8487-Q-01A-KEY - Wednesday Please PRINT Last name CHM...

Wednesday, January 12, 2011 CHM 2211-8487 Quiz #01 Form A Page 1 of 1
Please Last
PRINT name:
First
name:
UFID:
______ /20 pts.
Put your answers in the spaces, or check Rԯ or insert your answer
Graded by Cheri
1. ( 3 pts )
(a) (b) Provide the reagents A and B , respectively, that form the organolithium reagent (on the right).
(c) Provide a suitable solvent for this reaction.
(a) Reagent A (b) Reagent B
CH
3
CH
2
CH
2
CH
2
–Br
+
2 Li
(c) Solvent
pentane or hexane
CH
3
CH
2
CH
2
CH
2
–Li
_____
2. ( 3 pts )
(a) Complete the reaction of butyllithium with H
2
O, showing the product (on the left).
(b) Provide the reagent that converts butyllithium into the corresponding Gilman reagent.
(c) Draw the structure of the Gilman reagent (on the right).
CH
3
CH
2
CH
2
CH
2
–Li
H
2
O
(a) Product
CH
3
CH
2
CH
2
CH
3
(c) Gilman reagent
(CH
3
CH
2
CH
2
CH
2
)
2
CuLi
(b) Reagent
CuI
_____
3. ( 5 pts )
(a) Provide the reagents for the work-up (= step 2) of the following reaction.