Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Textbook Question
Chapter 2, Problem 51P
There are four amides with the formula
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The five parts of question 16 relate to the following three molecules:
N-H
А в с
A
(a) Which of the three molecules above are structural isomers?
(b) Which of the molecules contains a carbon with linear geometry?
(c) Which molecule contains a tertiary amine?
(d) Which molecule only contains sp³ hybridized atoms (not including hydrogen)?
(e)
Which molecule is chiral? Circle the stereocentre in this molecule.
TRUE OR FALSE
(a) There are three amines with the molecular formula C3H9N.
(b) Aldehydes, ketones, carboxylic acids, and esters all contain a carbonyl group.
(c) A compound with the molecular formula of C3H6O may be either an aldehyde, a ketone, or a carboxylic acid.
(d) Bond angles about the carbonyl carbon of an aldehyde, a ketone, a carboxylic acid, and an ester are all approximately 109.5°.
(e) The molecular formula of the smallest aldehyde is C3H6O, and that of the smallest ketone is also C3H6O.
(f) The molecular formula of the smallest carboxylic acid is C2H4O2.
(a) Draw the structures for the eight constitutional isomers of molecular formula C 4H 11N. (b) Give the systematic name for each amine. (c) Identify the chirality center present in one of the amines.
Chapter 2 Solutions
Organic Chemistry
Ch. 2 - Practice Problem 2.1
Propose structures for two...Ch. 2 - Prob. 2PPCh. 2 - Prob. 3PPCh. 2 - Prob. 4PPCh. 2 - Prob. 5PPCh. 2 - Practice Problem 2.6
Using a three-dimensional...Ch. 2 - Practice Problem 2.7
Trichloromethane (, also...Ch. 2 - Prob. 8PPCh. 2 - Prob. 9PPCh. 2 - Practice Problem 2.10
Write bond-line structural...
Ch. 2 - Practice Problem 2.11 Although we shall discuss...Ch. 2 - Practice Problem 2.12 Write bond-line structural...Ch. 2 - Prob. 13PPCh. 2 - Practice Problem 2.14
One way of naming ethers is...Ch. 2 - Practice Problem 2.15 Eugenol is the main...Ch. 2 - Practice Problem 2.16
One way of naming amines is...Ch. 2 - Practice Problem 2.17 Which amines in Practice...Ch. 2 - Prob. 18PPCh. 2 - Prob. 19PPCh. 2 - Practice Problem 2.20
Write bond-line formulas for...Ch. 2 - Practice Problem 2.21
Write bond-line formulas for...Ch. 2 - Practice Problem 2.22
Write bond-line formulas for...Ch. 2 - Prob. 23PPCh. 2 - Practice Problem 2.24 Write another resonance...Ch. 2 - Prob. 25PPCh. 2 - Practice Problem 2.26
Which compound would you...Ch. 2 - Practice Problem 2.27 Arrange the following...Ch. 2 - Prob. 28PPCh. 2 - Prob. 29PCh. 2 - Identify all of the functional groups in each of...Ch. 2 - 2.31 There are four alkyl bromides with the...Ch. 2 - Prob. 32PCh. 2 - Classify the following alcohols as primary,...Ch. 2 - 2.34 Classify the following amines as primary,...Ch. 2 - Prob. 35PCh. 2 - Identify all of the functional groups in Crixivan,...Ch. 2 - 2.37 Identify all of the functional groups in...Ch. 2 - 2.38 (a) Indicate the hydrophobic and hydrophilic...Ch. 2 - Hydrogen fluoride has a dipole moment of 1.83 D;...Ch. 2 - 2.40 Why does one expect the cis isomer of an...Ch. 2 - Prob. 41PCh. 2 - Prob. 42PCh. 2 - Prob. 43PCh. 2 - 2.44 Consider each of the following molecules in...Ch. 2 - True or false: For a molecule to be polar, the...Ch. 2 - 2.46 Which compound in each of the following...Ch. 2 - Prob. 47PCh. 2 - The IR spectrum of propanoic acid (Fig. 2.16)...Ch. 2 - Prob. 49PCh. 2 - Write structural formulas for four compounds with...Ch. 2 - There are four amides with the formula C3H7NO. (a)...Ch. 2 - Prob. 52PCh. 2 - Prob. 53PCh. 2 - Prob. 54PCh. 2 - Prob. 55PCh. 2 - 2.56 Compound C is asymmetric, has molecular...Ch. 2 - 2.57 Examine the diagram showing an -helical...Ch. 2 - Prob. 1LGPCh. 2 - Prob. 2LGPCh. 2 - Prob. 3LGPCh. 2 - Consider the molecular formula C4H8O2. Predict...Ch. 2 - Consider the molecular formula C4H8O2. If any of...Ch. 2 - Prob. 6LGPCh. 2 - Consider the molecular formula.
7. Pick five...Ch. 2 - Prob. 8LGP
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- 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_forward(a) Draw four compounds with molecular formula C6H12O, each containing at least one different functional group, (b) Predict which compound has the highest boiling point, and explain your reasoning.arrow_forwardPlease refer to the molecule shown below when answering questions: (a) Depending on the reagent used, which functional group is capable of undergoing E1/E2or SN1/SN2 reactions?(b) An aqueous solution of this functional group is likely to turn blue litmus paper red:(c) Identify a functional group that can easily undergo addition reactions with HBr or HCl.(d) Identify a secondary amide.arrow_forward
- Draw and name compounds that meet these descriptions:(a) Three different amides with the formula C6H13NO(b) Three different esters with the formula C5H10O2arrow_forward4arrow_forwardWrite the chemical equation for the reaction of N,N-diethyl-1-propanamine with water. Which is the formula of this rule of reaction? (Hint: the amine is a base):arrow_forward
- Compounds that contain an N-H group associate by hydrogen bonding. (a) Do you expect this association to be stronger or weaker than that of compounds containing an O-H group? (b) Based on your answer to part (a), which would you predict to have the higher boiling point, 1-butanol or 1-butanamine?arrow_forwardDraw three (3) Lewis Structures that fit the following formula: C5H1NO You must have one each of the following classes of compounds in your answer: i) ketone and amine ii) amide iii) epoxide and aminearrow_forwarddraw 2 isomers tertiary amine with the formula C5H13Narrow_forward
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