Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter 9, Problem 3CTQ
Interpretation Introduction
Interpretation: The mechanism for the given reaction needs to be shown.
Concept Introduction: Halohydrin is formed when an
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The S 1 mechanism starts with the rate-determining step which is the dissociation of the alkyl halide into a carbocation and a halide ion. The next step is
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Chapter 9 Solutions
Organic Chemistry: A Guided Inquiry
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- The mechanism proceeds through a first cationic intermediate, intermediate 1. Nucleophilic attack leads to intermediate 2, which goes on to form the final product. In cases that involve negatively charged nucleophile, the attack of the nucleophile leads directly to the product. H. Br + CH3OH Br Intermediate 2 (product) Intermediate 1 In a similar fashion, draw intermediate 1 and intermediate 2 (final product) for the following reaction. OCH3 Cl2 MEOH ĆI racemic mixture Pay attention to the reactants, they may differ from the examples. In some reactions, one part of the molecule acts as the nucleophile. • You do not have to consider stereochemistry. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate intermediate 1 and intermediate 2 using the the dropdown menu. → symbol fromarrow_forwardConsider the following reaction: КОН + KBr Br OH a) Does the reaction proceed via an SN1 or Sw2 mechanism? b) Write out the mechanism for the reaction using curly arrows to show the formation of the product from the starting material. c) What general solvent type is best to use for this reaction? d) Give a real example of such a solvent. e) What would happen to the rate of the reaction if you doubled the concentration of KOH?arrow_forwardProvide the whole reaction mechanism (generation of electrophile, nucleophile, bond formation, bond breaking and movement of arrows) and the final product of the following reactions:arrow_forward
- Give a complete mechanism for the intramolecular reaction below. You can leave the reaction protonated or add water at the last step to obtain the deprotonated product. OH Brarrow_forwardWhich of the following reactions take place more rapidly when the concentration of the nucleophile is increasedarrow_forwardOH OH ∞∞ BF3 Et₂O This reaction takes place via a pinacol rerrangement. Please, draw curved arrows to show the movement of electrons in this SPECIFIC step of the reaction mechanism. +BF3 HO: :OH OH (BF3OH)arrow_forward
- Tutorial 4 - Elimination (E1 and E2) Reaction Worksheet 1. For each of the following E2 reactions, draw a mechanism and show the major product. a. b. C. d. Br Ph Br OTS CI - 07/2}{ NaH NaOMe KOt-Bu Br KOH 2. Show all the steps in the mechanism for this reaction, including the formation of each product. EtOH heat + OEt O Etarrow_forward1arrow_forwardMECHANISM ACTIVITY Base-Induced Ester Hydrolysis (Saponification) NOC XT Step 1: Nucleophilic addition of hydroxide ion to the ester carbonyl group Ahrs MPR R16 H3C. R Part A (1 of 2) Draw the curved arrows for Step 1 of this mechanism. Arrow-pushing Instructions CH3 H-O: ÖH OR' :Ö H-O: O: H H H H 1x xxx CH3 CH3 Step 1 H3C. CH3 заarrow_forward
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