Abstract – This multi-step synthesis uses aniline as the starting reagent to synthesize five 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
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BROMINATION OF ACETANILIDE OBJECTIVE Aim of the experiment was too brominate acetaldehyde to form p-bromoacetanilide. INTRODUCTION Acetanilide is a chemical compound with the chemical formula of C6H5NH(COCH3). It is a crystalline solid that is prepared by acetylation of analine and is widely used in the dye industry. This crystalline solid is an odourless solid chemical that has a flake or leaf like appearance. It is also known as N phenylacetamide‚ acetanil or acetanilide. Its former
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Bromination of Acetanilide Objective: The objective of this experiment was to use melting point and NMR to determine which of two isomers‚ ortho or para‚ would most likely form after brominating Acetanilide through electrophilic aromatic substitution. Procedure/Observations: 1. Weigh out ~280 mg of acetanilide in a 10 mL r.b. flask with a stir bar. 2. Then‚ add 2.0 mL of glacial acetic acid using a calibrated Pasteur pipet. 3. Stir the mixture until all of the acetanilide has dissolved
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Bromination of Acetanilide Introduction: Bromination of acetanilide to 4-bromoaniline was studied in this experiment. One of the most important mechanism with the reaction of aromatic compounds is the electrophilic aromatic substitution reactions(wade‚2013). The electrophilic aromatic substitution enable scientists to make substituted aromatic compounds. However‚ substitution groups affect the electrophilic substitution mechanism. A nitrogen atom attached to hydrogen is learned to be a powerful
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Greener Brominations Abstract In this experiment‚ trans-stilbene was brominated and debrominated with the use of three methods: bromination with pyridinium tribromide‚ bromination with hydrogen peroxide and hydrobromic acid‚ and debromination with zinc. The yields of parts A‚ B‚ and C are as follows: 68.6 %‚ 54.6 %‚ and 55.9 %. Introduction In the chemical process of bromination‚ an alkene is halogenated with bromine. Solvents that are typically used include methylene chloride and carbon
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Relative Reactivity of Anilines Abstract: Various Anilines were tested with Br2/HBr solution‚ the products were crystallized and melting points attained to verify relative reactivity. My assignment‚ 2‚4-Dibromoanisol‚ was prepared in a yield of 52% with a melting point of 55-58 C . Reaction: Mechanism: Procedure: Anisole (0.35mL‚ 0.0378mol) was obtained and placed in a pre-weighed 25 mL round bottom flask‚ along with 2.5 mL of glacial acetic acid and a magnetic stir bar. Then the
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Introduction:The purpose of this lab was to determine the activating effect of aniline‚ phenol‚ anisole and acetanilide after reacting with pyridinum tribromide in order to undergo electrophilic aromatic substitution. The melting point of the isolated products were measured against the standards in order to determine how strong of an ortho/para activator the compound was based on the product(s) and melting point obtained. Theory: Electrophilic aromatic substitution is an organic reaction that takes
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pH Value | Aniline | 7 | Benzyl aniline | 12 | Diethylamine | 10 | Table 1: Basicity of Amines Solution | Odor of Solution | Aniline added with chloroform and alcoholic KOH | Unpleasant smell | Table 2: Carbylamine Test (odor of solution) Solution | Observations | Aniline added with concentrated H2SO4 | -Salt formation upon addition of sulfuric acid- Gelatinous‚ pale yellow solution | Table 3: Salt Formation Solution: | Residue Formation: | pH level: | Aniline added with benzenesulfonyl
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Alkene addition: Bromination of (E) Stilbene Introduction: In this lab we used the greener approach‚ which involves the addition of bromine across a double bond. When bromine reacts with E-stilbene (trans-1‚2-diphenylethene)‚ two new chiral carbons are created from the sp2 carbons‚ therefore 3 different dibrominated stereoisomers are possible: meso-(1R‚2S)‚ or the raceminc mixture-(1R‚2R) or (1S‚2S)-dibromo-1‚2-diphenylethane (Gilbert‚ 2010). When the bromination ion intermediate proceeds
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Bromination Solo Experiment 3 – Individual Lab Report (Save as pdf and submit‚ due by 12:00 NOON one week after experiment) Last Name: First Name: TA Name: Date Lab Performed: Date Lab Submitted: Group A‚ B‚ or C: Comments for Grading TA: (Please indicate if you performed the lab on a day other than your regularly scheduled day and/or with a TA other than your regular TA). Page Limit: report must not exceed FIVE pages (including this page) LIMIT DOES NOT INCLUDE ANY GRAPHS‚ SPECTRA
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