Draw the enantiomer of cis-1-chloro-3-methylcyclopentane which is R at C-1.
1) What is the configuration of this molecule at C-3 (R and S)?
2) When cis-1-chloro-3-methylcyclopentane and trans-1-chloro-3-methylcyclopentane are treated with sodium iodide in aqueous acetone, their rates of substitution are strikingly different. Explain clearly why this is so.© BrainMass Inc. brainmass.com September 23, 2018, 11:36 pm ad1c9bdddf - https://brainmass.com/chemistry/stereochemistry-bonding-and-formation/enantiomer-cis-chloro-methylcyclopentane-51903
Please refer to the attached file. Cheers.
a) Here, I drew the structure really big so that you can see the 3D picture better.
Because at C-1, the configuration has to be R, Cl has to point upwards. (I showed the priority at C-1, with Cl the first, the carbon at position 2 the second. That way, going from 1 23, the rotation is clockwise. ...
Solution shows how to draw molecule at C-3 as well as explaining why this and another molecule differ in substitution rates after a treatment with sodium iodide and aqueous acetone.