practice%20%231_KEY

practice%20%231_KEY - CHEMISTRY 108B UC SANTA CRUZ WINTER...

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CHEMISTRY 108B UC SANTA CRUZ WINTER 2007 EXAM 1 Name:_____________________ TA:_______________________ Section:____________________ KEY 1. ( 12 points ) Draw structures for the following IUPAC names: a) 2-methyl-1-phenyl-1,4-butanediol HO OH CH 3 b) tert butoxycyclohexane ( tert butyl cyclohexyl ether) O CH 3 CH 3 CH 3 c) 2-phenyl butanal H 3 C H O d) 2-butanone H 3 C O CH 3 1 2 3 4 5 6 7 8 9 extra Total
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2. ( 9 points ) Rank the following compounds in order of increasing acidity, where 1 is the MOST acidic and 3 is the LEAST acidic: O H CH 3 O H F O H NO 2 3. ( 8 points ) How many absorptions would you expect to observe in the 13 C NMR spectra of the following compounds? a) 1,1-Dimethylcyclohexane 1 2 3 4 5 b) 3-methyl-1-pentyne 1 2 3 4 5 6 1 2 3
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4. (1 2 points ) The reaction of 2-butanone affords two non-separable products. Fill in the structures of the products: O NC - + AB 2. H 3 O + 1. OH OH NC NC Circle the correct answer: A and B are: a) structural isomers b) enantiomers c) diastereomers The 1H NMR spectra of A and B are: a) identical b) not identical
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5. ( 12 points )
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This note was uploaded on 04/15/2008 for the course CHEM 108B taught by Professor White during the Spring '07 term at UCSC.

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practice%20%231_KEY - CHEMISTRY 108B UC SANTA CRUZ WINTER...

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