EBK ORGANIC CHEMISTRY
8th Edition
ISBN: 8220102744127
Author: Bruice
Publisher: PEARSON
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Chapter 1.4, Problem 19P
Draw the lone-pair electrons that are not shown in the following condensed structures:
- a. CH3CH2NH2
- b. CH3NHCH3
- c. CH3CHOH
- d. CH3OCH3
- e. CH3CH2Cl
- f. HONH2
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Draw the lone-pair electrons that are not shown in the following condensed structures:a. CH3CH2NH2b. CH3NHCH3
c. CH3CH2OHd. CH3OCH3
e. CH3CH2Clf. HONH2
Change the following condensed structures to Kekulé structures:
a. CH3NH(CH2)2CH3 b. (CH3)2CHCl c. (CH3)3CBr d. (CH3)3C(CH2)3CHO
Draw the expanded, condensed and skeletal structure for the compound:a. C4H8b. C3H7OHc. C2H5Brd. CH3COOH
Chapter 1 Solutions
EBK ORGANIC CHEMISTRY
Ch. 1.1 - Oxygen has three isotopes, 16O, 17O, and 18O. The...Ch. 1.1 - a. How many protons do the following species...Ch. 1.1 - Chlorine has two isotopes, 35Cl and 37Cl; 75.77%...Ch. 1.2 - Prob. 4PCh. 1.2 - a. Write the ground-state electronic configuration...Ch. 1.2 - Look at the relative positions of each pair of...Ch. 1.3 - a. Find potassium (K) in the periodic table and...Ch. 1.3 - Which bond is more polar? a. b. c. d.Ch. 1.3 - Which of the following has a. the most polar bond?...Ch. 1.3 - Use the symbols + and to show the direction of...
Ch. 1.3 - Explain why HCL has a smaller dipole moment than...Ch. 1.3 - After examining the potential maps for LiH, HF,...Ch. 1.4 - An atom with a formal charge does not necessarily...Ch. 1.4 - Prob. 16PCh. 1.4 - a. Draw two Lewis structure for C2H6O. b. Draw...Ch. 1.4 - Draw the lone-pair electrons that are not shown in...Ch. 1.4 - Prob. 20PCh. 1.4 - Which of the atoms in the molecular models in...Ch. 1.4 - Prob. 22PCh. 1.4 - Prob. 23PCh. 1.5 - Draw the following orbitals: a. 3s orbital b. 4s...Ch. 1.6 - Prob. 25PCh. 1.6 - Indicate the kind of molecular orbital (, , , or )...Ch. 1.7 - What orbitals are used to form the 10 sigma bonds...Ch. 1.7 - Explain why a bond formed by overlap of s orbital...Ch. 1.9 - Put n number in each of the blanks: a. __ s...Ch. 1.9 - For each of the given species: a. Draw its Lewis...Ch. 1.11 - Predict the approximate bond angles in a. the...Ch. 1.11 - According to the potential map for the ammonium...Ch. 1.12 - Prob. 35PCh. 1.13 - a. What are the relative lengths and strengths of...Ch. 1.13 - Prob. 38PCh. 1.14 - Describe the orbitals used in bonding and the bond...Ch. 1.15 - Which of the bond in a carbon-oxygen double bond...Ch. 1.15 - Would you expect a CC bond formed by sp2sp2...Ch. 1.15 - Caffeine is a natural insecticide found in the...Ch. 1.15 - a. What is the hybridization of each of the carbon...Ch. 1.15 - Predict the approximate bond angles for a. the CNC...Ch. 1.16 - What of the following molecules would you expect...Ch. 1.16 - Account for the difference in the shape and color...Ch. 1.16 - If the dipole moment of CH3F is 1.847 D and the...Ch. 1 - Draw a Lewis structure for each of the following:...Ch. 1 - Prob. 50PCh. 1 - What is the hybridization of all the atoms (other...Ch. 1 - Draw the condensed structure of a compound that...Ch. 1 - Predict the approximate bond angles: a. the CNH...Ch. 1 - Prob. 54PCh. 1 - Draw a Lewis structure for each of the following:...Ch. 1 - What is the hybridization of each of the carbon...Ch. 1 - Rank the bonds from most polar. a. CO, CF, CN b....Ch. 1 - Draw a Lewis structure for each of the following:...Ch. 1 - Prob. 59PCh. 1 - What is the hybridization of the indicated atom in...Ch. 1 - Predict the approximate bond angles for the...Ch. 1 - Prob. 62PCh. 1 - Draw the missing lone-pair electrons and assigns...Ch. 1 - a. Which of the indicated bonds in each molecule...Ch. 1 - For each of the following molecules, indicate the...Ch. 1 - Draw a Lewis structure for each of the following:...Ch. 1 - Prob. 67PCh. 1 - Rank the following compounds from highest dipole...Ch. 1 - In which orbitals are the lone pairs in nicotine?Ch. 1 - Prob. 70PCh. 1 - Prob. 71PCh. 1 - a. Which of the species have bond angles of 109.5?...Ch. 1 - Prob. 73PCh. 1 - Which compound has a larger dipole moment: CH3Cl...Ch. 1 - Prob. 75PCh. 1 - Explain why CH3Cl has a greater dipole moment than...Ch. 1 - a. Draw a Lewis structure for each of the...Ch. 1 - There are three isomers with molecular formula...
