Draw all possible resonance structures for creatine phosphate and discuss their possible effects on resonance stabilization of the molecule.

Short Answer

Expert verified
Creatine phosphate has several possible resonance structures, due to potential electron delocalization within the phosphate group and between the nitrogen and carbon atoms. These additional structures contribute to the resonance stabilization of the creatine phosphate, thus making the molecule more stable.

Step by step solution

01

Drawing the Lewis structure of creatine phosphate

Creatine phosphate consists of a creatine group and a phosphate group. It is good to remember that phosphate groups commonly carry negative charges in biological systems, and creatine has an amine group, a carboxyl group and a methylene group bonded to a methine group which is bonded to the phosphate. Start by drawing the Lewis structure of the base creatine molecule - you will have nitrogen at each end of the molecule, the carbons in the middle, and the phosphate group bonded to one of the carbons. A double bond should be drawn between one carbon and a nitrogen, a double bond should be drawn in the phosphate group, and remaining atoms should be connected with single bonds.
02

Drawing resonance structures

With the Lewis structure drawn, now identify the locations within the molecule where resonance could occur. In creatine phosphate, possible electron delocalization could happen within the phosphate group and between the nitrogen bonded to the carbon with the phosphate. Draw these resonance structures, making sure to only move electrons, not atoms.
03

Discuss the effect of resonance stabilization

The concept of resonance describes the way electrons can move within molecules, creating a set of bonding structures that collectively describe the molecule. Resonance structures contribute to the stability of a molecule, because they represent the 'average' of all possible electron configurations. Each additional resonance structure usually enhances the stability of the molecule, because it spreads out and delocalizes the charge over more atoms. In the case of creatine phosphate, the additional resonance structures would thus lead to increased stability of the molecule.

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