Q4. Stabilized enolates and their surrogates. (a) Complete the following FOUR reaction schemes by drawing structures for the relevant stabilized enol, enolate or surrogate intermediates (A to D), and for the eventual organic products (E to H). (i) (ii) (iii) EtO Me SiCI, Et N NaOEt EtOH HCO₂Et, NaOEt EtOH A B C MeBr, TiCl 1. NaH 2. Mel 1. NaH 2. RBr E F

Q4. Stabilized enolates and their surrogates. (a) Complete the following FOUR reaction schemes by drawing structures for the relevant stabilized enol, enolate or surrogate intermediates (A to D), and for the eventual organic products (E to H). (i) (ii) (iii) EtO Me SiCI, Et N NaOEt EtOH HCO₂Et, NaOEt EtOH A B C MeBr, TiCl 1. NaH 2. Mel 1. NaH 2. RBr E F

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

See similar textbooks

Similar questions

Suggest an explanation for the fact that the order of reactivity of the halides toward n-butylbrosylate in acetone is Cl” > Br” > I~ when (C4H9)4N* is the cation of the halide salt butI” > Br” > Cl” when Li’ is the cation
(ii) Suggest a mechanism for the following transformation: OMe H3C. + .H CH3 CH3 NaOH; EtOH / H₂O OMe Kap CH3 CH3
(c) 1 Unambiguously identify the structures of the following major organic product(s), starting materials (reactants), or reagents for the following reactions Draw all possible stereoisomers (") where necessary; double-dagger (1) must show two products: (b)* d)* (a) OH o. I (excess) R I. HO & OH OH H НО OH H₂O (excess) [H"] [H')/-(H₂O) [H1/H₂01 Br₂/H₂O* pH =6
part (ii) im stuck on
Describe THREE (3) differences between SN1 and SN2 reactions.
For the following molecules, suggest two retrosynthesis pathways with their synthetic equivalents. (a) (b) Ph (c) (d) HO HO ОН HO 'NH2 OH
Give mechanisms to explain the outcome of the following sequence of reactions, remembering to account for the stereochemical outcome as well: 1. NaOMe (1 eq.). .cOMe MeOH Meo H 2. (i) LDA, PhSeBr; (ii) H2O2
Jasmone J EtO₂C CO₂Et I Br K F EtO₂C CO₂Et H (iii) During the conversion of G into F an undesired, isomeric, cyclopentenone also forms. Draw this compound and explain briefly how it arises. (iv) In a recent publication the conversion of diester H into diketone G was detailed. In this work H was prepared from diethyl malonate I, methyl vinyl ketone J and bromide K. Disconnect H, showing the relevant synthons in order to arrive at the synthetic equivalents (I to K) provided. (v) According to your answer to section (iv), and including curly arrow reaction mechanisms, show how H can be prepared from I, J and K.
43C\ ......cion 2 (a) What reaction will occur if a catalytic amount of the base sodium ethoxide is added to acetone? Propose a structure of the product from this reaction. HK CH₂ NaOEt (0.05 eq) (b) What product would be expected if acetone were added to an excess of a stronger base (e.g. LDA)?
(a) Give reasons :(i) CH3—CHO is more reactive than CH3COCH3 towards HCN.(ii) 4-nitrobenzoic acid is more acidic than benzoic acid.(b) Describe the following :(i) Acetylation (ii) Cannizzaro reaction (iii) Cross aldol condensation
Give the reagents and reaction conditions for the conversion of (i), (ii), (iii), (iv) and (v) CH3CH2Br ➡ A ➡ CH3COOH (i) (ii) A ➡ CH3CHO ➡ B ➡ CH3CH(OH)COOH (iii) (iv) (v) What type of reaction is step (i), (ii), (iii), & (iv).
Detailed mechanism of reaction of compound 5 with phosphorous tribromide to give compound 3