Experiment 9

For a diels-alder reaction between anthracene and maleic anhydride, are the exo and endo forms of product 9,10-dihydroanthracene-9,10-ɑ,β-succinic acid anhydride different stereoisomers or are they the same molecule?

1. What is diazotization? Why are aromatic diazonium salts more stable thanaliphatic diazonium salts?   2.  What is the purpose of adding 10% NaOH in the azo dye reaction?

When 2-chlorohexane is treated with sodium ethoxide (NaOCH2CH3), the major product for the reaction is 2-hexene. Explain how mass spectrometry and IR spectroscopy could be used to prove that the reaction has occurred and you no longer have 2-chlorohexane. 28.

When 1-bromobutane is treated with sodium acetate (CH3CO,Na), the major product for the reaction is an ester (CH;CO2CH2CH2CH2CH3). Explain how mass spectrometry and IR spectroscopy could be used to prove that the reaction has occurred and you no longer have the starting material.

3. please answer this

this is the spectral data for 4-cyclohexene-cis-1,2-dicarboxylic acid - Write the 1H NMR spectral information in ACS format

Analyze the ¹H NMR spectrum of methyl crotonate. Use the integrations, splitting patterns, and chemical shifts to assign the protons for the structure. HC H3C A -7.271 7.013 6.974 6.939 s J 1.01 7.0 5.873 5.869 -5.834 -5.830 [ HB 6.0 O 5.0 3.905 4.0 VCL C 3.07€ -3.538 CH3 D T 3.0 f1 (ppm) 006 .894 -1.891 100 3.291 2.0 .877 1.874 .872 1.0 000*0- B 0.0 © University of Michigan Answer Bank U D A

Interpret the NMR results in terms of purity. What should a chemist do to improve the yield or purity of the product?     Discuss the key parts of the NMR for the starting material and pure product.  Focus on the peaks that show up after 3 ppm.  For the starting material, discuss what those 2 peaks (around 3.5 ppm and 4.7 ppm) correspond to in the structure of cyclohexanol.  For the pure product, discuss why those 2 peaks are missing, and there is a new peak for 2H at around 5.6 ppm.  Then, discuss the NMR for your actual product from the reaction.  Does it contain pure product?  If not, what else is there?  How do you know this based on the NMR? Based on your understanding of the reaction and LeChatelier’s principle, how can you improve the reaction yield?  How can you better purify the reaction product?

Explain why butadiene sulfone was used in the Diels-Alder reaction with maleic anhydride? Why is excess employed in the reaction?

Spectra was run at 60mHz.

Which spectroscopic tool would be best for distinguishing a sample of 1,2-dichloropropane from 1,2-dibromopropane?  NMR spectroscopy IR spectroscopy UV/vis spectroscopy  Mass Spectrometry

8. One stereoregular form of polystyrene (A) has a 'H NMR spectrum containing a triplet centered at about 1.4 ppm and a quintet at about 1.9 ppm. Another stereoregular form (B) has an octet at about 1.6 ppm and a quintet at about 2.3 ppm. (Both spectra also exhibit phenyl proton resonances further downfield.) Interpret the spectra and determine which corresponds to isotactic and which to syndiotactic. (Syndiotactic polystyrene was first reported by N. Ishihara and co-workers in a 1986 paper. You may wish to locate the paper and check your answer.)

In an electrophilic aromatic substitution: Friedel-Crafts alkylation, where the tert.-butyl cation is used to alkylate 1,4-dimethoxybenzene.

Draw out the mechanisms for the Diels - Alders reaction of Tetra. Synthesis of Dimethyl 3,4, 5,6 - Tetraphenylphthalate

Organometallic reagents and alkoxides are strong bases as well as being good nucleophiles. Given the pKa values below, which reagent is the stronger base, nBuLi (CH3CH2CH2CH2LI) or the tert-butoxide anion ((CH3)3CO‒)? Explain your choice clearly in terms of structure andbonding. (Comparing the pKa values is not an explanation.)  (CH3)3COH pka= 16.54CH3CH2CH2CH3 pka= 50

Determine which of the following belongs to this ir spectra then complete the nmr analysis  methyl butanoate benzaldehyde 1-chlorobutane 1-chloro-2-methylpropane butan-2-one propan-2-ol propanal

Interpret the results of the UV-vis spectra and briefly explain why the 3-phenylpropionaldehyde compound did not peak but the others did (hint: conjugated system).

Please identify compound 1 and compound 2!!! Attached is the H-NMR and IR for both compounds (ignore the IR peaks ~2400).  The experimental melting point for the aqueous layer was 260-261 celcius. The experimental melting point for the organic layer was 76.9-78.7 celcius.  The following was my procedure: IntroductionThe reaction mixture in this experiment contains 4-bromobenzaldehyde, methanol, and aqueous potassium hydroxide. A reaction occurs that produces two organic compounds, compound 1 and compound 2. Both are solids at room temperature. Your task is to isolate, purify, and identify both compounds. A specific procedure is given for preparing the compounds, but you will need to work out the procedures for most other parts of this experiment.Experimental ProcedureThis procedure should produce enough of each compound to complete the experiment; however, in some cases, it may be necessary to run the reaction a second time. Although this experiment can be done individually, it works…

Observe and identify what's the general reaction scheme and explain it.

Question: Explain the principle behind the Woodward-Fieser rules for calculating the wavelength of maximum absorption (λmax) in UV-Vis spectroscopy for conjugated carbonyl compounds.

For each reagent calculate the moles with the given information.2-bromoaniline with a molecular weight of 172, a density of 1.56,in the amount of 2.0ml, and a boiling point of 229. NaNO2 with amolecular weight of 69, in the amount of 1.9g. KI with a molecularweight of 166 in the amount of 3.6g. H2O in the amount of 10ml.Show all work and calculations

Following is an example of a type of reaction known as a Diels-Alder reaction 1,3-Pentadiene Ethylene 3-Methylcyclohexene (a racemic mixture) The Diels-Alder reaction between a diene and an alkene is quite remarkable in that it is one of the few ways that chemists have to form two new carbon-carbon bonds in a single reaction. Given what you know about the relative strengths of carbon-carbon sigma and pi bonds, would you predict the Diels-Alder reaction to be exothermic or endothermic? Explain your reasoning.