ORGANIC CHEMISTRY MASTERINGCHEM ACCESS
9th Edition
ISBN: 9780137249442
Author: Wade
Publisher: INTER PEAR
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Chapter 17, Problem 17.60SP
Electrophilic
- a. HNO3, H2SO4
- b. Br2, FeBr3
- c. CH3CH2COCl, AlCl3
- d. isobutylene and HF
- e. cyclohexanol and BF3
- f. fuming sulfuric acid
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From the table of reagents shown below, show how you synthesize the product from the given reactant.
OCH₂CH3
OH
a. NBS, (PhCO₂)2
b. Br2, FeBr3
c. Br₂, H+
d. OH
e. NaOH(s), A
f. HNO3, H₂SO4
g. H₂ CrO4
Reagents available
h. CH3 CI, AICI,
o. CuCN
i. CH3 CH₂ Br
p. H₂O+, A
j. CH₂O, A
q. CH3 CH₂ COCI, AICI,
k. CH3COCI, AICI3
r. H₂NNH₂, OH, A
1. Mg, Et₂ O
s. H₂, Pd/C
m. CO₂ (s) then H3O+ t. H₂PO₂
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:
How would you prepare benzylamine (CeHsCH,NH) from each compound? In some cases, more than one step is required.
a. CgHsCH2Br
b. CęHsCN
c. CeHgCONH2
d. CeHsCHO
e. CeH,CH3
f. CeHsCOOH
g. CeHsNH2
h. benzene
These reagents can produce ketones with alkynes
A. BH3, THF, H2O2
B. KMnO4
C. O3
D. H2SO4, H2O, HgSO4
Chapter 17 Solutions
ORGANIC CHEMISTRY MASTERINGCHEM ACCESS
Ch. 17.1 - Prob. 17.1PCh. 17.2 - Prob. 17.2PCh. 17.3 - Prob. 17.3PCh. 17.4 - Use resonance forms to show that the dipolar sigma...Ch. 17.6A - Prob. 17.5PCh. 17.6A - Prob. 17.6PCh. 17.6B - Propose a mechanism for the brommation of...Ch. 17.6B - Prob. 17.8PCh. 17.6B - Prob. 17.9PCh. 17.7 - Prob. 17.10P
Ch. 17.8 - Draw all the resonance forms of the sigma complex...Ch. 17.9 - Predict the mononitration products of the...Ch. 17.9 - Predict the mononitration products of the...Ch. 17.9 - Prob. 17.14PCh. 17.10 - Propose products (if any) and mechanisms for the...Ch. 17.10 - Predict the products (if any) of the following...Ch. 17.10 - Which reactions will produce the desired product...Ch. 17.10 - Prob. 17.19PCh. 17.11C - Prob. 17.20PCh. 17.12A - Prob. 17.21PCh. 17.12B - Propose a mechanism that shows why p-chlorotoluene...Ch. 17.12B - Propose mechanisms and show the expected products...Ch. 17.12B - Prob. 17.24PCh. 17.13A - What products would you expect from the following...Ch. 17.13A - What organocuprate reagent would you use for the...Ch. 17.13B - What products would you expect from the following...Ch. 17.13B - Prob. 17.28PCh. 17.13C - What products would you expect from the following...Ch. 17.13C - Prob. 17.30PCh. 17.14C - Prob. 17.31PCh. 17.14C - Predict the major products of the following...Ch. 17.15A - Predict the major products of treating the...Ch. 17.15B - Prob. 17.34PCh. 17.15B - Prob. 17.35PCh. 17.15B - Predict the major products when the following...Ch. 17.15C - Prob. 17.37PCh. 17.15C - a. Based on what you know about the relative...Ch. 17.15C - Show how you would synthesize the following...Ch. 17.16A - The bombardier beetle defends itself by spraying a...Ch. 17.16B - Predict the products formed when m-cresol...Ch. 17.16B - Prob. 17.42PCh. 17.16B - Prob. 17.43PCh. 17.16B - Predict the site(s) of electophilic attack on...Ch. 17.16B - Prob. 17.45PCh. 17.16B - Prob. 17.46PCh. 17.16B - Propose a synthetic sequence of this...Ch. 17.16B - Prob. 17.48PCh. 17.16B - Starting from toluene, propose a synthesis of this...Ch. 17 - Prob. 17.50SPCh. 17 - Prob. 17.51SPCh. 17 - Show how you would synthesize the following...Ch. 17 - Predict the major products of the following...Ch. 17 - Predict the major products of bromination of the...Ch. 17 - What products would you expect from the following...Ch. 17 - Prob. 17.56SPCh. 17 - Prob. 17.57SPCh. 17 - The following compound reacts with a hot,...Ch. 17 - Prob. 17.59SPCh. 17 - Electrophilic aromatic substitution usually occurs...Ch. 17 - Prob. 17.62SPCh. 17 - The most common selective herbicide for killing...Ch. 17 - Furan undergoes electrophilic aromatic...Ch. 17 - Prob. 17.65SPCh. 17 - Bisphenol A is an important component of many...Ch. 17 - Prob. 17.67SPCh. 17 - Prob. 17.68SPCh. 17 - Prob. 17.69SPCh. 17 - In Chapter14, we saw that Agent Orange contains...Ch. 17 - Phenol reacts with three equivalents of bromine in...Ch. 17 - Prob. 17.72SPCh. 17 - Prob. 17.73SPCh. 17 - A common illicit synthesis of methamphetamine...Ch. 17 - Prob. 17.75SPCh. 17 - Prob. 17.76SPCh. 17 - Prob. 17.77SPCh. 17 - Prob. 17.78SP
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