Question 1 a) Benzenecarboxylic acid, commonly known as benzoic acid, has a pK₁ of 4.20. Find the pH of a 0.20 M solution of benzoic acid. b) Elemental analysis showed that a compound X had the empirical formula C6H7N. A simplified mass spectrum of X is shown below, together with an IR spectrum. Relative Intensity 120 100 80 20 1.0 0.8 0.2 0.0 10 16 3500 20 3000 2500 50 m/2 60 Infrared Spectrum 2000 70 1500 77 80 1000 90 93 92 M iv) A chemist reacted X with benzoyl chloride to produce a new organic compound, Y. Outline the mechanism of this reaction and clearly label compound Y. Wavenumbers (cm-1) i) Suggest chemical fragment identities for the mass spectrum peaks at m/z = 16 and m/z = 77 ii) Suggest chemical bond identities for the peaks at approx. (3400 and 3500) cm-¹ and (1500 and 1600) cm-¹. iii) Use your answers to i) and ii) to identify compound X and draw its structure. Include its IUPAC name. 10 500

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Question 1
a) Benzenecarboxylic acid, commonly known as benzoic acid, has a pK₁ of 4.20. Find the pH of a
0.20 M solution of benzoic acid.
b) Elemental analysis showed that a compound X had the empirical formula C6H₂N. A simplified
mass spectrum of X is shown below, together with an IR spectrum.
Relative Intensity
120
100
80
20
0.8
0.2
0.0
10
16
3500
20
30
3000
40
2500
50
m/z
60
Infrared Spectrum
2000
70
1500
77
80
1000
90
93
92
TR
iv) A chemist reacted X with benzoyl chloride to produce a new organic compound, Y.
Outline the mechanism of this reaction and clearly label compound Y.
Wavenumbers (cm-1)
i) Suggest chemical fragment identities for the mass spectrum peaks at m/z = 16 and m/z = 77
ii) Suggest chemical bond identities for the peaks at approx. (3400 and 3500) cm-¹ and (1500
and 1600) cm-¹.
iii) Use your answers to i) and ii) to identify compound X and draw its structure. Include its
IUPAC name.
10
500
Transcribed Image Text:Question 1 a) Benzenecarboxylic acid, commonly known as benzoic acid, has a pK₁ of 4.20. Find the pH of a 0.20 M solution of benzoic acid. b) Elemental analysis showed that a compound X had the empirical formula C6H₂N. A simplified mass spectrum of X is shown below, together with an IR spectrum. Relative Intensity 120 100 80 20 0.8 0.2 0.0 10 16 3500 20 30 3000 40 2500 50 m/z 60 Infrared Spectrum 2000 70 1500 77 80 1000 90 93 92 TR iv) A chemist reacted X with benzoyl chloride to produce a new organic compound, Y. Outline the mechanism of this reaction and clearly label compound Y. Wavenumbers (cm-1) i) Suggest chemical fragment identities for the mass spectrum peaks at m/z = 16 and m/z = 77 ii) Suggest chemical bond identities for the peaks at approx. (3400 and 3500) cm-¹ and (1500 and 1600) cm-¹. iii) Use your answers to i) and ii) to identify compound X and draw its structure. Include its IUPAC name. 10 500
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