Organic Chemistry II

Professor Carl C. Wamser

Chem 335 - Winter 2009

Pre-Quiz 17

(must be done in Blackboard before Wed., Feb. 25, 8:30 am)

1. Another name for allyl benzyl ketone would be

a. 1-benzyl-3-butenal
b. 1-benzyl-3-buten-1-one
c. 1-phenyl-4-penten-1-one
* d. 1-phenyl-4-penten-2-one
e. 4-benzyl-1-buten-4-one

2. Which of the following would be categorized as a hemiacetal?

a. 1,2-dimethoxyethane
b. 1,1-dimethoxyethane
* c. 1-methoxyethanol
d. 1,1-ethanediol
e. 1,2-ethanediol

3. In a typical nucleophilic addition to a carbonyl group, the carbonyl carbon changes hybridization from

a. sp to sp2
b. sp to sp3
c. sp2 to sp
* d. sp2 to sp3
e. sp3 to sp
f. sp3 to sp2

4. Using a Wittig synthesis, 1-octene could be prepared from a Wittig reagent originally created from methyl iodide plus what carbonyl compound?

a. octanal
* b. heptanal
c. hexanal
d. 2-hexanone
e. 2-heptanone

5. The carbonyl compound in the list below with the highest chemical shift in a proton NMR would be

* a. butanal
b. butanone
c. 3-buten-2-one
d. benzophenone
e. acetophenone