1. In following pairs of nucleophilic substitution reaction, which one have higher reaction rate? Explain why. (а) HBr H20 + Br SN1 HO OH Br + HBr H20 + SN1 (b) CI CH3NH2 SN2 CI CH3NH2 SN2 (c) H2O Br NaSH SH NaBr SN2 H20 Br NaOH + NaBr SN2
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- b) Identify A and B and provide mechanism of the reaction. NH2 HONO heat A `CO2H H;CO,CO In this step alkyne anion is alting and it is attacking cecting acting as 4 electrophile a Pla وعك Ho as a nucleophile on the genen molecule, which is Br pom 산 2-Bromo propane (26105 576 honros он 2Which nucleophilic substitution reaction (s) should occur readily? A) B) C) D) E) I only Il only III only Both II and III I, II, & III I II III 0 NH₂ i + CH3OH + CH3OH i G + CH3OH OCH 3 OCH 3 OCH 3 + NH3 + HCI + HOẠc 16
- Item 6: Question yb yb yb F CI CI F Arrange the following from least reactive to the most reactive toward nucleophilic acyl substitution reaction. O None of the choices. OIV < II < III! ( plz give reaction and its mechanism)attack under the given reaction conditions? carbon is most likely to undergo a nucleophilic (A) II is more likely to be attacked because it has a larger partial positive charge. (B) I is more likely to be attacked because it has a larger partial positive charge. ***** (C) II is more likely to be attacked because it has less steric hindrance. (A) (D) I is more likely to be attacked because it has less steric hindrance. 47. Which alkene will generate the product of this reaction sequence? (C) ? 1. 1) CH₂CH₂MgBr 2) H O R O H 2.00 CN OH (B) (D) K 48. Which are possible enol tautomers of 7-methyl-3-pentanone? HO Et 겨 Et racemic OH H CN OHArrange the following compounds from least reactive to most reactive toward nucleophilic addition. 1 AI > III III >> A > | > Ilo II III H IVDetermine the mechanism of nucleophilic substitution of each reaction and draw the products, including stereochemistr CH₂CH3 CI Br + CN d. + CH3COOH a. acetone + -OCH3 e. DMF f. b. C. ||||| a ||||| Br H Br CH2CH2CH3 + CH3OH DMSO H CH3 CI Br + OCH₂CH3 + CH3CH₂OHQ3. For the substitution reactions below, draw out the reactions as shown and answer the following questions for each example: (i) Draw the structure of the unknown product(s) of the reaction. (ii) Identify the nucleophile, electrophile and the leaving group for each step. (iii) Identify each mechanism as Sn1 or SN2. (iv) Insert curly arrows to represent the reaction mechanism. с. Na Product E1 Point Question 45 Identify the sequence of curved arrows (electron movementinthe steps of the following reaction. HS OgH lass of leaving group, carbocation rearrangement, nucleophilicattack oss of leaving group, nucleophilic attack, nucleophilic attack (C) loss of leaving group, proton transfer, nucleophilic attack D lossiof leaving group, loss of leaving group, nucleophilic attackOrganic Chemistry - nucleophilic substitution and elimination rxns chapterMechanism. Provide the complete mechanism for the reaction below. You must include appropriate arrows, intermediates, and formal charges. OH HO, H2SO4 (cat.) refluxSEE MORE QUESTIONS