Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Textbook Question
Chapter 1.SE, Problem 47AP
Allene, H2C=C=CH2, is somewhat unusual in that it has two adjacent double bonds. Draw a picture showing the orbitals involved in the σ and π bonds of allene. Is the central carbon atom sp2- or sp-hybridized? What about the hybridization of the terminal carbons? What shape do you predict for allene?
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
Describe the structure of the SP2 hybridized carbon atom. With the participation of which orbital can it form a π-bond with another sp2-hybridized carbon atom?
Draw the Lewis Structures for the following molecules and give the hybridization for each carbon atom.
a) 2-methyl-1-butanol, CH3CH2CH2(CH3)CH2OH
b) Ethyl propanoate, CH3CH2CO2CH2CH3
c) Methyl cyanide (aka acetonitrile), CH3CN
d) Isopropyl phenyl ether, (CH3)2CHOC6H5
e) N,N-dimethylpentamide, CH3CH2CH2CH2CON(CH3)2
Draw Lewis structures for pyridine and its conjugate acid, the pyridinium ion, C5H5NH+. What are the geometries and hybridizations about the nitrogen atoms in pyridine and in the pyridinium ion?
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...
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
- Many important compounds in the chemical industry are derivatives of ethylene (C2H4). two of them are acrylonitrile and methyl methacrylate. Acrylonitrile Methyl methacrylate Complete the Lewis structures, showing all lone pairs. Give approximate values for bond angles a through f Give the hybridization of all carbon atoms. In acrylonitrile, how many of the atoms in the molecule must lie in the same plane? How many bonds and how many bonds are there in methyl methacrylate and acrylonitrile?arrow_forwardThere are two compounds with the molecular formula HN3. One is called hydrogen azide; the other is cyclotriazene. (a) Write the Lewis structure for each compound. (b) Designate the hybridization of each nitrogen in hydrogen azide. (c) What is the hybridization of each nitrogen in cyclotriazene? (d) How many sigma bonds are in hydrogen azide? In cyclotriazene? (e) How many pi bonds are in hydrogen azide? In cyclotriazene? (f) Give approximate values for the N-to-N-to-N bond angles in each molecule.arrow_forwardAspirin, or acetylsalicylic acid, has the formula C9H8O4 and the skeleton structure (a) Complete the Lewis structure and give the number of bonds and bonds in aspirin. (b) What is the hybridization about the CO2H carbon atom (colored blue)? (c) What is the hybridization about the carbon atom in the benzene-like ring that is bonded to an oxygen atom (colored red)? Also, what is the hybridization of the oxygen atom bonded to this carbon atom?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_forwardA 3-carbon hydrocarbon has carbon atoms with only hybridization sp2 and sp. both of these hybridization are present. how many hydrogen atoms are in one molecule of this hydrocarbon?arrow_forwardWhat kind of hybridization do you expect for each carbon atom in the following molecules? (a) Propane, CH3CH2CH3 (b) 2-Methylpropene, (c) But-l-en-3-yne, H2C=CHa€"Ca%ojCH (d) Acetic acid,arrow_forward
- Allene (1,2-propadiene), H2C=C=CH2, has two adjacent double bonds. What kind of hybridization must the central carbon have? Sketch the bonding Ï€ orbitals in allene.What shape do you predict for allene?arrow_forward1.Complete the structure for anthracene, C14H10, by adding bonds and hydrogen atoms as necessary. 2.What type of hybrid orbitals are utilized by carbon in anthracene? 3. How many σ bonds and π bonds are there in an anthracene molecule? 4.How many valence electrons occupy σ‑bond orbitals, and how many occupy π‑bond orbitals?arrow_forwardDraw and describe the hybridization process of PROPENE, CH3CH=CH2. State the type of hybrid of each carbon, label all the bonds involve.arrow_forward
- Which of the following statements is FALSE? The boron atom of BF3 is sp2-hybridized. An atom that is sp-hybridized must be involved in a triple bond. The nitrogen atom of NF3 is sp3-hybridized. The orbitals of an sp2-hybridized atom are located 120° to one another. The carbon atoms of benzene (C6H6) are sp²-hybridized.arrow_forwardwhat is the hybridization of each carbon atom in toluene and how many S orbitals are present within the compound?arrow_forwardRedraw compound 2.1 and label each carbon atom and the oxygen atom with its hybridisationarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Chemistry: An Atoms First ApproachChemistryISBN:9781305079243Author:Steven S. Zumdahl, Susan A. ZumdahlPublisher:Cengage LearningChemistry: Principles and PracticeChemistryISBN:9780534420123Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward MercerPublisher:Cengage LearningChemistry: The Molecular ScienceChemistryISBN:9781285199047Author:John W. Moore, Conrad L. StanitskiPublisher:Cengage Learning
- Chemistry & Chemical ReactivityChemistryISBN:9781133949640Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage LearningChemistry & Chemical ReactivityChemistryISBN:9781337399074Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
Chemistry: An Atoms First Approach
Chemistry
ISBN:9781305079243
Author:Steven S. Zumdahl, Susan A. Zumdahl
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
Chemistry: The Molecular Science
Chemistry
ISBN:9781285199047
Author:John W. Moore, Conrad L. Stanitski
Publisher:Cengage Learning
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781133949640
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781337399074
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
Linear Combination of Atomic Orbitals LCAO; Author: Edmerls;https://www.youtube.com/watch?v=nq1zwrAIr4c;License: Standard YouTube License, CC-BY
Quantum Molecular Orbital Theory (PChem Lecture: LCAO and gerade ungerade orbitals); Author: Prof Melko;https://www.youtube.com/watch?v=l59CGEstSGU;License: Standard YouTube License, CC-BY