Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 4, Problem 65P
- a. Draw all the isomers with molecular formula C6H12 that contain a cyclobutane ring. (Hint: There are seven.)
- b. Name the compounds without specifying the configuration of any asymmetric centers.
- c. Identify:
- 1. constitutional isomers
- 2. stereoisomers
- 3. cis–trans isomers
- 4. chiral compounds
- 5. achiral compounds
- 6. meso compounds
- 7. enantiomers
- 8. diastereomers
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Draw all possible constitutional isomers and stereoisomers of C4H8. There should be 6 structures.
a. Do the following compounds have any asymmetric centers? b. Are the compounds chiral? 1. CH2=C=CH2 2. CH3CH=C=CHCH3
H3C.
ОН
2
'H
3 H
4
H3C
NH,
How many chiral carbons are there? [ Select ]
Is the molecule chiral? [ Select ]
What is the configuration on C2? [Select ]
What is the configuration on C3? [Select ]
Does the molecule have a meso isomer? [ Select ]
How many stereoisomers does the molecule have (including the one already shown)?
[ Select ]
If the -H and -OH on C2 switched places, the new compound will be
[ Select ]
with the original compound.
What is the second priority substituent on C3?
[ Select ]
Chapter 4 Solutions
Essential Organic Chemistry, Global 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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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
- There are 17 possible alkene isomers with the formula C6H12. Draw structures of the five isomers in which the longest chain has six carbon atoms, and give the name of each. Are any of these isomers chiral? (There are also eight isomers in which the longest chain has five carbon atoms, and four isomers in which the longest chain has four carbon atoms. How many can you find?)arrow_forwardFollowing is a structural formula for cortisol (hydrocortisone). Draw a stereo-representation of this molecule showing the conformations of the five- and six-membered rings.arrow_forward1b. Draw ALL isomers (including all stereisomers) of trichlorocyclopentane. Indicate which ones are chiral.arrow_forward
- Cortisone is a compound that is used as an anti-inflammatory drug to treat 2) diseases like arthritis. Cortisone is a steroid which contains four rings (A, B, C and D), and has the following structure: он "OH Cortisone Provide the data to complete each of the following statements: The total number of chiral carbons (stereocentres) in Cortisone is The maximum number of stereoisomers possible is: The degree of unsaturation (IHD) of Cortisone is The total number of 2° hydrogens is The ring fusion between rings B and C is trans or cis? The absolute configuration of the carbon with * in the structure is The total number of n bonds isarrow_forwardc) For the following compound identify how many chiral carbons present and how many isomers are possible. HO C4H6NOF OH OH d) Figure out elements of unsaturation for the following compoundarrow_forwardDo the following compounds have any asymmetric centers? b. Are the compounds chiral? (Hint: Make models.) 1. CH2=C=CH2 2. CH3CH = C = CHCH3arrow_forward
- 3. An unknown compound is optically active and has the molecular formula CeH12. Draw all possible isomers of this compound. Match all pairs of enantiomers together. Use additional pages as necessary.arrow_forward1. How many chiral carbon atoms are in the following compound? CHCIBRCH2CHBRCH3 a) 0 b) 1 c) 2 d) 3 4. Which of the following compounds will not show optical activity? a) CH2CICHBRCI b) CH;CH(OH)CH3 c) CH;CH2CHĆICH3 d) CH2(OH)CH(NH2)COOH 2. How many chiral carbon atoms are in the following compound? 5. Three of the following projection formulas are the same compound. The other is the enantiomer. Which is the enantiomer? CH2(OH)CH(OH)CH(OH)CH(OH)CH2OH CH,OH c=0 a) 1 b) 2 c) 3 d) 4 ОН Н H-C=0 a) НО -H 3. The maximum number of ČHHOH stereoisomers theoretically possible for the compound below is: b) H-C =0 -CH2OH CH2(OH)CH(OH)CH(OH)CH(OH)CHO c) CH2OH a) 8 b) 6 c) 16 d) 4 H. - OH d) H-C=0arrow_forward9) There are 3 different cyclopropane molecules with the formula GHĄC12. a. Draw and build the 3 molecules. b. Below each drawing, name each molecule with correct nomenclature. Label a pair that are constitutional isomers. d. Label a pair that are stereoisomers (or configurational isomers). С.arrow_forward
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