CHEMISTRY-TEXT
8th Edition
ISBN: 9780134856230
Author: Robinson
Publisher: PEARSON
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Chapter 8, Problem 8.55SP
Like cyclohexane (Problem 8.54), benzene also contains a six membered ring of carbon atoms, hut it is flat rather than puckered. Explain, and predict the values of the
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Give the number of all of sigma bonds and all of the pi bonds for benzene, C6H6.
H
HIC
I
H
6 sigma bonds, 3 pi bonds
12 sigma bonds, 3 pi bonds
6 sigma bonds, 6 pi bonds
O 3 sigma bonds, 6 pi bonds
O 15 sigma bonds, 3 pi bonds
(a) Draw a diagram showing the hybrid atomic orbitals on carbon in ethene (ethylene, H2C=CH2) and the way they overlap to form the C=C bond. Clearly label the orbitals in your diagram.
(b) Draw an energy level diagram for the formation of the orbitals in part (a), making sure to include both bonding and anti-bonding orbitals.
Linoleic acid is an essential fatty acid found in many vegetable oils, such as soy, peanut, and cottonseed. A key structural feature of the molecule is the cis orientation around its two double bonds, where R1 and R2 represent two different groups that form the rest of the molecule.
(a) How many different compounds are possible, changing only the cis-trans arrangements around these two double bonds?
(b) How many are possible for a similar compound with three double bonds?
Chapter 8 Solutions
CHEMISTRY-TEXT
Ch. 8 - Prob. 8.1PCh. 8 - What is the number and geometric arrangement of...Ch. 8 - PRACTICE 8.3 Acetic acid, CH3CO2H , is the main...Ch. 8 - APPLY 8.4 Benzene, C6H6 , is a cyclic molecule in...Ch. 8 - PRACTICE 8.5 Identify the orbitals that overlap to...Ch. 8 - APPLY 8.6 Describe the bonding in propane, C3H8 ,...Ch. 8 - PRACTICE 8.7 Describe the hybridization of the...Ch. 8 - Describe the hybridization of each carbon atom in...Ch. 8 - Which orbitals overlap to form the sigma and pi...Ch. 8 - APPLY 8.10 Describe the hybridization of the...
Ch. 8 - Prob. 8.11PCh. 8 - Conceptual APPLY 8.12 Match the following...Ch. 8 - Prob. 8.13PCh. 8 - Prob. 8.14ACh. 8 - Prob. 8.15PCh. 8 - Prob. 8.16ACh. 8 - Prob. 8.17ACh. 8 - Prob. 8.18ACh. 8 - The B2 molecule has a MO diagram similar to that...Ch. 8 - Prob. 8.20ACh. 8 - PRACTICE 8.23 Draw two resonance structures for...Ch. 8 - APPLY 8.24 Draw two resonance structures for the...Ch. 8 - Prob. 8.23PCh. 8 - Prob. 8.24PCh. 8 - Caffeine is the most widely used stimulant...Ch. 8 - Prob. 8.26PCh. 8 - What is the geometry around the central atom in...Ch. 8 - What is the geometry around the central atom in...Ch. 8 - Three of the following molecular models have a...Ch. 8 - Identify each of the following sets of hybrid...Ch. 8 - The VSEPR model is a simple predictive tool that...Ch. 8 - The following ball-and-stick molecular model is a...Ch. 8 - The following ball-and-stick molecular model is a...Ch. 8 - Prob. 8.34CPCh. 8 - The dipole moment of methanol is =1.70D . Use...Ch. 8 - Methylarnine, CH3NH2 , is responsible for the odor...Ch. 8 - Prob. 8.37CPCh. 8 - Prob. 8.38SPCh. 8 - What shape do you expect for molecules that meet...Ch. 8 - How many charge clouds are there around the...Ch. 8 - Prob. 8.41SPCh. 8 - What shape do you expect for each of the following...Ch. 8 - What shape do you expect for each of the following...Ch. 8 - What shape do you expect for each of the following...Ch. 8 - Prob. 8.45SPCh. 8 - Prob. 8.46SPCh. 8 - What shape do you expect for each of the following...Ch. 8 - What bond angles do you expect for each of the...Ch. 8 - What bond angles do you expect for each of the...Ch. 8 - Acrylonitrile is used as the starting material for...Ch. 8 - Predict values for all bond angles in dimethyl...Ch. 8 - Oceanographers study the mixing of water masses by...Ch. 8 - A potential replacement for the chlorofluorocarbon...Ch. 8 - Explain why cyclohexane, a substance that contains...Ch. 8 - Like cyclohexane (Problem 8.54), benzene also...Ch. 8 - Use VSEPR theory to answer the following...Ch. 8 - Draw an electron-dot structure for each of the...Ch. 8 - What is the difference in spatial distribution...Ch. 8 - The average CC bond dissociation energy (D) is 350...Ch. 8 - What hybridization do you expect for atoms that...Ch. 8 - What spatial arrangement of charge clouds...Ch. 8 - What hybridization would you expect for the...Ch. 8 - What hybridization would you expect for the...Ch. 8 - Oxaloacetic acid is an intermediate involved in...Ch. 8 - The atoms in the amino acid glycine are connected...Ch. 8 - Describe the hybridization of the carbon atom in...Ch. 8 - Describe the hybridization of each carbon atom in...Ch. 8 - Bupropion, marketed as Wellbutr in, is a heavily...Ch. 8 - Efavirenz, marketed as Sustiva, is a medication...Ch. 8 - What is the hybridization of the B and N atoms in...Ch. 8 - Prob. 8.71SPCh. 8 - Aspirin has the following connections among atoms....Ch. 8 - The cation [HCNXeF]+ is entirely linear. Draw an...Ch. 8 - Acrylonitrile (C3H3N) is a molecule that is...Ch. 8 - The odor of cinnamon oil is due to cinnamaldehyde,...Ch. 8 - The following