Interpretation: The decreasing order of the given compounds based on their reactivity toward the
Concept introduction: The replacement or substitution of one
The nucleophilic reaction contains a substrate as well as a nucleophile as the reactants which mean a bimolecular nucleophilic reaction is termed as
To determine: The decreasing order of the given compounds based on their reactivity toward the
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Chapter 6 Solutions
Organic Chemistry (9th Edition)
- Rank the following compounds in decreasing order of their reactivity toward the SN2 reaction with sodium ethoxide (Na+ -OCH2CH3) in ethanol.methyl chloride tert-butyl iodide neopentyl bromide isopropyl bromide methyl iodide ethyl chloridearrow_forwardDescribe the mechanism by which benzene is converted to bromobenzene (C6H5Br) on treatment with a mixture of bromine and iron (III) bromide (Br2/FeBr3). Your answer should illustrate how the electrophile (Br*) is formed from the Br₂/FeBr3 and how it is involved in the electrophilic substitution of the aromatic ring.arrow_forwardThe SN2 reaction of 1-chloropropane with which of the following nucleophiles is a carbon chain-lengthening reaction? Ammonia Potassium hydroxide Sodium cyanide Potassium iodide Sodium chloridearrow_forward
- The reaction of 1-bromobutane with which of the following nucleophiles is a carbon chain-lengthening reaction? sodium acetylide (NaC=CH) sodium hydroxide (NaOH) O ammonia (NH3) potassium iodide (KI)arrow_forwardIllustrate the resonance effect of the methoxy group -OCH3, on the structure of the benzene ring. Draw all the oissuvke resonance forms of methoxybenzene, including the hybrid Based on the structures, explain how the presence of the -OCH3 group affects: (i) the reactivity of the benzene ring towards electrophilic attack (ii) the orientation or point of attack of an incoming electrophilic reagent on the benzene ring.arrow_forwardGive the products when Ethyl Chloride reacts with Benzene in the presence of the catalyst Chlorobenzene + HCl + AlCl3 Ethylbenzene + HCl + AlCl3 Chlorobenzene + HCl+ FeCl3 Ethylbenzene + HCl + FeCl3arrow_forward
- 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_forwardIn an SN2 reaction between 2-chlorobutane and iodide ion, what happens to the rate of the reaction if: (a) the concentration of 2-chlorobutane is doubled? (b) the concentration of iodide is doubled?arrow_forwardPredict the product formed in the nucleophilic aromatic substitution reaction between 1-chloro-2,4-dinitrobenzene and sodium methoxide (NaOCH3). Draw the mechanism for the reaction, showing why the product you have selected is formed.arrow_forward
- The nitroso group, −N=O, is one of the few nonhalogens that is an ortho- and para-directing deactivator. Explain this behaviour by drawing resonance structures of the carbocation intermediates in ortho, meta, and para electrophilic reaction onnitrosobenzene, C6H5−N=O.arrow_forwardWrite a mechanism that accounts for the formation of ethyl isopropyl ether as one of the products in the following reaction. CI OEt HCI EtOH Write the mechanism for step one of this reaction. Show lone pairs and formal charges. Only the acidic hydrogen should be drawn out with a covalent bond. Write the mechanism for step two of this reaction (where the product of step one reacts with the solvent, ethanol). Show lone pairs and formal charges. Only the acidic hydrogen should be drawn out with a covalent bond. Write the mechanism for the last step of this reaction (formation of ethyl isopropyl ether). Show lone pairs and formal charges. Only the acidic hydrogen should be drawn out with a covalent bond. CI will act as the base in this reaction.arrow_forwardHelp ASAP Illustrate the resonance effect of the methoxy group -OCH3, on the structure of the benzene ring. Do this by writing all the possible resonance forms for methoxybenzene, including the hybrid. Based on your structures, explain how the presence of the -OCH3 group affects: (i) the reactivity of the benzene ring towards electrophilic attack; (ii) the orientation or point of attack of an incoming electrophilic reagent on the benzene ring.arrow_forward
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