10. (13 pts.) Synthesize the following ether from propane, cyclohexane, methyl iodide, and any oxidants, inorganic reagents and bases. Do not draw mechanism. + CH3I OCH3
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- (14) Mechanism :0 Ö NaOH 1 -0²³What reagent(s) are suitable to carry out the conversion shown? OH an OA. 1.03; 2.1 equivalent of NaBH4/CH3OH OB.1. 03. 2. (CH3)2S: 3. H3O* OC.1.03; 2. (CH3)2S; 3. excess NaBH4/CH3OH A and B OB and C OH8. (20 pt) Draw a mechanism for step 1 and a product & mech with a 2nd equiv. of MeMgBr. Me-MgBr MeMgBr ? MeO H Me HCI workup
- 4. (3 pts.) What is(are) the predicted product(s) of the reaction shown? CH₂OCCH2CH2CH3 CHOCCH2CH2CH2CH2CH3 CH₂OCCH2CH2CH3 5. (1 pt.) Identify the main product. Draw a clear structure. 1) xs LiAlH4 2) H3O+7.Which reagent(s) best complete the following reaction? 1. NaBH4 2. NaOH Cu(CH,CH,CH,CH;), (2 eq) 3. BrCH,CH,C,CH; (2 cq) II 1. Li CH,CH,CH,CH; (2 eq) 2. 1;0* 1. BrMg CH;CH,CH,CH; (2 eq) 2. 1;0" III IV a. d. IV Both II and IV will complete the reaction. e. с. II REF: 20.8Q10
- 5 Ethanal, CH₂CHO, can be converted by a two-step synthesis into 2-hydroxypropanoic acid. OH O H₂C- H O-H 2-hydroxypropanoic acid (1) The reagents and conditions are 1st step 2nd step NaOH(aq), heat under reflux A Na₂Cr₂O, and dilute H₂SO4 heat under reflux B Cl₂, UV light NaOH(aq), heat und reflux CLIAIH in dry ether CO₂, room temperature D HCN, in presence of KCN(aq) dilute HCl(aq), heat under refluxFrom first picture what will the product be with an interaction with H2CrO46, Which one of the following alcohols can not be made by unimolecular nucleophilic substitution (SN,) of an alkyl halide with H2O? benzyl alcohol Ph:COH cydohexanol (CH32CHOH 1-propanol A В C E
- Which of the following is the most correct name for this compound? a. (1R,3S)-4-ethylcyclopentanecarbaldehyde b. (15,35)-3-ethylcyclopentanecarbaldehyde c. (1S,35)-1-aldoethylcyclopentane d. (1R,3R)-3-ethylcyclopentanecarbaldehyde(19, 10) Identify the mechanism by which each of the reactions above proceeds from among the mechanisms listed. Use the letters a - i for your answers. a = Electrophilic addition d = SN2 Nucleophilic subst f = Nucleophilic subs at carbonyl(acyl Xfer) b = E2 Elimination e = Carbonyl nucleophilic addn g = Conjugate (nucleophilic) addn c = SN1 Nucleophilic substEalkenes1 What organic product is produced in the following reaction? CH2-CH2 H, H20 A) HOCH2CH(OH2 B) CH3CH2OH C) CH3OH D) HOCH2CH20Н E) CH3CH(OH)2 Select an angwerand subrt For keyboard navgation, usetherp/down arrow keys to.select.an answer. Option A Option B Option C Option D OptionE