othree-hour perio allotted fr fermentation reaction temperature close to the boling point of water to hasten the reaction O° presence of oxygen to promote anaerabic fermentation presence of phosphates to drive the reaction forward \Wihich ofthe following is true Tor a sample mixture of enantiomers with a speci rotation of +2° the specific ‘tation of pure (enantiomer reference is +80°? Select one (The mixture contains 1008 enantiomeric excess of (9) (The sample contains significant more ef the (R) enantiomer than the 5} enantiomer. (The sample contains significantly more of the () enantiomer than the (a) enantiomer, © The mixture ie almost racemic. \Wihich ofthe following is true for a sample mixture of enantiomers that has 84% enantiomeric excess of (RP? Select one © - Iecontains 92% (R) enantiomer and 8% (5) enantiomer. (© tecontains 92% (5) enantiomer and 89% (R) enantiomer. tecontains 84% (5) enantiomer and 16% (R) enantiomerWhich of the following is an enolizable compound? oO AN ° gdh Which of the following chemical tests can be used to diferentiate trans-benzalacetophenone and benzaldehyde? |. lodoform test 1, Tolle’s Test 1, Warm, dilute, neutral KMnOs selectone: Henly land i ® only Wand What Is the driving force ofthe dehydration ofthe ldo! to enone? Select one: ‘ormation of the mas stable carbocation Intermediate ) formation ofa resonance-stablzed carbanion Intermediate ) formation of an omer that isnot sterically hindered J® formation ofa conjugated pisytern\Which ofthe following steps in the synthesis of trans-benzalacetophencne wil east likely produce a high yield of the sires product? Select one: adging Na0H dropwise Using freshly cistiled benzaldehyce @ mixing acetophenone and benzaldehyde first then adding concentrated NaOH ‘washing with ice-cold ethanol in the recrystalization process \ihich of the following does nat promote the conversion of an unsymmetrical ketone to a thermodynamic enalate in aldol condensation? Select one: o applying high temperature Using ethanol as solvent @ using LDA as base employing long reaction times 1, Draw the structure of the product(s) of the reaction of methyl 2-oxocyclohexane-1- carboxylate with: (1) NADH (Re face Reduction}; (2) NaBH; and (3) Lidl . QO Qo ‘OMe2. Penicillamine has two enantiomers. (5)-penicillamine is used as an antiarthritic drug, (R)- penicillamine, on the other hand, js a known toxicant due to its mutagenicity. Pure (S)- penicillamine has the specific rotation [ap = -63* HS HN OH (S)-penicillamine racemic mixture of the compound (25.00 g) was treated with a chiral reagent to separate the & enantiomer. 1. (a) What is the specific rotation of the mixture? {b) Assuming 100% separation of the R and 5 enantiomers, how much of each enantiomer was obtained (in gy? 2. The obtained (R)-penicillamine (answer from no. 1) was converted to (S)-penicillamine. It was then observed that the resulting mixture had a specific rotation of 61°. (a) What is the enantiomeric excess of the mixture? (0) What is the mass of remaining R, and 5 enantiomer in the resulting mixture?[MODULE 7: MIED-ALDOL CONDENSATION Synthesis of tans-benzalacetophenane) ‘Compound SEIVA can be synthesized from the appropriate aldehyde and ketone starting materials via a base ppromated condensation reaction. 42 —. Ho oct, Compound ARIA. Compound RISTA ‘SEIVA Predict the structures of the starting material given the following information: Test reagent ‘Compounds al Tollens Reagent —_IyKIthen Nal RISTA o 0 ARIA, 0 0 SEA 0 0 1. Draw the structures af compouinds RISTA and ARIA, 2.Imtwo sentences, describe the proper manner af addition of reagents to increase the formation of the compound SEWA. 3, Draw the structure of ane possible side product ifthe manner of addition of the reagents is nat done correctly 4. What would happen if concentrated NaOH was used instead af 10% NaOH? Show the reaction mechanism Involved and the products) that wil form,