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Whether axial or equatorial OH is attacked first?

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A steroid molecule is shown in the attachment. I have to explain which of the two is oxidised faster using Cr(VI) reagents.

I've drawn the molecule in 3D and can say that the equatorial OH is more easily attacked than the axial one because the axial OH has axial interaction with Me causing steric hindrance to the incoming reactant. Are there any more reasons?

See the attached file.

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The solution decides whether axial or equatorial OH is attacked first.

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Your answer is correct. It is clear from the 3D structure that the axial hydroxyl group is hindered more by the Me group as compared to the ...

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