[arbz101]

Provide a structure for the following compound: C6H13N; IR: 3280, 1653, 898 cm–1; 1H
NMR spectrum: 2H in a doublet, 2H in a singlet, 2H in a quartet, 3H in a singlet, 3H in a doublet, 1H in a singlet

I'm think the 2H in a quartet and the 3H in a doublet would have to be Ch2-Ch3 on a central carbon with no hydrogens attached to that central carbon; I am also thinking this is a primary amine with (R-NH2); what i'm stuck on is how you can have a split 2H doublet and no splitting on the 1H singlet?
Any help would be appreciated; this question is making me angry!

[discodermolide]

Provide a structure for the following compound: C6H13N; IR: 3280, 1653, 898 cm–1; 1H
NMR spectrum: 2H in a doublet, 2H in a singlet, 2H in a quartet, 3H in a singlet, 3H in a doublet, 1H in a singlet

I'm think the 2H in a quartet and the 3H in a doublet would have to be Ch2-Ch3 on a central carbon with no hydrogens attached to that central carbon; I am also thinking this is a primary amine with (R-NH2); what i'm stuck on is how you can have a split 2H doublet and no splitting on the 1H singlet?
Any help would be appreciated; this question is making me angry!

If it had CH₂-CH₃ then you would see a 2H quartet and a 3H triplet.

[orgopete]

There isn't a lot to go on here, but with the MF, there is a ring or double bond. I'd suggest a ring. Just put the pieces together. If a 3H is a CH3 or NH3(+), the 2H are CH2's, etc, there cannot be that many possibilities. Suggest at least one of them. For example, start with N,2-dimethylpyrrolidine. Is there anything right or wrong with it? Can you use something from it to come up with another structure?