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Page 1 1. (c) Since the organic amino compound on reaction with nitrous acid at low temperature produces an oily nitrosoamine so the organic amino compound is a secondary aliphatic amines. 2. (a) The yield in Sandmayer reaction is found to be better than Gattermann reaction. 3. (d) 4. (c) Aliphatic amines are more basic than aromatic amines. Resonance decreases the basic character due to delocalisation of shared pair of electrons on nitrogen within benzene nucleus. 5. (b) compound is most basic due to localized lone pair of electron on nitrogen atom while other compounds have delocalized lone pair of electron. 6. (a) 7. (d) (1) CH 3 CH 2 – CH 2 – CH 2 – NH 2 (ii) with KOH (alcohol) and CHCl 3 produces bad smell (2) CH 3 C = CH (iii) gives white ppt with ammonical AgNO 3 (3) CH 3 CH 2 COOCH 3 (i) alkaline hydrolysis (4) CH 3 CHOH – CH 3 (iv) with Lucas reagent cloudiness appears after 5 minutes Page 2 1. (c) Since the organic amino compound on reaction with nitrous acid at low temperature produces an oily nitrosoamine so the organic amino compound is a secondary aliphatic amines. 2. (a) The yield in Sandmayer reaction is found to be better than Gattermann reaction. 3. (d) 4. (c) Aliphatic amines are more basic than aromatic amines. Resonance decreases the basic character due to delocalisation of shared pair of electrons on nitrogen within benzene nucleus. 5. (b) compound is most basic due to localized lone pair of electron on nitrogen atom while other compounds have delocalized lone pair of electron. 6. (a) 7. (d) (1) CH 3 CH 2 – CH 2 – CH 2 – NH 2 (ii) with KOH (alcohol) and CHCl 3 produces bad smell (2) CH 3 C = CH (iii) gives white ppt with ammonical AgNO 3 (3) CH 3 CH 2 COOCH 3 (i) alkaline hydrolysis (4) CH 3 CHOH – CH 3 (iv) with Lucas reagent cloudiness appears after 5 minutes 8. (a) Reduction of alkyl isocyanides in presence of LiAlH 4 yields secondary amines containing methyl as one of the alkyl group. e.g., whereas, alkyl cyanides give 1° amine on reduction. 9. (d) 10. (c) Benzaldehyde reacts with primary aromatic amine to form schiff's base 11. (b) (a) When chlorination is done earlier than nitration, chlorobenzene formed at first step would introduce –NO 2 group in ortho-position, not in m-position (b) Again if –NO 2 group is reduced earlier than the chlorination step, –NH 2 group formed on reduction will again introduce –Cl in o-position 12. (d) Reduction with iron scrap and hydrochloric acid is preferred because FeCl 2 formed gets hydrolysed to release hydrochloric acid during the reaction. Thus, only a small amount of hydrochloric acid is required to initiate the reaction. 13. (a) Acetamide is basic due to the presence of lone pair of electrons of Page 3 1. (c) Since the organic amino compound on reaction with nitrous acid at low temperature produces an oily nitrosoamine so the organic amino compound is a secondary aliphatic amines. 2. (a) The yield in Sandmayer reaction is found to be better than Gattermann reaction. 3. (d) 4. (c) Aliphatic amines are more basic than aromatic amines. Resonance decreases the basic character due to delocalisation of shared pair of electrons on nitrogen within benzene nucleus. 5. (b) compound is most basic due to localized lone pair of electron on nitrogen atom while other compounds have delocalized lone pair of electron. 6. (a) 7. (d) (1) CH 3 CH 2 – CH 2 – CH 2 – NH 2 (ii) with KOH (alcohol) and CHCl 3 produces bad smell (2) CH 3 C = CH (iii) gives white ppt with ammonical AgNO 3 (3) CH 3 CH 2 COOCH 3 (i) alkaline hydrolysis (4) CH 3 CHOH – CH 3 (iv) with Lucas reagent cloudiness appears after 5 minutes 8. (a) Reduction of alkyl isocyanides in presence of LiAlH 4 yields secondary amines containing methyl as one of the alkyl group. e.g., whereas, alkyl cyanides give 1° amine on reduction. 9. (d) 10. (c) Benzaldehyde reacts with primary aromatic amine to form schiff's base 11. (b) (a) When chlorination is done earlier than nitration, chlorobenzene formed at first step would introduce –NO 2 group in ortho-position, not in m-position (b) Again if –NO 2 group is reduced earlier than the chlorination step, –NH 2 group formed on reduction will again introduce –Cl in o-position 12. (d) Reduction with iron scrap and hydrochloric acid is preferred because FeCl 2 formed gets hydrolysed to release hydrochloric acid during the reaction. Thus, only a small amount of hydrochloric acid is required to initiate the reaction. 