Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second)
2nd Edition
ISBN: 9780393655551
Author: KARTY, Joel
Publisher: W. W. Norton & Company
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 5, Problem 5.5YT
Interpretation Introduction
Interpretation:
The plane of symmetry in
Concept introduction:
A chiral molecule does not have a plane of symmetry, and it cannot be bisected in such a way that one half of the molecule is the mirror image of the other half. The chiral molecule has no plane of symmetry. Plane of symmetry is shown by a dashed line that splits the molecule into two equal halves.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
For each compound, determine whether the molecule has an internal mirror plane of symmetry. If it does, draw the mirror plane on a three-dimensional drawing of the molecule. If the molecule does not have an internal mirror plane, determine whether the structure is chiral. cis-1,2-dibromocyclobutane
Several compounds are shown below. For each, make two models: one model of the compound as shown, and the other where each tetrahedral stereocenter is inverted.
Compare the two models side-by-side to see if the model with the inverted stereocenter(s) is the enantiomer, or if it is identical to the original. Remember, you can rotate around
o-bonds to place the molecule in the conformation with the highest symmetry. Is each compound meso or not?
OH
OH
OH OH
DOKOOK
OH OH
Compound 1
Compound 2
Compound 1's mirror image is identical to Compound 1
Compound 1's mirror image is the enantiomer of Compound 1
Compound 1 is meso
Compound 2's mirror image is identical to Compound 2
Compound 2's mirror image is the enantiomer of Compound 2
Compound 2 is meso
Compound 3's mirror image is identical to Compound 3
Compound 3's mirror image is the enantiomer of Compound 3
Compound 3 is meso
Compound 4's mirror image is identical to Compound 4
Compound 4's mirror image is the enantiomer of Compound 4…
For each compound, determine whether the molecule has an internal mirror plane of symmetry. If it does, draw the mirror plane on a three-dimensional drawing of the molecule. If the molecule does not have an internal mirror plane, determine whether the structure is chiral.1,2-dichloropropane
Chapter 5 Solutions
Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second)
Ch. 5 - Prob. 5.1PCh. 5 - Prob. 5.2PCh. 5 - Prob. 5.3PCh. 5 - Prob. 5.4PCh. 5 - Prob. 5.5PCh. 5 - Prob. 5.6PCh. 5 - Prob. 5.7PCh. 5 - Prob. 5.8PCh. 5 - Prob. 5.9PCh. 5 - Prob. 5.10P
Ch. 5 - Prob. 5.11PCh. 5 - Prob. 5.12PCh. 5 - Prob. 5.13PCh. 5 - Prob. 5.14PCh. 5 - Prob. 5.15PCh. 5 - Prob. 5.16PCh. 5 - Prob. 5.17PCh. 5 - Prob. 5.18PCh. 5 - Prob. 5.19PCh. 5 - Prob. 5.20PCh. 5 - Prob. 5.21PCh. 5 - Prob. 5.22PCh. 5 - Prob. 5.23PCh. 5 - Prob. 5.24PCh. 5 - Prob. 5.25PCh. 5 - Prob. 5.26PCh. 5 - Prob. 5.27PCh. 5 - Prob. 5.28PCh. 5 - Prob. 5.29PCh. 5 - Prob. 5.30PCh. 5 - Prob. 5.31PCh. 5 - Prob. 5.32PCh. 5 - Prob. 5.33PCh. 5 - Prob. 5.34PCh. 5 - Prob. 5.35PCh. 5 - Prob. 5.36PCh. 5 - Prob. 5.37PCh. 5 - Prob. 5.38PCh. 5 - Prob. 5.39PCh. 5 - Prob. 5.40PCh. 5 - Prob. 5.41PCh. 5 - Prob. 5.42PCh. 5 - Prob. 5.43PCh. 5 - Prob. 5.44PCh. 5 - Prob. 5.45PCh. 5 - Prob. 5.46PCh. 5 - Prob. 5.47PCh. 5 - Prob. 5.48PCh. 5 - Prob. 5.49PCh. 5 - Prob. 5.50PCh. 5 - Prob. 5.51PCh. 5 - Prob. 5.52PCh. 5 - Prob. 5.53PCh. 5 - Prob. 5.54PCh. 5 - Prob. 5.55PCh. 5 - Prob. 5.56PCh. 5 - Prob. 5.57PCh. 5 - Prob. 5.58PCh. 5 - Prob. 5.59PCh. 5 - Prob. 5.60PCh. 5 - Prob. 5.61PCh. 5 - Prob. 5.62PCh. 5 - Prob. 5.63PCh. 5 - Prob. 5.64PCh. 5 - Prob. 5.65PCh. 5 - Prob. 5.66PCh. 5 - Prob. 5.67PCh. 5 - Prob. 5.68PCh. 5 - Prob. 5.69PCh. 5 - Prob. 5.70PCh. 5 - Prob. 5.71PCh. 5 - Prob. 5.72PCh. 5 - Prob. 5.73PCh. 5 - Prob. 5.74PCh. 5 - Prob. 5.75PCh. 5 - Prob. 5.76PCh. 5 - Prob. 5.77PCh. 5 - Prob. 5.78PCh. 5 - Prob. 5.79PCh. 5 - Prob. 5.1YTCh. 5 - Prob. 5.2YTCh. 5 - Prob. 5.3YTCh. 5 - Prob. 5.4YTCh. 5 - Prob. 5.5YTCh. 5 - Prob. 5.6YTCh. 5 - Prob. 5.7YTCh. 5 - Prob. 5.8YTCh. 5 - Prob. 5.9YTCh. 5 - Prob. 5.10YTCh. 5 - Prob. 5.11YTCh. 5 - Prob. 5.12YTCh. 5 - Prob. 5.13YTCh. 5 - Prob. 5.14YTCh. 5 - Prob. 5.15YTCh. 5 - Prob. 5.16YTCh. 5 - Prob. 5.17YT
