13‚ 2015 Answers to Questions: 1.) Arrangement of Reactivity: (fastest to slowest) - Phenol‚ Nitrophenol‚ Acetanilide‚ Benzene‚ Chlorobenzene‚ Aniline - A reaction has occurred if there’s a change in color. The nature of the substituent‚ whether electron-donating to the ring or electron-withdrawing from the ring‚ was responsible for the reactivity of the benzene. Aniline and acetanilide contain amine groups‚ which are electron-donating. Chlorobenzene contains chlorine‚ which is electron-withdrawing
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different substituted benzenes towards bromination will be determined‚ where bromine is dissolved in acetic acid. Materials and apparatus Test solutions: 0.2 M solutions in ethyl acetate: Benzene‚ chlorobenzene‚ phenol‚ nitrophenol‚ aniline and acetanilide. Measuring pipettes (5 mL) micro test tubes 0.05 M Br2 in 90% CH3COOH Pasteur pipettes 0.05 M Br2 in cyclohexane II. Schematic Diagram of the Procedure Relative Rates of Bromination Add 2 drops of 0
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In the first part of this experiment acetic anhydride was used to prepare acetanilide which could then be readily brominated to form a mono-brominated product‚ with the bromine positioned at either the ortho‚ meta or para position on the aromatic ring. Acetic anhydride is very reactive towards nucleophiles and this reactivity is the result of the difference in electronegativities of the carbon and oxygen atoms that are bonded in acetic anhydride. This difference in electronegativities causes one
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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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the procedure outlined in Appendix A of the Lab Manual‚ approximately equal samples of p-Nitrophenol and acetanilide‚ which are known to have the same melting range of 113-114 degrees Celcius‚ were taken and inserted into the melting point apparatus. The melting points of the compounds were noted and found to be very similar. Next‚ approximately equal amounts of p-Nitrophenol and acetanilide were mixed on a clean watch glass. A sample of the mixture was placed in the Mel-temp apparatus as before
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Compounds by Solvent Extraction Introduction The purpose of this experiment was to use solvent extraction techniques in order to separate a mixture consisting of a carboxylic acid (p-toulic acid)‚ a phenol (p-tert-butylphenol)‚ and a neutral compound (acetanilide). Extraction is the process of selectively dissolving one or more of the compounds of a mixture into an appropriate solvent‚ the solution that contains these dissolved compounds is called an extract (Manion‚ 2004). Impurities that are present
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Mapua Institute of Technology Organic Chemistry Laboratory 2 Final Report Factors Affecting the Relative Rates of Electrophilic Aromatic Substitution Reaction Justiniano‚ Priscilla Raiza N. School of Chemical Engineering and Chemistry‚ Mapua Institute of Technology‚ Intramuros‚ Manila‚ Philippines Experiment No.1‚ Submitted on August 6‚ 2011 at N402. Abstract EXPERIMENT NUMBER ONE IS ALL ABOUT THE ELECTROPHILIC SUBSTITUTION OF AROMATIC COMPOUNDS. AROMATIC COMPOUNDS ARE THOSE ORGANIC
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The IR spectrum in KBr was a great way to compare the library spectrum to the crude and recrystallized Phenacetin. The KBr is a compound that does not show up in the spectrum‚ only the crude and recrystallized Phenacetin show. In this experiment‚ the crude had an 87.17% match to the library. In the recrystallized Phenacetin‚ the IR spectrum was taken twice due to the amount of KBr used in the pellet. The first recrystallized spectrum had a 68% match to the library spectrum. That not being
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Experiment 3 Objectives Separation by Solvent Extraction To separate a mixture consisting of a carboxylic acid and a neutral compound by using solvent extraction techniques. Introduction Frequently‚ organic chemists must separate an organic compound from a mixture of compounds‚ often derived from natural sources or products of synthetic reactions. One technique used to separate the mixture compounds is called extraction. Extraction is a process
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(2‚4‚6 tribromoaniline‚ mp of 108-110 C) respectively. Discussion and Conclusions: Interpreting these results have concluded that relative reactivity of these three anilines in order of most reactive to least reactive go; Aniline > Anisole > Acetanilide. Aniline‚ has an NH2 ‚ the most active substituent ‚ and adds to any ortho/para position available on the ring. This data is confirmed with the product obtained‚ (2‚4‚6 tribromoaniline‚ mp of 108-110 C). As for anisole‚ it has a strongly activating
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