Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter FRP, Problem 21P

An alkane (A) with the formula C 6 H 14 reacts with chlorine to yield three compounds with the formula C 6 H 13 C l ; B, C, and D. Of these only C and D undergo dehydrohalogenation with sodium ethoxide in ethanol to produce an alkene. Moreover C and D yield the same alkene E ( C 6 H 12 ) . Hydrogenation of E produces A. Treating E with HCl produces a compound (F) that is an isomer of B, C, and D. Treating F with magnesium in dry ether followed by aqueous acid gives a compound (G) that is isomeric with A. Propose structures for A-G.

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Q1: Curved Arrows, Bronsted Acids & Bases, Lewis Acids & Bases Considering the following reactions: a) Predict the products to complete the reactions. b) Use curved electron-pushing arrows to show the mechanism for the reaction in the forward direction. Redraw some of the compounds to explicitly illustrate all bonds that are broken and all bonds that are formed. c) Label Bronsted acids and bases in the left side of the reactions. Label conjugate acids and bases in the right side of the reactions. d) Label Lewis acids and bases, nucleophiles and electrophiles in the left side of the reactions. A. + OH CH30: OH B. + HBr C. H₂SO4 D. CF 3. CH 3 + HCI N H fluoxetine antidepressant 1↓ JDownload
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