Benzene is one of the compounds used as an octane enhancer in unleaded gasoline. It is manufactured by the catalytic conversion of acetylene to benzene:
Draw Lewis structures for these compounds, with resonance structures as appropriate, and determine the hybridization of the carbon atoms in each.
Want to see the full answer?
Check out a sample textbook solutionChapter 20 Solutions
Chemistry by OpenStax (2015-05-04)
Additional Science Textbook Solutions
College Physics
Organic Chemistry (8th Edition)
Chemistry: Structure and Properties (2nd Edition)
General, Organic, and Biological Chemistry (3rd Edition)
Organic Chemistry (9th Edition)
Introductory Chemistry (5th Edition) (Standalone Book)
- Calcium cyanamide, CaNCN, is used both to kill weeds and as a fertilizer. Give the Lewis structure of the NCN2 ion and the bonded-atom lone-pair arrangement and hybridization of the carbon atom.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_forwardIt is possible to write a simple Lewis structure for the SO42- ion, involving only single bonds, which follows the octet rule. However, Linus Pauling and others have suggested an alternative structure, involving double bonds, in which the sulfur atom is surrounded by six electron pairs. (a) Draw the two Lewis structures. (b) What geometries are predicted for the two structures? (c) What is the hybridization of sulfur in each case? (d) What are the formal charges of the atoms in the two structures?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_forwardThe 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_forwardConsider the polyatomic ion IO65-. How many pairs of electrons are around the central iodine atom? What is its hybridization? Describe the geometry of the ion.arrow_forward
- Specify the electron-pair and molecular geometry for each underlined atom in the following list. Describe the hybrid orbital set used by this atom in each molecule or ion. (a) BBr3 (b) CO2 (c) CH2Cl2 (d) CO32arrow_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_forwardIn each of the following molecules, a central atom is surrounded by a total of three atoms or unshared electron pairs: SnCl2, BCl3, SO2. In which of these molecules would you expect the bond angle to be less than 120? Explain your reasoning.arrow_forward
- Draw 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_forwardSpecify the electron-pair and molecular geometry for each underlined atom in the following list. Describe the hybrid orbital set used by this atom in each molecule or ion. (a) CSe2 (b) SO2 (c) CH2O (d) NH4ssarrow_forward
- Chemistry: Principles and PracticeChemistryISBN:9780534420123Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward MercerPublisher:Cengage LearningChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningChemistry for Engineering StudentsChemistryISBN:9781285199023Author:Lawrence S. Brown, Tom HolmePublisher: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 LearningChemistry: The Molecular ScienceChemistryISBN:9781285199047Author:John W. Moore, Conrad L. StanitskiPublisher:Cengage Learning