Below is a roadmap question where you will need to match structures A-I with the compounds 1 & 2 and intermediate 3. Which structure corresponds to intermediate 3? $$Br_2$$ Compound 1 $$NaNH_2$$ (3 equiv); $$H_3O^+$$ Compound 2 Li [ intermediate 3 ] THF $$H_3O^+$$ A B C D E F G H I
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The starting material is an alkene. The reaction with $$Br_2$$ will result in the addition of two bromine atoms across the double bond. Therefore, Compound 1 is a dibromide. Show more…
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12) (marks = 8.5) Complete the following synthesis road map by (i) providing the structures of the major organic compounds in boxes (A), (B), (C), (D), and (E). (ii) Provide the reagents required to complete each transformation in boxes (a), (b), and (c). Start Here 1) NaNH2 2) EtI (A) (a) Et-CH=CH2 Br2, CH3SH (B) (b) TARGET 1 SMe + SMe OMe OMe Na+ -C≡CH (C) + enantiomer (c) TARGET 2 SMe O + enantiomer Draw 1 Isomer Here Draw 2 Stereoisomers Here 1) NaNH2 2) MeBr (D) + enantiomer Na (metal), NH3 (E) + enantiomer 1) O3, -78°C 2) DMS TARGET 3 SMe + H-C(=O)H O + enantiomer Hints for completing road maps: Follow each pathway closely (there are 3 different pathways in this question). When/if you get stuck on a transformation, look forward down a pathway for information about the next structure.
Sri K.
Identify B, X and R respectively in the following sequence of reactions $\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{MgBr} \stackrel{\mathrm{ClCN}}{\rightarrow} \mathrm{A} \stackrel{\mathrm{H}_{3} \mathrm{O}^{+}}{\longrightarrow} \mathrm{B}$, $\mathrm{CH}_{3} \mathrm{COCH}_{3} \frac{\mathrm{I}_{2}}{\mathrm{NaOH}} \stackrel{\mathrm{X}}{\mathrm{CO}} \longrightarrow \mathrm{Y}$ $\mathrm{C}_{6} \mathrm{H}_{5} \mathrm{NH}_{2} \underset{\mathrm{HCl}}{\mathrm{NaNO}_{2}}{\mathrm{HCl}} \stackrel{\mathrm{CuCN}}{\longrightarrow} \mathrm{Q} \stackrel{+4 \mathrm{H}}{\rightarrow} \mathrm{R}$ (a) $\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{COOH}, \mathrm{CHI}_{3}, \mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{NH}_{2}$ (b) $\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{COOH}, \mathrm{CH}_{3} \mathrm{I}, \mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COOH}$ (c) $\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{CH}_{2} \mathrm{NH}_{2^{\prime}} \mathrm{CH}_{3} \mathrm{I}, \mathrm{C}_{6} \mathrm{H}_{5} \mathrm{COOH}$ (d) $\mathrm{C}_{2} \mathrm{H}_{5} \mathrm{COOH}, \mathrm{C}_{2} \mathrm{H}_{5} \mathrm{I}, \mathrm{C}_{6} \mathrm{H}_{5} \mathrm{CONH}_{2}$
ESR Amines and Phenols
Level I
Alkendra S.
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