Concept explainers
Draw the product formed from the ring-closing metathesis of each compound. Then, devise a synthesis of each metathesis starting material from benzene, alcohols with less than five carbons, and any needed organic and inorganic reagents.
a. b.
(a)
Interpretation: The product formed from the ring-closing metathesis of given compound is to be drawn, and the synthesis of metathesis starting material using
Concept introduction: The ring-closing metathesis (RCM) by Grubbs catalyst occurs, when the starting material is diene. This reaction is facilitated under high-dilution condition as it favors intramolecular metathesis instead of intermolecular metathesis.
Answer to Problem 26.49P
The product formed from the ring-closing metathesis of given compound is
The synthesis of metathesis starting material using
Explanation of Solution
The given compound is a diene.
The ring-closing metathesis (RCM) by Grubbs catalyst occurs, when the starting material is diene. This reaction is facilitated under high-dilution condition as it favors intramolecular metathesis instead of intermolecular metathesis.
The product formed from the ring-closing metathesis of given compound is drawn in Figure 1.
Figure 1
The synthesis of metathesis starting material involves ten steps. The first step is Friedel-Crafts alkylation of benzene with
Figure 2
The product formed from the ring-closing metathesis of given compound is drawn in Figure 1. The synthesis of metathesis starting material using
(b)
Interpretation: The product formed from the ring-closing metathesis of given compound is to be drawn, and the synthesis of metathesis starting material using
Concept introduction: The ring-closing metathesis (RCM) by Grubbs catalyst occurs, when the starting material is diene. This reaction is facilitated under high-dilution condition as it favors intramolecular metathesis instead of intermolecular metathesis.
Answer to Problem 26.49P
The product formed from the ring-closing metathesis of given compound is,
The synthesis of metathesis starting material using
Explanation of Solution
The given compound is a diene.
The ring-closing metathesis (RCM) by Grubbs catalyst occurs, when the starting material is diene. This reaction is facilitated under high-dilution condition as it favors intramolecular metathesis instead of intermolecular metathesis.
The product formed from the ring-closing metathesis of given compound is drawn in Figure 3.
Figure 3
The synthesis of metathesis starting material involves nine steps. The first step is Friedel-Crafts alkylation of benzene with chloromethane in the presence of
Figure 4
The product formed from the ring-closing metathesis of given compound is drawn in Figure 3. The synthesis of metathesis starting material using
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Chapter 26 Solutions
Study Guide/Solutions Manual for Organic Chemistry
- Devise a synthesis of each compound from benzene. You may also useany organic compounds having four or fewer carbons and any requiredinorganic reagents.arrow_forwardDraw a stepwise mechanism for the sulfonation of an alkyl benzene such as A to form asubstituted benzenesulfonic acid B. Treatment of B with base forms a sodium salt C that canbe used as a synthetic detergent to clean away dirt.arrow_forwardDraw the product formed from the ring-closing metathesis of each compound. Then, devise a synthesis of each metathesis starting material from benzene, alcohols with four or fewer carbons, and any needed organic or inorganic reagents.arrow_forward
- Devise a synthesis of each compound from cyclohexene and any required organic or inorganic reagents.arrow_forwardDraw a stepwise mechanism for the following reduction.arrow_forwardDevise a synthesis of each compound from cyclohexene and any required organic compounds or inorganic reagents.arrow_forward
- Devise a synthesis of each compound from the indicated starting material, organic compounds containing one or two carbons, and any other required reagents.arrow_forwardDevise a synthesis of each compound from benzene. You may also use any organic compounds having four carbons or fewer, and any required inorganic reagents.arrow_forwardDraw a stepwise mechanism for the sulfonation of an alkyl benzene such as A to form a substituted benzenesulfonic acid B. Treatment of B with base forms a sodium salt C that can be used as a synthetic detergent to clean away dirtarrow_forward
- Devise a synthesis of each compound from benzene. You may also use any organic compounds having four or fewer carbons and any required inorganic reagents.arrow_forwardDimethyl cyclopropanes can be prepared by the reaction of an α,β-unsaturated carbonyl compound X with two equivalents of a Wittig reagent Y. Draw a stepwise mechanism for this reaction.arrow_forwardDimethyl cyclopropanes can be prepared by the reaction of an α, β- unsaturated carbonyl compound X with two equivalents of a Wittig reagent Y. Draw a stepwise mechanism for this reaction.arrow_forward
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