EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
9th Edition
ISBN: 9780136781776
Author: Wade
Publisher: PEARSON CO
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Textbook Question
Chapter 6, Problem 6.45SP
Predict the products of the following SN2 reactions
- a. CH3CH2ONa+CH3CH2Cl→
c.
d. CH3(CH2)8CH2Cl+Na+-:≡CH→
e.
f. (CH3)3C—CH2CH2Br+excessNH3→
h.
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From the table of reagents shown below, show how you synthesize the product from the given reactant.
Br
Reagents available
a. NBS, (PhCO2)2 h. CH3 Cl, AIC13
CUCN
0.
b. Br2, FeBr3
i. CH3 CH2 Br
р. НзО*, д
с. Вг2, Н+
j. CH3O¯, A
q. CH; CH2 COCI, AICI3
r.
k. CH3 COCI, AICI3
H2NNH2,
OH, A
d. OH-
e. NaOH(s), A
1. Mg, Et20
s. H2, Pd/C
f. HNO3, H,SO4
m. CO2(s) then H3O+ t. H3PO2
g. H2 CrO4
n. HONO 0°C
u. Cl2, FeCl3
(Enter the letter(s) of the reagent(s) needed in the box, in the order that they must be used. No more than two steps are required to
perform the synthesis. Note that a retrosynthetic arrow is used, and therefore the reactant is shown on the right.)
Answer:
select reagents:
cyclopentanone
Reagents
a. C6H5CHO
b. NaOH, ethanol
c. Pyrrolidine, cat. Hj.
d. H₂C=CHCN
e. H3O+
f. LDA
g.
A) bg
EtOC(=O)CO₂Et
h.
i.
B) ka
k.
I.
m.
O:
BrCH₂CH=CH₂
NatOEt, ethanol
Br₂, H+
K+ t-BUO™
CH2(CO2Et)z
heat
C) jh
CO₂Et
D) Im
6. Provide the reagents or the product for the following reactions.
Br
a
b.
HO
он
C.
PB13
Chapter 6 Solutions
EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
Ch. 6.1 - Classify each compound as an alkyl halide, a vinyl...Ch. 6.2 - Give the structures of the following compounds. a....Ch. 6.2 - For each of the following compounds, A. give the...Ch. 6.3E - Prob. 6.4PCh. 6.4 - Prob. 6.5PCh. 6.5A - For each pair of compounds, predict which compound...Ch. 6.5B - Prob. 6.7PCh. 6.6B - Prob. 6.8PCh. 6.6B - The light-initiated reaction of...Ch. 6.6B - Show how free-radical halogenation might be used...
Ch. 6.7 - Prob. 6.11PCh. 6.7 - Prob. 6.12PCh. 6.8 - Prob. 6.13PCh. 6.9 - Predict the major products of the following...Ch. 6.9 - Prob. 6.15PCh. 6.10A - Prob. 6.16PCh. 6.11A - When diethyl ether (CH3CH2OCH2CH3) is treated with...Ch. 6.11B - Prob. 6.18PCh. 6.11B - For each pair of compounds, state which compound...Ch. 6.12 - Prob. 6.20PCh. 6.12 - Under appropriate conditions...Ch. 6.13 - Propose an SN1 mechanism for the solvolysis of...Ch. 6.13B - Prob. 6.23PCh. 6.13B - 3-Bromocyclohexene is a secondary halide, and...Ch. 6.15 - Prob. 6.25PCh. 6.15 - Prob. 6.26PCh. 6.16 - For each reaction, give the expected substitution...Ch. 6.16 - Prob. 6.28PCh. 6.16 - Prob. 6.29PCh. 6 - Prob. 6.30SPCh. 6 - Draw the structures of the following compounds. a....Ch. 6 - Give systematic (IUPAC) names for the following...Ch. 6 - Prob. 6.33SPCh. 6 - Predict the compound in each pair that will...Ch. 6 - Prob. 6.35SPCh. 6 - Give two syntheses for (CH3)2CHOCH2CH3, and...Ch. 6 - Prob. 6.37SPCh. 6 - Prob. 6.38SPCh. 6 - Chlorocyclohexane reacts with sodium cyanide...Ch. 6 - Give the substitution products expected from...Ch. 6 - Prob. 6.41SPCh. 6 - Prob. 6.42SPCh. 6 - Two of the carbocations in Problem6-42 are prone...Ch. 6 - Prob. 6.44SPCh. 6 - Predict the products of the following SN2...Ch. 6 - Prob. 6.46SPCh. 6 - Strawberry growers have used large quantities of...Ch. 6 - A solution of pure (S)-2-iodobutane ([]=+15.90) in...Ch. 6 - Prob. 6.49SPCh. 6 - Give a mechanism to explain the two products...Ch. 6 - Prob. 6.51SPCh. 6 - Because the SN1 reaction goes through a flat...Ch. 6 - Prob. 6.53SPCh. 6 - Furfuryl chloride can undergo substitution by both...Ch. 6 - Prob. 6.55SPCh. 6 - The following reaction takes place under...Ch. 6 - Propose mechanisms to account for the observed...Ch. 6 - Prob. 6.58SPCh. 6 - Prob. 6.59SP
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