Draw dashed and solid wedge diagrams of transplatin, trans-Pt( \(\mathrm{NH}_{3}\) ) \(_{2} \mathrm{Cl}_{2}\), and cisplatin, \(\operatorname{cis}-\mathrm{Pt}\left(\mathrm{NH}_{3}\right)_{2} \mathrm{Cl}_{2}\) Then, explain how transplatin can be more reactive yet less effective at killing cancer cells than is cisplatin.

Short Answer

Expert verified
Transplatin and Cisplatin are isomers, with chloride ions in opposite placements in Transplatin, making it more reactive, yet less effective against cancer cells because the cis configuration in Cisplatin allows for more effective DNA cross-linking which triggers cell death in cancer treatment.

Step by step solution

01

Draw the wedge diagrams for transplatin

Draw a square in the plane of the screen to represent the platinum atom and mark the two sides as top and bottom. Draw the two ammonia molecules attached to the top and the bottom of the square using filled lines. Then draw the two chlorine atoms attached to the two sides of the square, one using a dashed line (representing going into the plane of the screen) and the other using a wedge (representing coming out of the plane of the screen). This represents the trans isomer where the chlorine atoms are on opposite sides.
02

Draw the wedge diagrams for cisplatin

Draw a square in the plane of the screen to represent the platinum atom and mark the two sides as top and bottom. Draw the two ammonia molecules attached to the top and the bottom of the square using filled lines. Then draw the two chlorine atoms attached to the one side of the square, one using a dashed line (representing going into the plane of the screen) and the other using a wedge (representing coming out of the plane of the screen). This represents the cis isomer where the chlorine atoms are on the same side.
03

Explain reactivity and effectiveness

Transplatin is more reactive due to the position of chloride ions on opposite sides, which facilitates the leaving of chloride ions making the compound more ready for interaction. However, it is less effective at killing cancer cells than cisplatin, because the cis configuration allows cisplatin to form a more effective cross-link within the DNA molecule. The DNA cross-link distorts the DNA structure which triggers the repair mechanism of the cell and can lead to cell death, which is beneficial in cancer treatment.

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