General, Organic, & Biological Chemistry
3rd Edition
ISBN: 9780073511245
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Chapter 15, Problem 15.47P
Interpretation Introduction
Interpretation:
The structures of the four constitutional isomers of molecular formula
Concept Introduction:
Organic compounds are the compounds which are mainly composed C and H atoms. The branch of chemistry that deals with preparation, reactions, and properties of organic compounds is said to be
Constitutional isomers can be defined as the pair of molecules with the same molecular formula but different structural formula. Stereoisomers have same molecular and structural formula but they have different arrangement of atoms in the three-dimensional space.
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Students have asked these similar questions
Structure A
Br
C
H3C
H
CH2CH3
Structure B
CH3
BrC
H
CH2CH3
Determine the relationship between the structures above. Are they the same molecule, constitutional isomers, or
stereoisomers? If A and B are stereoisomers, futher classify them as diastereomers or enantiomers.
OA and B are the same molecule
OA and B are constitutional isomers
OA and B are stereoisomers and diastereomers
OA and B are stereoisomers and enantiomers
Consider the following pairs of structures. Identify the relationship between them by describing them as
representing enantiomers, diastereomers, constitutional isomers, or two molecules of the same compound.
H
H3C"
CH3
Br
Hitm
Br
enantiomers
constitutional isomers
diastereomers
H
B
H
F
F
two molecules of the same compound
CH3
H
Ba
CH3
Highlight the chirality (or stereogenic) center(s) in the given compound. A compound may have one or more stereogenic centers.
msor
N
H
OH
X
Chapter 15 Solutions
General, Organic, & Biological Chemistry
Ch. 15.1 - Prob. 15.1PCh. 15.1 - For trans-2-hexene: (a) draw a stereoisomer; (b)...Ch. 15.2 - Prob. 15.3PCh. 15.2 - Prob. 15.4PCh. 15.3 - Prob. 15.5PCh. 15.3 - Prob. 15.6PCh. 15.3 - Prob. 15.7PCh. 15.3 - Prob. 15.8PCh. 15.3 - Prob. 15.9PCh. 15.3 - Prob. 15.10P
Ch. 15.3 - Prob. 15.11PCh. 15.4 - Prob. 15.12PCh. 15.4 - Prob. 15.13PCh. 15.5 - Prob. 15.14PCh. 15.6 - Prob. 15.15PCh. 15.6 - Prob. 15.16PCh. 15.6 - Prob. 15.17PCh. 15.7 - Prob. 15.18PCh. 15.7 - Prob. 15.19PCh. 15.7 - Prob. 15.20PCh. 15.7 - Prob. 15.21PCh. 15.8 - Prob. 15.22PCh. 15.8 - Prob. 15.23PCh. 15.9 - Prob. 15.24PCh. 15 - Prob. 15.25PCh. 15 - Prob. 15.26PCh. 15 - Prob. 15.27PCh. 15 - Prob. 15.28PCh. 15 - Prob. 15.29PCh. 15 - Prob. 15.30PCh. 15 - Prob. 15.31PCh. 15 - Prob. 15.32PCh. 15 - Prob. 15.33PCh. 15 - Prob. 15.34PCh. 15 - Prob. 15.35PCh. 15 - Prob. 15.36PCh. 15 - Prob. 15.37PCh. 15 - Prob. 15.38PCh. 15 - Prob. 15.39PCh. 15 - Prob. 15.40PCh. 15 - How are the compounds in each pair related? Are...Ch. 15 - Prob. 15.42PCh. 15 - Prob. 15.43PCh. 15 - Prob. 15.44PCh. 15 - Answer each question with a compound of molecular...Ch. 15 - Prob. 15.46PCh. 15 - Prob. 15.47PCh. 15 - Prob. 15.48PCh. 15 - Prob. 15.49PCh. 15 - Prob. 15.50PCh. 15 - Prob. 15.51PCh. 15 - Prob. 15.52PCh. 15 - Prob. 15.53PCh. 15 - Prob. 15.54PCh. 15 - Prob. 15.55PCh. 15 - Prob. 15.56PCh. 15 - (a) Define the terms “optically active” and...Ch. 15 - Prob. 15.58PCh. 15 - Prob. 15.59PCh. 15 - Prob. 15.60PCh. 15 - Prob. 15.61PCh. 15 - Prob. 15.62PCh. 15 - Prob. 15.63PCh. 15 - Prob. 15.64PCh. 15 - Prob. 15.65PCh. 15 - Prob. 15.66PCh. 15 - Prob. 15.67PCh. 15 - Prob. 15.68PCh. 15 - Prob. 15.69PCh. 15 - Prob. 15.70PCh. 15 - Prob. 15.71PCh. 15 - Prob. 15.72PCh. 15 - Prob. 15.73CPCh. 15 - Prob. 15.74CP
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- How many chirality centers does the following molecule contain? Remember that C-H bonds are omitted from the skeletal structures of molecules.arrow_forward8. Assign each chiral carbon as R or S in compound-A. Draw the mirror image of compound-A and assign configuration to each chiral carbon. (note that the dotted line represents the mirror). H₂N S OH Compound A CH3 CH3 mirror CH3 CH 3 Mmok NHZarrow_forwardBr H3C- CH3 C₂H5 -H -OH Structure A Br HO H CH3 -CH3 -C₂H5 Structure B C₂H5 The relationship between structure A and B is: The relationship between structure A and C is: The relationship between structure A and D is: Br The relationship between structure B and C is: The relationship between structure B and D is: OH The relationship between structure C and D is: H CH3 (a) Designate each chirality center as (R) or (S) in structures A, B, C and D. CH3 Structure C (b) Fill in the blanks for the structural relationship between the compounds in each of the pairs that follow. They may be unrelated, identical (the same compound), constitutional isomers, diastereoisomers, enantiomers. H3C 4||||| Br C₂H5 ||||||CH3 OH Structure Darrow_forward
- Assign an IUPAC name for the following compound: Configuration of chiral centers: O 1-methylcyclohexanol O2-methylcyclohexanol O 1.2-methylcyclohexanol • 1-methylcyclohexol OHarrow_forwardAAtropine, extracted from the plant Atropa belladonna, has been used in the treatment of bradycardia (low heart rate) and cardiac arrest. Draw the enantiomer of atropine (the original molecule is drawn below, use that structure to draw the enantiomer): CH3 H OH B Draw a structure using wedges and dashes for the following compound: H CH3 OH Draw Your Solution HO- -H H CH3 -OHarrow_forward7 For the following compound with two chiral centers assign 'R' and 'S' configurations. Draw enantiomers and diastereomers for the following compound? How many enantiomers and diastereomers are possible. Assign (R) and (S) configurations for all the structures. What are diastereomers? COOH H CI € Br -H CH3arrow_forward
- Cholesterol is one of the important components of the animal cell membrane. Label the circled chiral centers as R/S, and circle the rest of the chiral centers in this compound.arrow_forwardHow many the chirality center(s) can you see in the following compound. 02 none H3C. 03 01 OH Br НО CH3arrow_forwardEphedrine, a stimulant and illegal drug is an optically active compound with two chiral centers. OH NHCH3 CH3 Ephedrine a. In the structure of ephedrine on the answer sheet, mark each chiral center with an asterisk. b. How many stereoisomer/s does ephedrine have? Show necessary solutions on the answer sheet. c. Compound EPS is a stereoisomer of ephedrine. Determine the absolute configuration (R or S) at carbons A and B of compound EPS.arrow_forward
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