Chapter 26: Problem 644
A small amount of Methyl Orange is added to a solution containing equimolar amounts of acetic acid and sodium acetate. Is this solution yellow or red?
Chapter 26: Problem 644
A small amount of Methyl Orange is added to a solution containing equimolar amounts of acetic acid and sodium acetate. Is this solution yellow or red?
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Get started for freeA compound \(\mathrm{A}\) has the molecular formula \(\mathrm{C}_{7} \mathrm{H}_{4} \mathrm{BrClO}\). Treatment of A With diazomethane gave B, which upon heating with silver oxide and water was converted to another compound, C, \(\mathrm{C}_{8} \mathrm{H}_{7} \mathrm{BrO}_{2}\). The nmr spectrum of \(\mathrm{C}\) is as follows: \(\delta 2.7\) singlet, \(\mathrm{A}=2 ; \delta 7.0 \mathrm{multiplet}, \mathrm{A}=4 ; \delta 12.0\) singlet, \(\mathrm{A}=1 .\) What are the structures of compounds \(\mathrm{A}, \mathrm{B}\) and \(\mathrm{C}\) ?
N, N, 4- Trimethylaniline has \(\mathrm{K}_{\mathrm{B}}\) of \(3 \times 10^{-9}\), quinuclidine has \(\mathrm{K}_{\mathrm{B}}=4 \times 10^{-4}\) and benzoquinuclidine has \(\mathrm{K}_{\mathrm{B}}=6 \times 10^{-7}\). What conclusions may be drawn from these results as to the cause(s) of the reduced base strength of aromatic amines relative to saturated aliphatic or alicyclic amines? Explain.
Suggest the syntheses of (a) \(\beta\) -naphthol from naphthalene (b) Orange II from \(\beta\) -naphthol and sulfanilic acid.
Diazotization of \(2,4-\) dinitroaniline in aqueous solution is accompanied by some conversion to phenols in which a nitro group is replaced by a hydroxy group. Give a reasonable mechanism for this reaction.
(a) Besides destabilizing the anilinium ion, how else might a nitro group affect basicity? (b) Why does the nitro group exert a larger base-weakening effect from the para position than from the nearer meta position?
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