What is Tropolone?
Tropolone is a cyclic ketone with a hydroxy group at position 2 substituting for cyclohepta-2,4,6-trien-1-one.
Tropolones are a fascinating class of non benzenoid aromatic compounds that were first found in a variety of different natural items with a molecular formula C₇H₆O₂. Tropolone is a cyclic ketone with a hydroxy group at position 2 substituting for cyclohepta-2,4,6-trien-1-one. It’s a toxin generated by Burkholderia plantarii, an agricultural pathogen.
Table of Contents
- Tropolone Structure
- General Properties of Tropolone
- Tropolone Uses
- Frequently Asked Questions – FAQs
Tropolone Structure
Tropones and tropolones refer to non-benzenoid seven-membered aromatic compounds with a carbonyl group, which are also called troponoids or tropolonoids.
The IUPAC name for tropolone is 2-Hydroxycyclohepta-2,4,6-trien-1-one.
The structure of tropolone is given below.
General Properties of Tropolone
| Molecular Weight | 122.12 |
| Melting Point | 50.8 °C |
| Acidity (pKa) | 6.89 |
| Covalently-Bonded Unit Count | 1 |
Tropolone Uses
- Tropolone is an antibiotic with a seven-membered aromatic ring that is bactericidal. It kills a wide range of bacteria, both gram-positive and gram-negative. Tropolone has been used to make fused heterocycles, Ga(III) and In(III) complexes, and other materials. It’s also a reagent for sugar reduction.
- Tropolone derivatives, which are antioxidants with natural or synthetic origins, have a wide range of uses in cosmetics, pharmaceuticals, perfumes, home items, and the nutraceutical business.
- Tropolone derivatives have stronger radical scavenging action than well-known antioxidants such as alpha-Tocopherol and Trolox.
- The concentration of propylene derivative in foodstuff, cosmetic, and pharmaceutical compositions typically vary from 1ppm to 1000ppm, based on the total weight of the cosmetic composition.
Frequently Asked Questions – FAQs
Is tropolone a non-benzenoid aromatic compound?
Tropolone derivatives are also classified as non-benzenoid aromatic compounds. Hinokitiol, a typical tropolone compound, has been known to exhibit an antibacterial effect. Also colchicine, an alkaloid compound with a tropolone ring, shows strong antitumor effects.
How many sigma bonds are present in a tropolone?
We can see that there are a total 19 sigma bonds present in the compound. Also draw C-H bonds and consider them in the counting of bonds as well. Additional Information is that a double bond is made up of one sigma bond and one pi bond.
Which plant contains alkaloids with a tropolone ring?
The colchicine site is named from the well-known tropolone alkaloid isolated from Colchicum autumnale, a plant widely employed in traditional medicine and still used in the treatment of gout.
What are non benzenoid compounds?
Non benzenoid compounds are aromatic compounds that have conjugated systems with planar cyclic structure and do not have benzene rings in their structure . Heterocycles that contain nitrogen , oxygen etc can also be aromatic and come under a non-benzenoid structure.
What are benzenoid and non benzenoid compounds?
The key difference between benzenoid and non benzenoid compounds is that benzenoid compounds contain at least one benzene ring in the molecule whereas non benzenoid compounds have no benzene rings. An aromatic compound is a cyclic, planar molecule with a ring of resonance bonds.
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