Chemistry Homework Solutions

Propose a suitable mechanism

Propose a suitable mechanism for the formation of the mixed anhydride in the reaction indicated below: C6H5CH2CO2H + (CF3CO)2O yields C6H5CH2C-O-CCF3 (also has an O double bonded to the third C with two single pairs of electrons on the O. the same is double bonded to the fourth C. the middle O also have two lone electron pai ...continues

Predict the product

What product would you expect to obtain from reaction of one equivalent of propanol with phthalic anhydride?

N,N-dimethylaniline reagent

The formation of an azo compound is a slow reaction, but that rate can be increased by raising the pH of the solution. Why is this necessary? In other words, how does the pH of the solution affect the reactivity of the N,N-dimethylaniline reagent.

Proton Addition

Methyl Orange is an acid-base indicator. In dilute solution at pH greater than 4.4, it is yellow. At pH=3.2 the solution appears red. Draw a structure of the species that is formed at the lower pH of the acid proton adds to the azo nitrogen atom adjacent to the aromatic ring containing the -SO3 group. Why does the proton add to ...continues

Diacetylferrocene

In the formation of diacetylferrocene, the product is always the one in which each ring is monoacetylated. Why is no diacetylferrocene produced in which both acetyl groups are on the same aromatic ring?

Ferrocene

Ferrocene cannot be nitrated using the conventional HNO3-H2SO4 mixed acid conditions, even though nitration is an electrophilic aromatic substitution reaction. Explain.

Suggest a suitable mechanism

Benzyl bromide (C6H5CH2Br) can be prepared by treating toluene with NBS in the presence of a peroxide initiator. Suggest a suitable mechanism to account for this reaction.

Suggest a mechanism for the reaction.

2,3-Dimethyl-2,3-butanediol (pinacol), upon heating in aqueous acid, rearranges to form 3,3-dimethyl-2-butanone (pinacolone). Suggest a mechanism for this reaction.

Suggest a suitable mechanism.

Suggest a suitable mechanism for the reaction of 9-fluorenone with 2,4-dinitrophenylhydrazine to form the corresponding 2,4-dinitrophenylhydrazone.

2-Pentanone

There are actually two isomeric 2,4-dinitrophenylhydrazones of 2-pentanone. Draw the structures of these isomers.

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