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Nitration of aniline with nitrating mixture gives m-nitro-aniline?
In the nitration of aniline with a nitrating mixture, the electrophilic attack of the nitronium ion occurs at the ortho and para positions due to the activating effect of the amino group. The major product obtained is m-nitroaniline due to steric hindrance that prevents substitution at the ortho position.
Why is not recommended to obtain para -bromoacetanilide by bromination of aniline then acetylation?
Aniline is a benzene with an amine group attached to it. When you brominate aniline, since aniline is electron donating, it directs other substituents to the ortho and para positions. Therefore you will not only get para-bromoacetanilide. However if you just want para-bromoacetanilide, you should go through acetylation first because this changes the amine group on the aniline into an acetamido group which is very bulky and big, and also electron donating. Since it is so big, the bromine cant attach to the ortho positions because of the steric hindrance caused by the very bulky acetamido group and therefore you will get para-bromoacetanilide as your product.
How can you prepare para-nitro acetanilide from acetanilide?
Para-nitro acetanilide can be prepared from acetanilide by first reacting it with concentrated nitric acid and sulfuric acid to introduce the nitro group. The reaction should be carefully monitored to avoid excessive heat generation and the formation of unwanted by-products. After the reaction is complete, the product can be isolated and purified using appropriate techniques.
Why nitro group is formed on ortho and para position?
orientation of incoming Nitro group is destined by already present group on benzene ring . if already present group is electron donating group, it will promote electron density at ortho and para position and , therefore, nitro group is formed on ortho and para position.
Do ortho nitro phenol and para nitro phenol have hydrogen bonding in their molecules?
Yes, both ortho nitrophenol and para nitrophenol have hydrogen bonding in their molecules due to the presence of the -OH group, which can participate in hydrogen bonding with other adjacent molecules.
Nitration of aniline with nitrating mixture gives m-nitro-aniline?
In the nitration of aniline with a nitrating mixture, the electrophilic attack of the nitronium ion occurs at the ortho and para positions due to the activating effect of the amino group. The major product obtained is m-nitroaniline due to steric hindrance that prevents substitution at the ortho position.
Why is not recommended to obtain para -bromoacetanilide by bromination of aniline then acetylation?
Aniline is a benzene with an amine group attached to it. When you brominate aniline, since aniline is electron donating, it directs other substituents to the ortho and para positions. Therefore you will not only get para-bromoacetanilide. However if you just want para-bromoacetanilide, you should go through acetylation first because this changes the amine group on the aniline into an acetamido group which is very bulky and big, and also electron donating. Since it is so big, the bromine cant attach to the ortho positions because of the steric hindrance caused by the very bulky acetamido group and therefore you will get para-bromoacetanilide as your product.
Why does aniline when subjected to nitration conditions followed by a basic work up form the meta nitroanline and not ortho or para?
It reacts with the acidic conditions (since the NH2 is basic) to form the meta-directing electron withdrawing group NH3. This forms the meta-nitroaniline.
How can you prepare para-nitro acetanilide from acetanilide?
Para-nitro acetanilide can be prepared from acetanilide by first reacting it with concentrated nitric acid and sulfuric acid to introduce the nitro group. The reaction should be carefully monitored to avoid excessive heat generation and the formation of unwanted by-products. After the reaction is complete, the product can be isolated and purified using appropriate techniques.
Reactive sites of 2-nitro toluene?
The most reactive site of 2-nitro toluene is its 4th position which is para to methyl group and meta to nitro group.
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nitro
Why nitro group is formed on ortho and para position?
orientation of incoming Nitro group is destined by already present group on benzene ring . if already present group is electron donating group, it will promote electron density at ortho and para position and , therefore, nitro group is formed on ortho and para position.
Do ortho nitro phenol and para nitro phenol have hydrogen bonding in their molecules?
Yes, both ortho nitrophenol and para nitrophenol have hydrogen bonding in their molecules due to the presence of the -OH group, which can participate in hydrogen bonding with other adjacent molecules.
Why para-nitro acetanilide is insoluble in water whereas ortho-nitro acetanilide is soluble in water?
p-nitro phenol has a symmetric structure as compare to o-nitro phenol so it has higher dipole moment or polarity so is more soluble.
What are pharmaceutical uses of aniline?
Aniline is used in the synthesis of numerous pharmaceutical compounds. It serves as a starting material for the production of various analgesics, antipyretics, and anti-inflammatory drugs. Additionally, aniline derivatives are employed in the synthesis of certain antibiotics, antimalarials, and antitumor agents.
What is the reaction mechanism of phenol into aniline?
Phenol is converted to aniline via the Zinin reduction reaction, which involves the reaction of phenol with ammonia and sodium metal. The phenol first forms a sodium phenoxide intermediate, which reacts with ammonia to give an amine salt. Finally, the amine salt is then reduced by sodium metal to produce aniline.
Why direct halogenation of aniline is not possible?
Well, darling, the reason direct halogenation of aniline is a big no-no is because aniline is a strong activating group that will make the halogenation reaction go haywire and give you a messy mixture of products. Plus, the lone pair on the nitrogen atom in aniline will coordinate with the halogenating agent, making it more selective towards other positions on the ring. So, in a nutshell, direct halogenation of aniline is a recipe for disaster in the lab.
