downfield of proton

[jz123]

WHICH PROTON ON THE FOLLOWING MOLECULES ARE FURTHER DOWNFIELD ON HNMR?

CHI3 OR CHCl3?

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[chrystopher]

CHCl3 is more electronegative than Iodine and will deshield the Hydrogen more and thus CHCl3 will be more to the left (downfield)

 

[DAT Destroyer]

WHICH PROTON ON THE FOLLOWING MOLECULES ARE FURTHER DOWNFIELD ON HNMR?

CHI3 OR CHCl3?

More electronegative means more downfield. Therefore, it will be CHCl3.

Hope this helps.

 

[jz123]

More electronegative means more downfield. Therefore, it will be CHCl3.

Hope this helps.

Thanks.

Dr. Romano. This is another question that I want to ask. Is an allylic cation more stable than a tertiary cation?

 

[Ashish]

Can I take a swing at this as well?! The stability in allylic and tertiary carbocation can be explained in terms of orbital hybridization of the atom carrying the positive charge. In allylic carbocation, the carbon is sp2 hybridized whereas in tertiary carbocation, the carbon bearing the positive charge is sp3 hybridized. The stability of carbon in decreasing order is sp3>sp2>sp because the "s-like orbital character" increases and hence it tends to become more electronegative (as s-orbital is small and experience more nuclear charge). This mean, that carbocation in allylic carbon has tendency to attract electron more easily and hence is less stable. Hope I am making sense. Here is a good link.

http://www.chem.ucla.edu/~harding/tutorials/cc.pdf

 

[DAT Destroyer]

Thanks.

Dr. Romano. This is another question that I want to ask. Is an allylic cation more stable than a tertiary cation?

Bottom line is tertiary carbocation is more staple than primary Allylic or Benzylic. However primary allylic or Benzylic radicals are more stable than tertiary.

Hope this helps.