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Chapter 27.2, Problem 10P

Explain why, when propylene oxide undergoes anionic polymerization, nucleophilic attack occurs at the less substituted carbon of the epoxide, but when it undergoes cationic polymerization, nucleophilic attack occurs at the more substituted carbon.

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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 27 Solutions

Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card; Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition)

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