PKG ORGANIC CHEMISTRY
PKG ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259963667
Author: SMITH
Publisher: MCG
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Chapter 26, Problem 26.24P

What steps are needed to convert but-1-ene ( CH 3 CH 2 CH = CH 2 ) to octane [ CH 3 ( CH 2 ) 6 CH 3 ] using a coupling reaction with an organocuprate reagent? All carbon atoms in octane must come from but-1-ene .

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%Reflectance 95 90- 85 22 00 89 60 55 50 70 65 75 80 50- 45 40 WA 35 30- 25 20- 4000 3500 Date: Thu Feb 06 17:21:21 2025 (GMT-05:0(UnknownD Scans: 8 Resolution: 2.000 3000 2500 Wavenumbers (cm-1) 100- 2981.77 1734.25 2000 1500 1000 1372.09 1108.01 2359.09 1469.82 1181.94 1145.20 1017.01 958.45 886.97 820.49 668.25 630.05 611.37
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CH3 CH H3C CH3 H OH H3C- -OCH2CH3 H3C H -OCH3 For each of the above compounds, do the following: 1. List the wave numbers of all the IR bands in the 1350-4000 cm-1 region. For each one, state what bond or group it represents. 2. Label equivalent sets of protons with lower-case letters. Then, for each 1H NMR signal, give the 8 value, the type of splitting (singlet, doublet etc.), and the number protons it represents. of letter δ value splitting # of protons 3. Redraw the compound and label equivalent sets of carbons with lower-case letters. Then for each set of carbons give the 5 value and # of carbons it represents. letter δ value # of carbons

Chapter 26 Solutions

PKG 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 - Problem 26.15 Draw the product formed from...Ch. 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 - 26.20 Draw the products formed in each...Ch. 26 - What organic halide is needed to convert lithium...Ch. 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 - Prob. 26.25PCh. 26 - Prob. 26.26PCh. 26 - 26.27 Draw the products (including stereoisomers)...Ch. 26 - 26.28 Treatment of cyclohexene with and forms...Ch. 26 - Prob. 26.29PCh. 26 - 26.30 What starting material is needed to prepare...Ch. 26 - Prob. 26.31PCh. 26 - Prob. 26.32PCh. 26 - When certain cycloalkenes are used in metathesis...Ch. 26 - 26.34 Draw the products formed in each reaction. ...Ch. 26 - Prob. 26.35PCh. 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. 26.39PCh. 26 - Prob. 26.40PCh. 26 - Prob. 26.41PCh. 26 - Prob. 26.42PCh. 26 - 26.43 Devise a synthesis of each compound using a...Ch. 26 - 26.44 Devise a synthesis of each compound from...Ch. 26 - 26.45 Devise a synthesis of each compound from...Ch. 26 - 26.46 Devise a synthesis of each substituted...Ch. 26 - Biaryls, compounds containing two aromatic rings...Ch. 26 - Prob. 26.48PCh. 26 - 26.49 Draw the product formed from the...Ch. 26 - Prob. 26.50PCh. 26 - 26.51 Devise a synthesis of each of the following...Ch. 26 - Prob. 26.52PCh. 26 - 26.53 The following conversion, carried out in the...Ch. 26 - Prob. 26.54PCh. 26 - 26.55 Dimethyl cyclopropanes can be prepared by...Ch. 26 - Prob. 26.56P
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