Nomenclature nitriles

[SaintJude]

Advertisement - Members don't see this ad

Can anyone help predict the nomenclature of this molecule below ?

 

[chiddler]

1-cyanohexane

:-3

 

[aSagacious]

1-Cyanoheptane?

 

[aSagacious]

1-cyanohexane

:-3

Count your carbons. 😛

*shakes fist*

 

[pfaction]

I don't get it; should be hexane.

Yes, I know I reversed the order, it should be 1 where the 6 is. It should be 1 cyano hexane IMO, just like OH would be 1-hexanol.

Chem Pub to the rescue!

http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=12372

 

[SaintJude]

Ok, Exactly it's the prefix that tripped me up.

It's Heptanonitrile --not a hexanonitrile...

I ask this b/c I had calculate the molecular weight of the molecule. And when the problem discussed heptanonitrile, I didn't realize that the carbon of the nitrile was included in the "heptane" prefix. It seems so strange...

 

[Jamie561]

2 different nomenclature systems:

1. "nitrile" system: count the carbons and append "nitrile." Under this system, the compound is heptanonitrile.
2. "cyano" system: count the backbone carbons (exclude the carbon that is part of the cyano group). Under this system, the compound is 1-cyanohexane.

 

[aSagacious]

2. "cyano" system: count the backbone carbons (exclude the carbon that is part of the cyano group). Under this system, the compound is 1-cyanohexane.

Oh crud, you're right. My mistake.

 

[SaintJude]

2 different nomenclature systems:

1. "nitrile" system: count the carbons and append "nitrile." Under this system, the compound is heptanonitrile.
2. "cyano" system: count the backbone carbons (exclude the carbon that is part of the cyano group). Under this system, the compound is 1-cyanohexane.

Hmm interesting.Thanks.

 

[MedPR]

That's dumb. Nomenclature shouldn't be tested like that :/.