involved protecting the ketone of ethyl acetoacetate with a ketal group‚ followed by preparation and reaction with Grignard‚ then purification by extraction and recrystallization. The yield was 78.5%‚ but there are impurities present suggested by 1H-NMR‚ IR‚ and TLC. However‚ the results do indicate the desired hydroxyketone was formed. Introduction: The purpose of this multi-step lab was to synthesize 4-hydroxy-4‚4-diphenylbutan-2-one from ethyl acetoacetate. The Grignard reaction is widely used
Premium Chemistry Chemical reaction Alcohol
Abstract Chemically active extraction was used to separate two unknown compounds from each other and to determine what compound class each compound belongs. The solid unknown was purified by recrystallization and its melting point range was determined to be 109-111°C. The liquid unknown was purified by simple distillation and its boiling point was determined to be 95°C. An IR spectrum was collected for each of the purified compounds; the solid was determined to be 3-toluic acid and the liquid was
Premium Nuclear magnetic resonance
hydrazide carbonyl and cyano absorption bands. The 1H NMR spectra showed signals corresponding to the two methylene protons in addition to the aryl and NH proton of the 1‚2‚4-triazole ring.
Premium Chemistry Chemical reaction Functional groups
a seperatory funnel which resulted in a gas formation which was controlled with a condenser attached to a gas vacuum. The resulting mixture was then washed to remove excess acids and bases and rotovapped. DEET was synthesized from the experiment as NMR and IR data show strong peaks comparable to the literature values expected for DEET. The percent yield of the product at 56.1% could have been higher by adding more of the limiting reagent toluic acid. Introduction: In this experiment DEET is synthesized
Premium Chlorine Alcohol Functional group
ethyl-3-(4-nitrophenyl)acrylate. The prediction was the closer the substituent was to the aldehyde‚ the greater the ratio of E/Z isomers; benzaldehyde was predicted to result in the most similar ratio of E/Z isomers. The ratios of E/Z isomers were determined by using the NMR spectra obtained. A percent conversion was also obtained. Ethyl-3-(2-nitrophenyl)acrylate had a ratio of 9.03:1‚ ethyl-3-(3-nitrophenyl)acrylate had a ratio of 5.2:1‚ ethyl-3-(4-nitrophenyl)acrylate had a ratio of 1:1 and ethyl cinnamate had a ratio
Premium Aldehyde Nuclear magnetic resonance Organic chemistry
prepare 2-butanone from 2-butanol. Chromic acid was used in this experiment to in order to prepare 2-butanol. Cr (VI) is rather orange‚ but Cr (III) is dark green - therefore by oxidizing the alcohol (2-butanol)‚ an orange Cr (IV) is reduced to green. NMR and IR tests were taken to determine the result‚ and the crystallized derivative of this product was obtained. PROCEDURE: The experiment followed the instructions in the lab manual‚ except for the empty heating mantle‚ which our TA advised us to use
Premium Alcohol Oxygen Aldehyde
literature though Melting point‚ TLC‚ IR‚ 1H and 13C NMR Abstract: The synthesis of the product: β-D-glucose pentaacetate is done though the acetylation using acetic anhydride with D-glucose with the help of sodium acetate. The recrystallization of the product is done though a polar solvent like water. The Result of this experiment has a percentage yield of 61% and analytical methods that are to detect the products are 1H NMR‚ 13 C NMR‚ COSY‚ FTIR (IR)‚ Thin Layer Chromatography (TLC) and
Premium Acetic acid Nuclear magnetic resonance Solvent
References: Aldrich Chemical Co‚ Inc. The Aldrich Library of 13C and 1H FT NMR Spectra. 1st ed‚ 1993. Boonyaprapasara N‚ Chokchaicharoenporn O‚ eds. Samunprai Maipuenbaan. Vol. 2. Bangkok: Faculty of Pharmacy‚ Mahidol University‚ 1998: 454 (in Thai). Gritsanapan W‚ Somanabandhu A‚ Titirungruang C‚ Lertchaiporn M. A study on the
Premium Nuclear magnetic resonance Fatty acid
this experiment is to efficiently perform a fischer esterification of 1-Hexanol to form water and hexyl acetate‚ and to confirm the esterification with a nuclear magnetic resonance (NMR) spectroscopy. It was found that 0.3963 grams hexyl acetate was formed with a percent yield of 33.2%. The product was confirmed using NMR‚ IR‚ and boiling point confirmation. Backround: A Fischer Esterification is the formation of an ester and water from alcohol and an acid. More specifically it is a nucleophillic
Free Alcohol Acetic acid Oxygen
Oxide with‚ cis-stilbene‚ trans-stilbene‚ or styrene in an Erlenmyer flask. With this Reaction solution thin layer chromatography will be performed using each reaction solution. The different reactions will then be compared by running co-spot TLC’s. An NMR of the crude products from each reaction will be taken. 3. References: * Chemistry 173Q Organic Chemistry Lab: Laboratory Manual Notes * Mohrig‚ Jerry R.‚ Christina Noring Hammond‚ and Paul F. Schatz. Techniques in Organic Chemistry. 3rd
Premium Thin layer chromatography Nuclear magnetic resonance Chemistry