Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Textbook Question
Chapter 1, Problem 1.44P
What is the meaning of the term tertiary (3°) when it is used to classify
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What is the meaning of the term tertiary (3°) when it is used to classify amines? Draw a structural formula for the one tertiary (3°) amine known as Hünig’s base (N,N-diisopropylethylamine).
Draw structural formulas for each of the following:
(a) The four primary (1°) amines with the molecular formula C4H11N.
(b) The three secondary (2°) amines with the molecular formula C4H11N.
(c) The one tertiary (3°) amine with the molecular formula C4H11N.
Aspartame, an artificial sweetener used in Equal® and diet beverages, has the following structure. Identify the functional groups in
Aspartame.
II
NH, O
OH
O 1= ester; I| = amide; III = amine
O 1 = ester; I| = amine; III = amide
O1= ether; I| = amide; III = amine
O 1 = ether; I| = amine; III = amide
O 1 = anhydride; Il = ketone; I|| = amine
Chapter 1 Solutions
Organic Chemistry
Ch. 1.1 - Prob. 1.1PCh. 1.2 - Prob. 1.2PCh. 1.2 - Judging from their relative positions in the...Ch. 1.2 - Classify each bond as nonpolar covalent or polar...Ch. 1.2 - Using the symbols and +, indicate the direction...Ch. 1.2 - Draw Lewis structures showing all valence...Ch. 1.2 - Draw Lewis structures for these ions and show...Ch. 1.3 - Draw Lewis structures and condensed structural...Ch. 1.3 - Prob. 1.9PCh. 1.3 - Prob. 1.10P
Ch. 1.3 - Prob. 1.11PCh. 1.3 - Prob. 1.12PCh. 1.4 - Predict all bond angles for these molecules. (a)...Ch. 1.5 - The geometry of carbon in diamond is tetrahedral,...Ch. 1.5 - Because of their spherical shape, C60 molecules...Ch. 1.5 - What best describes the CCC bond angles in C60? 1....Ch. 1.5 - Prob. 1.14PCh. 1.7 - Describe the bonding in these molecules in terms...Ch. 1.8 - Prob. 1.16PCh. 1.8 - Prob. 1.17PCh. 1.8 - Prob. 1.18PCh. 1.9 - Draw three contributing structures of the...Ch. 1.9 - What is the hybridization state of the circled...Ch. 1.9 - The molecule shown on the right in the example in...Ch. 1.9 - Prob. CQCh. 1.9 - The following structure is called imidazolium....Ch. 1 - Write the ground-state electron configuration for...Ch. 1 - Identify the atom that has each ground-state...Ch. 1 - Define valence shell and valence electron.Ch. 1 - How many electrons are in the valence shell of...Ch. 1 - Prob. 1.24PCh. 1 - Prob. 1.25PCh. 1 - Prob. 1.26PCh. 1 - Write Lewis structures for these compounds. Show...Ch. 1 - Write Lewis structures for these ions. Show all...Ch. 1 - Prob. 1.29PCh. 1 - Some of these structural formulas are incorrect...Ch. 1 - Following the rule that each atom of carbon,...Ch. 1 - Following are several Lewis structures showing all...Ch. 1 - Which statements are true about electronegativity?...Ch. 1 - Why does fluorine, the element in the upper right...Ch. 1 - Arrange the single covalent bonds within each set...Ch. 1 - Using the values of electronegativity given in...Ch. 1 - Prob. 1.37PCh. 1 - Use VSEPR to predict bond angles about each...Ch. 1 - Use VSEPR to predict bond angles about each atom...Ch. 1 - Use VSEPR to predict the geometry of these ions....Ch. 1 - Prob. 1.41PCh. 1 - Prob. 1.42PCh. 1 - What is the meaning of the term tertiary (3) when...Ch. 1 - What is the meaning of the term tertiary (3) when...Ch. 1 - Draw structural formulas for (a) The four primary...Ch. 1 - Draw structural formulas for the three tertiary...Ch. 1 - Prob. 1.47PCh. 1 - Identify the functional groups in each compound.Ch. 1 - Draw a three-dimensional representation for each...Ch. 1 - Tetrafluoroethylene, C2F4, is the starting...Ch. 1 - Which statements are true about resonance...Ch. 1 - Prob. 1.52PCh. 1 - Prob. 1.53PCh. 1 - Prob. 1.54PCh. 1 - Are the structures in each set valid contributing...Ch. 1 - State the orbital hybridization of each...Ch. 1 - Describe each highlighted bond in terms of the...Ch. 1 - Following is a structural formula of the...Ch. 1 - Draw a Lewis structure for methyl isocyanate,...Ch. 1 - What is the hybridization of the highlighted atoms...Ch. 1 - Using cartoon