Please write NEATLY and
CLEARLY. Make arrows very obvious.
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Please write NEATLY and CLEARLY. Make arrows very obvious. 2. [2.5 pts.) Shown below is the...
2. (2.5 pts.) Shown below is the general mechanism for the interconversion of the enantiomers of thalidomide. Draw the appropriate curved arrow pushing for each step of the mechanism. H H 0 + H-OH2 + ÖH2 O :O: H Do H IM + OH2 O + H-OH2 O :O H Do O:O: H H H O + H-OH2 N O:O: H
Please write NEATLY and
CLEARLY.
(7.4 pts.) In Figure 3 of Section 4 “Designing the Drug Thalidomide”, two possible hydrolysis products are shown. Provide the mechanism to generate compound 4. The first step of the mechanism with the curved arrow pushing is done for you. + H-OH2 -N: :O: H -NH2 OH 0 SA H OH 5 -NH2 Figure 3: Possible biological degradtion products of thalidomide
7. (4 pts.) In Figure 3 of Section 4 “Designing the Drug
Thalidomide”, two possible hydrolysis products are shown. Provide
the mechanism to generate compound 4. The first step of the
mechanism with the curved arrow pushing is done for you.
O + H-OH2 -N: Н. 0:0:- -NH2 N- 4 -ОН о о
C Write a mechanism for the step shown below, using curved arrows to show electron redistribution. Arrow-pushing Instructions nno XT H-OH CH30 Submit
Part B (2 of 2) Draw the curved arrows for Step 5 of this mechanism. Arrow-pushing Instructions no-xm НА Н 0: Step 5 CH3 CH3 نی IÓ I H3C CH3 H I- Η :0: Ι Η CH3 H3C Hgc H Η I- Part B (2 of 2) Draw the curved arrows for Step 5 of this mechanism. Arrow-pushing Instructions ООС Хm HzC CH3 Н- CH3 HẠC н—с CHỊ CH3 Step 5 НАС H3C :0 —н. :0-н
b Write a mechanism for the step shown below, using curved arrows to show electron redistribution. Arrow-pushing Instructions =XT ö: 0: C=N; CH3CH3 CH3 :OCH2CH3 HH
Draw curved arrows to show the movement of electrons in this
step of the mechanism.
Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions nga XT :00 Ph H3c-tö- PhẳNH H₃C N" H₃co CHỊ next Ph-NH2 H3Co PhNH - Ph—ŃHz CHỊ H3c-töl Ph–NH CH3 nggam '0 ' with the H₃C/ Ph Нsc H3COOH | Pháo: CH
2. (5 pts) Draw out the mechanism for the acid-catalyzed dehydration shown below. Include all steps, clearly show all charges, and all unshared electron pairs. Use curved arrows to show electron movement in all making and breaking of bonds. NOTE: To show the breaking of a bond you must draw the bond explicitly so that you can clearly draw an arrow from the electrons in the bond. : OH Q" - W H;0* -H;0
Part B (2 of 2) Draw the curved arrows for Step 2 of this mechanism. Arrow-pushing Instructions naux 0-H HE H-o: :: H3C 2 C C H3C1 Step 2 0-H CH3 Step 2 CH3 H-0: H3CC с H3C c H < Check (2 of 2)
Draw curved arrows to show electron reorganization for the reaction step below. Arrow-pushing Instructions nnox :0: H :o: H3C——ö-H + :N-H H3c——ö: NTH -I I Noting the curved arrows, draw all the product(s), organic and inorganic, of the following reaction. HA A-Br: :Br: - Noting the curved arrows, draw all the product(s), organic and inorganic, of the following reaction. Ö: H3C—¢: :6-H