Assignment Help - homework help

  Reactions with Nitrous Acid Homework Help - K-12 Grade Level, College Level Chemistry

Introduction to Reaction of Amines with Nitrous Acid

Nitrous acid (HNO2 or HONO) reacts with aliphatic amines in a way which offers a helpful test for differentiate primary, secondary and tertiary amines.

1°-Amines + HONO (cold acidic solution) -------> Nitrogen Gas Evolution from a Clear Solution

2°-Amines + HONO (cold acidic solution) -------->An Insoluble Oil (N-Nitrosamine)

3°-Amines + HONO (cold acidic solution) -------->A Clear Solution (Ammonium Salt Formation)

Nitrous acid is a Brønsted acid of moderate strength (pKa = 3.3). since it is unstable, it is prepared immediately before make use of in the following manner:

1031_Reactions with Nitrous Acid Homework Help.jpg

Under the acidic conditions of this reaction, all amines go through reversible salt formation:

1540_Reactions with Nitrous Acid Homework Help 1.jpg

This occurs with 3º-amines, and the salts are generally soluble in water. The reactions of nitrous acid with 1°- and 2°- aliphatic amines might be described by considering their behavior with the nitrosonium cation, NO(+), an electrophilic species exist in acidic nitrous acid solutions.

267_Reactions with Nitrous Acid Homework Help 2.jpg

Primary Amines

1081_Reactions with Nitrous Acid Homework Help 3.jpg

Secondary Amines

651_Reactions with Nitrous Acid Homework Help 4.jpg

The different behavior of 1º, 2º & 3º-aliphatic amines is an instructive challenge to our understanding of their chemistry, but is of little significance as a synthetic tool. The SN1 result mixtures from 1º-amines are hard to control, and rearrangement is familiar when branched primary alkyl groups are concerned. The N-nitrosamines formed from 2º-amines are carcinogenic, and are not normally helpful as intermediates for subsequent reactions.

Aryl Amines

Nitrous acid reactions of 1º-aryl amines generate comparatively stable diazonium species that serve as intermediates for a range of aromatic substitution reactions. Diazonium cations might be explained by resonance contributors, like in the bracketed formulas displayed below in the diagram. The left-hand contributor is dominant since it has greater bonding. The Loss of nitrogen is slower than in aliphatic 1º-amines since the C-N bond is stronger, and aryl carbocations are relatively unstable.

2012_Reactions with Nitrous Acid Homework Help 5.jpg

Aqueous solutions of these diazonium ions have enough stability at 0º to 10 ºC that they may be employed as intermediates in a range of nucleophilic substitution reactions. For an instance, if water is the only nucleophile presented for reaction, phenols are formed in the good yield.

2º-Aryl Amines:

2º-Aryl amines provide N-nitrosamine derivatives on reaction with nitrous acid, and So behave identically to their aliphatic counterparts.

1218_Reactions with Nitrous Acid Homework Help 6.jpg

3º-Aryl Amines:

Depending on ring substitution, 3º-Aryl amines may go through aromatic ring nitrosation at sites ortho or para to the amine substituent. The nitrosonium cation is not adequately electrophilic to react with benzene itself or even toluene, but the highly activated aromatic rings like phenols and amines are capable of substitution. Obviously, the rate of reaction of NO(+) directly at nitrogen is greater than that of ring substitution, as displayed in the preceding example. Once nitrosated, the activating character of the amine nitrogen is very much diminished; and N-nitrosoaniline derivatives, or certainly any amide derivatives, do not go through ring nitrosation.

2171_Reactions with Nitrous Acid Homework Help 7.jpg

Qualified and Experienced Organic Chemistry Online Tutors at www.tutorsglobe.com

Tutors at the www.tutorsglobe.com take pledge to provide full satisfaction and assurance in Reaction of Amines with Nitrous Acid homework help via online tutoring. Students are getting Chemistry homework help services across the globe with 100% satisfaction by online tutors. We value all our service-users. We provide email based Reaction of Amines with Nitrous Acid homework help - assignment help. You can join us to ask queries 24x7 with live, experienced and qualified Chemistry online tutors specialized in Reaction of Amines with Nitrous Acid. Through Online Tutoring, you would be able to complete your homework or assignments at your home.

Latest technology based Organic Chemistry Online Tutoring Assistance

Tutors at the www.tutorsglobe.com are committed to provide the best quality online tutoring assistance for homework help and assignment help services. They use their experience, as they have solved thousands of the Reaction of Amines with Nitrous Acid assignments, which may help you to solve your complex Reaction of Amines with Nitrous Acid homework. You can find solutions for all the topics come under the Reaction of Amines with Nitrous Acid. The dedicated tutors provide eminence work on your Organic Chemistry homework help and devoted to provide K-12 level Chemistry to college level chemistry help before the deadline mentioned by the student. Reaction of Amines with Nitrous Acid homework help is available here for the students of school, college and university. TutorsGlobe assure for the best quality compliance to your homework. Compromise with quality is not in our dictionary. If we feel that we are not able to provide the homework help as per the deadline or given instruction by the student, we refund the money of the student without any delay.

 
Home | Company Overview | Services | Discover Q&A | Sitemap | Contact Us | T & C | Refund Policy | Copyright Policy | Blog | Q&A | Directory

©TutorsGlobe All rights reserved 2022-2023.