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- Convert the following condensed formulas into skeletal structures. a. CH3CONHCH3b. CH3COCH2Brc. (CH3)3COHd. CH3COCle. CH3COCH2CO2Hf. HO2CCH(OH)CO2Harrow_forwardDraw the condered structure of the ff. molecular formula a. C6H11Cl b. C4H6 c. C4H8 d. C4H9Farrow_forwardDraw an acceptable Lewis structure from each condensed structure, such that all atoms have zero formal charge. a. diethyl ether, (CH3CH2)2O, the rst general anesthetic used in medical proceduresb. acrylonitrile, CH2CHCN, starting material used to manufacture synthetic Orlon bersc. dihydroxyacetone, (HOCH2)2CO, an ingredient in sunless tanning productsd. acetic anhydride, (CH3CO)2O, a reagent used to synthesize aspirinarrow_forward
- 2. Convert the following skeletal structures into condensed structures. a. b. C. d. - Iarrow_forwardConvert the following condensed structures into skeletal structures. Include all πbonds, formal charges and lone pairs.arrow_forwardDraw a skeletal structure for the molecules in parts (a) and (b), and a condensed structure for the molecules in parts (c) and (d). a. CH3O(CH2)2COCH = C(CH3)2arrow_forward
- Expand the condensed structure shown below to show the covalent bonds and lone-pair electrons. CH2CH COOCH2CH3arrow_forwardADVANCED MATERIAL Drawing a skeletal structure from a condensed structure CH-CH3 CH3 C-CH-CH,-C- -CH3 C Click and drag to start drawing a structure. to C2 IIarrow_forwardV. Give what is asked. 1. When 2 carbon atoms form a double bond, how many pairs of e- will be shared between them? 2. An alkane has 5 carbon atoms. How many hydrogen atoms will it have? 3. An alkene has 3 carbon atoms. How many hydrogen atoms will it have? 4. An alkyne has 4 carbon atoms. How many hydrogen atoms will it have? 5. Show the Lewis structure for the stable molecule CH3.arrow_forward
- Draw line angle drawings for each for the following molecules. Show all lone pairsarrow_forwardI have given you a condensed structure. You need to convert it to an accurate bond-line structure. CH3 CH3-CH-CH2-CH-CH₂-C-H 12-CH-CH2₂-C-1 CI Draw (as bond-line structures) isomers of this compound where you only move the chlorine atom. Draw four isomers of the original compound that would have a five carbon chain as the longest chain. [Note: there would be many isomers that will satisfy this. Find any four.] Using the original molecule (and looking at the carbon next to the aldehyde carbonyl) what would be the charge on that carbon if I removed an H atom and left behind the pair of electrons? Circle the best answer Positive Negative Neutral In the space below, draw that structure (from the sentence above) as a bond-line structure. Then, draw a resonance structure for this ion and be sure to add curved arrows to show the movement of electrons.arrow_forwardMolecular formula of this structure is a. C4H10 b. C5H6 c. C6H8 d. C7H12arrow_forward
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