Organic Chemistry
Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
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Chapter 26, Problem 26.39P
Interpretation Introduction

Interpretation: A synthesis of (E)-1- phenylhex -1- ene (CH3CH2CH2CH2CH=Ph) using hydrocarbons that have 6C's and a Suzuki reaction as one of the steps is to be stated.

Concept introduction: The treatment of an organic halide (R'X) with an organoborane reagent (RBY2) in the presence of Pd catalyst to afford the CC coupling is known as Suzuki reaction. The metal catalyst is coordinated with some ligands, like PPh3. The reaction is facilitated in the presence of strong inorganic base like NaOCH2CH3 or NaOH.

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Devise a synthesis of 1-phenyl-5-methylhexane [C6H5(CH2)4CH(CH3)2] from acetylene, alkyl halides, and any required inorganic reagents.
One compound that contributes to the “seashore smell” at beaches in Hawai‘i is dictyopterene D', a component of a brown edible seaweed called limu lipoa. Hydrogenation of dictyopterene D' with excess H2 in the presence of a Pd catalyst forms butylcycloheptane. Ozonolysis with O3 followed by (CH3)2S forms CH2(CHO)2, HCOCH2CH(CHO)2, and CH3CH2CHO. What are possible structures of dictyopterene D'?
Take 1-methylcyclohexene as the alkene and treat it with the reagent.

Chapter 26 Solutions

Organic Chemistry

Ch. 26 - Problem 26.11 What product is formed when each...Ch. 26 - Prob. 26.12PCh. 26 - Problem 26.13 Draw the products formed when each...Ch. 26 - Problem 26.14 What products are formed when ...Ch. 26 - Prob. 26.15PCh. 26 - What product is formed by ring-closing metathesis...Ch. 26 - Problem 26.17 What starting material is needed to...Ch. 26 - 26.18 In addition to organic halides, alkyl...Ch. 26 - 26.19 What product is formed by ring-closing...Ch. 26 - Draw the products formed in each reaction.Ch. 26 - Prob. 26.21PCh. 26 - 26.22 How can you convert ethynylcyclohexane to...Ch. 26 - 26.23 What compound is needed to convert styrene...Ch. 26 - 26.24 What steps are needed to convert to octane...Ch. 26 - Draw the products including stereoisomers formed...Ch. 26 - 26.28 Treatment of cyclohexene with and forms...Ch. 26 - Prob. 26.27PCh. 26 - 26.30 What starting material is needed to prepare...Ch. 26 - Prob. 26.29PCh. 26 - Prob. 26.30PCh. 26 - Prob. 26.31PCh. 26 - Draw the products formed in each reaction. a. f....Ch. 26 - Prob. 26.33PCh. 26 - Draw a stepwise mechanism for the following...Ch. 26 - Sulfur ylides, like the phosphorus ylides of...Ch. 26 - Although diazomethane is often not a useful...Ch. 26 - Prob. 26.37PCh. 26 - Prob. 26.38PCh. 26 - Prob. 26.39PCh. 26 - Prob. 26.40PCh. 26 - 26.43 Devise a synthesis of each compound using a...Ch. 26 - Devise a synthesis of each compound from...Ch. 26 - Devise a synthesis of each compound from benzene....Ch. 26 - Devise a synthesis of each substituted...Ch. 26 - Biaryls, compounds containing two aromatic rings...Ch. 26 - Prob. 26.46PCh. 26 - 26.49 Draw the product formed from the...Ch. 26 - Prob. 26.48PCh. 26 - Devise a synthesis of each of the following...Ch. 26 - Prob. 26.50PCh. 26 - 26.53 The following conversion, carried out in the...Ch. 26 - Prob. 26.52PCh. 26 - 26.55 Dimethyl cyclopropanes can be prepared by...Ch. 26 - Prob. 26.54P
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