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analgesic and antipyretic
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What is the melting point of 4-bromoacetanilide?
The melting point of 4-bromoacetanilide is approximately 168-170 degrees Celsius.
What are the uses of para-bromoacetanilide?
Para-bromoacetanilide is used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. It is also used as a reagent in organic chemistry reactions, such as the preparation of amides and amines. Additionally, para-bromoacetanilide can be used in research studies as a model compound for studying the behavior of substituted acetanilides.
Why acetanilide brominates in the ortho and para positions and the amount of o-bromoacetanilide?
Acetanilide undergoes bromination in the ortho and para positions due to the presence of the activating amino group that directs the electrophilic bromine to these positions. In the reaction mixture, the para-bromoacetanilide is the major product compared to the ortho isomer, typically in a ratio of about 4:1.
What is use of p-bromoacetanilide?
Antipyretic and Analgesic
Why is only 4-bromoacetanilide created mainly from a bromination of acetanilide?
The Acetanilide is a benzene with a acetamido group attached to it. The acetamido group is electron donating and therefore it directs other substituents to the ortho and para positions. The acetamido group is also a very large group and the ortho position is right besides the acetamido group. This creates steric hindrance from bromine from getting to the ortho position and therefore only para-bromoacetanilide or 4-bromoacetanilide is created mainly from a bromination of acetanilide.
What is the significance of the 2-bromoacetanilide melting point in determining its purity and identity?
The melting point of 2-bromoacetanilide is significant in determining its purity and identity because it serves as a unique characteristic that can be compared to a known value. A pure substance will have a specific melting point range, and any deviation from this range can indicate impurities or a different compound. By comparing the observed melting point of 2-bromoacetanilide to the literature value, one can assess the purity and confirm the identity of the compound.
Why is necessary to wash the crude p-bromoacetanilide with water?
Washing crude p-bromoacetanilide with water is necessary to remove soluble impurities, such as unreacted starting materials, byproducts, and inorganic salts that may have formed during the reaction. This purification step helps improve the overall purity of the product, ultimately leading to more reliable characterization and better yields in subsequent processes. Additionally, washing with water can help to eliminate any residual solvents used in the reaction.
What is melting point of para bromo acetanilide?
The melting point of p-bromoacetanilide is approximately 172-174°C.
The reaction mechanism involved in the preparation p-bromoacetanilide?
The mechanisms involve simple aromatic electrophilic substitutions. In making this compound, we simply nitrate benzene, then reduce it down with a reducing agent such as LiAlH4 in ether then water. Next, we must protect the highly reactive amino group with acetyl chloride. Then, simply brominate with an FeBr3 catalyst...and you have the compound in high yield. Acidification would also give a nice yield of p-bromoaniline. Dr Jim Romano CEO Orgoman.com and Romano Scientific, New York
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 is o-bromoacetanilide is removed from p-isomer?
O-bromoacetanilide is removed from the p-isomer due to the differences in polarity and solubility between the isomers during purification processes, such as recrystallization or chromatography. The p-isomer, which has the bromo group in the para position, is generally more stable and less polar than the o-isomer, allowing for easier separation based on these physical properties. Additionally, the steric hindrance and electronic effects in the ortho position can lead to different reactivity, facilitating the removal of the o-isomer.
Why sodium sulphate is added in preparation of para bromo acetanilide?
Sodium sulfate is added in the preparation of para bromoacetanilide to facilitate the separation of the product from the reaction mixture. It helps in forming a complex with excess bromine and bromine water, allowing easy removal of impurities. Sodium sulfate is also used to dry the organic layer during the extraction process.
