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Organic Chemistry Test 3

I’m working on a chemistry test / quiz prep and need guidance to help me understand better.

I have an organic chemistry on Saturday 17th from 10:00am – 12:00pm (PST) on these topics

Chapter 17

35) Application of carbonyl reactivities and leaving group pKas to predict reaction outcomes of acyl substitutions

36) Application of standard methods (SOCl 2, DCC) to activate carboxylic acids towards Acyl substitution

37) Application of strong acids or bases to hydrolyze amides, esters, nitriles, etc… to carboxylic acids.

38) Identification of key step and factors that drive the equilibrium of hydrolyses.

39) Design syntheses where functional groups are converted to other functional groups.

40) Rationalize pKa trends among carboxylic acids and related derivatives.

Chapter 18

41) Recognize the factors that influence Keto-Enol tautomerization.

42) Identifying acidic protons adjacent to carbonyls and other electron withdrawing groups

43) Apply enolate reactivity towards alpha halogenation of carbonyls and the haloform reaction

44) Apply enolate reactivity towards alpha alkylation of carbonyl compounds

45) Identify the factors that influence the regioselectivity (kinetic vs. thermodynamic) of enolization, and how this effects the

reaction outcome of alpha-functionalization of carbonyls.

46) Recognizing the reactivity of enamines and application to catalytic carbonyl a-functionalization.

Chapter 19

47) Identifying the reactivity of enolates towards esters.

48) Recognizing the theromodynamic features that drive the Claissen condensation towards completion.

49) Identifying the reactivity of enols and enolates towards ketones and aldehydes

50) Recognizing the importance of the Aldol in synthesis and natural products

51) Identify the factors that can lead to Aldol condesation products

52) Identifying the reactivity of nucleophiles towards enones and related compounds

53) Recognize that many weaker nucleophiles can add reversibly, and that this correlates with pKa of conjugate acid of

nucleophile, and can lead to kinetic (1,2) or thermodynamic (1,4) addition scenarios.

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