(a)
Interpretation:- The products formed by assigning the appropriate mass spectrum to each compound needs to be confirmed. The parent and the base peaks needs to be specified.
Fig − 8.61
Mass spectrum of component of reaction mixture
Fig − 8.62
Mass spectrum of component of reaction mixture
Fig − 8.63
Mass spectrum of component of reaction mixture
Concept Introduction: Fragmentation is the process in which energetically unstable molecular ions gets dissociated, when these molecules are passed through the ionization chamber of a mass spectrometer.
(b)
Interpretation:- The compound represented by the mass spectrum needs to be identified.
Fig − 8.61
Mass spectrum of component of reaction mixture
Fig − 8.62
Mass spectrum of component of reaction mixture
Fig − 8.63
Mass spectrum of component of reaction mixture
Concept Introduction: Fragmentation is the process in which energetically unstable molecular ions gets dissociated, when these molecules are passed through the ionization chamber of a mass spectrometer.
(c)
Interpretation: The structure of the ion for each of the peaks for which value of
Fig − 8.61
Mass spectrum of component of reaction mixture
Fig − 8.62
Mass spectrum of component of reaction mixture
Fig − 8.63
Mass spectrum of component of reaction mixture
Concept Introduction: Fragmentation is the process in which energetically unstable molecular ions gets dissociated, when these molecules are passed through the ionization chamber of a mass spectrometer.
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EBK EXPERIMENTAL ORGANIC CHEMISTRY: A M
- (a) Give chemical tests to distinguish between :(i) Propanol and propanone (ii) Benzaldehyde and acetophenone(b) Arrange the following compounds in an increasing order of their property as indicated :(i) Acetaldehyde, Acetone, Methyl tert-butyl ketone (reactivity towards HCN)(ii) Benzoic acid, 3,4-Dinitrobenzoic acid, 4-Methoxybenzoic acid (acid strength)(iii) CH3CH2CH (Br) COOH, CH3CH (Br) CH2COOH, (CH3)2CHCOOH (acid strength)arrow_forward(b) Ozonolysis process was carried out towards an unknown organic compound, X, to produce propanal, C3H6O and compound Y. Propanal was then further oxidized into compound z, C3H6O2 by using potassium permanganate, KMNO4 under acidic condition and heating. As an alternative, compound Y can be produced from the reaction of benzene with ethanoyl chloride, CH3COCI with the presence of aluminium trichloride, AICI3. Proses ozonolisis telah dijalankan terhadap sebatian organik yang tidak dikenali, X untuk menghasilkan propanal, C3H6O dan sebatian Y. Propanal kemudiannya dioksidakan menjadi sebatian Z menggunakan KMNO4 dalam keadaan berasid dan panas. Sebagai alternatif, sebatian Y boleh dihasilkan daripada tindak balas antara benzena dengan etanoil klorida, CH3COCI dengan kehadiran aluminium triklorida, AICI3. (1) Draw the structural formula of compounds X, Y, and z. Lukiskan formula struktur bagi sebatian X, Y, dan Z. (ii) Show the formation of electrophile that will be reacted with benzene…arrow_forwardThe following is an experimental account of the preparation of compound B from Phenylamine. 2cm3 of phenylamine are dissolved in 10cm3 of 0.5M hydrochloric acid in a test tube and cooled in an ice bath. 5cm3 of 0.2M sodium nitrate solution cooled to about 5o are added to the solution above and shaken. A salt A, C6H5N2Cl is formed, collected and dried. 1g of salt A is dissolved in 10cm3 of water, cooled and added drop by drop to a cold solution of 0.3g phenol in 5cm3 of 0.1M sodium hydroxide solution. B is precipitated, filtered, dried and the melting point determined. B is further crystallized twice and the melting point taken each time and found to be constant. (a) What is the general name given to the reaction between phenylamine and sodium nitrite and explain why it's necessary to carry out the reaction at low temperatures. (b) Write the equation for the reaction between compound A and phenolarrow_forward
- The following is an experimental account of the preparation of compound B from Phenylamine. 2cm3 of phenylamine are dissolved in 10cm3 of 0.5M hydrochloric acid in a test tube and cooled in an ice bath. 5cm3 of 0.2M sodium nitrate solution cooled to about 5o are added to the solution above and shaken. A salt A, C6H5N2Cl is formed, collected and dried. 1g of salt A is dissolved in 10cm3 of water, cooled and added drop by drop to a cold solution of 0.3g phenol in 5cm3 of 0.1M sodium hydroxide solution. B is precipitated, filtered, dried and the melting point determined. B is further crystallized twice and the melting point taken each time and found to be constant. Question: Answer both (i) and (ii) below (i) Give the structure of the product formed when an acidified solution of compound A is reacted with Naphthalen-2-ol (2-naphthol) and Sodium cyanide separately (ii) 1g of phenylamine yielded 1.2g of compound A. Calculate the percentage yield of the reaction.arrow_forwardThe following is an experimental account of the preparation of compound B from Phenylamine. 2cm3 of phenylamine are dissolved in 10cm3 of 0.5M hydrochloric acid in a test tube and cooled in an ice bath. 5cm3 of 0.2M sodium nitrate solution cooled to about 5o are added to the solution above and shaken. A salt A, C6H5N2Cl is formed, collected and dried. 