Organic Chemistry
8th Edition
ISBN: 9781305580350
Author: William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher: Cengage Learning
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Chapter 1, Problem 1.27P
Write Lewis structures for these compounds. Show all valence electrons. None of them contains a ring of atoms.
- (a) Hydrogen peroxide, H2O2
- (b) Hydrazine, N2H4
- (c) Methanol, CH3OH
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Write Lewis structures for these compounds. Show all valence electrons. None of them contains a ring of atoms.
(a) Hydrogen peroxide, H2O2 (b) Hydrazine, N2H4 (c) Methanol, CH3OH
Draw a Lewis structure for each of the following molecules:
(a) chlorodifluoromethane, CHClF2
(b) propanoic acid, C2 H5CO2H (basic structure pictured below)
(c) acetonitrile, CH3CH (the framework is H3C-C-N)
(d) allene, H3CCCH2
3. How many valence electrons are in a C atom?
an Cl atom?
(a) Write the full Lewis structure for the CH2C2 molecule. Show all lone pairs.
Pert
(b) Write the geometric structure for the CH2CI2 molecule and name the geometry.
(c) Determine if the CH2CI2 molecule has polar or nonpolar bonds using the
following electronegativity: C = 2.5, H = 2.1, CI = 3.0. Re-draw the geometric
structure below, but this time include partial charges and dipole arrows for any
polar bonds present. Justify your assignments for polar or nonpolar bonds.
Chapter 1 Solutions
Organic Chemistry
Ch. 1.1 - Prob. 1.1PCh. 1.2 - Prob. 1.2PCh. 1.2 - Judging from their relative positions in the...Ch. 1.2 - Classify each bond as nonpolar covalent or polar...Ch. 1.2 - Using the symbols and +, indicate the direction...Ch. 1.2 - Draw Lewis structures showing all valence...Ch. 1.2 - Draw Lewis structures for these ions and show...Ch. 1.3 - Draw Lewis structures and condensed structural...Ch. 1.3 - Prob. 1.9PCh. 1.3 - Prob. 1.10P
Ch. 1.3 - Prob. 1.11PCh. 1.3 - Prob. 1.12PCh. 1.4 - Predict all bond angles for these molecules. (a)...Ch. 1.5 - The geometry of carbon in diamond is tetrahedral,...Ch. 1.5 - Because of their spherical shape, C60 molecules...Ch. 1.5 - What best describes the CCC bond angles in C60? 1....Ch. 1.5 - Prob. 1.14PCh. 1.7 - Describe the bonding in these molecules in terms...Ch. 1.8 - Prob. 1.16PCh. 1.8 - Prob. 1.17PCh. 1.8 - Prob. 1.18PCh. 1.9 - Draw three contributing structures of the...Ch. 1.9 - What is the hybridization state of the circled...Ch. 1.9 - The molecule shown on the right in the example in...Ch. 1.9 - Prob. CQCh. 1.9 - The following structure is called imidazolium....Ch. 1 - Write the ground-state electron configuration for...Ch. 1 - Identify the atom that has each ground-state...Ch. 1 - Define valence shell and valence electron.Ch. 1 - How many electrons are in the valence shell of...Ch. 1 - Prob. 1.24PCh. 1 - Prob. 1.25PCh. 1 - Prob. 1.26PCh. 1 - Write Lewis structures for these compounds. Show...Ch. 1 - Write Lewis structures for these ions. Show all...Ch. 1 - Prob. 1.29PCh. 1 - Some of these structural formulas are incorrect...Ch. 1 - Following the rule that each atom of carbon,...Ch. 1 - Following are several Lewis structures showing all...Ch. 1 - Which statements are true about electronegativity?...Ch. 1 - Why does fluorine, the element in the upper right...Ch. 1 - Arrange the single covalent bonds within each set...Ch. 1 - Using the values of electronegativity given in...Ch. 1 - Prob. 1.37PCh. 1 - Use VSEPR to predict bond angles about each...Ch. 1 - Use VSEPR to predict bond angles about each atom...Ch. 1 - Use VSEPR to predict the geometry of these ions....Ch. 1 - Prob. 1.41PCh. 1 - Prob. 1.42PCh. 1 - What is the meaning of the term tertiary (3) when...Ch. 1 - What is the meaning of the term tertiary (3) when...Ch. 1 - Draw structural formulas for (a) The four primary...Ch. 1 - Draw structural formulas for the three tertiary...Ch. 1 - Prob. 1.47PCh. 1 - Identify the functional groups in each compound.Ch. 1 - Draw a three-dimensional representation for each...Ch. 1 - Tetrafluoroethylene, C2F4, is the starting...Ch. 1 - Which statements are true about resonance...Ch. 1 - Prob. 1.52PCh. 1 - Prob. 1.53PCh. 1 - Prob. 1.54PCh. 