In the mechanism for the nitration of benzene, what step follows the formation of the nitronium ion (NO2)? O benzene attacks the nitronium ion to give a sigma complex O benzene is protonated by nitric acid to give a sigrma complex O the sigma complex is deprotonated, thereby restoring aromaticity O a leaving group is ejected, thereby restoring aromaticity

In the mechanism for the nitration of benzene, what step follows the formation of the nitronium ion (NO2)? O benzene attacks the nitronium ion to give a sigma complex O benzene is protonated by nitric acid to give a sigrma complex O the sigma complex is deprotonated, thereby restoring aromaticity O a leaving group is ejected, thereby restoring aromaticity

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter21: Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions

Section21.2: Nucleophilic Acyl Substitution Reactions

Problem 6P

See similar textbooks

Similar questions

Provide the mechanism for the following reaction (1) PhMgBr (2 equiv) (2) H3O+ workup OH
Br Brz CH3 CH3 H3C CH2CI2 H3C Br Electrophilic addition of bromine, Br2; to alkenes yields a 1,2-dibromoalkane. The reaction proceeds through a cyclic intermediate known as a bromonium ion. The reaction occurs in an anhydrous solvent such as CH,Cl). In the second step of the reaction, bromide is the nucleophile and attacks at one of the carbons of the bromonium ion to yield the product. Due to steric clashes, the bromide ion always attacks the carbon from the opposite face of the bromonium ion so that a product with anti stereochemistry is formed. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions Br: :Br: .CH3 H3C H3C CH3 Br:
Two mechanisms are among those that have been postulated for decomposition of aryl diazonium salts in aqueous solution containing nucleophilic anions, A—:
Describe the mechanism of the following reaction. 1) H2N NH2 (excess) SH SH `CO2H AcO 2) КОН 3) H +
CH3 CH3 Br- Br2 CH2CI2 CH3 CH3 H3C H3C Br Electrophilic addition of bromine, Br2, to alkenes yields a 1,2-dibromoalkane. The reaction proceeds through a cyclic intermediate known as a bromonium ion. The reaction occurs in an anhydrous solvent such as CH2C12. In the second step of the reaction, bromide is the nucleophile and attacks at one of the carbons of the bromonium ion to yield the product. Due to steric clashes, the bromide ion always attacks the carbon from the opposite face of the bromonium ion so that a product with anti stereochemistry is formed. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions CH3 CH3 Br- .CH3 .CH3 H3C H3C :Br :Br:
When cis-2-decalone is dissolved in ether containing a trace of HCl, an equilibrium is established with trans-2-decalone. The latter ketone predominates in the equilibrium mixture. Propose a mechanism for this isomerization and account for the fact that the trans isomer predominates at equilibrium.
It is not uncommon for organic chemists to prepare acetals by an exchange-type process known as transacetalization. Predict the product(s) and show the mechanism for the transacetalization reactions below.
A problem often encountered in the oxidation of primary alcohols to acids is that esters are sometimes produced as by-products. For example, oxidation of ethanol yields acetic acid and ethyl acetate: Propose a mechanism to account for the formation of ethyl acetate. Take into account the reversible reaction between aldehydes and alcohols:
All 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.
Luminol, which is used by forensic scientists to find blood, fluoresces as a result of Dielsâ€“Alder-like process. The dianion of luminol reacts with O2 to form an unstable peroxide intermediate that then loses nitrogen to form a dicarboxylate and emit light. The process is similar to that in 14-21 and 14-22. Propose a mechanism for this process.
Choose all of the following reaction mechanisms that are possible from the reaction between ethyl bromine and the cyanide ion. O The lone pair on the carbon atom in the cyanide ion attacks the carbon adjacent to bromine and the bromine acts as the leaving group. The electrons of the triple bond in the cyanide ion attack the carbon adjacent to bromine and a methyl group acts as the leaving group. V The lone pair on the nitrogen atom in the cyanide ion attacks the carbon adjacent to bromine and the bromine acts as the leaving group. The electrons of the double bond in the cyanide ion attack the carbon adjacent to bromine and a methyl group acts as the leaving group. The electrons of the double bond in the cyanide ion attack the carbon adjacent to bromine and the bromine acts as the leaving group. The lone pair on the nitrogen atom in the cyanide ion attacks the carbon not adjacent to bromine and the bromine acts as the leaving group. The lone pair on the carbon atom in the cyanide ion…
Sketch the reaction mechanism (including the final product) corresponding to the following description. Be prepared to explain the mechanism to your partner. 2-bromo-4-methylpentane is being reacted with sodium cyanide in diethyl ether (set up the reaction – next you will get a description of the mechanism to draw). A lone pair of electrons from the cyanide attacks the carbon bonded to bromine, forming a new carbon-carbon bond. At the same time, the carbon-bromine bond breaks with the electron pair from the carbon-bromine bond moving toward the bromine to form a bromide ion. This will form the product 2,4-dimethylpentanenitrile and sodium bromide. is this reaction following an SN1 or SN2 mechanism? Write out the rate law for this reaction.Draw a reaction coordinate diagram for this reaction.