13. (a) Acetamide is basic due to the presence of lone pair of electrons of N it is also acidic because its conjugate base shows resonance. (more stable due to –ve charge on O) Benzonitrile (C 6 H 5 C=N) acts as an electrophile (Lewis acid) due to electron deficiency of C of CN as well as nucleophile (Lewis base) in nature due to presence of lone pair electrons on N hence it is neutral Triethylamine and phenol are basic and acidic in nature respectively. 14. (b) Guanidine is most basic because its conjugate acid is stabilized by two equivalent resonance structures,. Further 2º amines are more basic than 1º, while amides are least basic due to delocalisation of the lone pair of electrons on N Thus the correct order of basicities is 15. (c) CH 3 NC (methyl isocyanide) on reduction with LiAlH 4 gives secondary amine. 16. (c) Only 1° amides (i.e. RCONH 2 ) in the present case undergo Hofmann bromamide reaction. Page 4 1. (c) Since the organic amino compound on reaction with nitrous acid at low temperature produces an oily nitrosoamine so the organic amino compound is a secondary aliphatic amines. 2. (a) The yield in Sandmayer reaction is found to be better than Gattermann reaction. 3. (d) 4. (c) Aliphatic amines are more basic than aromatic amines. Resonance decreases the basic character due to delocalisation of shared pair of electrons on nitrogen within benzene nucleus. 5. (b) compound is most basic due to localized lone pair of electron on nitrogen atom while other compounds have delocalized lone pair of electron. 6. (a) 7. (d) (1) CH 3 CH 2 – CH 2 – CH 2 – NH 2 (ii) with KOH (alcohol) and CHCl 3 produces bad smell (2) CH 3 C = CH (iii) gives white ppt with ammonical AgNO 3 (3) CH 3 CH 2 COOCH 3 (i) alkaline hydrolysis (4) CH 3 CHOH – CH 3 (iv) with Lucas reagent cloudiness appears after 5 minutes 8. (a) Reduction of alkyl isocyanides in presence of LiAlH 4 yields secondary amines containing methyl as one of the alkyl group. e.g., whereas, alkyl cyanides give 1° amine on reduction. 9. (d) 10. (c) Benzaldehyde reacts with primary aromatic amine to form schiff's base 11. (b) (a) When chlorination is done earlier than nitration, chlorobenzene formed at first step would introduce –NO 2 group in ortho-position, not in m-position (b) Again if –NO 2 group is reduced earlier than the chlorination step, –NH 2 group formed on reduction will again introduce –Cl in o-position 12. (d) Reduction with iron scrap and hydrochloric acid is preferred because FeCl 2 formed gets hydrolysed to release hydrochloric acid during the reaction. Thus, only a small amount of hydrochloric acid is required to initiate the reaction. 13. (a) Acetamide is basic due to the presence of lone pair of electrons of N it is also acidic because its conjugate base shows resonance. (more stable due to –ve charge on O) Benzonitrile (C 6 H 5 C=N) acts as an electrophile (Lewis acid) due to electron deficiency of C of CN as well as nucleophile (Lewis base) in nature due to presence of lone pair electrons on N hence it is neutral Triethylamine and phenol are basic and acidic in nature respectively. 14. (b) Guanidine is most basic because its conjugate acid is stabilized by two equivalent resonance structures,. Further 2º amines are more basic than 1º, while amides are least basic due to delocalisation of the lone pair of electrons on N Thus the correct order of basicities is 15. (c) CH 3 NC (methyl isocyanide) on reduction with LiAlH 4 gives secondary amine. 16. (c) Only 1° amides (i.e. RCONH 2 ) in the present case undergo Hofmann bromamide reaction. RCONH 2 + Br 2 + 4KOH (Hofmann's bromamide reaction) 17. (d) .CS.SH = C = S + HgS + 2HCl The reaction is called mustard oil reaction. 18. (b) O+ 19. (c) + R – N = C = O + 20. (c) Amides are hydrolysed to give acids and or amines. 21. (3) Amines I, IV, VII will form azo dye. 22. (3) I, II and IV. 23. (5) Fe / HCl, Sn / HCl, H 2 / Ni, LiAlH 4 and Zn – Hg + HCl 24. (3) I, II and V. 25. (4) II, IV, V and VI are more basic than aniline.Read More
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