Please see the attached file for the fully formatted problems.
10. A compound C10H13NO (A) has the following 1H NMR spectrum:
delta (ppm) Integration Multiplicity
7.4-7.2 4H multiplet
3.2 3H singlet
2.3 3H singlet
1.8 3H singlet
Compound A was insoluble in 5% aqueous HCl, but dissolved slowly on heating with aqueous sodium hydroxide. This reaction mixture was cooled and carefully acidified. Distillation of this mixture gave a volatile acidic liquid (B) which smelled like vinegar. This material was titrated and found to have a molecular weight of 60 ±I. The residue from the distillation of B was made alkaline, and from this solution a basic substance Compound C (C8H11N) was obtained. Treatment of C with excess benzenesulphonyl chloride in alkaline solution gave a solid (D), which was insoluble in acid. Compound C was subjected to high pressure hydrogenation to give Compound E (C8H17N). Treatment of E with excess methyl iodide followed by heating with silver oxide gave trimethylamine and 3- methylcyclohexene.
Give structures for A, B, C, D, and E. Show your reasoning and reaction equations.
12. Show plausible mechanisms for the following....© BrainMass Inc. brainmass.com October 25, 2018, 12:07 am ad1c9bdddf
Easy stepwise explanation to elucidate structure of compounds using given spectroscopic data as well as reaction mechanisms
Synthesis of Aspirin
1. Draw the structures of salicylic acid and aspirin. Circle and identify the functional groups present in each compound.
3. Sulfuric acid is a catalyst. What does that mean?
5. What safety, environmental and economic considerations would be important to a company manufacturing 1 million pounds of aspirin each year by this procedure? Which ones do you think are most important? Why?
6. The aspirin synthesized in a home experiment should never be taken home for medicinal use. Why not?View Full Posting Details