Solutions_Manual_for_Organic_Chemistry_6th_Ed 307

Solutions_Manual_for_Organic_Chemistry_6th_Ed 307 - 1 4-5...

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Unformatted text preview: 1 4-5 continued (b) HO H2C -- CH2 I :o� I H+ ----l� .. HO H 2C -- CH2 HO H 2C I :60 IJ \. : OH CH2 I H HO H2 I - HO H 2C � I - H20: CH2 I� I :O �H CH2 + ) H O: .. � H 2C-CH2 HO H2C-CH2 + I H+ I :0: I The mechanism shows that the acid c atalyst is regenerated at the end of the reaction . 1 4-6 (a) dihydropyran (b) 2-chloro-l,4-dioxane (c) 3-isopropylpyran 1 4-7 () o H2C I = :0: H 2C I -- CH2 0 CH2 I \ + H30 + - H OH H2C . (I � I H O: H 2C I � CH2 0 CH2 I I (d) trans-2,3-diethyloxirane; trans-3,4-epoxyhexane; trans-3-hexene oxide (e) 3-bromo-2-ethoxyfuran ( f) 3 -bromo-2,2-dimethyloxetane CH3CH2CH2CH2 mJz 57 + CH3 +CH , CH3 mJz 43 I mJz 73 3 00 mJz 1 01 ...
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