Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 4.12, Problem 39P
Which of the following compounds has a stereoisomer that is a meso compound?
- A 2,4-dibromohexane
- B 2,4-dibromopentane
- C 2,4-dimethylpentane
- D 1,3-dichlorocyclohexane
- E 1,4-dichlorocyclohexane
- F 1,2-dichlorocyclobutane
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Which of the following compounds has a stereoisomer that is a meso compound? A 2,4-dibromohexane
B 2,4-dibromopentane
C 2,4-dimethylpentane
D 1,3-dichlorocyclohexane
E 1,4-dichlorocyclohexane
F 1,2-dichlorocyclobutane
Draw the structure of each molecule below and put an asterisk on each tetrahedral stereocenter.
i) 3,4-dichlorohexane
ii) 3-bromo-1-iodo-5-methylhexane
iii) 3-bromo-2,4-dimethylpentane
Give the number of stereoisomers for the compounds listed below.
a. 1,2-Dichloro-1,2-difluoroethane
b. 2,3,4-Tribromo-2,3,4-triiodopentane
c. 1,2,3-Trichloro-1,2,3-triiodobutane
Chapter 4 Solutions
Essential Organic Chemistry (3rd Edition)
Ch. 4.1 - Draw the cis and trans isomers for the following:...Ch. 4.1 - Prob. 4PCh. 4.1 - Prob. 5PCh. 4.1 - Prob. 6PCh. 4.2 - Prob. 7PCh. 4.2 - Tamoxifen slows the growth of some breast tumors...Ch. 4.2 - Draw and label the E and Z isomers for each of the...Ch. 4.2 - Prob. 10PCh. 4.2 - Name each of the following:Ch. 4.2 - Draw the structure of (Z)-2,3-dimethyl-3-heptene.
Ch. 4.3 - Prob. 13PCh. 4.4 - Prob. 14PCh. 4.5 - Prob. 16PCh. 4.6 - Prob. 17PCh. 4.7 - Assign relative priorities to the groups or atoms...Ch. 4.7 - Name the following:Ch. 4.7 - Prob. 22PCh. 4.7 - Draw a perspective formula for each of the...Ch. 4.8 - Prob. 24PCh. 4.8 - Prob. 27PCh. 4.9 - Prob. 28PCh. 4.9 - Prob. 29PCh. 4.9 - Prob. 30PCh. 4.10 - Prob. 31PCh. 4.10 - Prob. 32PCh. 4.10 - Prob. 33PCh. 4.11 - Prob. 34PCh. 4.11 - a. Draw the stereoisomers of...Ch. 4.11 - Prob. 37PCh. 4.11 - Prob. 38PCh. 4.12 - Which of the following compounds has a...Ch. 4.12 - Draw all the stereoisomers for each of the...Ch. 4.12 - Limonene exists as two different stereoisomers....Ch. 4 - a. Draw three constitutional isomers with...Ch. 4 - Which of the following have an asymmetric center?...Ch. 4 - Prob. 45PCh. 4 - Prob. 46PCh. 4 - Of all the possible cyclooctanes that have one...Ch. 4 - Prob. 48PCh. 4 - Prob. 49PCh. 4 - Prob. 50PCh. 4 - Prob. 51PCh. 4 - Prob. 52PCh. 4 - Draw the stereoisomers of 2,4-dichlorohexane....Ch. 4 - Prob. 54PCh. 4 - Prob. 55PCh. 4 - Prob. 56PCh. 4 - Prob. 57PCh. 4 - Prob. 58PCh. 4 - Prob. 59PCh. 4 - Prob. 60PCh. 4 - Prob. 61PCh. 4 - Prob. 62PCh. 4 - Draw structures for each of the following: a....Ch. 4 - Prob. 64PCh. 4 - a. Draw all the isomers with molecular formula...Ch. 4 - Prob. 66PCh. 4 - Prob. 67PCh. 4 - Prob. 68PCh. 4 - Chloramphenicol is a broad-spectrum antibiotic...
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- Which compounds contain chiral centers? (a) 2-Chloropentane (b) 3-Chloropentane (c) 3- Chloro-1-pentene (d) 1,2-Dichloropropanearrow_forwardWhich of the following structures represent the same stereoisomer? A. only 1 and 2 B. only 1 and 3 C. only 2 and 3 D. 1, 2 and 3 Please explain.arrow_forwardDraw all the stereoisomers for the following compounds 1-fluoro-3-methyl cyclopentanearrow_forward
- 1. Which of the following can exist in optically active forms. a. Cis -1, 3- Dichlorocyclohexane. b. Trans -1,3- Dichlorocyclohexane. c. Cis -1, 4- Dichlorocyclohexane. d. Trans -1,4- Dichlorocyclohexane. e. Cis -1, 2- Dichlorocyclohexane.arrow_forwardDraw the seven isomers with formula C6H12 that have the ring of cyclobutane. identify from that set: a) A couple of constituional isomers b) Cis -trans isomers c) A couple enantiomers d)A meso compoundarrow_forwardA.) Draw both the condensed and line-bond structure of the following compounds: 1) 3-ethylhexane 2) 1,3-dimethylcyclopentane 3) 1,3-dichloro-3-methylheptane ( Cl- , Chloro branch) 4) bromocyclobutane (Br-, Bromo branch) 5) 5-sec-butylnonane 6) 4-t-butylheptane 7) 4-ethylcycloheptene 8) 4,4-dimethylpent-2-ene 9) 3-chloro-2,7-dimethylnon-4-yne (Cl- Chloro branch) 10) 1-cyclohexylbut-2-ynearrow_forward
- Draw the structure of the following molecules, for which the name is given. 1. most stable conformation of 1,1-dichloro-2-bromoethane 2. N,N-Dimethylacetamide 3. cyclooctatetraene 4. bicyclo[2.2.1]heptane 5. spiro[2.4]heptanearrow_forward(a) (R)-1,1,2-trimethylcyclohexane, draw any enantiomer.arrow_forwardUsing the cyclohexane with the C's numbered as shown, draw a chair form that fits each description. a.) The ring has an axial CH3 group at C1 and an equatorial OH on C2.b.) The ring has an equatorial CH3 group on C6 and an axial OH group on C4.c.) The ring has equatorial OH groups on C1, C2, and C5.arrow_forward
- Using the cyclohexane with the C's numbered as shown, draw a chair form that fits each description.a.The ring has an axial CH3 group at C1 and an equatorial OH on C2. b.The ring has an equatorial CH3 group on C6 and an axial OH group on C4. c.The ring has equatorial OH groups on C1, C2, and C5.arrow_forwardUsing the cyclohexane with the C’s numbered as shown, draw a chair form that fits each description. a. The ring has an axial CH3 group at C1 and an equatorial OH on C2. b. The ring has an equatorial CH3 group on C6 and an axial OH group on C4. c. The ring has equatorial OH groups on C1, C2, and C5.arrow_forwardWithout drawing out the structures, label following pair of compounds as enantiomers or diastereomers. (2R,3S,4R)-hexane-2,3,4-triol and (2S,3R,4R)-hexane-2,3,4-triolarrow_forward
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