What is this organic ring called?

  • Thread starter Thread starter ShawnD
  • Start date Start date
  • Tags Tags
    Organic Ring
AI Thread Summary
The discussion centers on the concept of heteroaromatic compounds, specifically focusing on the replacement of carbon atoms in benzene with heteroatoms like nitrogen, oxygen, and sulfur. When one carbon in benzene is replaced by nitrogen, the resulting compound is pyridine. Further substitutions lead to various heterocycles: replacing two carbons yields pyridazine, pyrimidine, or pyrazine, while replacing three or four carbons results in 1,3,5-triazine and 1,2,4,5-tetrazine, respectively. For oxygen, replacing a carbon results in a pyrilium cation, while sulfur substitution leads to a thiopyrilium cation. The discussion emphasizes the need for the heteroatoms to meet specific orbital and electronic criteria to effectively replace carbon in these aromatic systems.
ShawnD
Science Advisor
Messages
715
Reaction score
2
What is the name of what looks like a benzene ring but one of the carbons is replaced with a nitrogen?
 
Chemistry news on Phys.org
A pyridine

for some other heteroannules:

Just as a carbon atom in a hydrocarbon chain can be replaced by heteroatoms to give, for example, ethers or amines, so can the carbons of aromatic rings such as those described above be replaced by heteroatoms to give HETEROAROMATIC systems.

Nitrogen as replacement heteroatom in benzene:

To formally replace a C atom of benzene, nitrogen must fulfill the same orbital and electronic criteria as the carbon it is to replace, i.e. it must be sp2-hybridised and have the same number of electrons (the principle of isoelectronic replacement).

Replacing one carbon with a nitrogen yields pyridine.

Replacing two carbons in different positions can yield a variety of componds like pyridazine (1,2-diazine), pyrimidine (1,3-diazine), or pyrazine (1,4-diazine).

Replacing three carbons with three nitrogens generates 1,3,5-triazine and replacing four carbons by four nitrogens produces 1,2,4,5-tetrazine.

Oxygen as replacement heteroatom in benzene:

For oxygen to achieve the same orbital and electronic requirements as a carbon in benzene it has to lose an electron becoming O+. By replacing one carbon in benzene with an O+, a pyrilium cation is formed.

Sulphur as replacement heteroatom in benzene:

For sulphur to achieve the same orbital and electronic requirements as carbon it also has to lose an electron becoming S+. By replacing one carbon in benzene with an S+, a thiopyrilium cation is formed.
http://www.dcu.ie/~chemist/pratt/annulene/annulene.htm
 
Last edited by a moderator:
I want to test a humidity sensor with one or more saturated salt solutions. The table salt that I have on hand contains one of two anticaking agents, calcium silicate or sodium aluminosilicate. Will the presence of either of these additives (or iodine for that matter) significantly affect the equilibrium humidity? I searched and all the how-to-do-it guides did not address this question. One research paper I found reported that at 1.5% w/w calcium silicate increased the deliquescent point by...
Back
Top