CHEM1031 Lecture Notes - Lecture 4: W19 (Nuclear Artillery Shell)

PerkinElmer Spectrum Version 10.03.05 Wednesday, February 21, 2018 2:06 PM Analyst Date CUW Chemistry Wednesday, February 21, 2018 2:06 PM 10 830.99cm-1 100 95 90 85 80 1412,74cm-1 1084.80cm- 3424.52m-1 2937·80cm-1 1718.64cm-1 606.23cm-1 1463.9 2880.30cm-1 1376.74cm- 886.02cm-1 2967.40cm-1 65 60 1006.12cm-1 1151.75cm-t06.84cm-1 50 45 940.29cm-1 40 39 4000 3500 3000 2500 2000 1500 1000 450 cm-1 Administrator 13 Sample 013 By Administrator Date Wednesday February 21 2018 Page 1

Name Preblem of the Weck #8 (for week 8-March 1, 3018 (Thusdayl Ochem2 (Section 4, CHE 3643.004 Chapter 22-Carbasylic Adids and Derivatives (Ne Acyl Subortibutien) (Could be callected on March 6, 2018 -Tuesday Identily compounda A-M in the following reacion sequence. 121 HO 11) LIAIH4CHOH, H 2) H2O (NI DIBAL-HCHL 21 H2O 21 H2O TsCl, pyridine 2. Synthesize the following molecule from the given starting materials

Updated Substitutions and Eliminations 2 Pool Points-35 Points Due Wednesday November 1, before class. Please only hand in this sheet, printed double sided. (22 points) In the followin indicate the predominant mechanism (SN1, SN2, E1 or E2) of each reaction. 1) e table, draw the major and any minor products of the reactions shown and Product Reaction Type Starting Material Conditions KOtBu a) (CHICOH, 82℃ b) CH3OH, 0℃ NaSCH(CH3)2 DMF, O'C CH OH o C DBU,DMF NaCl CI c) d) e) H20 22℃ NaNg g) h) NH2Me 22℃ NaOCH3 CH3OH, 40 C NaOCHs k) ochち CHOH, 40 Page 1 of 2