molecular model is a representation...Ch. 8 - Prob. 8.77SPCh. 8 - Which of the following substances would you expect...Ch. 8 - Which of the following substances would you expect...Ch. 8 - Why is the dipole moment of SO2 1.63 D hut that of...Ch. 8 - Prob. 8.81SPCh. 8 - The class of ions PtX42 , where X is a halogen,...Ch. 8 - Prob. 8.83SPCh. 8 - Prob. 8.84SPCh. 8 - Prob. 8.85SPCh. 8 - Prob. 8.86SPCh. 8 - Prob. 8.87SPCh. 8 - What are the most important kinds of...Ch. 8 - Of the substances Xe, CH3Cl , and HF which has:...Ch. 8 - Methanol (CH3OH;bp=65C) boils nearly 230 °C higher...Ch. 8 - Prob. 8.91SPCh. 8 - Prob. 8.92SPCh. 8 - Prob. 8.93SPCh. 8 - A liquid sample contains methylamine (CH3NH2)...Ch. 8 - Prob. 8.95SPCh. 8 - What is the difference in spatial distribution...Ch. 8 - Prob. 8.97SPCh. 8 - Use the MO energy diagram in Figure 8.22b to...Ch. 8 - Use the MO energy diagram in Figure 8.22 a to...Ch. 8 - The C2 molecule can be represented by an MO...Ch. 8 - Prob. 8.101SPCh. 8 - Prob. 8.102SPCh. 8 - Prob. 8.103SPCh. 8 - Draw a molecular orbital energy diagram for Li2 ....Ch. 8 - Calcium carbide, CaC2 , reacts with water to...Ch. 8 - At high temperatures, sulfur vapor is...Ch. 8 - Carbon monoxide is produced by incomplete...Ch. 8 - Make a sketch showing the location and geometry of...Ch. 8 - Make a sketch showing the location and geometry of...Ch. 8 - Prob. 8.110MPCh. 8 - Prob. 8.111MPCh. 8 - Prob. 8.112MPCh. 8 - Prob. 8.113MPCh. 8 - Just as individual bonds in a molecule are often...Ch. 8 - Cyclooctatetraenedian ion, C8H82 , is an organic...
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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
- The average bond energy (enthalpy) for a C=CC=C double bond is 614 kJ/molkJ/mol and that of a C−CC−C single bond is 348 kJ/molkJ/mol. Estimate the energy needed to break only the ππ bond of the double bond of 2-butene. Express your answer numerically in joules per molecule.arrow_forwardDimethyl sulfoxide (DMSO) has been used as an anti-inflammatory rub for racehorses. DMSO and acetone appear to have similar structures, but the C“O carbon atom in acetone is planar, while the S“O sulfur atom in DMSO ispyramidal. Draw Lewis structures for DMSO and acetone, predict the hybridizations and explain these observations.arrow_forwardBetween HC=C-Br (Bromoacetylene) and H2C=CH-Br (Bromoethylene), the more polar C-Br bond is in This means the carbon in the compound is more because of that results from the difference in hybridization in the two compounds.arrow_forward
- Construct orbital filling diagrams for the bonds (sigma or pi) around at least 2 atoms in polytetrafluoroethylene .arrow_forwardPredict the hybridization, geometry, and bond angles for the carbon atoms in acetylene, C2H2.arrow_forwardExplain, why CH3Cl has higher dipole moment than CH3F?arrow_forward
- 3) How many electrons are delocalized in how many p-orbitals? Draw the most and second most stable resonance structures of the following compound. Order the structures by increasing stability. What is the partial charge distribution in the resonance hybrid?arrow_forwardDescribe the orbitals used by each carbon atom in bonding and indicate the approximate bond angles. Drag the appropriate items to their respective bins.arrow_forwardLinoleic acid (below) is an essential fatty acid found in many vegetable oils, such as soy, peanut, and cottonseed. A key structural feature of the molecule is the cis orientation around its two double bonds, where R1 and R2 represent two different groups that form the rest of the molecule. R, CH2 `H H' (a) How many different compounds are possible, changing only the cis/trans arrangements around these two double bonds? (b) How many are possible for a similar compound with three double bonds? R3. .CH2 R4 `H H `H H'arrow_forward
- Draw the shapes of the following molecules and ions in 3-dimension. Show clearly any lone pairs of electrons on the central atom, state the number of bond pairs and lone pairs of electrons on the central atom and name the shape of the molecule or ion. (a) CH3+, methyl carbocation (b) HOBr, bromic (I) acid (c) NCl3, nitrogen trichloride Provide everything stated in the instructions for each compound.arrow_forwardFor the following descriptions of molecules, draw the Lewis structure (showing all atoms, lone pairs, formal charges) of the molecule and show all bond angles (assuming ideal VSEPR angles). An organic compound with the molecular formula H3CNO2. C is sp2 hybridized, N is sp3 hybridized, one O is sp² hybridized, while the second O is sp3 hybridized. An organic compound with the molecular formula H2CNO*. Both C and O are sp hybridized while N is sp³ hybridized.arrow_forward10.12 Answer true or false. (a) In organic compounds, carbon normally has fourbonds and no unshared pairs of electrons. (b) When found in organic compounds, nitrogen nor-mally has three bonds and one unshared pair ofelectrons. (c) The most common bond angles about carbon inorganic compounds are approximately 109.5°and 180°.arrow_forward
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