EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
9th Edition
ISBN: 9780136781776
Author: Wade
Publisher: PEARSON CO
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Chapter 15.5, Problem 15.7P
Propose a mechanism for each reaction, showing explicitly how the observed mixtures of products are formed.
- a. 3 — methylbut — 2 — en — 1 — ol -+- HBr→1 — bromo — 3 — methylbut — 2 — ene + 3 — bromo — 3 — methylbut — 1 — ene
- b. 2 — methylbut — 3 — en — 2 — ol + HBr → 1 — bromo — 3 — methylbut — 2 — ene + 3 — bromo — 3 — methylbut — 1 — ene
- c. cyclopenta-1,3-diene + Br2 →3,4-dibromocyclopent-1-ene + 3,5-dibromocyclopent-1-ene
- d. 1 — chlorobut — 2 — ene + AgNO3, H2O→but — 2 — en — 1 — ol + but — 3 — en — 2 — ol
- e. 3 — chlorobut — 1 — ene + AgNO3, H2O→but — 2 — en — 1 — ol + but — 3 — en — 2 — ol
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When trichloroacetaldehyde is dissolved in water, almost all of it is converted to the hydrate. Chloral hydrate, the product of the reaction, is a sedative that can be lethal. A cocktail laced with it is known—in detective novels,at least—as a “Mickey Finn.” Explain why an aqueous solution of trichloroacetaldehyde is almost all hydrate.
When trichloroacetaldehyde is dissolved in water, almost all of it is converted to the hydrate. Chloral hydrate, the product of the reaction, is a sedative that can be lethal. A cocktail laced with it is known—in detective novels, at least—as a “Mickey Finn.” Explain why an aqueous solution of trichloroacetaldehyde is almost all hydrate.
Reaction of Phenol
Reaction with Br₂ in water
Balanced equation:
Phenol + Bromine water → 2,4,6-tribromophenol + hydrobromic acid
H₂O|
2
CH₂O + 3Br −−→ C_H₂Br₂O + 3HBr
6 6
6 3 3
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Draw the structure of Phenol Balanced equation for the reaction with FeCl3
and encircle the enol group
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Chapter 15 Solutions
EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
Ch. 15.2 - Prob. 15.1PCh. 15.2 - Prob. 15.2PCh. 15.2 - Prob. 15.3PCh. 15.4 - Prob. 15.4PCh. 15.4 - Prob. 15.5PCh. 15.5 - Treatment of an alkyl halide with AgNO3 in alcohol...Ch. 15.5 - Propose a mechanism for each reaction, showing...Ch. 15.6 - When Br2 is added to buta-1,3-diene at 15 C, the...Ch. 15.7 - Prob. 15.9PCh. 15.7 - When N-bromosuccinimide is added to hex-1-ene in...
Ch. 15.7 - Prob. 15.11PCh. 15.9 - Addition of 1-bromobut-2-ene to magnesium metal in...Ch. 15.10 - Show how you might synthesize the following...Ch. 15.11 - Predict the products of the following proposed...Ch. 15.11 - Prob. 15.15PCh. 15.11A - Prob. 15.16PCh. 15.11B - Prob. 15.17PCh. 15.11B - Predict the products of the following Diels-Alder...Ch. 15.12C - Prob. 15.19PCh. 15.12C - Prob. 15.20PCh. 15.13C - Prob. 15.21PCh. 15.13D - Using the examples in Table15-2 to guide you,...Ch. 15.14 - Phenolphthalein is an acid-base indicator that is...Ch. 15 - Prob. 15.24SPCh. 15 - Prob. 15.25SPCh. 15 - Show how the reaction of an allylic halide with a...Ch. 15 - Prob. 15.27SPCh. 15 - A solution was prepared using 0.0010 g of an...Ch. 15 - Prob. 15.29SPCh. 15 - Prob. 15.30SPCh. 15 - Prob. 15.31SPCh. 15 - Prob. 15.32SPCh. 15 - Prob. 15.33SPCh. 15 - Give the structures of the products represented by...Ch. 15 - Furan and malemide undergo a Diels-Alder reaction...Ch. 15 - Prob. 15.36SPCh. 15 - Prob. 15.37SPCh. 15 - Prob. 15.38SPCh. 15 - Prob. 15.39SPCh. 15 - Determine whether each structure is likely to be...Ch. 15 - An important variation of the Diels-Alder reaction...
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