1 - Are the structures in each set valid contributing...Ch. 1 - State the orbital hybridization of each...Ch. 1 - Describe each highlighted bond in terms of the...Ch. 1 - Following is a structural formula of the...Ch. 1 - Draw a Lewis structure for methyl isocyanate,...Ch. 1 - What is the hybridization of the highlighted atoms...Ch. 1 - Using cartoon representations, draw a molecular...Ch. 1 - In what kind of orbitals do the lone-pair...Ch. 1 - Draw the delocalized molecular orbitals for the...Ch. 1 - Prob. 1.64APCh. 1 - Each compound contains both ions and covalent...Ch. 1 - Predict whether the carbon-metal bond in these...Ch. 1 - Prob. 1.67APCh. 1 - Phosphorus is immediately under nitrogen in the...Ch. 1 - Draw a Lewis structure for the azide ion, N3. (The...Ch. 1 - Cyanic acid, HOCN, and isocyanic acid, HNCO,...Ch. 1 - In Chapter 6, we study a group of organic cations...Ch. 1 - Many reactions involve a change in hybridization...Ch. 1 - Following is a structural formula of benzene,...Ch. 1 - Following are three contributing structures for...Ch. 1 - (a) Draw a Lewis structure for the ozone molecule,...Ch. 1 - The following two compounds are isomers; that is,...Ch. 1 - In future chapters, we will encounter...Ch. 1 - Prob. 1.78AP
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- The arrangement of atoms in several biologically important molecules is given here. Complete the Lewis structures of these molecules by adding multiple bonds and lone pairs. Do not add any more atoms. (a) the amino acid serine: 車 0-H H-C-H H Н—N—с—с—о—н H (b) нон H-N-C-N-H (c) pyruvic acid: ноо н—с—с—с—о—н H. (d) uracil: H (e) carbonic acid: H-0-C-0-Harrow_forwardWrite the Lewis structures for the following, and include resonance structures where appropriate. Indicate which has the strongest carbon-oxygen bond.(a) CO2(b) COarrow_forwardDraw Lewis structures for the following compounds.(a) ammonia, NH3 (b) water, H2O(c) hydronium ion, H3O+ (d) propane, C3H8(e) dimethylamine, CH3NHCH3 (f) diethyl ether, CH3CH2OCH2CH3(g) 1-chloropropane, CH3CH2CH2Cl (h) propane-2-ol, CH3CH(OH)CH3(i) borane, BH3 (j) boron trifluoride, BF3Explain what is unusual about the bonding in the compounds in parts (i) and (j)arrow_forward
- For each of the following covalent bonds: (a) use the symbols δ+ and δ- to indicate the direction of polarity (if any).(a) C-F; (b) N-Br; (c) B-C; (d) Si-H(b) Rank the following covalent bonds in order of increasing polarity. (i) C-H, O-H, N-H; (ii) C-N, C-O, B-O; (iii) C-P, C-S, C-Narrow_forwardClassify the following bonds as nonpolar, polar, or ionic: (a) the bond in ClF, (b) the bond in CsBr, and (c) the carbon-carbon double bond in C2H4.arrow_forwardWhich of the following compounds does not contain both ionic and covalent bonding? Justify your answer. (a) Na2SO4(b) NH+NO3(c) NH4C1(d) KCl(e) KclO4arrow_forward
- Predict which of these compounds are ionic and which are covalent.(A) Ca3N2(B) Li2CO3(C) PCl5(D) NaOH(E) CH4(F) MgOarrow_forwardKeeping in mind that some elements violate the octet rule, draw a Lewis structure for each compound: (a) BeH 2; (b) PCl 5.arrow_forwardCalculate the enthalpy change for the following reactions using the bond enthalpy given below. (Bond enthalpy/kJ : H−H = 436, C−H = 413, C=O = 799, O=O = 495, O−H = 463) (a) H2(g) + 1⁄2O2(g) → H2O(g) (b) CH4(g) + 2O2(g) → CO2(g) + 2H2O(l)arrow_forward
- (a) Complete the Lewis structure for vinyl chloride by showing all unshared pairs of electrons. (b) Predict the H-C-H, H-C-C, and Cl-C-H bond angles in this molecule. (c) Does vinyl chloride have polar bonds? Is it a polar molecule? Does it have a dipole?arrow_forwardConsider the following compounds: BeCl 2 , MgBr 2 , and SrBr 2 . Answer the following questions based on expected periodic trends: (a) Which is expected to have the shortest ionic bonds? (b) Which is expected to have the highest lattice energy? (c) Which is expected to have the lowest melting point?arrow_forwardIn which of the following compounds does hydrogen bear a partial negative charge: (a) CH4, (b) NH3, (c) H2O, (d) SiH4 or (e) H2S?arrow_forward
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