Benzenetriol

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Benzenetriol refers to any of the isomeric compounds derived from benzene by the substitution of three hydroxyl groups (-OH) for three hydrogen atoms. These compounds are a type of polyphenol, a class of molecules known for their antioxidant properties. The structure of benzenetriol makes it an important chemical in various biochemical processes and industrial applications. There are three isomers of benzenetriol, each differing in the position of the hydroxyl groups on the benzene ring: 1,2,3-benzenetriol (pyrogallol), 1,2,4-benzenetriol (hydroxyhydroquinone), and 1,3,5-benzenetriol (phloroglucinol).

Isomers[edit | edit source]

1,2,3-Benzenetriol (Pyrogallol)[edit | edit source]

1,2,3-Benzenetriol or pyrogallol is an organic compound with the formula C6H3(OH)3. It is one of the three isomeric benzenetriols. Pyrogallol is a white crystalline powder that is soluble in water. It is used in the production of photographic developer, hair dyes, and in the synthesis of various chemicals. Pyrogallol has also been used in analytical chemistry as a reagent for the absorption of oxygen.

1,2,4-Benzenetriol (Hydroxyhydroquinone)[edit | edit source]

1,2,4-Benzenetriol, also known as hydroxyhydroquinone, is another isomer of benzenetriol. It is less commonly encountered than pyrogallol but has significant applications in the production of antioxidants and in the polymer industry. Hydroxyhydroquinone is also a key intermediate in the synthesis of certain pharmaceuticals and agrochemicals.

1,3,5-Benzenetriol (Phloroglucinol)[edit | edit source]

1,3,5-Benzenetriol, or phloroglucinol, is the third isomer of benzenetriol. It is a useful compound in the synthesis of pharmaceuticals, particularly in the production of antispasmodic drugs. Phloroglucinol is also employed in the manufacture of explosives, plastics, and dyes. Its ability to form complexes with iron ions makes it a valuable reagent in chemical analysis.

Applications[edit | edit source]

Benzenetriols are utilized in a wide range of applications due to their chemical properties. These include:

- Pharmaceuticals: As mentioned, phloroglucinol is used in the production of antispasmodic drugs. Benzenetriols are also explored for their potential antioxidant properties, which could be beneficial in developing treatments for various diseases. - Chemical Synthesis: Benzenetriols serve as intermediates in the synthesis of more complex chemical compounds used in various industries, including pharmaceuticals, agrochemicals, and dyes. - Analytical Chemistry: Pyrogallol, in particular, is used for the quantitative determination of oxygen due to its ability to absorb oxygen from the air. - Photography: Pyrogallol is a component of some photographic developers, where it helps reduce silver ions to silver.

Safety and Environmental Impact[edit | edit source]

The safety of benzenetriols depends on the specific compound and its concentration. They can be irritants to the skin, eyes, and respiratory system. Proper handling and safety measures are essential when working with these chemicals. The environmental impact of benzenetriols should also be considered, as their degradation products can contribute to pollution if not properly managed.

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Contributors: Prab R. Tumpati, MD