ORGANIC CHEM ALC&STU S/G&S W/MASTER CHE
8th Edition
ISBN: 9780134581583
Author: Bruice
Publisher: PEARSON
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Chapter 15, Problem 69P
(a)
Interpretation Introduction
Interpretation:
To predict the compound formed by the reaction of phosgene with given compound.
Concept introduction:
Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:
(b)
Interpretation Introduction
Interpretation:
To predict the compound formed by the reaction of phosgene with given compound.
Concept introduction:
Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:
(c)
Interpretation Introduction
Interpretation:
To predict the compound formed by the reaction of phosgene with given compound.
Concept introduction:
Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:
(d)
Interpretation Introduction
Interpretation:
To predict the compound formed by the reaction of phosgene with given compound.
Concept introduction:
Carbonyl carbon of phosgene is highly polar in nature because of the presence of electronegative groups attached to it. So phosgene will undergo nucleophilic addition-eliminationreaction. Tetrahedral intermediate is formed when nucleophile is added to the carbonyl carbon of phosgene. The tetrahedral intermediate is unstable therefore chloride ion gets eliminated. The acyl chloride reacts with neutral nucleophile by the following mechanism:
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Chapter 15 Solutions
ORGANIC CHEM ALC&STU S/G&S W/MASTER CHE
Ch. 15.1 - The aromas of many flowers and fruits are due to...Ch. 15.1 - Name the following:Ch. 15.1 - Prob. 3PCh. 15.2 - Which is longer, the carbon-oxygen single bond in...Ch. 15.2 - There are three carbon-oxygen bonds in methyl...Ch. 15.2 - Prob. 6PCh. 15.4 - a. What is the product of the reaction of acetyl...Ch. 15.4 - What is the product of an acyl substitution...Ch. 15.5 - a. Which compound has the stretching vibration for...Ch. 15.5 - Using the pKa values listed in Table 15.1, predict...
Ch. 15.5 - Is the following statement true or false? If the...Ch. 15.6 - Starting with acetyl chloride, what neutral...Ch. 15.6 - Prob. 13PCh. 15.7 - Starting with methyl acetate, what neutral...Ch. 15.7 - We saw that it is necessary to use excess amine in...Ch. 15.7 - Prob. 17PCh. 15.7 - Which ester hydrolyzes more rapidly? a. methyl...Ch. 15.7 - a. state three factors that cause the uncatalyzed...Ch. 15.8 - Prob. 21PCh. 15.8 - Using the mechanism for the acid-catalyzed...Ch. 15.8 - Prob. 23PCh. 15.8 - Show the mechanism for the acid-catalyzed...Ch. 15.8 - Prob. 25PCh. 15.8 - Write the mechanism for the acid-catalyzed...Ch. 15.8 - Write the mechanism for the acid-catalyzed...Ch. 15.9 - Prob. 28PCh. 15.9 - Prob. 29PCh. 15.10 - Show how each of the following esters could he...Ch. 15.10 - Prob. 32PCh. 15.11 - Prob. 33PCh. 15.11 - Which of the following reactions leads to the...Ch. 15.12 - Prob. 35PCh. 15.12 - Prob. 36PCh. 15.13 - Prob. 37PCh. 15.14 - Prob. 38PCh. 15.14 - Prob. 39PCh. 15.15 - Prob. 40PCh. 15.15 - Which alkyl halides from the carboxylic acids...Ch. 15.16 - Prob. 43PCh. 15.16 - Prob. 44PCh. 15.16 - Prob. 45PCh. 15.17 - Prob. 46PCh. 15.18 - How could you synthesize the following compounds...Ch. 15 - Prob. 48PCh. 15 - Name the following:Ch. 15 - Prob. 50PCh. 15 - What compound are obtained from the fallowing...Ch. 15 - a. Rank the following esters in order of...Ch. 15 - Because bromocyclohexane is a secondary alkyl...Ch. 15 - a. Which compound would you expect to have a...Ch. 15 - How could you use 1H NMR spectroscopy to...Ch. 15 - Rank the following compounds in order of...Ch. 15 - Prob. 57PCh. 15 - Prob. 58PCh. 15 - Prob. 59PCh. 15 - A compound with molecular formula C5H10O2 gives...Ch. 15 - Prob. 61PCh. 15 - Prob. 62PCh. 15 - Prob. 63PCh. 15 - Prob. 64PCh. 15 - Prob. 65PCh. 15 - Prob. 66PCh. 15 - Two products, A and B, are obtained from the...Ch. 15 - Prob. 68PCh. 15 - Prob. 69PCh. 15 - Prob. 70PCh. 15 - Prob. 71PCh. 15 - Prob. 72PCh. 15 - When treated with an equivalent of methanol,...Ch. 15 - a. Identify the two products obtained from the...Ch. 15 - Prob. 75PCh. 15 - Prob. 76PCh. 15 - a. When a carboxylic acid is dissolved in...Ch. 15 - Prob. 78PCh. 15 - Identity the major and minor products of the...Ch. 15 - When a compound with molecular formula C11H14O2...Ch. 15 - Prob. 81PCh. 15 - Prob. 82PCh. 15 - Prob. 83PCh. 15 - The 1H NMR spectra for two esters with molecular...Ch. 15 - Show how the following compounds could be prepared...Ch. 15 - Prob. 86PCh. 15 - Prob. 87PCh. 15 - The intermediate shown here is formed during the...Ch. 15 - Prob. 89PCh. 15 - Propose a mechanism that accounts for the...Ch. 15 - Catalytic antibodies catalyze a reaction by...Ch. 15 - Prob. 92P
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