Knowledge Booster
Learn more about
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
- Molecules with a plane of symmetry between the chiral centers are achiral and meso. Determine if this molecule has a plane of symmetry and if it is meso. *****||||| A) There is a plane of symmetry in this molecule and it is achiral, but it is not meso. B) There is a plane of symmetry in this molecule and it is achiral. This molecule is meso. C) There is no plane of symmetry in this molecule and it is achiral. This molecule is not meso. D) There is no plane of symmetry in this molecule and it is chiral. It is not meso. E) There is no plane of symmetry in this molecule and it is chiral. It is meso. +arrow_forwardDraw a structural formula of the R configuration of the compound shown below.arrow_forwardPlease solve thisarrow_forward
- Analyze the structure of the two stereoisomers and then determine whether one or both of them is (are) chiral (s). Explain your reasoning.arrow_forwardF) Circle the letter corresponding to the relationship of each pair of structures: Identical (1), Conformers (C), Enantiomers (E) (enantiomers can have different conformations). FIRST... determine the absolute configuration of chiral centers. I OH с OH Earrow_forwardPlease give me answer. Don't copy.arrow_forward
- Draw all stable isomers of C4H9Cl. Be sure to label cis/trans isomers on rings, Z/E isomers on double bonds as well as R/S on chiral centersarrow_forwardShown are three molecules A, B and C; only one of the molecules is chiral. Identify the chiral molecule (putting a circle around it suffices) and assign its absolute chirality. Draw the opposite enantiomer of the molecule that you have identified as chiral. A Barrow_forwardDraw three-dimensional representations of the following compounds. Which have asymmetric carbon atoms? Which have no asymmetric carbons but are chiral anyway? Use your models for parts (a) through (d) and any others that seem unclear.1,3-dichloropropadienearrow_forward
- 3. Determine whether the following statements are true or false. Completely fill in the circle in front of your chosen answer. (a) A compound with a plane of symmetry must be achiral. (b) A compound with two or more stereocenters must be chiral. (a) O True O False True O Falsearrow_forwardassign the stereochemical configuration of the selected tetrahedral carbon chiral centers (R, S or N (not a chiral center)) and the alkene (E, Z or N (not a stereocenter)) that are indicated by the arrows (note that you do not have to assign the configuration of every chiral center in the molecule). If the atom in question is not a chiral center or is not a stereocenter circle N for neither.arrow_forwardassign the stereochemical configuration of the selected tetrahedral carbon chiral centers (R, S or N (not a chiral center)) and the alkene (E, Z or N (not a stereocenter)) that are indicated by the arrows (note that you do not have to assign the configuration of every chiral center in the molecule). If the atom in question is not a chiral center or is not a stereocenter circle N for neither.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning