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Quiz10cor_E - represents the molecular weight of the...

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1 CHM 2123, Quiz #10: Hydrolysis of esters, fats, and detergents Assigned: November 19, 2009 Due: November 24, 2009, before 5pm MARKING SCHEME 1. Show the saponification mechanism using isopentyl acetate as the starting ester (see exp. 9 – ‘banana’ scent). ( 3 points ) O O O O HO O O O H OH O H + Workup O O HO + + O H 2. Give the structures of the following fatty acids: ( 3 points ) i. Palmitic acid: ii. Linoleic acid: iii. Stearic acid O OH
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2 3. Explain how the determination of the neutralization equivalent can provide useful information towards the determination of an unknown structure, for example. (2 points) The neutralization équivalent gives you the quantity in NaOH (mols) necessary to completely hydrolyse a known quantity of ester (in gram). This valur, expressed in g/mol,
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Unformatted text preview: represents the molecular weight of the unknown (if only 1 ester is present), or a multiple of the molecular weight (if there are more than one ester present.). 4. Could acidic conditions be employed to determine the neutralization equivalent? Justify your answer with equations and explain briefly. (2 points) R O O R' + NaOH R O O + R'OH Na R O O R' + H 2 O H + R OH O + R'OH It would be impossible to obtain a neutralization équivalent value from acidic conditions. The main reason for this is that ester hydrolysis in acidic medium is a thermodynamic equilibrium, hence an imcomplete réaction....
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