Click to Chat
1800-2000-838
+91-120-4616500
CART 0
Use Coupon: CART20 and get 20% off on all online Study Material
Welcome User
OR
LOGIN
Complete Your Registration (Step 2 of 2 )
Solved Examples on Organic Compounds Containing Nitrogen Question: 1, Compare the basicities of a) H2C = CHCH2NH2, CH3CH2CH2NH2 and HC º CCH2NH2, and b) C6H5CH2NH2, cyclohexyl – CH2NH2 and p-NO2C6H4CH2NH2. Solution: a The significant difference among these three bases is the kind of hybrid orbital used by Cb — the more s character it has, the more electron - withdrawing (by induction) and base weakening it will be. The HO conditions are H2C = CbHCH2NH2(sp2), CH3CbH2CH2NH2(sp3), and HC º CbCH2NH2(sp). The increasing order of electron – attraction is propargyl > allyl > propyl >, and the decreasing order of basicity is CH3CH2CH2NH2> H2C = CHCH2NH2 > HC º CCH2NH2 b) The decreasing order is The Cb is cyclohexyl – CH2NH2 uses sp3 HO’s while Cb in the benzylamines uses sp2 HO’s. The electron withdrawing p-NO2 makes the phenyl ring even more electron–withdrawing and base weakening. Question: 2, A compound X with seven carbon atoms on treatment with Br2 and KOH gives Y. Y gives carbylamine test and upon diazotisation and coupling with phenol gives azodye. X is (A) C6H5CONH2 (B) CH3 – (CH2)5 – CONH2 (C) CH3 –C(CH3)2- CH2 – CH2 – CONH2 (D) O – CH3 – C6H4NH2 Answer: A Solution: Since Y gives coupling reaction after diazotisation it suggest that Y can be aniline or benzener ring substituted aniline. Since Y has been obtained from Hoffmann bromamide it means has – CO NH2 group with benzene ring. Hence it is C6H5CONH2.Hence, the correct option is (A). Question: 3, A compound (A) when reacted with PCl5 and then with NH3 gave (B), (B) when treated with Br2 and KOH produced (C). (C) on treatment with NaNO2 and HCl at 0°C and the boiling with water forms o-cresol. Compound A is (A) o-toluic acid (B) o-chlorotoluene (C) o-bromo toluene (D) m-toluic acid Answer: A Solution:The compound is o-toluic acid, and the reactions involved are Hence, the correct option is A. Click Here to Download
Question: 1, Compare the basicities of
a) H2C = CHCH2NH2, CH3CH2CH2NH2 and HC º CCH2NH2, and
b) C6H5CH2NH2, cyclohexyl – CH2NH2 and p-NO2C6H4CH2NH2.
Solution:
a The significant difference among these three bases is the kind of hybrid orbital used by Cb — the more s character it has, the more electron - withdrawing (by induction) and base weakening it will be. The HO conditions are H2C = CbHCH2NH2(sp2), CH3CbH2CH2NH2(sp3), and HC º CbCH2NH2(sp). The increasing order of electron – attraction is propargyl > allyl > propyl >, and the decreasing order of basicity is CH3CH2CH2NH2> H2C = CHCH2NH2 > HC º CCH2NH2
b) The decreasing order is
The Cb is cyclohexyl – CH2NH2 uses sp3 HO’s while Cb in the benzylamines uses sp2 HO’s. The electron withdrawing p-NO2 makes the phenyl ring even more electron–withdrawing and base weakening.
Question: 2, A compound X with seven carbon atoms on treatment with Br2 and KOH gives Y. Y gives carbylamine test and upon diazotisation and coupling with phenol gives azodye. X is
(A) C6H5CONH2
(B) CH3 – (CH2)5 – CONH2
(C) CH3 –C(CH3)2- CH2 – CH2 – CONH2
(D) O – CH3 – C6H4NH2
Answer: A
Solution: Since Y gives coupling reaction after diazotisation it suggest that Y can be aniline or benzener ring substituted aniline. Since Y has been obtained from Hoffmann bromamide it means has – CO NH2 group with benzene ring. Hence it is C6H5CONH2.Hence, the correct option is (A).
Question: 3, A compound (A) when reacted with PCl5 and then with NH3 gave (B), (B) when treated with Br2 and KOH produced (C). (C) on treatment with NaNO2 and HCl at 0°C and the boiling with water forms o-cresol. Compound A is
(A) o-toluic acid
(B) o-chlorotoluene
(C) o-bromo toluene
(D) m-toluic acid
Answer: A Solution:The compound is o-toluic acid, and the reactions involved are
Hence, the correct option is A. Click Here to Download
Signing up with Facebook allows you to connect with friends and classmates already using askIItians. It’s an easier way as well. “Relax, we won’t flood your facebook news feed!”
Post Question
Dear , Preparing for entrance exams? Register yourself for the free demo class from askiitians.
