Organic Chemistry III

Professor Carl C. Wamser

Chapter 17 Pre-Quiz

Chem 336 - Spring 2005

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

1. Hydroformylation generates an aldehyde from an alkene plus

a. a primary alcohol  
b. oxygen  
c. carbon dioxide  
* d. carbon monoxide  
e. formaldehyde

2. In a typical nucleophilic addition, a carbonyl carbon

a. changes from sp3 to sp2  
* b. changes from sp2 to sp3  
c. changes from sp to sp2  
d. changes from sp2 to sp  
e. does not change hybridization

3. The ethyl hemiacetal made from butanal would have the molecular formula

a. C6 H14 O  
* b. C6 H14 O2  
c. C7 H16 O2  
d. C8 H18 O  
e. C8 H18 O2

4. Addition of lithium aluminum hydride to (R)-2-methylcyclohexanone will give two products which are

a. enantiomers, in equal amounts  
b. enantiomers, in unequal amounts  
c. diastereomers, in equal amounts  
* d. diastereomers, in unequal amounts  
e. two achiral products

5. 2-Pentanol could be made by addition of

a. methyl magnesium bromide to butanal  
b. ethyl magnesium bromide to propanal  
c. propyl magnesium bromide to ethanal  
d. butyl magnesium bromide to formaldehyde  
* e. more than one of the above