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Pyrogallol

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Identification
Molecular formula
C6H6O3
CAS number
87-66-1
IUPAC name
benzene-1,2,3-triol
State
State

At room temperature, Pyrogallol is in a solid state, typically consisting of needle-like crystals or crystalline powder.

Melting point (Celsius)
131.00
Melting point (Kelvin)
404.00
Boiling point (Celsius)
309.00
Boiling point (Kelvin)
582.00
General information
Molecular weight
126.11g/mol
Molar mass
126.1100g/mol
Density
1.4610g/cm3
Appearence

Pyrogallol appears as a white to light gray crystalline solid. It may also appear brownish due to air oxidation.

Comment on solubility

Solubility of Benzene-1,2,3-triol (C6H6O3)

Benzene-1,2,3-triol, commonly known as pyrogallol, exhibits notable solubility characteristics that are essential for its usage in various applications. Here are some key points to consider:

  • Water Solubility: Pyrogallol is highly soluble in water, which is largely attributed to its three hydroxyl (-OH) groups. This feature allows it to interact favorably with water molecules, forming hydrogen bonds.
  • Solvents: In addition to its water solubility, benzene-1,2,3-triol is also soluble in alcohols and other polar solvents, which enhances its versatility in chemical reactions and formulations.
  • Limitations: Although it is soluble in various solvents, pyrogallol is insoluble in nonpolar solvents such as hexane and benzene, which limits its interaction in nonpolar environments.

The solubility profile of benzene-1,2,3-triol not only facilitates its application in pharmaceuticals but also in organic synthesis, where solubility plays a crucial role in reaction mechanisms. As a rule of thumb, compounds with multiple hydroxyl groups like pyrogallol tend to be more soluble in polar solvents, leading to enhanced reactivity and interaction with other chemical species.

Interesting facts

Interesting Facts about Benzene-1,2,3-triol

Benzene-1,2,3-triol, also known as pyrogallol, is an intriguing aromatic compound with several notable characteristics:

  • Phenolic Nature: As a triol, it contains three hydroxyl (-OH) groups attached to a benzene ring. This configuration greatly enhances its solubility and reactivity compared to simpler aromatic compounds.
  • Historical Significance: Originally discovered in the early 19th century, pyrogallol has been extensively used in chemistry, particularly in the formulation of photographic developers and in the preparation of various chemical reagents.
  • Antioxidant Properties: Research indicates that benzene-1,2,3-triol possesses significant antioxidant properties. Due to this trait, it's studied for potential applications in medical and cosmetic products.
  • Industrial Applications: Besides photography, it finds uses in the production of dyes, and in the textile and leather industries due to its excellent properties as a reducing agent.
  • Biological Research: Pyrogallol is a compound of interest in biochemistry; it is used in laboratory settings for studying the effects of reactive oxygen species due to its ability to trap free radicals.

In summary, benzene-1,2,3-triol engages scientists and students alike with its multifaceted roles in both historical and modern chemistry. “Nature clearly presents us with the complex beauty of chemistry through compounds like pyrogallol.” Whether utilized in industrial applications or biochemistry research, the diverse potential of this compound continues to be explored.

Synonyms
pyrogallol
benzene-1,2,3-triol
87-66-1
1,2,3-trihydroxybenzene
pyrogallic acid
1,2,3-benzenetriol
fourrine PG
Fouramine Brown AP
fourrine 85
Pyro
Piral
C.I. Oxidation Base 32
fouramine base ap
C.I. 76515
1,2,3-Trihydroxybenzen
CI Oxidation Base 32
Benzene, 1,2,3-trihydroxy-
NSC 5035
2,3-Dihydroxyphenol
CCRIS 1940
HSDB 794
NSC-5035
EINECS 201-762-9
UNII-01Y4A2QXY0
BRN 0907431
01Y4A2QXY0
CI 76515
DTXSID6025983
CHEBI:16164
AI3-00709
1,2,3-Trihydroxybenzen [Czech]
1,2,3-TRIHYDROXY-BENZENE
benzene-1,2-3-triol
MFCD00002192
CHEMBL307145
DTXCID905983
4-06-00-07327 (Beilstein Handbook Reference)
Benzene-1,2,3-triol (Pyrogallol)
NCGC00091507-01
PYROGALLOL (MART.)
PYROGALLOL [MART.]
1,2,3-Trihydroxybenzen (CZECH)
acid, Pyrogallic
CAS-87-66-1
Pyrogallol [NF]
PYG
PYROGALLOL, ACS
Pyrogallic
trihydroxybenzene
1,3-Benzenetriol
PYROP
Pyrogallol ACS grade
1,3-Trihydroxybenzen
Pyrogallic Acid,(S)
Pyrogallol (Standard)
1,3-Trihydroxybenzene
PYROGALLOL [MI]
Pyrogallol, ACS reagent
PYROGALLOL [HSDB]
Benzene,2,3-trihydroxy-
WLN: QR BQ CQ
PYROGALLOL [VANDF]
SCHEMBL3532
PYROGALLOL [WHO-DD]
C.I. Oxidation Base 32
MLS001066376
Pyrogallol, analytical standard
1,2,3-Trihydroxybenzene, XIV
Pyrogallol, >=98% (HPLC)
Pyrogallol, p.a., ACS reagent
GTPL13596
HY-N1579R
NSC5035
BCP15871
HY-N1579
Pyrogallol, ACS reagent, >=99%
STR08708
Tox21_111143
Tox21_202373
BBL011607
BDBM50031472
Pyrogallol, Vetec(TM) reagent grade
s3885
STL163335
AKOS000120163
CCG-266100
CS-W019928
FP39697
1,2,3-Benzenetriol (ACD/Name 4.0)
NCGC00091507-02
NCGC00091507-03
NCGC00259922-01
Pyrogallol, purum, >=98.0% (HPLC)
AC-11384
BP-12538
DA-40956
GMN
Pyrogallol, SAJ first grade, >=98.0%
SMR000471842
Pyrogallol, JIS special grade, >=99.0%
NS00014915
P0570
EN300-18055
A11637
C01108
AB-131/40221933
Q388692
Z57127553
2,3-Dihydroxyphenol; Benzene-1,2,3-triol; NSC 5035
F0001-2163
InChI=1/C6H6O3/c7-4-2-1-3-5(8)6(4)9/h1-3,7-9
201-762-9
30813-84-4