Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 1.SE, Problem 19VC
The following model is a representation of citric acid, the key substance in the so-called citric acid cycle, by which food molecules are
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How many lone pair of electrons are on O in HCOCl?
Z of O = 8, Cl = 17 , C =6, H =1
Complete the following electron-dot structure for Methylphenidate (C14H19NO2), showing the position of any multiple bonds and lone pairs.
H₂C-C
=Ö:
:0-CH3
H3C
- C
O
O-
CH3
+
Clear
The Lewis structure of methyl acetate, which has one other resonance structure in which all carbons and oxygens have complete octets, is shown.
Complete the resonance structure by dragging bonds, charges, and electron lone pairs to their appropriate positions.
Then check your answer.
Chapter 1 Solutions
Organic Chemistry
Ch. 1.3 - Give the ground-state electron configuration for...Ch. 1.3 - How many electrons does each of the following...Ch. 1.4 - Prob. 3PCh. 1.4 - Convert the following representation of ethane,...Ch. 1.4 - What are likely formulas for the following...Ch. 1.4 - Prob. 6PCh. 1.4 - Prob. 7PCh. 1.7 - Draw a line-bond structure for propane, CH3CH2CH3....Ch. 1.7 - Convert the following molecular model of hexane, a...Ch. 1.8 - Draw a line-bond structure for propene, CH3CH=CH2....
Ch. 1.8 - Draw a line-bond structure for 1, 3-butadiene,...Ch. 1.8 - Following is a molecular model of aspirin...Ch. 1.9 - Draw a line-bond structure for propyne, CH3C≡CH....Ch. 1.10 - Prob. 14PCh. 1.12 - Prob. 15PCh. 1.12 - Prob. 16PCh. 1.12 - The following molecular model is a representation...Ch. 1.SE - Convert each of the following molecular models...Ch. 1.SE - The following model is a representation of citric...Ch. 1.SE - The following model is a representation of...Ch. 1.SE - The following model is a representation of...Ch. 1.SE - How many valence electrons does each of the...Ch. 1.SE - Give the ground-state electron configuration for...Ch. 1.SE - Prob. 24APCh. 1.SE - Prob. 25APCh. 1.SE - Draw an electron-dot structure for acetonitrile,...Ch. 1.SE - Draw a line-bond structure for vinyl chloride,...Ch. 1.SE - Fill in any nonbonding valence electrons that are...Ch. 1.SE - Convert the following line-bond structures into...Ch. 1.SE - Convert the following molecular formulas into...Ch. 1.SE - Prob. 31APCh. 1.SE - Oxaloacetic acid, an important intermediate in...Ch. 1.SE - Prob. 33APCh. 1.SE - Potassium methoxide, KOCH3, contains both covalent...Ch. 1.SE - What is the hybridization of each carbon atom in...Ch. 1.SE - Prob. 36APCh. 1.SE - Prob. 37APCh. 1.SE - What bond angles do you expect for each of the...Ch. 1.SE - Propose structures for molecules that meet the...Ch. 1.SE - What kind of hybridization do you expect for each...Ch. 1.SE - Pyridoxal phosphate, a close relative of vitamin...Ch. 1.SE - Prob. 42APCh. 1.SE - Prob. 43APCh. 1.SE - Quetiapine, marketed as Seroquel, is a heavily...Ch. 1.SE - Tell the number of hydrogens bonded to each carbon...Ch. 1.SE - Why do you suppose no one has ever been able to...Ch. 1.SE - Allene, H2C=C=CH2, is somewhat unusual in that it...Ch. 1.SE - Allene (see Problem 1-47) is structurally related...Ch. 1.SE - Complete the electron-dot structure of caffeine,...Ch. 1.SE - Most stable organic species have tetravalent...Ch. 1.SE - A carbanion is a species that contains a...Ch. 1.SE - Divalent carbon species called carbenes are...Ch. 1.SE - There are two different substances with the...Ch. 1.SE - There are two different substances with the...Ch. 1.SE - There are two different substances with the...Ch. 1.SE - Prob. 56APCh. 1.SE - Among the most common over-the-counter drugs you...
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- Following is a structural formula of benzene, C6H6, which we study in Chapter 21. (a) Using VSEPR, predict each HCC and CCC bond angle in benzene. (b) State the hybridization of each carbon in benzene. (c) Predict the shape of a benzene molecule. (d) Draw important resonance contributing structures.arrow_forwardThe CBr bond length in CBr4 is 191 pm; the BrBr distance in Br2 is 228 pm. Estimate the radius of a C atom in CBr4. Use this value to estimate the CC distance in ethane, H3CCH3. How does your calculated bond length agree with the measured value of 154 pm? Are radii of atoms exactly the same in every molecule?arrow_forwardThe study of carbon-containing compounds and their properties is called organic chemistry. Besides carbon atoms, organic compounds also can contain hydrogen, oxygen, and nitrogen atoms (as well as other types of atoms). A common trait of simple organic compounds is to have Lewis structures where all atoms have a formal charge of zero. Consider the following incomplete Lewis structure for an organic compound called histidine (an amino acid), which is one of the building blocks of proteins found in our bodies: Draw a complete Lewis structure for histidine in which all atoms have a formal charge of zero.arrow_forward
- The following organic compound, or a derivative thereof, is important in certain metabolic processes. Complete the Lewis diagram before answering the following questions. How many pi bonds are there in a molecule of isocitric acid? How many sigma bonds are there in a molecule of isocitric acid? How many valence electrons are there in a molecule of isocitric acid?arrow_forwardDesignate the structural features of polar molecules using partial charges or arrows. Ethyl heptanoate is responsible for grape aroma. It has the chemical formula C9H1802 but structural formula CH3-(CH2)s-COO-CH2-CH3. A structure is shown below. Which bonds would feature partial charges? Designate them using partial charges or arrows. H H H | H H H Harrow_forwardClear H,C-C :0-CH, H3C – C 'o- CH3 + The Lewis structure of methyl acetate, which has one other resonance structure in which all carbons and oxygens have complete octets, is shown. Complete the resonance structure by dragging bonds, charges, and electron lone pairs to their appropriate positions.arrow_forward
- Two important industrial chemicals, ethene, C2H4, and propene, C3H6, are produced by the steam (or thermal) cracking process:2C3 H8(g) ⟶ C2 H4(g) + C3 H6(g) + CH4(g) + H2(g)For each of the four carbon compounds, do the following:(a) Draw a Lewis structure.(b) Predict the geometry about the carbon atom.(c) Determine the hybridization of each type of carbon atom.arrow_forwardWhen drawing the Lewis structure of the HCC13 molecule, the structure should represent a total of 26 valence electrons. What is the best description of the complete Lewis structure of the molecule? Select one: AH atom should be in the center with single bonds to each Cl atom and a double bond to the C atom. A Cl atom should be in the center with a single bond to the C atom and a single bond to the H atom. AC atom should be in the center with a double bond to the H atom and double bonds to each Cl atom. AC atom should be in the center with single bonds to each Cl atom and a single bond to the H atom.arrow_forwardMethyl isocyanate, CH3NCO, was made infamous in 1984when an accidental leakage of this compound from a storagetank in Bhopal, India, resulted in the deaths of about3800 people and severe and lasting injury to many thousandsmore. (a) Draw a Lewis structure for methyl isocyanate.(b) Draw a ball-and-stick model of the structure,including estimates of all the bond angles in the compound.(c) Predict all the bond distances in the molecule.(d) Do you predict that the molecule will have a dipolemoment? Explain.arrow_forward
- Match each of the following with its correct answer in the lewis structure for the CS, molecule, the number of unshared pairs of electrons on the central carbon is: The number of Tt bond (s) in the Lewis structure of NO- is An electron in the n= 6 level in hydrogen atomlemits a photon with a wavelength of 93.8 nm. To what energy level does the electron move The formal charge on nitrogen in the Lewis structure of NO+ is Ch The formal charge on oxygen in the Lewis structure of NO+ is Cho POCOPHONE SHOT ON POCOPHONE F1arrow_forwardWhich one of the following decreases (left to right) in the series below? C-C, C=C, and C=C O all of these bond energy none of these O bond length O number of electrons between the carbon atomsarrow_forwardHow many bonds and lone pairs are typically observed with each element: (a) C; (b) Se; (c) I; (d) P?arrow_forward
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