Propose products (if any) and mechanisms for the following AICI,-catalyzed reactions: (a) chlorocyclohexane with benzene (b) methyl chloride with anisole (e) 3-chloro-2,2-dimethylbutane with isopropylbenzene For each reaction, show the generation of the electrophile and predict the products. (a) benzene + cyclohexene + HF (c) r-butylbenzene + 2-methylpropene + HF (b) 1-butyl alcohol + benzene + BF3 (d) 2-propanol + toluene + BF3

Propose products (if any) and mechanisms for the following AICI,-catalyzed reactions: (a) chlorocyclohexane with benzene (b) methyl chloride with anisole (e) 3-chloro-2,2-dimethylbutane with isopropylbenzene For each reaction, show the generation of the electrophile and predict the products. (a) benzene + cyclohexene + HF (c) r-butylbenzene + 2-methylpropene + HF (b) 1-butyl alcohol + benzene + BF3 (d) 2-propanol + toluene + BF3

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions

Section19.SE: Something Extra

Problem 36MP: It is not uncommon for organic chemists to prepare acetals by an exchange-type process known as...

See similar textbooks

Similar questions

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.
Acid-catalyzed dehydration of neopentyl alcohol, (CH3)3CCH2OH, yields 2-methyl-2- butene as the major product. Outline a mechanism showing all steps in its formation.
Identify the pericyclic reaction benzocyclobutane E undergoes on heating, give astructure for intermediate H, and provide a mechanism that accounts for itsformation.
Synthesize the following compound from benzonitrile (C6H5CN):? Please don't provide hand written solution....
Following are diastereomers (A) and (B) of 3-bromo-3,4-dimethylhexane. On treatment with sodium ethoxide in ethanol, each gives 3,4-dimethyl-3-hexene as the major product. One diastereomer gives the E alkene, and the other gives the Z alkene. Which diastereomer gives which alkene? Account for the stereoselectivity of each -elimination.
Enamines normally react with methyl iodide to give two products: one arising from alkylation at nitrogen and the second arising from alkylation at carbon. For example, Heating the mixture of C-alkylation and N-alkylation products gives only the product from C-alkylation. Propose a mechanism for this isomerization.
Reaction of -pinene with borane followed by treatment of the resulting trialkylborane with alkaline hydrogen peroxide gives the following alcohol. Of the four possible cis,trans isomers, one is formed in over 85% yield. (a) Draw structural formulas for the four possible cis,trans isomers of the bicyclic alcohol. (b) Which is the structure of the isomer formed in 85% yield? How do you account for its formation? Create a model to help you make this prediction.
A step in a synthesis of PGE1 (prostaglandin E1, alprostadil) is the reaction of a trisubstituted cyclohexene with bromine to form a bromolactone. Propose a mechanism for formation of this bromolactone and account for the observed stereochemistry of each substituent on the cyclohexane ring. Alprostadil is used as a temporary therapy for infants born with congenital heart defects that restrict pulmonary blood flow. It brings about dilation of the ductus arteriosus, which in turn increases blood flow in the lungs and blood oxygenation.
Deduce the structure of each compound from the information given. All unknowns in this problem have molecularformula C8H12.(a) Upon catalytic hydrogenation, unknown W gives cyclooctane. Ozonolysis of W, followed by reduction with dimethylsulfide, gives octanedioic acid, HOOC¬(CH2)6¬COOH. Draw the structure of W