Data &Analysis; Weights Other Data anthranilic acid ___________ melting point of
ID: 514748 • Letter: D
Question
Data &Analysis; Weights Other Data anthranilic acid ___________ melting point of salicyclic acid _________ sodium nitrite __________ literature value (of melting point) __________ 2-napthol __________ source of literature value ___________ isolated azo compound ________ pH of "transition point" for Methyl red __________ isolated salicyclic acid ____________ Show your calculations for determining the proper amount of sodium nitrite to use. What is your percent yield of salicyclic acid? Show your calculations. What is your percent yield of the azo compound that you isolated (2-[(2-hydroxy-1-naphthalenyl)azo] benzoic acid). Show your calculations. Why does the dimethyl aniline couple with the diazonium salt at the para position of the ring?Explanation / Answer
1) moles anthranilic acid = 0.31 g/137.136 g/mol
= 0.0023 mol
moles of NaNO2 needed = 0.0023 mol
mass of NaNO2 needed = 0.0023 x 68.9953 g/mol
= 0.156 g
2) theoretical yield of salicylic acid = 0.0023 mol x 138.121 g/mol
= 0.32 g
Percent yield = 0.08 g x 100/0.32 g
= 25.0%
3) theoretical yield of azo compound = 0.0023 mol x 308 g/mol
= 0.71 g
Percent yield = 0.08 x 100/0.78 = 10.25%
4) the lone pair of electrons on nitrogen is donated to the ring by resonance effect and thus the para position of p-dimethylaniline is more electron rich and forms diazonium salt readily.
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