Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Question
Chapter 20.7, Problem 16P
Interpretation Introduction
Interpretation:
The difference in the boiling point of imidazole and
Concept Introduction:
Imidazole is the
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Three amide isomers, N,N-dimethylformamide, N-methylacetamide, and propanamide, have respective boiling points of 153 °C (426 K), 202 °C (475 K), and 213 °C (486 K). Explain these boiling points in light of their structural formulas.
Hexylamine and triethylamine have the same molar mass. The boiling point of hexylamine is 129 °C (402 K), whereas that of triethylamine is only 89 °C (362 K). Explain these observations.
Propanoic acid has a boiling point of 141 °C, propanamide has a boiling point of 213 °C, and propanal has a boiling point of 48 °C. Rationalize the differences in boiling point between these three compounds.
Chapter 20 Solutions
Organic Chemistry
Ch. 20.1 - Name the following:Ch. 20.2 - Prob. 2PCh. 20.2 - Prob. 3PCh. 20.3 - Draw the product of each of the following...Ch. 20.5 - Prob. 6PCh. 20.5 - When pyrrole is added to a dilute solution of...Ch. 20.5 - Explain why cyclopentadiene (pKa = 15) is more...Ch. 20.6 - Prob. 10PCh. 20.6 - How to the mechanisms of the following reactions...Ch. 20.6 - Prob. 12P
Ch. 20.6 - Rank the following compounds from easiest to...Ch. 20.7 - Prob. 14PCh. 20.7 - Prob. 15PCh. 20.7 - Prob. 16PCh. 20.7 - Prob. 17PCh. 20.7 - Prob. 18PCh. 20.7 - Prob. 19PCh. 20.7 - Prob. 20PCh. 20 - Name the following:Ch. 20 - Prob. 22PCh. 20 - Prob. 23PCh. 20 - Which of the following compounds is easier to...Ch. 20 - Rank the following compounds from most reactive to...Ch. 20 - One of the following compounds undergoes...Ch. 20 - Benzene undergoes electrophilic aromatic...Ch. 20 - The dipole moments of furan and tetrahydrofuran...Ch. 20 - Prob. 29PCh. 20 - Prob. 30PCh. 20 - The chemical shifts of the C-2 hydrogen in the...Ch. 20 - Explain why protonating aniline has a dramatic...Ch. 20 - Prob. 33PCh. 20 - Propose a mechanism for the following reaction:Ch. 20 - Prob. 35PCh. 20 - Propose a mechanism for the following reactions:Ch. 20 - Prob. 37PCh. 20 - a. Draw resonance contributors to show why...Ch. 20 - Prob. 39PCh. 20 - Pyrrole reacts with excess...Ch. 20 - Prob. 41PCh. 20 - Prob. 42PCh. 20 - Organic chemists work with tetraphenylporphyrins...
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- Physical and chemical properties of methyl cinnamate C10H10O2arrow_forwardGive a chemical test to distinguish between ethylamine and aniline.arrow_forwardN-Methylpyrrolidine has a boiling point of 81 °C, and piperidine has a boiling point of 106 °C. Tetrahydropyran has a boiling point of 88 °C, and cyclopentanone has a boiling point of 141 °C. These two isomershave a boiling point difference of 53 °C. Explain why the two oxygen-containing isomers have a much larger boilingpoint difference than the two amine isomersarrow_forward
- Explain Aromatic Amines ?arrow_forwarddraw structure for: 2-formylethanamidearrow_forwardWrite the systematic (IUPAC) names for the amines. The names should have the format alkanamine. H,C-N-CH-CH, systematic (IUPAC) name: NH–CH, H,C-CH-CH-CH, systematic (IUPAC) name: These compounds are secondary amines.arrow_forward
- The C-N distance in an amide bond is approximately 1.32 Å. A typical C-N single bond is 1.45Å, while a typical C=N double bond is 1.25 Å. Explain this observation and describe how thebonding in amides restricts the conformations amides can adopt.arrow_forwardAn amidification reaction is the reaction of a carboxylic acid with an amine (or ammonia) to produce an amide. Draw the structure of the carboxylic acid from which the following amide could be formed.arrow_forwardIs Tripamide soluable in waterarrow_forward
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