Interpretation:
The plane of symmetry, if any, is to be located in the given compounds and they are to be identified as chiral or achiral.
Concept introduction:
A chiral carbon atom is attached to four different atoms or groups of atoms.
In case of cyclic compounds, the chirality center is the carbon which is attached to two different groups, and the sequence of atoms around the ring from that carbon in clockwise direction must be different than that in counter clockwise direction.
A plane of symmetry bisects a molecule in two equal halves, which are mirror images of each other.
If a molecule possesses a center of symmetry or a plane of symmetry, it is superimposable on its mirror image. Then it is known to be an achiral molecule.
If a molecule has at least one chiral carbon atom and no elements of symmetry, then it is known to be a chiral molecule.
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Chapter 4 Solutions
CAREY: ORGANIC CHEMISTRY
- Identify the chiral centers (mark with *) of the molecule below and assign the absolute configuration of the chiral centers.arrow_forwardwhat is the absolute configuration on each of the chiral centers.arrow_forwardA molecule that possesses an internal plane of symmetry can never be chiral. Select one: True Falsearrow_forward
- Draw the two chair conformations of 1,1,3-trimethylcyclohexan ,and estimate the amount of strain energy in each. Which conformation is favoredarrow_forwardHow many chirality centers are there in the following molecule?arrow_forwardDecide whether the following molecules are mesocompounds. Draw the plane of symmetry.arrow_forward
- Determine the # of chiral centers. Determine the most stable chair conformation then indicate which are equatorial and which are axial.arrow_forwardAssign the absolute configuration to each chiral centers (signed with *).arrow_forwardDetermine whether three molecules—H2O, CH2BrCl, and CHBrClF—aresuperimposable on their mirror images; that is, are H2O, CH2BrCl, and CHBrClF chiral or achiral?arrow_forward
- Is cis-1,2-dibromocyclohexane a meso compound? In its planar structure, it has a line of symmetry but it has two chiral carbons. However, in its chair conformation, it does not look like it has a line of symmetry but it has two chiral carbons.arrow_forwardIdentify the asymmetric carbon in the following molecules and mark them with an x. There may be one or more asymmetric carbon or none at all in the given molecules. Appropriately name each molecule as chiral or achiral.arrow_forwardIndicate if the following compounds are chiral or achiral. Please give the definition for each and reasoning why.arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning