EXAM | Sp OF A. Nomenciature: {12 points, 4 points sach) Piease provide an acceptable name for each of the following compounds. Be sure to note stereachemisiry where appropriate, -CHCHOH:CH, mt OorCHy LEFacts: Total = 20 points 1. Circle the compounds that would be stable (i, ©., unreactive} in aqueous NaOH, (6 points) Note: Points OC. . wih whee Pep aech tneeprect cre’ co steht ty) 2, Place the following compounds in order of increasing reactivity in an Sy process. (1=least reactive 3=most reactiva) (6 points) = once oHe cro chscHos chuonecHoHier 2 Cs A 3 LE] Ske LA labeled boxes. a) How many distinct types of protons does the compound have? b) What are the theoretically predicted muitiolcties (apiting patterns) of the signals for the protons labaleda and b? ) What is the mukiplicity of the signal in the proton coupled "8S NMR spectrum for the carbon laboied ©? {8 points) a) number of proton types: | > b) Ha muttiplichty: a. PU CH CHC-OH, ¢ an UNS Hi Muhipiicity ©) Ce muttioiiityC. Reactions: Total = 25 points, 5 points each Please provide the starting material, reagents, or major product in the answer box. Be sure your drawing indicates stereochemistry if applicable, Partial cradit is awarded only when intermediate products are x» shown below the reaction balky Oty 4. (CHg}3CO“K 1 gate oH, 2. MCPBA 1. HgSO4/H2S0,H20 2. CHysO=C" Net ck 3, HgOt He, sys XN be ole 2 vam 1, PB & 5 (on — we 2,Nal facetone