Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 3, Problem 3.35SP
*3-35
- a. Draw and name the five cycloalkane structures of formula C5H10. Can any of these structures give rise to geometric (cis-trans) isomerism? If so, show the cis and trans stereoisomers.
- b. Draw and name the eight cycloalkane structures of formula C6H12 that do not show geometric isomerism.
- c. Draw and name the four cycloalkanes of formula C6H12 that do have cis-trans isomers.
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1. a. Draw and name the five cycloalkane structures of formula C5H10. Can any of these structures give rise to geometric (cis-trans) isomerism? If so, show the cis and trans stereoisomers.
b. Draw and name the eight cycloalkane structures of formula C6H12 that do not show geometric isomerism.
c. Draw and name the four cycloalkanes of formula C6H12 that do have cis-trans isomers.
2. Each of the following descriptions applies to more than one alkane. In each case, draw and name two structures that match the description.
(a) an isopropylheptane (b) a diethyldecane (c) a cis-diethylcyclohexane
(d) a trans-dihalocyclopentane (e) a (2,3-dimethylpentyl)cycloalkane (f) a bicyclononane
3. 2. refer to the photo attached and answer the ff.3-33, 3-34
on 5 of 27
Ⓒ Macmillan Learning
>
Parano
Draw the structure of an alkane or cycloalkane that has more than three but fewer than ten carbon atoms, and only primary
hydrogens. (There are several possible structures. It is enough to draw any one of them, but you may draw two or more if you
want to.)
Draw the unknown structure(s).
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Chapter 3 Solutions
Organic Chemistry (9th Edition)
Ch. 3.2 - Using the general molecular formula for alkanes:...Ch. 3.3B - Name the following alkanes and haloalkanes. When...Ch. 3.3B - Write structures for the following compounds. a....Ch. 3.3B - Provide IUPAC names for the following compounds....Ch. 3.3B - Prob. 3.5PCh. 3.3B - Prob. 3.6PCh. 3.3B - Prob. 3.7PCh. 3.3B - Draw the structures of the following compounds. a....Ch. 3.3B - Without looking at the structures, give molecular...Ch. 3.4C - Prob. 3.10P
Ch. 3.7B - Prob. 3.11PCh. 3.7C - Draw a graph similar to Figure 3-9, of the...Ch. 3.8B - Draw a graph similar to Figure 3-11, of the...Ch. 3.9 - Draw a perspective representation of the most...Ch. 3.10C - Give IUPAC names for the following compounds.Ch. 3.10C - Draw the structure and give the molecular formula...Ch. 3.11 - Which of the following cycloalkanes are capable of...Ch. 3.11 - Give IUPAC names for the following cycloalkanes.Ch. 3.12B - The heat of combustion of...Ch. 3.12C - Prob. 3.20PCh. 3.13B - The cyclohexane chair shown in Figure 3-22 has the...Ch. 3.13B - Draw 1,2,3,4,5,6-hexamethylcyclohexane with all...Ch. 3.14 - Prob. 3.23PCh. 3.14 - Prob. 3.24PCh. 3.14 - Draw the most stable conformation of a....Ch. 3.15 - Prob. 3.26PCh. 3.15 - a. Draw both chair conformations of cis-1...Ch. 3.15 - Prob. 3.28PCh. 3.15A - Draw the two chair conformations of each of the...Ch. 3.15B - Draw the most stable conformation of a....Ch. 3.16A - Name the following compounds.Ch. 3.16B - Prob. 3.32PCh. 3 - Prob. 3.33SPCh. 3 - Prob. 3.34SPCh. 3 - 3-35 a. Draw and name the five cycloalkane...Ch. 3 - Draw the structure that corresponds with each...Ch. 3 - Each of the following descriptions applies to more...Ch. 3 - Write structures for a homologous series of...Ch. 3 - Prob. 3.39SPCh. 3 - Construct a graph, similar to Figure 3-11, of the...Ch. 3 - The following names are all incorrect or...Ch. 3 - In each pair of compounds, which compound has the...Ch. 3 - There are eight different five-carbon alkyl...Ch. 3 - Use a Newman projection about the indicated bond...Ch. 3 - a. Draw the two chair conformations of...Ch. 3 - Draw the two chair conformations of each compound,...Ch. 3 - Using what you know about the conformational...Ch. 3 - Prob. 3.48SPCh. 3 - Draw Newman projections along the C3C4 bond to...Ch. 3 - Prob. 3.50SPCh. 3 - The most stable form of the common sugar glucose...Ch. 3 - This is a Newman projection of a substituted...
