
(a)
Interpretation: The predominant elimination mechanism when concentration of NaOCH2CH3is 0.01 M needs to be determined.
Concept Introduction: The elimination reaction of an
The rate of E1 mechanism depends only on the concentration of haloalkane and it is represented as follows:
Similarly, rate of E2 mechanism depends on both concentration of haloalkane and base thus,
(b)
Interpretation: The predominant elimination mechanism when concentration of NaOCH2CH3is 1.0 M needs to be determined.
Concept Introduction: The elimination reaction of an alkyl halide with nucleophile results in the formation of corresponding alkenes. There are two mechanisms that is E1 and E2. The E1 reaction is 2-step reaction and results in the formation of a carbocation first. The step 2 involves the formation of alkene after removal of the alpha hydrogen present in the carbocation. In the E2 mechanism, direct attack of the nucleophile and removal of leaving group takes place on the hydrogen atom which is at alpha position to the leaving group.
The rate of E1 mechanism depends only on the concentration of haloalkane and it is represented as follows:
Similarly, rate of E2 mechanism depends on both concentration of haloalkane and base thus,
(c)
Interpretation: The concentration of base at which 50% of the starting material reacts following E1 mechanism and 50% by E2 mechanism needs to be determined.
Concept Introduction: The elimination reaction of an alkyl halide with nucleophile results in the formation of corresponding alkenes. There are two mechanisms that is E1 and E2. The E1 reaction is 2-step reaction and results in the formation of a carbocation first. The step 2 involves the formation of alkene after removal of the alpha hydrogen present in the carbocation. In the E2 mechanism, direct attack of the nucleophile and removal of leaving group takes place on the hydrogen atom which is at alpha position to the leaving group.
The rate of E1 mechanism depends only on the concentration of haloalkane and it is represented as follows:
Similarly, rate of E2 mechanism depends on both concentration of haloalkane and base thus,

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Chapter 7 Solutions
ORGANIC CHEMISTRY (LL)-PACKAGE
- Assign R or S to all the chiral centers in each compound drawn below porat bg 9 Br Brarrow_forwarddescrive the energy levels of an atom and howan electron moces between themarrow_forwardRank each set of substituents using the Cahn-Ingold-Perlog sequence rules (priority) by numbering the highest priority substituent 1.arrow_forward
- Predict the major organic product(s) of the following reactions. Indicate which of the following mechanisms is in operation: SN1, SN2, E1, or E2.arrow_forward(c) (4pts) Mechanism: heat (E1) CH3OH + 1.5pts each _E1 _ (1pt) Br CH3OH (d) (4pts) Mechanism: SN1 (1pt) (e) (3pts) 1111 I H 10 Ill!! H LDA THF (solvent) Mechanism: E2 (1pt) NC (f) Bri!!!!! CH3 NaCN (3pts) acetone Mechanism: SN2 (1pt) (SN1) -OCH3 OCH3 1.5pts each 2pts for either product 1pt if incorrect stereochemistry H Br (g) “,、 (3pts) H CH3OH +21 Mechanism: SN2 (1pt) H CH3 2pts 1pt if incorrect stereochemistry H 2pts 1pt if incorrect stereochemistryarrow_forwardA mixture of butyl acrylate and 4'-chloropropiophenone has been taken for proton NMR analysis. Based on this proton NMR, determine the relative percentage of each compound in the mixturearrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
