(a)
Interpretation:
Major product formed when given
Concept Introduction:
An E2 reaction is a concerted, one-step reaction in which the proton and the halide ion are removed in the same step.
(b)
Interpretation:
Major product formed when given alkyl halides undergoes E2 reaction has to be identified.
Concept Introduction:
An E2 reaction is a concerted, one-step reaction in which the proton and the halide ion are removed in the same step. A strong base favours an E2 reaction. A high concentration of a base favours an E2 reaction. If one of the reactants is charged, an E2 reaction will be favoured by the least polar solvent that will dissolve the reactant. If neither of the reactant is charged an E2 reaction is favoured by the protic polar solvent.
The major product is a stable
(c)
Interpretation:
Major product formed when given alkyl halides undergoes E2 reaction is to be identified.
Concept Introduction:
An E2 reaction is a concerted, one-step reaction in which the proton and the halide ion are removed in the same step. A strong base favours an E2 reaction. A high concentration of a base favours an E2 reaction. If one of the reactants is charged, an E2 reaction will be favoured by the least polar solvent that will dissolve the reactant. If neither of the reactant is charged an E2 reaction is favoured by the protic polar solvent.
The major product is a stable alkene, unless the reactants are sterically hindered.
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Essential Organic Chemistry, Global Edition
- Draw the structure of an alkene with one double bond that would give the following compound as the only product after ozonolysis followed by H2O2.arrow_forwardOH oth -H H H3C- NX XT OAc ACO -OAc & O Dess-Martin periodinane provides a means to oxidize a primary alcohol to an aldehyde, while avoiding the use of toxic Cr(VI) compounds. The mechanism involves a reaction similar to the E2 elimination, whereby a C=O double bond is formed with a reduced iodine compound as the leaving group. The reaction occurs in a nonaqueous solvent, CH₂Cl₂, so that the aldehyde product can be recovered. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions H3C CH3 H ACO $$ H H3C H3C H :0: H H3C OH OAC чьarrow_forwardShow how the following compound can be synthesized from benzene:arrow_forward
- The reaction of 1-chloropropane with which of the following nucleophiles is a carbon chain-lengthening reaction? ammonia sodium hydroxide potassium acetylide sodium iodide tert-butoxidearrow_forwardHow many distinct alkene products are possible when the alkyl iodide below undergoes E2 elimination?arrow_forwardWhich of the following undergoes the most rapid reaction with HBr to give the corresponding alkyl bromide? Methanol Ethanol Isopropanol tert - Butyl alcoholarrow_forward
- Rank the following carbonyl compounds in order of increasing reactivity towards nucleophiles: NH2 I Br II III IVarrow_forwardAll rearrangements we have discussed so far have involved generation of an electron-deficient carbon followed by a 1,2-shift of an atom or a group of atoms from an adjacent atom to the electron-deficient carbon. Rearrangements by a 1,2-shift can also occur following the generation of an electron-deficient oxygen. Propose a mechanism for the acid-catalyzed rearrangement of cumene hydroperoxide to phenol and acetone.arrow_forwardAcid-catalyzed hydrolysis of the following epoxide gives a trans diol. Of the two possible trans diols, only one is formed. How do you account for this stereoselectivity?arrow_forward
- Determining the Regioselectivity of Opening an Epoxide Ring What product is formed when 2,2-dimethyloxirane is treated with each set of reagents: −OCH3 followed by H2O, or CH3OH and H2SO4?arrow_forwardOH of H H H3C- Dess-Martin periodinane provides a means to oxidize a primary alcohol to an aldehyde, while avoiding the use of toxic Cr(VI) compounds. The mechanism involves a reaction similar to the E2 elimination, whereby a C=O double bond is formed with a reduced iodine compound as the leaving group. The reaction occurs in a nonaqueous solvent, CH₂Cl₂, so that the aldehyde product can be recovered. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions AOC XT OAc AcO -OAc & A H3C H H AcO CH3 H -OACH OAC ACO CH3 -OAc H Асӧн етаarrow_forwardGive two sets of reactants (each set including an alkyl halide and a nucleophile) that could be used to synthesize the following ether:arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning