The conversion of t r a n s -4-methylcyclohexanol into given compound. Interpretation: The conversion of t r a n s -4-methylcyclohexanol into given compound is to be stated. Concept introduction: The best reagent used for the conversion of secondary alcohol into alkyl chloride in trans to trans or cis to cis form is SOCl 2 , dioxane .

Question

Q1: Answer the questions for the reaction below: ..!! Br OH a) Predict the product(s) of the reaction. b) Is the substrate optically active? Are the product(s) optically active as a mix? c) Draw the curved arrow mechanism for the reaction. d) What happens to the SN1 reaction rate in each of these instances: 1. Change the substrate to Br "CI 2. Change the substrate to 3. Change the solvent from 100% CH3CH2OH to 10% CH3CH2OH + 90% DMF 4. Increase the substrate concentration by 3-fold.

Answer 1

Question

Chapter 11.9, Problem 11.19P

(a)

Interpretation Introduction

To determine: The conversion of trans-4-methylcyclohexanol into given compound.

Interpretation: The conversion of trans-4-methylcyclohexanol into given compound is to be stated.

Concept introduction: The best reagent used for the conversion of secondary alcohol into alkyl chloride in trans to trans or cis to cis form is SOCl2, dioxane.

(b)

Interpretation Introduction

To determine: The conversion of trans-4-methylcyclohexanol into given compound.

Interpretation: The conversion of trans-4-methylcyclohexanol into given compound is to be stated.

Concept introduction: The best reagent used for the conversion of secondary alcohol into alkyl chloride in trans to cis form is TsCl, pyridine.

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Q1: Answer the questions for the reaction below: ..!! Br OH a) Predict the product(s) of the reaction. b) Is the substrate optically active? Are the product(s) optically active as a mix? c) Draw the curved arrow mechanism for the reaction. d) What happens to the SN1 reaction rate in each of these instances: 1. Change the substrate to Br "CI 2. Change the substrate to 3. Change the solvent from 100% CH3CH2OH to 10% CH3CH2OH + 90% DMF 4. Increase the substrate concentration by 3-fold.

Experiment 27 hates & Mechanisms of Reations Method I visual Clock Reaction A. Concentration effects on reaction Rates Iodine Run [I] mol/L [S₂082] | Time mo/L (SCC) 0.04 54.7 Log 1/ Time Temp Log [ ] 13,20] (time) / [I] 199 20.06 23.0 30.04 0.04 0.04 80.0 22.8 45 40.02 0.04 79.0 21.6 50.08 0.03 51.0 22.4 60-080-02 95.0 23.4 7 0.08 0-01 1970 23.4 8 0.08 0.04 16.1 22.6

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