Concept explainers
Biaryls, compounds containing two
a. b. c.
(a)
Interpretation: The synthesis of given biaryl compound using benzene as the starting material and any required organic or inorganic reagents is to be stated, and if more than one route is possible, then both routes are to be drawn.
Concept introduction: The treatment of an organic halide
Answer to Problem 26.47P
The synthesis of given biaryl compound (two routes) using benzene as the starting material and any required organic or inorganic reagents are shown below.
Explanation of Solution
The treatment of an organic halide
The retrosynthetic analysis of the given compound is,
Figure 1
The above analysis shows that there are two possible routes to synthesize the given compound.
Route 1:
The Route 1 involves formation of desired biaryl in nine steps. The first step is Friedel-Crafts alkylation of benzene with
Figure 2
Route 2:
The Route 2 involves
Figure 3
The synthesis of given biaryl compound (two routes) using benzene as the starting material and any required organic or inorganic reagents are shown in Figure 2, and Figure 3.
(b)
Interpretation: The synthesis of given biaryl compound using benzene as the starting material and any required organic or inorganic reagents is to be stated, and if more than one route is possible, then both routes are to be drawn.
Concept introduction: The treatment of an organic halide
Answer to Problem 26.47P
The synthesis of given biaryl compound (two routes) using benzene as the starting material and any required organic or inorganic reagents are shown below.
Explanation of Solution
The treatment of an organic halide
The retrosynthetic analysis of the given compound is,
Figure 4
The above analysis shows that there are two possible routes to synthesize the given compound.
Route 1:
The Route 1 involves eight steps. The first step is bromination of benzene in the presence of
Figure 5
Route 2:
The Route 2 involves
Figure 6
The synthesis of given biaryl compound (two routes) using benzene as the starting material and any required organic or inorganic reagents are shown in Figure 5, and Figure 6.
(c)
Interpretation: The synthesis of given biaryl compound using benzene as the starting material and any required organic or inorganic reagents is to be stated, and if more than one route is possible, then both routes are to be drawn.
Concept introduction: The treatment of an organic halide
Answer to Problem 26.47P
The synthesis of given biaryl compound (two routes) using benzene as the starting material and any required organic or inorganic reagents are shown below.
Explanation of Solution
The treatment of an organic halide
The retrosynthetic analysis of the given compound is,
Figure 7
The above analysis shows that there are two possible routes to synthesize the given compound.
Route 1:
The Route 1 involves eight steps. The first step is bromination of benzene in the presence of
Figure 8
Route 2:
The Route 2 involves
Figure 9
The synthesis of given biaryl compound (two routes) using benzene as the starting material and any required organic or inorganic reagents are shown in Figure 8, and Figure 9.
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Chapter 26 Solutions
ORGANIC CHEMISTRY
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- Two methods convert an alkyl halide to a carboxylic acid having one more carbon atom. Depending on the structure of the alkyl halide, one or both of these methods may be employed. For each alkyl halide, write out a stepwise sequence that converts it to a carboxylic acid with one more carbon atom. If both methods work, draw both routes. If one method cannot be used, state why it can't.arrow_forwardConvert phenylacetylene to butyl benzene using any necessary organic and inorganic reagents. It will require multiple steps.arrow_forwardEnamines can serve as enolate surrogates in reactions at the a-carbon. In the following reaction sequence, the structures of the enamine addition product – the initial zwitterion and its neutral tautomer – are shown. Draw the structures of the two reactants forming these intermediates, and draw the structure of the final product, obtained via hydrolysis the neutral intermediate. reactants initial zwitterionic intermediate tautomerization hydrolysis product neutral intermediate NH н,о Н,о ↑arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning