Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
9th Edition
ISBN: 9781292151229
Author: Wade, LeRoy G.
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 1.18B, Problem 1.23P
Two compounds with the formula CH3—CH=N—CH3 are known.
- a. Draw a Lewis structure for this molecule, and label the hybridization of each carbon and nitrogen atom
- b. What two compounds have this formula?
- c. Explain why only one compound with the formula (CH3)2CNCH3 is known.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
B. Answer the next two questions about the Lewis structure
of XYZ shown below.
メー三
-YEz:
I. What is the hybridization of the central atom?
II. For all covalent bonds, specify the type of bond (o vs. T)
and the atomic orbitals that overlap to form the bond.
For example, in a molecule of H2, the only bond is o:
H(s)-H(s).
3. For the following structure answer the following questions
CH3
CH-CH₂-
1
CH3
a. Complete the Lewis structure, showing all lone pairs.
CH3
1
CH-COOH
b. How many carbon atoms are sp, sp2, and sp3 hybridized in the molecule?
c. Which hybrid orbitals are used by the two oxygen atoms in the molecule?
d. Give approximate values for the bond angles for each angle present in the molecule
Which of the following factors contribute to the tetrahedral shape of the above molecule?
Group of answer choices
A. the shape of the two p orbitals in the carbon atom
B. the shape of the one s orbital in the carbon atom
C. the shape of the sp3 hybrid orbitals of the electrons shared between the carbon and hydrogen atoms
D. hydrogen bonding configurations between the carbon and hydrogen atoms
Chapter 1 Solutions
Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
Ch. 1.2C - a. Nitrogen has relatively stable isotopes...Ch. 1.4 - Draw Lewis structures for the following compounds....Ch. 1.5 - Write Lewis structures for the following molecular...Ch. 1.5 - Circle any lone pairs (pairs of nonbonding...Ch. 1.6 - Use electronegativities to predict the direction...Ch. 1.8 - Prob. 1.6PCh. 1.9B - Draw the important resonance forms for the...Ch. 1.9B - Prob. 1.8PCh. 1.9B - Prob. 1.9PCh. 1.9B - Use resonance structures to identify the areas of...
Ch. 1.10A - Draw complete Lewis structures for the following...Ch. 1.10B - Give Lewis structures corresponding to the...Ch. 1.10B - Prob. 1.13PCh. 1.11 - Compute the empirical and molecular formulas for...Ch. 1.16 - a. Use your molecular models to make ethane, and...Ch. 1.17 - a. Predict the hybridization of the oxygen atom in...Ch. 1.17 - Predict the hybridization geometry and bond angles...Ch. 1.17 - Predict the hybridization, geometry, and bond...Ch. 1.17 - Prob. 1.19PCh. 1.17 - Allene, CH2=C=CH2, has the structure shown below...Ch. 1.17 - 1. Draw the important resonance forms for each...Ch. 1.18B - Prob. 1.22PCh. 1.18B - Two compounds with the formula CH3CH=NCH3 are...Ch. 1.19B - Prob. 1.24PCh. 1.19B - Give the relationship between the following pairs...Ch. 1 - a. Draw the resonance forms for SO2 (bonded OSO)....Ch. 1 - Name the element that corresponds to each...Ch. 1 - Prob. 1.28SPCh. 1 - For each compound, state whether its bonding is...Ch. 1 - a. Both PCl3 and PCl5 are stable compounds Draw...Ch. 1 - Draw a Lewis structure for each species a. N2H4 b....Ch. 1 - Prob. 1.32SPCh. 1 - Prob. 1.33SPCh. 1 - Draw Lewis structures for a. two compounds of...Ch. 1 - Prob. 1.35SPCh. 1 - Some of the following molecular formulas...Ch. 1 - Prob. 1.37SPCh. 1 - Give the molecular formula of each compound shown...Ch. 1 - 1. From what you remember of electronegativities,...Ch. 1 - For each of the following structures, 1. Draw a...Ch. 1 - Prob. 1.41SPCh. 1 - Prob. 1.42SPCh. 1 - Prob. 1.43SPCh. 1 - Prob. 1.44SPCh. 1 - For each pair of ions, determine which on is more...Ch. 1 - Use resonance structures to identify the areas of...Ch. 1 - Prob. 1.47SPCh. 1 - In 1934, Edward A. Doisy of Washington University...Ch. 1 - If the carbon atom in CH2Cl2 were fat. there would...Ch. 1 - Cyclopropane (C3H6, a three-membered ring) is more...Ch. 1 - Prob. 1.51SPCh. 1 - Prob. 1.52SPCh. 1 - In most amines, the nitrogen atom is sp3...Ch. 1 - Predict the hybridization and geometry of the...Ch. 1 - Draw orbital pictures of the pi bonding in the...Ch. 1 - Prob. 1.56SPCh. 1 - Prob. 1.57SPCh. 1 - Which of the following compounds show cis-trans...Ch. 1 - Give the relationships between the following pairs...Ch. 1 - Dimethyl sulfoxide (DMSO) has been used as an...
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Cinnamaldehyde ocaus naturally in cinnamon oil. (a) What is the most polar bond in the molecule? (b) How many bonds and how many bonds are there? (c) Is cis-trans isomerism possible? If so, draw the isomers of the molecule. (d) Give the hybridization of the C atoms in the molecule. (e) What are the values of the bond angles 1, 2, and 3 ?arrow_forwardThe hybridization of the two carbon atoms differs in an acetic acid, CH3COOH, molecule. (a) Designate the correct hybridization for each carbon atom in this molecule. (b) What is the approximate bond angle around each carbon?arrow_forwardBoron trifluoride, BF3, reacts with ammonia, NH3, to form an addition compound, BF3NH3. Describe the geometries about the B and the N atoms in this compound. Describe the hybridization on these two atoms. Now describe the bonding between the B and N atoms, using valence bond theory. Compare the geometries and hybridization of these atoms in this addition compound with that in the reactant molecules BF3 and NH4.arrow_forward
- The structure of amphetamine, a stimulant, is shown below. (Replacing one H atom on the NH2, or amino, group with CH3 gives methamphetamine a particularly dangerous drug commonly known as speed.) (a) What are the hybrid orbitals used by the C atoms of the C6 ring. by the C atoms of the side chain, and by the N atom? (b) Give approximate values for the bond angles A, B, and C. (c) How many bonds and bonds are in the molerule? (d) Is the molecule polar or nonpolar? (e) Amphetamine reacts readily with a proton (H+) in aqueous solution. Where does this proton attach to the molecule? Explain how the electrostatic potential map predicts this site of protonation.arrow_forwardThe compound sketched below is acetylsalicylic acid, commonly known as aspirin. (a) What are the approximate values of the angles marked A, B, C, and D? (b) What hybrid orbitals are used by carbon atoms 1, 2, and 3ss?arrow_forwardAllene (1,2-propadicne), a gas, has the following structure: What is the hybridization at each carbon atom? What is the geometry about each carbon atom? Using valencebond theory, describe the bonding about the center carbon atom. 1,3-dichloroallene is a derivative of allene with the following structure: Is this a polar molecule? (If you have difficulty visualizing the structure of this molecule, you might build a molecular model of it.)arrow_forward
- Consider acetyl salicylic acid, better known as aspirin. Its structure is (a) How many sigma and pi bonds are there in aspirin? (b) What are the approximate values of the angles marked (in blue) A, B, and C? (c) What is the hybridization of each atom marked (in red) 1, 2, and 3?arrow_forwardThe sulfamate ion, H2NSO3, can be thought of as having been formed from the amide ion, NH2, and sulphur trioxide, SO3. (a) What are the electron-pair and molecular geometries or the amide ion and or SO3? What are the hybridizations of the N and S atoms, respectively? (b) Sketch a structure for the sulfamate ion, and estimate the bond angles. (c) What changes in hybridization do you expect for N and S in the course of the reaction NH2 + SO3 H2NSO3? (d) Is SO3 the donor of an electron pair or the acceptor of an electron pair in the reaction with amide ion? Does the electrostatic potential map shown below confirm your prediction?arrow_forwardDraw the Lewis structure for 1, 1-dimethylhydrazine [(CH3)2NNH2, a compound used as a rocket fuel]. What: is the hybridization for the two nitrogen atoms in this molecule? What orbitals overlap to form the bond between the nitrogen atoms?arrow_forward
- Gamma hydroxybutyric acid, GHB, infamous as a date rape drug, is used illicitly because of its effects on the nervous system. The condensed molecular formula for GHB is HO(CH2)3COOH. (a) Write the Lewis structure for GHB. (b) Identify the hybridization of the carbon atom in the CH2 groups and of the terminal carbon. (c) Is hydrogen bonding possible in GHB? If so, write Lewis structures to illustrate the hydrogen bonding. (d) Which carbon atoms are involved in sigma bonds? In pi bonds? (e) Which oxygen atom is involved in sigma bonds? In pi bonds?arrow_forwardMinoxidil (C9H15N15O) is a compound produced by the Pharmacia Upjohn Company that has been approved as a treatment for some types of male pattern baldness. Note that in such shorthand ring structures, each point where lines meet is a carbon atom and that the hydrogen atoms bonded to the carbon atoms in the rings have been omitted. There will be four bonds to each carbon atom. a. Give the hybridization of the five nitrogen atoms in minoxidil. b. Give the hybridization of each of the nine carbon atoms in minoxidil. c. Give the approximate values for the bond angles marked a, b, c, d, e, and f. d. Including all the hydrogen atoms, how many bonds exist in minoxidil? e. How many bonds exist in minoxidil?arrow_forwardNumerous molecules are detected in deep space. Three of them are illustrated here. (a) Are these compounds isomers? (b) Indicate the hybridization of each C atom in each molecule. (c) What is the value of the HCH angle in each of the three molecules? (d) Which of these molecules is/are polar? (e) Which molecule should have the strongest carbon-carbon bond? The strongest carbon-oxygen bond?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Chemistry & Chemical ReactivityChemistryISBN:9781337399074Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
Chemistry & Chemical ReactivityChemistryISBN:9781133949640Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
Chemistry: The Molecular ScienceChemistryISBN:9781285199047Author:John W. Moore, Conrad L. StanitskiPublisher:Cengage Learning
General Chemistry - Standalone book (MindTap Cour...ChemistryISBN:9781305580343Author:Steven D. Gammon, Ebbing, Darrell Ebbing, Steven D., Darrell; Gammon, Darrell Ebbing; Steven D. Gammon, Darrell D.; Gammon, Ebbing; Steven D. Gammon; DarrellPublisher:Cengage Learning
Chemistry for Engineering StudentsChemistryISBN:9781337398909Author:Lawrence S. Brown, Tom HolmePublisher:Cengage Learning
Chemistry: Principles and PracticeChemistryISBN:9780534420123Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward MercerPublisher:Cengage Learning
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781337399074
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781133949640
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
Chemistry: The Molecular Science
Chemistry
ISBN:9781285199047
Author:John W. Moore, Conrad L. Stanitski
Publisher:Cengage Learning
General Chemistry - Standalone book (MindTap Cour...
Chemistry
ISBN:9781305580343
Author:Steven D. Gammon, Ebbing, Darrell Ebbing, Steven D., Darrell; Gammon, Darrell Ebbing; Steven D. Gammon, Darrell D.; Gammon, Ebbing; Steven D. Gammon; Darrell
Publisher:Cengage Learning
Chemistry for Engineering Students
Chemistry
ISBN:9781337398909
Author:Lawrence S. Brown, Tom Holme
Publisher:Cengage Learning
Chemistry: Principles and Practice
Chemistry
ISBN:9780534420123
Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Publisher:Cengage Learning
Stoichiometry - Chemistry for Massive Creatures: Crash Course Chemistry #6; Author: Crash Course;https://www.youtube.com/watch?v=UL1jmJaUkaQ;License: Standard YouTube License, CC-BY
Bonding (Ionic, Covalent & Metallic) - GCSE Chemistry; Author: Science Shorts;https://www.youtube.com/watch?v=p9MA6Od-zBA;License: Standard YouTube License, CC-BY
General Chemistry 1A. Lecture 12. Two Theories of Bonding.; Author: UCI Open;https://www.youtube.com/watch?v=dLTlL9Z1bh0;License: CC-BY