H,C- K For the compound K above, describe what one might observe and draw the structure of the compounds formed when: (i) I2 (aq)/ NaOH, A (ii) Benedict's solution, A (iii) Brady's reagent (iv) hot, concentrated K:CrOr, H' (v) Br2 (1)/ H;0
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- Provide the approximate pK, of the following and indicate the most acidic hydroge (a) CH3-NH-CH3 (b) CH3-C=CH (c) CH3-COOH (d) CH3-CH2-OHDetermine product (A) of the reaction (1) NK + DMF CH2 – Br (A) (81%) (2) HO¯/H2O (Benzyl bromide) (a) Ph – NH2 (c) Ph – CH2 – NH – CO,H (b) Ph – CH2 – NH2 (d) Ph – CH, - NH – CHOHeating compound X with aqueous formaldehyde forms Y (C17H23NO), which has been converted to a mixture of lupinine and epilupinine, alkaloids isolated from lupin, a perennial ornamental plant commonly seen on the roadside in parts of Alaska. Identify Y and explain how it is formed. HO но CH=0 one step NH2 C,,H23NO lupinine epilupinine Ph
- Thioglycolic acid, HSCH2CO2H, a substance used in depilatory agents (hair removers) has pKa = 3.42. What is the percent dissociation of thioglycolic acid in a buffer solution at pH = 3.0?PQ-17. What is the major product of this reaction? (A) H3CO њсоян (B) OH OH (C) OH O H OH OH 1) CH,MgBr (1 eq.) 2) NHÀ -OH (D) онян51. Which is NOT a valid resonance structure for the conjugate base of this molecule? (A) (C) S (A) OEt O :O: : OEt HBr ROOR OCH 3 (B) 52. What is the major product of this reaction sequence? O PPh3 (D) 11 Mg ether (B) de OEt :0 aom Сосно LOCH 3 53. Which reagent is necessary for this transformation? (D) H OEt H OEt CH31 PPh3 ACS 56.
- Which compounds will give positive iodoform tests?(a) 1-phenylethanol (b) pentan-2-one (c) pentan-2-ol(d) pentan-3-one (e) acetone (f) isopropyl alcoholPredict the principal organic product of each of the following reactions: (a) (b) (c) 8 Br + NaC CH + CH3CH₂Li 1. Mg, THF | 2. HCH 3. H30+ 1. liquid ammonia 2. H3O+ 1. diethyl ether 2. H3O+PQ-23. What are the major products of this reaction? (A) i 18ОН ОН > (B) (D) 180 i Å CH 3 + NaOH (aq) 18ОН OH
- Write the structures of A, B and C in each step MgBr 1) 2) H3O+ A PCC 2CH3OH, H+(11) A OB C D A solution of which of the following alkyl halides in methanol will be optically active to begin but slowly lose most or all of its optical activity when heated? H H Br H3CBr Br (B) (A) T Br (C) (D)[2] which compound can undergo following sequence c NaOEt CH,CH,Br heat (a) Ethyl-4-oxo-pentanoate (b) Ethyl-3-oxo-butanoate (c) Ethyl butanoate (d) hexanoic acid (e) butanoic acid [3] which compound can undergo following sequence NaOH heat Cl (a) 4-chloro-5-oxo-2-heptanone (b) 3-chloro-6-oxo-2-heptanone (c) 4-chloro-6-oxo-2-heptanone (p) 4-chloro-6-oxo-1-heptanone (e) 5-chloro-6-oxo-2-heptanone