This section provides an overview for tropolone as well as their applications and principles. Also, please take a look at the list of 12 tropolone manufacturers and their company rankings. Here are the top-ranked tropolone companies as of November, 2024: 1.ChemScence, 2.KANTO CHEMICAL CO.,INC., 3.Capot Chemical Co.,Ltd.
Table of Contents
Tropolone is an aromatic organic compound where the 2-position of tropone is substituted by a hydroxy group.
Tropone, also known as 2,4,6-cycloheptatrien-1-one, is a nonbenzenoid aromatic ring comprising seven carbon atoms featuring three conjugated alkenes and a carbonyl group.
Tropolone, alternatively called hydroxytropolone or 2-hydroxy-2,4,6-cycloheptatrien-1-one, possesses a hydroxy group adjacent to the carbonyl group.
Hinokitiol, a derivative of tropolone, occurs naturally in the essential oils of cypress trees like Formosan red cypress and Aomori cypress. Exhibiting antibacterial properties against various bacteria including Escherichia coli and Staphylococcus aureus, hinokitiol finds application as an antiseptic in skincare and cleansing products.
Moreover, hinokitiol has been reported to inhibit the growth of Malassezia, the bacterium responsible for dandruff, making it a common ingredient in anti-dandruff shampoos and scalp care products.
Tropolone has a melting point ranging from 50-52°C, a boiling point of 290°C, and a flash point of 112°C. It appears as a pale yellow solid at room temperature.
It is soluble in various organic solvents such as ether, ethanol, and benzene. With two oxygen atoms, tropolone readily forms chelates upon reacting with different metals.
The hydroxyl group in tropolone exhibits weak acidic properties akin to phenol, with an acid dissociation constant (pKa) of 6.89. It produces a dark green color reaction when treated with iron chloride.
The chemical formula of tropolone is C7H6O2, with a molar mass of 122.12 g/mol and a density of 1.1483 g/mL.
Featuring a seven-membered ring structure, tropolone is aromatic. The ring constitutes a 6π-electron system, with the negative charge being biased towards the oxygen atom.
The hydroxy and carbonyl groups in tropolone are indistinguishable, and the tropolone nucleus is stabilized by a hybridization of resonance structures. With six possible limiting structural formulas, the properties of the hydroxy and carbonyl groups are nearly identical.
Natural compounds with tropolone as a backbone include hinokitiol, colchicine, and pulprogarin, with stipitatinic acid demonstrating specific antimicrobial properties.
Tropolone can be synthesized through various methods. One approach involves bromination of 1,2-cycloheptanedione using N-bromosuccinimide, followed by dehalogenation at high temperatures.
Alternatively, it can be synthesized via the acyloin condensation of diethyl pimelate, followed by the oxidation of the resulting acyloin with bromine.
Furthermore, [2+2] cycloaddition of cyclopentadiene with ketene yields bicyclo[3.2.0]heptyl, which upon hydrolysis forms a monocyclic ring to yield tropolone.
Tropolone readily undergoes O-alkylation to produce cycloheptatrienyl derivatives, serving as a versatile synthetic intermediate.
When treated with sulfamic acid, nitric acid, or bromine, tropolone undergoes electrophilic substitution to yield sulfonic acids, nitro compounds, and bromo compounds, respectively. It also undergoes diazo coupling with diazonium salts.
Deprotonation by metal cations results in the formation of bidentate ligands, as seen in the Cu(O2C7H5)2 complex.
*Including some distributors, etc.
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MedChemExpress (MCE), is headquartered in Monmouth Junction, New Jersey, and is a supplier of research chemicals and biochemicals for laboratory and scientific use. The company’s product range includes biochemical assay reagents, isotope-labeled compounds, inhibitory antibodies, recombinant proteins, and fluorescent dyes. These products are used in various biopharmaceutical research and development fields, including areas such as infection, cardiovascular diseases, neurodegenerative diseases, diabetes, and autoimmune diseases. The company is ISO 19001 certified and provides testing services within the ISO 17025 framework, offering bulk and custom product services and support for metrological traceability.
ChemScence, LLC., established in 2006, is an American manufacturer based in Monmouth Junction, New Jersey, specializing in building blocks and fine research chemicals. The company offers approximately 45,000 building blocks and intermediates, as well as thin layer chromatography, screening libraries, bioactive small molecules, and isotope compounds. ChemScence also provides dye and biochemical assay reagents, peptides, and natural products like glycosides, and steroids. Catering to a diverse clientele including universities, research institutions, as well as pharmaceutical and biotechnology companies, ChemScence extends its services to include custom chemistry solutions. Furthermore, the company offers technical expertise in the domain of new drug development.
Spectrum Chemical MFG Corp. was founded in 1971, is headquartered in New Brunswick, New Jersey, and has facilities in Gardena, California. Spectrum is a fine chemical manufacturing company with an emphasis on USP, NF, FCC, BP, EP, JP, and ACS grade products, and is ISO 9001:2015 certified. Spectrum primarily serves the analytical, biopharmaceutical, food & beverage, personal care, and pharmaceutical chemicals industries. Spectrum has 4 product segments which are chemicals, equipment, supplies, and safety.
Santa Cruz Biotechnology, Inc., established in 1991 and headquartered in Dallas, Texas, is an American manufacturer and supplier specializing in biological products for medical research. Initially providing antibodies to the research community, they expanded their offerings to include gene silencers like siRNA and shRNA (plasmid and lentiviral), targeting all known mouse and human genes. Over time, Santa Cruz Biotechnology provides over 175,000 research biochemicals under the brand ChemCruz, including protein-interacting inhibitors, substrates, and activators, tailored for studying protein functions. The company offers monoclonal primary antibodies, designed for various mammalian and non-mammalian protein targets, along with corresponding binding secondary antibodies.
Molekula Group, established in 2000, is a chemical manufacturer and distributor based in Darlington, United Kingdom, supported by additional offices and warehouses in Germany, Italy, China, and the United States. The company operates two British subsidiaries, namely Scafell Organics Ltd, which manufactures fine organic chemicals, and Sherman Chemicals Ltd, which provides custom solutions across industries. The company adheres to ISO 9001:2015 standards and offers a diverse range of over 4,500 products. Their product portfolio includes analytical reagents, biochemicals, building blocks, organic and inorganic chemicals, as well as research organics and inorganics.
Capot Chemical Co.,Ltd was established in 1996 and is a manufacturer of custom synthesis products based in Hanghzhou, P.R. China. The company manufactures various organics products such as boronic acids, unnatural amino acids, cross linkers, chiral building blocks, and heterocyclic compounds. The management of the company have obtained the ISO 9001:2015 standards certification for the safety management system. The company have participated in various exhibitions, such as Chemspec Europe in Basel and CPhI in Barcelona, Shanghai, Milan, and Philadelphia.
Kanto Chemical Co. Inc., founded in 1944 and headquartered in Tokyo, Japan, is a reagent manufacturer with overseas affiliates in other countries, including China, France, USA, Taiwan, and Malaysia. Its product portfolio includes analytical reagents, ionic liquids, Iodine compounds, ultra-pure chemicals, and water analysis kits. The company is also developing regenerative medicine and genetics reagents and has over 50,000 products. It has several certifications, including ISO 9001, acquired in 1994, making it the first Japanese company in the reagent industry. Other certifications are ISO 14001, ISO 13485, and ISO/IEC 17025.
Biosynth is a Swiss manufacturer of life science reagents established in 1966 and headquartered in Staad. The company sources and manufactures biochemical products such as carbohydrates, nucleosides, and enzyme substrates, as well as various peptides and biologics. They also operate as a contract manufacturer offering custom synthesis and manufacturing services for their clients in the pharmaceutical, diagnostic, food, and agrochemical sectors. Biosynth has regional sales offices and specialized facilities in Europe and North America, including in the Netherlands, United Kingdom, and United States.
Merck, started in 1668 and based in Darmstadt, Germany, is a supplier of solutions and services for research, development, and manufacture of pharmaceutical and biotechnological drug therapies. The company serves the life science industry and has a broad portfolio of 300,000 products, including biopharmaceutical manufacturing, industrial microbiology, reagent, life science research, and water purification products. It is available in 66 countries, brings together six brands, and has several ISO certifications, including ISO 13485, ISO 14001, ISO 13485, and ISO 50001.
Millipore Sigma, formerly known as Sigma-Aldrich, was created in 175 through the merger of Sigma Chemical Company and Aldrich Chemical company and today is a subsidiary of Merck. Millipore Sigma is a life science and biotechnology company serving the industry with several products and services. Some of their product categories include peptide synthesis materials, biochemicals, building blocks, catalysts, chemical biology, chemical synthesis, flavors & fragrances, formulation, lab chemicals, lab safety, APIs, and stable isotopes. Services include characterization, contract manufacturing, custom products, software, support, testing, and mRNA development & manufacturing.
Alfa Aesar is based in Lancashire, United Kingdom. Alfa Aesar is part of Thermo Fisher Scientific, is a manufacturer and supplier of chemicals, metals, and life science products for research and development. Alfa Aesar’s product lines include chemicals, life science, materials & metals, catalysts, and analytical & lab ware. Chemical offerings include inorganic compounds, organic compounds, organometallic, and solvents. Life sciences include biotechnology products, cellular & molecular biology, genomics, and immunology. Materials & metal include alloys, carbon, etchants, and more. Catalysts include ferrocenes, fuel cell products, and precious metals & catalysts. Alfa Aesar also offers custom manufacturing options.
National Analytical Corporation (NAC) is located in Mumbai, India. NAC was founded in 2009 as a distributor of laboratory grade chemicals used in numerous industries. NAC’s chemical offerings include biochemical & reagents such s Prunetin and 1,2-dipalmitoly-rac-glycerol, analytical grade chemicals such as chicoric acid and Vitamin E solutions, laboratory chemicals such as formic acid and nitric acid, gas chromatography chemicals such as Aalborg mass flowmeter battery kits and DEX 225, reference standard chemicals such as Palladium in HNO3, oral solid dosage forms, such as cellulosic and protect film coating systems, parenteral dosage forms, beverage & nutrition, and coating chemicals.
Ranking as of November 2024
Derivation MethodRank | Company | Click Share |
---|---|---|
1 | ChemScence |
27.3%
|
2 | KANTO CHEMICAL CO.,INC. |
27.3%
|
3 | Capot Chemical Co.,Ltd |
18.2%
|
4 | Molekula Americas LLC |
9.1%
|
5 | Spectrum Chemical Mfg. Corp. |
9.1%
|
6 | MedChemExpress |
9.1%
|
Derivation Method
The ranking is calculated based on the click share within the tropolone page as of November 2024. Click share is defined as the total number of clicks for all companies during the period divided by the number of clicks for each company.Number of Employees
Newly Established Company
Company with a History
*Including some distributors, etc.
*Including some distributors, etc.
Country | Number of Companies | Share (%) |
---|---|---|
United States of America | 5 | 50.0% |
China | 1 | 10.0% |
Japan | 1 | 10.0% |
Switzerland | 1 | 10.0% |
United Kingdom | 1 | 10.0% |
India | 1 | 10.0% |