representations, draw a molecular...Ch. 1 - In what kind of orbitals do the lone-pair...Ch. 1 - Draw the delocalized molecular orbitals for the...Ch. 1 - Prob. 1.64APCh. 1 - Each compound contains both ions and covalent...Ch. 1 - Predict whether the carbon-metal bond in these...Ch. 1 - Prob. 1.67APCh. 1 - Phosphorus is immediately under nitrogen in the...Ch. 1 - Draw a Lewis structure for the azide ion, N3. (The...Ch. 1 - Cyanic acid, HOCN, and isocyanic acid, HNCO,...Ch. 1 - In Chapter 6, we study a group of organic cations...Ch. 1 - Many reactions involve a change in hybridization...Ch. 1 - Following is a structural formula of benzene,...Ch. 1 - Following are three contributing structures for...Ch. 1 - (a) Draw a Lewis structure for the ozone molecule,...Ch. 1 - The following two compounds are isomers; that is,...Ch. 1 - In future chapters, we will encounter...Ch. 1 - Prob. 1.78AP
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- Draw three (3) Lewis Structures that fit the following formula: C3H7NO You must have one each of the following classes of compounds in your answer: i) Amide ii) Aldehyde and amine iii) Amine and alcoholarrow_forwardProteins are made of amino acids. Given below is the structure of an example of amino acid. What are the two functional groups found in all amino acids? H CH3 | T + H-N-C-C T H H O carboxylate group and methyl group O ammonium group and methyl group O methyl group and thiol group O aldehyde group and ketone group O ammonium group and carboxylate group Oarrow_forwardThe 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.arrow_forward
- What are the functional groups present in tamoxifen? (pictured below) So far I have 1 alcoxy group, one amino group, and one hydroxy group. Are there phenyl groups? Or are they aryl? How do you tell the difference?arrow_forwardThe chemical structure of glycine (C,H,NO,) is shown below. Highlight each atom that is in an amino group. H :0: H -N –C –C –0 –H Harrow_forward(a) Draw the Lewis structure for the amino acid phenylalanine, showing the amino group and the carboxylic group in their un-ionized forms. (b) Draw the Lewis structure for the zwitterionic form of phenylalanine. (c) Which of these structures will be the predominant form at physiological pH?arrow_forward
- Identify the functional group/s of the following organic compounds `N ОН Соcaine A°-Tetrahydrocannabinol (THC) Lysergide (lysergic acid diethyl amide, or LSD) `NH НО. HN + H3N ОН Aspartame (NutraSweet) Theobromine Caffeine Azidothymidine (AZT) ОН F3C. 'N H2 Penicillin G НО Propofol Fluoxetine hydrochloride (Prozac) HO Na+ Dextromethamphetamine Naproxen sodium (Aleve) Acetylsalicylic acid (Aspirin)arrow_forwardPart 1: Figures 1.1-1.11 belong to some of the organic solvents you will be using this semester. Please write down the STRUCTURE of the compound in the box: ¹H-NMR ¹H-NMR ¹H-NMR EME ¹H-NMR 3 Figure 1.1: The structure of this Tertiary amine (molecular formula C6H15N) is: Figure 1.2: The structure of the Secondary amine is (molecular weight 73): Figure 1.3: The structure of this primary alcohol (C4H10O) is: Figure 1.4: The structure of this ester (C4H8O2) is: Page 1 of 4arrow_forwardShow the delocalization of charges in the following structures. Draw the resonance forms and indicate the movement of electrons with curved arrows.Hint: First draw the Lewis structure for each the compound.(i) CH2=CH─O-(ii) CH2=CH─O+arrow_forward
- 2. To the left, complete the Lewis diagram for a simple amide described by the condensed formula CH(O)NH2. Use your Lewis diagram to fill in the table below: H's Electronic Geometry Shape C O N What bond angles would you assign for this molecule? Hint there should be six different bond angles or five different "types" of bond angles.arrow_forwardWhat is the meaning of Salicylic Acid's HOC₆H₄CO₂H or C₇H₆O₃?arrow_forwardDraw a Lewis structure for an isomer of C2H5NO that is an amide, and draw a second Lewis structure for a second isomer of C2H5NO that has both an amine functional group and an aldehyde functional group.arrow_forward
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