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Mithoron
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Optical activity in cyclobutyl compoundtritiated cyclobutane

How would we determine the optical activity in a compound as such:

enter image description here

The biggest difficulty I'm having is determining the R-S configuration as that will determine whether the pair are enantiomers or diastereomers (they cannot be mesomers).

My attempt:

enter image description here

We know that the Carboncarbon having the Tritiumtritium atom will always have a higher priority than the Carboncarbon having a regular Hydrogenhydrogen (as per CIP Rulerule).

Since $C_1$ has the lowest priority group (Hydrogenhydrogen) at the Lineline and not the Dashdash, and the rotation is clockwise, it has S configuration.

Similarly for $C_2$, since it has Hydrogenhydrogen at the Dashdash, and the rotation is anti-clockwise, it has S configuration.

For it's mirror image,

enter image description here

$C_3$ has Hydrogenhydrogen at the Dashdash and the rotation is clockwise, so it has R configuration.

As for $C_4$, it has Hydrogenhydrogen at the Lineline and not the Dashdash, and rotation is anti-clockwise, so it has R configuration.

Since configuration of both Carboncarbon atoms changes in the mirror image, they should be Enantiomersenantiomers, however they are supposedly Diastereomersdiastereomers.

Why are the pair of compounds diastereomers and could someone point out where I'm going wrong?

Optical activity in cyclobutyl compound

How would we determine the optical activity in a compound as such:

enter image description here

The biggest difficulty I'm having is determining the R-S configuration as that will determine whether the pair are enantiomers or diastereomers (they cannot be mesomers).

My attempt:

enter image description here

We know that the Carbon having the Tritium atom will always have a higher priority than the Carbon having a regular Hydrogen (as per CIP Rule).

Since $C_1$ has the lowest priority group (Hydrogen) at the Line and not the Dash, and the rotation is clockwise, it has S configuration.

Similarly for $C_2$, since it has Hydrogen at the Dash, and the rotation is anti-clockwise, it has S configuration.

For it's mirror image,

enter image description here

$C_3$ has Hydrogen at the Dash and the rotation is clockwise, so it has R configuration.

As for $C_4$, it has Hydrogen at the Line and not the Dash, and rotation is anti-clockwise, so it has R configuration.

Since configuration of both Carbon atoms changes in the mirror image, they should be Enantiomers, however they are supposedly Diastereomers.

Why are the pair of compounds diastereomers and could someone point out where I'm going wrong?

Optical activity in tritiated cyclobutane

How would we determine the optical activity in a compound as such:

enter image description here

The biggest difficulty I'm having is determining the R-S configuration as that will determine whether the pair are enantiomers or diastereomers.

My attempt:

enter image description here

We know that the carbon having the tritium atom will always have a higher priority than the carbon having a regular hydrogen (as per CIP rule).

Since $C_1$ has the lowest priority group (hydrogen) at the line and not the dash, and the rotation is clockwise, it has S configuration.

Similarly for $C_2$, since it has hydrogen at the dash, and the rotation is anti-clockwise, it has S configuration.

For it's mirror image,

enter image description here

$C_3$ has hydrogen at the dash and the rotation is clockwise, so it has R configuration.

As for $C_4$, it has hydrogen at the line and not the dash, and rotation is anti-clockwise, so it has R configuration.

Since configuration of both carbon atoms changes in the mirror image, they should be enantiomers, however they are supposedly diastereomers.

Why are the pair of compounds diastereomers and could someone point out where I'm going wrong?

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Bongo Man
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Optical activity in cyclobutyl compound

How would we determine the optical activity in a compound as such:

enter image description here

The biggest difficulty I'm having is determining the R-S configuration as that will determine whether the pair are enantiomers or diastereomers (they cannot be mesomers).

My attempt:

enter image description here

We know that the Carbon having the Tritium atom will always have a higher priority than the Carbon having a regular Hydrogen (as per CIP Rule).

Since $C_1$ has the lowest priority group (Hydrogen) at the Line and not the Dash, and the rotation is clockwise, it has S configuration.

Similarly for $C_2$, since it has Hydrogen at the Dash, and the rotation is anti-clockwise, it has S configuration.

For it's mirror image,

enter image description here

$C_3$ has Hydrogen at the Dash and the rotation is clockwise, so it has R configuration.

As for $C_4$, it has Hydrogen at the Line and not the Dash, and rotation is anti-clockwise, so it has R configuration.

Since configuration of both Carbon atoms changes in the mirror image, they should be Enantiomers, however they are supposedly Diastereomers.

Why are the pair of compounds diastereomers and could someone point out where I'm going wrong?