ORGANIC CHEMISTRY W/CONNECT & ALEKS
6th Edition
ISBN: 9781264683888
Author: SMITH
Publisher: MCG
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Draw the corresponding structures in each of the boxes below:
Ester Name
Methyl butyrate
(Example)
Alcohol Structure
H3C-OH
Acid Structure
Ester Structure
Isoamyl acetate
Ethyl butyrate
Propyl acetate
Methyl salicylate
Octyl acetate
Isobutyl
propionate
Benzyl butyrate
Benzyl acetate
Ethyl acetate
H₂C
OH
HC
2) For each of the following reactions:
(i)
(ii)
Fill in the missing reactant, reagent, or product (s), indicating stereochemistry where
appropriate using dashed and wedged bonds.
If the reaction forms a racemic mixture, draw both structures in the box and write the
word "racemic".
(a)
(b)
1) R₂BH
2) H₂O2,
NaOH (aq)
HBr
Br
racemic
Br
+
Br Br
racemic
For each of the following reactions: Fill in the missing reactant, reagent, or product (s), indicating stereochemistry where appropriate using dashed and wedged bonds. If the reaction forms a racemic mixture, draw both structures in the box and write the word “racemic”.
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- R₂ R₁ R₁ a R Rg Nu R₂ Rg R₁ R R₁₂ R3 R R Nu enolate forming R₁ R B-Alkylated carbonyl species or amines Cyclic B-Ketoester R₁₁ HOB R R₁B R R₁₂ B-Hydroxy carbonyl R diester R2 R3 R₁ RB OR R₂ 0 aB-Unsaturated carbonyl NaOR Aldol HOR reaction 1) LDA 2) R-X 3) H₂O/H₂O ketone, aldehyde 1) 2°-amine 2) acid chloride 3) H₂O'/H₂O 0 O R₁ R₁ R R₁ R₁₂ Alkylated a-carbon R₁ H.C R₁ H.C Alkylated methyl ketone acetoacetic ester B-Ketoester ester R₁ HO R₂ R B-Dicarbonyl HO Alkylated carboxylic acid malonic ester Write the reagents required to bring about each reaction next to the arrows shown. Next, record any regiochemistry or stereochemistry considerations relevant to the reaction. You should also record any key aspects of the mechanism, such as forma- tion of an important intermediate, as a helpful reminder. You may want to keep track of all reactions that make carbon-carbon bonds, because these help you build large molecules from smaller fragments. This especially applies to the reactions in…arrow_forwardProvide the reasonable steps to achieve the following synthesis.arrow_forwardIdentify which compound is more acidic. Justify your choice.arrow_forward
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