Very comfusing H-nmr problem... HELP plz

[jjw822]

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compound is CH3-O-CH2-CH2-O-CH3

I assumed that since its meso, H-NMR will give singlet and triplet

However, destroyer is saying it will only have pair of singlets..

Can anyone explain this to me??

 

[engr2dent]

The H on the CH3's on the ends are identical. Thus, together they will only produce a singlet since there are no other carbons bonded to H next to them and because they are identical.

The H on the CH2's on the inside are identical as well. Since both interior CH2 groups are identical and will not influence each other, together they will only produce a single peak.

 

[jjw822]

The H on the CH3's on the ends are identical. Thus, together they will only produce a singlet since there are no other carbons bonded to H next to them and because they are identical.

The H on the CH2's on the inside are identical as well. Since both interior CH2 groups are identical and will not influence each other, together they will only produce a single peak.

so in this case number of H does not matter?? in CH2's?

 

[engr2dent]

Correct. Since they are the same, they do not influence each other and there will not be splits.

 

[doc toothache]

http://www.sigmaaldrich.com/catalog...9|FLUKA&N5=SEARCH_CONCAT_PNO|BRAND_KEY&F=SPEC

 

[Nat426]

Simplest way to say all that above is symmetry. If you see a symmetrical molecule, cut it in half.