Aromatic Chemistry
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Suggest why sodium benzoate is soluble in cold water but benzoic acid is insoluble in cold water
Sodium benzoate soluble because it is ionic. Benzoic acid insoluble because: despite the polarity of the COOH group / ability of COOH to form H bonds, the benzene ring is non-polar
After solid benzoic acid has been filtered off from another reaction, it can be purified. Describe the method to purify the benzoic acid
• Dissolve crude product in hot solvent/water of minimum volume • Filter (hot to remove insoluble impurities) • Cool to recrystallise • Filter under reduced pressure / with Buchner/Hirsch apparatus • Wash (with cold solvent) and dry
In an experiment, a student used 0.040 mol of ethyl benzoate and obtained 5.12 g of benzoic acid. Calculate the percentage yield of benzoic acid. Suggest why the yield is not 100%
5.12 / 122 (= 0.042 mol) (0.042/0.04) x 100 = 105 % OR Calculation that shows 0.04 mol of benzoic = 4.88 g so % yield = (5.12/4.88) x100 = 105% Suggestion - Product not dried / impurities present in product
Which compound is formed when phenyl benzenecarboxylate is hydrolysed under box acidic conditions? A. C6H5CH2OH B. C6H5CHO C. C6H5COCH3 D. C6H5COOH
C6H5COOH