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- Dodecane, C12H26, is an unbranched alkane Predict the following: Will it dissolve in water? Will it dissolve in hexane? Will it burn when ignited? Is it a liquid, solid, or gas at room temperature and atmospheric pressure? Is it more or less dense than water?arrow_forwardWhat is a hydrocarbon? What is the difference between a saturated hydrocarbon and an unsaturated hydrocarbon? Distinguish between normal and branched hydrocarbons. What is an alkane? What is a cyclic alkane? What are the two general formulas for alkanes? What is the hybridization of carbon atoms in alkanes? What are the bond angles in alkanes? Why are cyclopropane and cyclobutane so reactive? The normal (unbranched) hydrocarbons are often referred to as straight-chain hydrocarbons. What does this name refer to? Does it mean that the carbon atoms in a straight-chain hydrocarbon really have a linear arrangement? Explain. In the shorthand notation for cyclic alkanes, the hydrogens are usually omitted. How do you determine the number of hydrogens bonded to each carbon in a ring structure?arrow_forward8c) What is the relation between the following pairs H₂C O a. Cis-Trans O b. Structural O c. not isomers O d. Identical H3C CH3 H₂CH.arrow_forward
- o0000 go0eoe 2. Identify the following compounds as a(n) alkane, alkene, alkyne, cycloalkane, or cycloalkene: Molecule нннн н H H HH H Family Molecule Family I I ! CH3-CH2. | I 1 H H H H-- -0-0--H H H-O-H H H3C CH3-CH2-CH=C-CH 3 CH-CH wwwwww wwwwww H3C MtmmSSN EHC CH3-CH CH-CH3 | | 1 CH3-CH-C CH CH2-CH2 CH2-CH3 115arrow_forward4:30 PM Wed Apr 27 * 74% O O Q E HW 12 Home Insert Draw Layout Review View I| Select Objects Draw with Touch 40. There are five compounds with the formula C6H14 (one of them is linear and the others are branched). Draw structural formulas for any two of those branched isomers. See Example 6.3 on page 152. H3C CH3 CH3 44. Name the following alkanes. CH¿CH3 CH,CH3 CH3 CH;CH2CHCH2CH¿CH3 CH;CHCHCH,CH;CH3 CH;CHCHCH3 CH3 CH3 a C 3-CHhylheypare ethyl-2 methyllnexano а. 7+3 dimethibulane С. 46. Name the following alkenes. CH2=CHCH,CHCH;CHCH3 CH2CH3 CH2=CHCH2CH3 CH3 CH3 CH2=CHCH2CHCH3 a b C |burene а. b. C. 48. Name the following alkynes. CH,CH3 GH=CH CH3 C=CCH2CH3 CH;C=CCHCH,CH3 a b Carrow_forwardFor each of these cycloalkanes, which are partly skeletal (line) drawings, and also have two or three methyl groups attached to them, add the hydrogens which are not shown (the hydrogens on the methyl C's are already indicated as you see). Determine the molecular formula (C_H for each. H3C CH3 H;C. CH3 H3C- CH3 CH3 C 7 H C_ H C Harrow_forward
- A model of a cycloalkane appears in the window below. ball & stick + labels Which of the following represent structural isomers of the molecule shown in the model? Choose all that apply. n CH3-CHz-CH2-CH2-CH3 CH2. CCH-CH2-CH3 CH CH2. ссH—сHз CH CHз CH2 CH-CH3 сн CH2 CHз Cнз CH- CH2arrow_forward1. Name the following unsaturated hydrocarbons (IUPAC). I would draw out, (T) is triple bond a) CH3-CH=C(CH3)2 b) CH3-CH=C=C(CH3)-CH2-CH3 c) CH(T)C-C(CH3)2-CH3arrow_forward3. Name the following alkenes and alkynes. HC-CH-C=C-CH-CH--CH3 CH-CH H H H H. H C= C C C-H H. H.arrow_forward
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