Part A: In the attached figure, rank the following compounds in order of their expected reactivity towards nucleophilic substitution. The leaving groups are in bold. Part B: Explain your ranking. Note: "Tos" is another short hand for "Ts" which stands for a tosyl group. Look up tosyl groups in your book, online, or at your local library! A. CH;OTOS B. CH;CH,Br C. (CH3),CHCH,NHCH3
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- e. a. b. d. но. Draw the major organic products for the following reactions, including any correct stereochem or regiochem. If no reaction occurs simply write no reaction in the box (2 NH OTS 1. NaBH4 2. H₂O* 3. CH₂CH₂Cl Br₂, hv OH 1. CH₂MgBr 2. H₂O* 1.KCN 2. LiAlH4 3. H₂O* H₂O+Write out the expected splitting pattern for hydrogens Ha, Hp and Hc 3Jab = 10 Hz На Hb 3Jpc = 7 Hz CI Hc Hc Ha:Hb:Hc: doublet, quartet, doublet Ha:Hb:Hc: quartet, quartet, triplet Ha:Hb:Hc: doublet, doublet of triplets, doublet Ha:Hb:Hc: doublet, triplet of doublets, doubletDraw the organic products formed in each reaction. H,N. a. CH;OH, H* OH (CH3),CO. е. H2 OCH,C3H5 Pd-C H CH(CH3)2 H CH(CHa)2 H2N b. CeHsCH,OH, H* HBr но. f. starting material in (e) CH,COOH H CH,CH(CH3)2 [(CH3),COCOLO (CH3CH2);N CF;COOH с. NH,CH2COOH g. product in (e) DCC OH NazCO3 d. product in (b) + product in (c) Fmoc-CI H,N H H20
- Complete the following reaction scheme. 1. DIBALH 2. H3O+ TMSCI Pyridine 1. LIAIH(t-BuO)3 SOCI2 2. H3O+ CrO3 H3O+What is the MAJOR product of the following reaction sequence? 1) NaOEt, ELOH, heat 2а) ВН,; THF 2b) H2O2, NaOH CI ... + en .... В ... + en SE ... en OHCh 6: Nucleophilic S X b My Questions | bartleby O Quiz: HW 5: Ch 7: Structure and A HW 4: Ch 6: Nucleophilic Substit X i online.butlercc.edu/courses/1479546/quizzes/2495660/take Question 3 What is the major product for the following reaction? 1. Nal, acetone 2. NaOH, ELOH, heat 3333 O O OO
- 6. Provide the structure for the major product in the following reactions. b. P f. OH g. Lia * Oia ملی CI 1. SOCI₂, pyr. 2. to Br 2 1. LIAIH4 (xs) 2. H₂O 1. LIAI(OR) 3H 2. H₂O 2. NH₂ Et₂CuLi 1. EtMgBr (xs) 2. H₂O 1. Mg 2. CO₂ 3. H* 4. SOCI₂, pyr 1. [H], NaBH3CN, EtNH₂ CI pyridine1. Rank the following from most reactive (number 1) to least reactive (number 4) toward nucleophilic acyl substitution. ob ob or ollo 2. Carboxylic Acids. Fill in the missing reagents or products. Indicate the section where each reaction can be found. (From Chapter 20 Reaction Wheel) NO₂ F руг. NH3 (xs) OH E OH B C 1. SOCI₂, pyr 2. (CH3)2CuLi D or10. What is the major organic product obtained from the following reaction? b. 1 b. 2 k. 13 -CEN 1. NaOH. H₂O 2 H₂O* 3 NOH "NH₂ OH NH₂ 11. Which of the following substituents is ortho/para directing and deactivating in electrophilic aromatic substitution reactions? COCH, |b.NH, c. Br d. CH₂CH
- QUESTION 2 The preparation of a Wittig salt from an alky halide and triphenylphosphine proceeds by a(n) O A. E2 O B. Sn2 OC. E1 O D. free radical O E. Sn1 mechanism. QUESTION 3 Which resonance structure is more reactive as a nucleophile? Ph Ph O A. 1 O B. 2 OC. both are equally reactive Click Save and Submit to save and submit. Click Save All Answers to save all answers. o search F10 F1 F2 F3 F4 F5 F6 23 2 3 4. 7 8 W Y UIRank the compounds in each group in order of increasing reactivity in nucleophilic acyl substitution. a. CsHsCOOCH3, C3H5COCI, CGH;CONH2 b. CH;CH;COOH, (CH;CH2CO)20, CH;CH¿CONHCH,Give IUPAC names to the following molecules. CI a. b. b. b. C. d. Br CI- Draw all the products (alkyl halides) of the following reactions and classify them as primary, secondary, or tertiary a. OH X . Br Br Complete the following reactions by filling in the missing reagents. a. OH NBS hv OH hv, CC14 Br NBS ť Licu C. -MgBr CI → CI Br Br