Organic Chemistry II
	Professor Carl C. Wamser
Chem 335 - Winter 2004	Pre-Quiz 16

Chapter 16 Pre-Quiz

(must be done in WebCT before Mon., March 1, 8:30 am)

1) Addition of water to an epoxide gives

a. an ether  
b. an alcohol  
* c. a vicinal diol  
d. a geminal diol  
e. a ketone  

2) The epoxide created from styrene could be named

a. styrene oxide  
b. 2-phenyloxirane  
c. 1-phenyl-1,2-epoxyethane  
* d. all of the above  

3) The nomenclature for crown ethers is m-crown-n , where

* a. m = total ring size, n = total number of oxygen atoms  
b. m = total number of carbon atoms, n = total number of oxygen atoms  
c. m = total C-C bonds, n = total C-O bonds  
d. m = total ring size, n = total C-O bonds  
e. none of the above  

4) The Williamson ether synthesis could be best applied to the synthesis of methoxycyclohexane by using

a. cyclohexyl bromide and sodium methoxide  
b. cyclohexanol and methanol  
c. cyclohexene and methanol  
* d. sodium cyclohexoxide and methyl iodide  
e. cyclohexyl magnesium bromide and formaldehyde  

5) The H-NMR spectrum of benzyl methyl ether in the region 3-4 ppm would be expected to have

a. one singlet  
* b. two singlets  
c. one singlet and a quartet  
d. one singlet and a complex multiplet  
e. two singlets and a complex multiplet

( Note - the actual spectrum shows the benzylic -CH2-O- between 4 & 5. Credit for option a is also accepted.)