1g of salt A is dissolved in 10cm3 of water, cooled and added drop by drop to a cold solution of 0.3g phenol in 5cm3 of 0.1M sodium hydroxide solution. B is precipitated, filtered, dried and the melting point determined. B is further crystallized twice and the melting point taken each time and found to be constant. Why was it necessary to obtain a constant melting point for B?arrow_forwardThe following is an experimental account of the preparation of compound B from Phenylamine. 2cm3 of phenylamine are dissolved in 10cm3 of 0.5M hydrochloric acid in a test tube and cooled in an ice bath. 5cm3 of 0.2M sodium nitrate solution cooled to about 5o are added to the solution above and shaken. A salt A, C6H5N2Cl is formed, collected and dried. 1g of salt A is dissolved in 10cm3 of water, cooled and added drop by drop to a cold solution of 0.3g phenol in 5cm3 of 0.1M sodium hydroxide solution. B is precipitated, filtered, dried and the melting point determined. B is further crystallized twice and the melting point taken each time and found to be constant. What is the general name given to the reaction between phenylamine and sodium nitrite and explain why it's necessary to carry out the reaction at low temperatures? Write the equation for the reaction between compound A and phenol Write the equation for the reaction between phenylamine and sodium nitrite.arrow_forward
- The following is an experimental account of the preparation of compound B from Phenylamine. 2cm3 of phenylamine are dissolved in 10cm3 of 0.5M hydrochloric acid in a test tube and cooled in an ice bath. 5cm3 of 0.2M sodium nitrate solution cooled to about 5o are added to the solution above and shaken. A salt A, C6H5N2Cl is formed, collected and dried. 1g of salt A is dissolved in 10cm3 of water, cooled and added drop by drop to a cold solution of 0.3g phenol in 5cm3 of 0.1M sodium hydroxide solution. B is precipitated, filtered, dried and the melting point determined. B is further crystallized twice and the melting point taken each time and found to be constant. Give the structure of the product formed when an acidified solution of compound A is reacted with (i)Naphthalen-2-ol (2-naphthol) (ii) Sodium cyanidearrow_forwardThe following is an experimental account of the preparation of compound B from Phenylamine. 2cm3 of phenylamine are dissolved in 10cm3 of 0.5M hydrochloric acid in a test tube and cooled in an ice bath. 5cm3 of 0.2M sodium nitrate solution cooled to about 5o are added to the solution above and shaken. A salt A, C6H5N2Cl is formed, collected and dried. 1g of salt A is dissolved in 10cm3 of water, cooled and added drop by drop to a cold solution of 0.3g phenol in 5cm3 of 0.1M sodium hydroxide solution. B is precipitated, filtered, dried and the melting point determined. B is further crystallized twice and the melting point taken each time and found to be constant. Questions: (i) Give the name and suggest the colour of the precipitate B. Hence explain why it is necessary to recrystallize B several times. (ii) Why was it necessary to obtain a constant melting point for B?arrow_forwardThe following is an experimental account of the preparation of compound B from Phenylamine. 2cm3 of phenylamine are dissolved in 10cm3 of 0.5M hydrochloric acid in a test tube and cooled in an ice bath. 5cm3 of 0.2M sodium nitrate solution cooled to about 5o are added to the solution above and shaken. A salt A, C6H5N2Cl is formed, collected and dried. 1g of salt A is dissolved in 10cm3 of water, cooled and added drop by drop to a cold solution of 0.3g phenol in 5cm3 of 0.1M sodium hydroxide solution. B is precipitated, filtered, dried and the melting point determined. B is further crystallized twice and the melting point taken each time and found to be constant. Write the equation for the reaction between compound A and phenol Give the name and suggest the colour of the precipitate B. Why is it necessary to recrystallize B several times?arrow_forward
- The following is an experimental account of the preparation of compound B from Phenylamine. 2cm3 of phenylamine are dissolved in 10cm3 of 0.5M hydrochloric acid in a test tube and cooled in an ice bath. 5cm3 of 0.2M sodium nitrate solution cooled to about 5o are added to the solution above and shaken. A salt A, C6H5N2Cl is formed, collected and dried. 1g of salt A is dissolved in 10cm3 of water, cooled and added drop by drop to a cold solution of 0.3g phenol in 5cm3 of 0.1M sodium hydroxide solution. B is precipitated, filtered, dried and the melting point determined. B is further crystallized twice and the melting point taken each time and found to be constant. 1g of phenylamine yielded 1.2g of compound A. Calculate the percentage yield of the reaction.arrow_forwardExplain the differences in acidity between p-cyanobenzoic acid and m-cyanobenzoic acid. Illustrate your answer appropriately, showing the acid-base reaction that takes place with each of these and explaining in such terms as electronic (inductive or resonance) and/or steric effects.arrow_forwardAcid-base extraction :benzoic acid, p-nitroaniline and azobenzene in dichloromethane. 1.why is anhydrous sodium sulphate added to the organic solution? 2. Why was the water used for washing the precipitates on the funnels specified to be cold? 3. Why are the acidic extracts and basic extracts cooled before neutralization?arrow_forward
- Macroscale and Microscale Organic ExperimentsChemistryISBN:9781305577190Author:Kenneth L. Williamson, Katherine M. MastersPublisher:Brooks Cole