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1) Draw the mechanism for the formation of 2-bromopropane. Use the mechanism to explain why 1-bromopropane...
Page < 2 > of 8 ZOOM + 1) Draw the mechanism for the formation of 2-bromopropane. Use the mechanism to explain why 1-bromopropane is not formed in this reaction (10 points) Br HBr Not Br us JUL OL 31
Describe and draw the mechanism for the formation of the Grignard reagent with 2-bromopropane as the example alkyl halide. Make sure to specify solvent. Describe and draw the mechanism for the reaction of the above Grignard reagent with hexan-3-one as the example carbonyl source. Make sure to draw the oxy-anion intermediate. What is/are the name(s) of the product(s)?
4
4) Write the reaction product and use the curved arrow notation to draw a mechanism that accounts for the formation of product upon oxymercuration/ reduction of cis-4-hexenoic acid in aqueous THF. (8 points) a) Write the reaction. 1) Hg(OAC), aq, THE 2) NaBH, aq. THE HO cis-4-hextenoic acid b) Write a mechanism.
are these correct? if not, can
you explain? thanks!
9. a) Draw the mechanism for formation of the product shown. b) Draw the three resonance structures for the cation intermediate. (6 points total) HO-NO2 H2SO4 NO2 A mechanism: H-O-NO2 + H₂SO4 a H-O No2 t B) Resonance structures H NO2 H NO₂
5. (a) Propose a mechanism for the reaction of 2-bromopyridine with sodium amide to give 2- aminopyridine (b) When 3-bromopyridine is used in this reaction, stronger reaction conditions are required to give a mixture of 3-aminopyridine and 4-aminopyridine results. Propose a mechanism which explains this curious result 6. Show the formation of the following reduction products, if the reaction proceeds. If not, propose a different reagent to reduce the starting material! NaBH, (b) NaBH4 KOH OH 1.) LAIH 2.) H,00...
3 and 4
3) Draw the Frost circle for following structures and state whether or not it is aromatic. (5 points) 4) Write the reaction product and use the curved arrow notation to draw a mechanism that accounts for the formation of product upon oxymercuration/ reduction of cis-4-hexenoic acid in aqueous THF. (8 points) a) Write the reaction. rolled HO els-4-hextenoic acid 1) Hg(OC), aq. THE 2) NaBH, aq. THE b) Write a mechanism.
1. Determine the mechanism of each nucleophilic substitution reaction and explain why? Draw the products including the stereochemistry. (6 points) Br + CN acetone d. ~ + CH,CO2H - Y Y + POCHE UCH DMSO + TOCH.CH DMF b. + B + OCH + CH4OH DMSO – w ! ho + OCHCH , CH,CH,OH DM . Br + CH3OH + CH3CH,OH
Please provide a mechanism that includes
the formation of both products.
Why is isoborneol formed more in the reduction reaction? How
would product distribution change if methyl groups were missing
from camphor?
NaBH4 MeOH -OH OH Borneol Camphor Isoborneol
4. Propose a mechanism for the formation of the following products OH +OH Br 5. Draw the structure of product formed in the following reaction Cl C4HgS Na DMSO Cl Draw the mechanism leading to product formation.
Reduction of Camphor Lab 1) Provide a mechanism that accounts for the formation of both Borneol and Isoborneol. 2) In lecture we have consistently discussed the fact when we add to a sp^2 hybridized carbon we normally see no facial preference. Use your mechanism to explain why more isoborneol is formed from the reduction reaction. How would you expect the product distribution to change if methyl groups are missing from the camphor structure.