Interpretation:
The reason for a deuterium-labelled compound to produce only
Concept Introduction:
Electrophiles are electron deficient species which has positive or partially positive charge. Lewis acids are electrophiles which accept electron pair.
Nucleophiles are electron rich species which has negative or partially negative charge. Lewis bases are nucleophiles which donate electron pair.
Free radical is an atom, molecule or ion that has unpaired electrons which makes it highly chemically reactive.
Substitution reaction: A reaction in which one of the hydrogen atoms of a hydrocarbon or a functional group is substituted by any other functional group is called substitution reaction.
Elimination reaction: A reaction in which two substituent groups are detached and a double bond is formed is called elimination reaction.
Addition reaction: It is the reaction in which unsaturated bonds are converted to saturated molecules by the addition of molecules.
Elimination bimolecular mechanism
Want to see the full answer?
Check out a sample textbook solutionChapter 7 Solutions
ORGANIC CHEMISTRY-WILEYPLUS ACCESS PKG.
- Compounds X and Y are both C7H15Cl products formed in the radical chlorination of 2,4-dimethylpentane. Base-promoted E2 elimination of X and Y gives, in each case, a single C7H₁4 alkene. Both X and Y undergo an SN2 reaction with sodium iodide in acetone solution to give C7H15l products; in this reaction Y reacts faster than X. What is the structure of X? • Do not use stereobonds in your answer. • In cases where there is more than one possible structure for each molecule, just give one for each. . Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate structures with + signs from the drop-down menu. наarrow_forward1.Treatment of 3-methyl-2-butanol with hydrogen chloride yielded only a trace amount of 2-chloro-3-methylbutane. An isomeric chloride was isolated in 97% yield. Explain why an isomeric compound is formed instead, andsuggest a reasonable structure for this product. 2) Acid-catalyzed hydration of 2-Methyl-1-butene yields two alcohols. The major product does not undergo oxidation, while the minor product will undergo oxidation. Explain why, by showing the structures of the products. 3) The Williamson ether synthesis cannot be used to prepare tert-butyl phenyl ether. Explain why this method cannot be used in this case. 4) Show the structure of the main product when 2,2-dimethyloxirane reacts in methanol. (a) in the presence of an acid, (b) with added sodium methoxide.arrow_forwardCompound A reacts with one equivalent of H₂ in the presence of a catalyst to give methylcyclohexane. Compound A can be formed upon treatment of 1-bromo-1-methylcyclohexane with sodium methoxide. What is the structure of compound A? [ Draw Your Solutionarrow_forward
- Two products are possible when pent-2-ene is treated with HBr. Write the structures of the possible products, and explain why they are made in about equal amounts.arrow_forwardIdentify two alkenes that react with HBr to form 1-bromo-1-methylcyclohexane without undergoing a carbocation rearrangement.arrow_forwardWhich alkene reacts with a red-brown solution of bromine to form 1,2-dibromo-1-ethylcyclohexane.arrow_forward
- Which of these alkyl chlorides undergoes dehydrohalogenation in the presence of a strong base to give pent-2-ene (shown below) as the only alkene product? O l-chloro-2-methylbutane O 2-chloropentane O 3-chloropentane O 1-chloropentane O l-chloro-3-methylbutanearrow_forwardWhen 2-iodo-1,4-dimethylcyclohexane is heated in acetic acid, CH3COOH, a mixture of substitution and elimination products is obtained. Provide structures for all possible products, writing [not drawing] the name of the mechanism by which each one is formed.arrow_forwardSelect the correct isomer of 2-bromo-4-isopropyl-1-methylcyclohexane that, when subjected to ethoxide followed by hydrogenation, would yield a single isomer of 4-isopropyl-1- methylcyclohexane.arrow_forward
- Account for the fact that the bicyclic ether (3) is formed from the trans isomer but not from the cis isomer.arrow_forwardThe reaction of 3,4-dimethyl-3-hexanol (3,4-dimethylhexan-3-ol) with HBr generates compound A as the major product. Treatment of compound A with a strong base gives two isomers of compound B as the major product, along with one isomer of compound C and one isomer of compound D as minor products, all of which have one double-bond equivalent. Identify compounds A, B, C, and D and give their names. By what mechanism does the reaction of 3,4-dimethyl-3-hexanol with HBr occur? By what mechanism does the reaction of A with strong base to form B occur? Propose reaction conditions for an alternative, one-step method for converting 3,4-dimethyl-3-hexanol directly to compound B.arrow_forward3-chloro-1-butene reacts with sodium ethoxide in ethanol to produce 3-ethyoxy-1-butene. In the absence of sodium ethoxide, 3-chloro-1-butene reacts with ethanol to produce both 3-ethoxy-1-butene and 1-ethoxy-2-butene. Explain these results. Be sure to include mechanisms and structures in your explanation.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning