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- 2. For each reaction, give the expected substitution product and predict whether the mechanism will be first order (Sw1) or second order (Sw2): a) 2-chloro-2-methylbutane + CH;COOH b) isobutyl bromide + NƏQME, c) 1-iodo-1-methylcyclohexane + CH;CH;OHQ1. For each reaction, give the expected substitution product and predict whether the mechanism will be first order (SNl) or second order (Sy2): a) 2-chloro-2-methylbutane + CH3COOH b) isobutyl bromide + NaOMe c) l-iodo-l-methylcyclohexane + CH3;CH;OHQ2. What are the products of the following reactions? CH3 (a) CH3CH2-C–CI + OCH,- CH3 ÇH3 (b) CH-C-O + CH-X CH3
- Q1. For each reaction, give the expected substitution product and predict whether the mechanism will be first order (Syl) or second order (SN2): a) 2-chloro-2-methylbutane + CH3COOH b) isobutyl bromide + NaOMe c)l-iodo-l-methylcyclohexane + CH3CH,OHQ1. For each reaction, give the expected substitution product and predict whether the mechanism will be first order (SN1) or second order (SN2): a) 2-chloro-2-methylbutane + CH3COOH b) isobutyl bromide + NaOMe c) 1-iodo-1-methylcyclohexane + CH3CH2OHConsider the following mechanism of reaction: CH3 CH, CH3 CH;C CH, + H-CI CH;CCH, + C: → CH;CCH, tert-butyl cation CI tert-butyl chloride In this reaction: The alkene and the carbocation intermediate are both nucleophilic HCl and CI" are both nucleophilic The alkene and HCI are both electrophilic The carbocation and CI" are both electrophilic The alkene and CI" are both nucleophilic AMeving to another question will save this response
- A mechanism for the reaction of bromine with 4,4-dimethylcyclopentene in water is shown below. Which of the following statements about this mechanism is correct? Step 1 Br Br Br + Br Br Step 2 Br ;OH OH2 Br Br XX .. Step 3 + Hо HO:) H. O In Step 1, bromine could add to the other face of the alkene, giving a bromonium ion that is the enantiomer of the one shown. O In Step 2, water could attack the other carbon atom of the bromonium ion, leading to the enantiomer of the product shown. O This mechanism is complete and correct. O In Step 2, water could attack the bromonium ion from the other side, leading to the cis product.3. Show the mechanism for the acid catalyzed addition of H2O to the following ketone. OH H20 CH3 H* 4. The scheme below shows the reaction of a ketone, 2-propanone with methanol. OH :0 : || CH,-C-CH3 : ОН + H CH, c-CH3 CH;-C-CH3 N step 1 step 2 step 3 P CH,OH CH3 CH,OH step 4 + H OCH3 CH,-C-CH3 H - H,0 C-CH3 ÓCH, S CH; step 7 step 6 step 5 OCH3 i) Write the missing structures (N, O, Q and R) in the above reaction scheme. ii) Name the class of compounds P and S belong to? iii) This is an acid catalyzed reaction. What does this statement mean? iv) Draw the arrow diagram in step 6 to show how intermediate R is formed? Write the equation for this step ONLY. v) Steps 3 and 7 involve loss of a proton from the intermediate ions. Why is this step necessary?In light of the fact that tertiary alkyl halides undergo spontaneous dissociation to yield a carbocation plus halide ion (see Problem 10-45), propose a mechanism for the following reaction.
- 8. Propose a mechanism for the light-initlated free-radical monofluorination of ethane: CH;CH, + F2 → CH;CH,F + HF (a) Show both initiation and propagation steps. (b) Calculate AH° for each step in the reaction and characterize each as exothermic or endothermic. (c) Calculate the overall value of AH° for this reaction (omit the initiation step).The reaction below is the addition of HCl to 3-methylenecyclohex-1-ene. CH2 + HCI (i) Draw and name the kinetic and thermodynamic products structures of this reaction. (ii) Show the mechanism of reaction, while explaining the kinetic and thermodynamic preference of the reaction.13.a. Give the mechanism(s) and product(s) for the reaction below. Show stereochemistry. CH3 H3C CH3 ||||C KOtBu tBuOH