compounds employing several reactions such as acetylation‚ diazo coupling‚ nitration‚ bromination‚ and hydrolysis. The isolated products were analyzed with TLC and spectral data that determined most products were pure while some had a few impurities indicated by GC‚ LC‚ and a wide melting point range was shown for products 2 and 3. The presence of water in product 2 and 7 was indicated by the IR. Acetanilide and diazoaminobenzene had good yields compared to the other products with low-moderate yields.
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Preparation of 4-bromoaniline Introduction Aromatic compounds tend to undergo electrophilic aromatic substitutions rather than addition reactions. Substitution of a new group for a hydrogen atom takes place via a resonance-stabilized carbocation. As the benzene ring is quite electron-rich‚ it almost always behaves as a nucleophile in a reaction which means the substitution on benzene occurs by the addition of an electrophile. Substituted benzenes tend to react at predictable positions. Alkyl groups
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Carboxylic Acids and Their Derivatives Ma. Marielle M. Medura Prof. Emma Boncales Chem 23A (TTH 01:00-4:00 p.m) Carboxylic Acids and Their Derivatives I. Introduction Carboxylic acids is an organic compound that contains a carboxylic group(-COOH). Its general formula is R-C=OOH with R referring to the rest of the molecule such as H and C. They are directly attached to a carbonyl group and the interaction between them affects the reactions of each. The polarity of the O-H bond
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Resonance-stabilized arenium ion is created when the nucleophilic carbon pi bond on the acetanilide reacts with the nitronium ion. The aromaticity of the compound is lost in this important step. Water‚ acting as the Lewis base‚ removes a proton from the carbon bonded to the nitro group‚ an aromatic benzyl structure is created again: nitroacetanilide; thus ending the nitration reaction (1). Next‚ an acid-catalyzed hydrolysis reaction occurs to remove the acyl group. The nitroacetanilide receives a proton
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UNIVERSITI TEKNOLOGI MARA COURSE INFORMATION Confidential Code Course Level Credit Hours Contact Hours : : : : : CHM 556 Organic Chemistry II Degree 4 3 hr (Lecture) 3 hr (Practical) 3 Core CHM 456 Part Course Status Pre-requisite : : : Course Outcomes : Upon completion of this course‚ students should be able to: 1. Determine functional groups present in organic compounds using Infrared Spectroscopy and interpret Nuclear Magnetic Resonance spectra and relate the information to structural
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To get to aniline‚ tin metal acts as a reducing agent and is oxidized to SnCl4. The purification of crude aniline is done by distillation and extraction. Aniline can be converted to acetanilide by acetylation reaction using acetic anhydride with sodium acetate. This step protects the amine functional group from doing unwanted reactions during chlorosulfonation and amination steps. The chlorosulfonyl group attacks in the para position
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laboratory‚ to carry out syntheses that are discussed in the lecture course‚ and to familiarize you with the principles employed in identifying a simple organic compound. Occupational Health and Safety Notices The Elements 1. Nitration of acetanilide 2. Hydrolysis of p – nitroacetanilide and thin layer chromatography 3. Separation of a three – component mixture by extraction 4. Completion of experiments from day 1 to 4 5. NMR workshop 6. Sandmeyer Reaction: Preparation of p-chloronitrobenzene
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productexpels one of its substituents which is originallybonded to the carbonyl carbon forming a newcarbonyl compound. The reaction is callednucleophilic acyl substitution reaction.The procedure for acyl halides‚ acid anhydrides‚esters and amides is hydrolysis. Hydrolysis issimply the reaction with water to yield acarboxylic acid. Also for acetyl chloride isalcoholysis: Schotten-Bauman Reaction. It is thereaction with an alcohol to yield an ester. Thealcohol used here was ethanol. Again for acetylchloride and
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In this experiment‚ acetanilide‚ the crude product of acetylation of aniline and acetic anhydride‚ was used as the pure organic compound. Crude acetanilide underwent crystallization process using the preferred recrystallizing solvent‚ water. The crystallization process was when crude acetanilide was placed in hot water bath and was cooled after in an ice bath which would then yield to the formation of crystals of pure acetanilide. The percentage yield form the crude acetanilide was 94.59%. The percentage
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RECRYSTALLIZATION OF ACETANILIDE ABSTRACT Recrystallization is the primary method for purifying solid organic compounds through the differences in solubility at different temperatures. In this experiment‚ a suitable solvent was first determined. Acetanilide was produced by acetylation of aniline with acetic anhydride. The crude acetanilide was dissolved in a solvent in a heating water bath. The hot solution was filtered and the filtrate‚ cooled slowly in an ice bath as crystals started forming
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