How many asymmetric carbons are in the following molecule?

Question

BlackTom AI · Accepted Answer

To determine how many asymmetric (chiral) carbons are present, we look for tetrahedral carbon atoms that have four different substituents.

Option a: 4. This would require four distinct stereocenters. In the given molecule, the two carbons of the C=C double bond are sp2 hybridized and each carbon on the double bond is bonded to three groups in a planar arrangement, not four different substituents. Therefore these are not asymmetric.

Option b: 1. A single chiral center would require a carbon with four different substituents in a tetrahedral geometry. The remaining carbons in the chain are CH2 units or are part of the double bond; none of them meet the four-different-substituents criterion. Hence, no single chiral center.

Option c: 2. Two chiral centers would require two distinct tetrahedral carbons each bonded to four different groups. Inspecting the structure, none of the sp3 carbons has four distinct substituents: the alkene carbons are sp2 (not chiral), and the saturated carbons (if present) are typically bonded to hydrogens or repeated groups rather than four different groups. Thus, two chiral centers are not present.

Option d: 3. Similar reasoning as above shows that introducing three chiral centers would require three distinct sp3 carbons with four different substituents, which is not the case here.

Overall, the molecule lacks any carbon atom bonded to four different substituents in a tetrahedral geometry, so there are zero asymmetric (chiral) centers. Each option—4, 1, 2, or 3—claims a positive count that is not supported by the structural analysis. The assessment of each option hinges on recognizing that the double-bonded carbons are not chiral and the saturated carbons do not carry four distinct substituents. Consequently, none of the provided options correctly states the number of asymmetric carbons for this molecule.

MUF0042 Chemistry Unit 2 - Semester 1, 2025 2.6 Quiz: Asymmetric Carbons

How many asymmetric carbons are in the following molecule?

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