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Phloroglucinol

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Identification
Molecular formula
C6H6O3
CAS number
108-73-6
IUPAC name
benzene-1,3,5-triol
State
State

At room temperature, phloroglucinol is in a solid state. It is usually handled and stored as a crystalline powder, making it convenient for use in laboratory and industrial applications.

Melting point (Celsius)
218.00
Melting point (Kelvin)
491.00
Boiling point (Celsius)
309.00
Boiling point (Kelvin)
582.00
General information
Molecular weight
126.11g/mol
Molar mass
126.1110g/mol
Density
1.4587g/cm3
Appearence

Phloroglucinol appears as a white to pale yellow crystalline powder. It is generally recognized for its hygroscopic nature, which means it can absorb moisture from the air. This compound has a sweet taste and is soluble in water and ethanol, but practically insoluble in ether and chloroform.

Comment on solubility

Solubility of Benzene-1,3,5-triol (C6H6O3)

Benzene-1,3,5-triol, also known as resorcinol, exhibits unique solubility characteristics that are influenced by its structure and functional groups. This compound is recognized for its ability to dissolve in various solvents, demonstrating notable polar and nonpolar interactions due to the presence of hydroxyl (-OH) groups.

Solubility Characteristics:

  • Water Solubility: Benzene-1,3,5-triol is highly soluble in water. The hydroxyl groups facilitate hydrogen bonding, creating strong interactions with water molecules.
  • Organic Solvents: It also dissolves in a wide range of organic solvents, such as alcohols and acetone, due to its polar nature.
  • Hydrophobicity: Despite its hydrophilic tendencies, the benzene ring provides some degree of hydrophobic character, allowing it to interact with nonpolar environments to a lesser extent.

In conclusion, the solubility profile of benzene-1,3,5-triol can be summarized as:

  • Very soluble in water
  • Soluble in many organic solvents
  • Partially soluble in nonpolar solvents

This versatility in solubility makes benzene-1,3,5-triol an important compound in both industrial and laboratory applications.

Interesting facts

Interesting Facts about Benzene-1,3,5-triol

Benzene-1,3,5-triol, commonly known as pyrogallol, is a fascinating aromatic compound with several intriguing properties and applications in various fields. Here are some noteworthy highlights:

  • Historical Significance: Pyrogallol was first isolated in the early 19th century and has played a crucial role in the development of organic chemistry.
  • Natural Occurrence: This compound is found naturally in certain plants and is produced during the pyrolysis of tannins.
  • Chemical Reactions: Pyrogallol is known for its ability to undergo oxidation reactions. It can be used as a reducing agent due to its ability to donate electrons.
  • Medical Applications: Historically, pyrogallol has been utilized in the treatment of skin conditions and as a disinfectant. It serves as a key component in some formulas for treating psoriasis.
  • Photography: In the realm of photography, pyrogallol has been used as a developing agent, making it valuable in the production of black-and-white photographs.
  • Antioxidant Properties: Pyrogallol exhibits antioxidant activity, which makes it a subject of interest in biochemical research and drug design.

In conclusion, benzene-1,3,5-triol stands out not only for its multifaceted applications but also for its unique chemical characteristics. As a compound that has been explored in various contexts—ranging from chemistry to medicine—it continues to inspire research and innovation in chemical sciences.

Synonyms
phloroglucinol
108-73-6
Benzene-1,3,5-triol
1,3,5-benzenetriol
Phloroglucin
1,3,5-trihydroxybenzene
Phloroglucine
Spasfon-Lyoc
Dilospan S
sym-Trihydroxybenzene
s-Trihydroxybenzene
Benzene-s-triol
5-Hydroxyresorcinol
Benzene, trihydroxy
Phloroglucinol anhydrous
5-Oxyresorcinol
3,5-Dihydroxyphenol
Floroglucin
Floroglucinol
1,3,5-Triol
1,3,5-THB
5-Oxyresorcinolphloroglucin
1,3,5-Trihydroxycyclohexatriene
Benzene, 1,3,5-trihydroxy-
Phloroglucinol, anhydrous
NSC 1572
MFCD00002286
CCRIS 4147
DHD7FFG6YS
UNII-DHD7FFG6YS
Benezene-1,3,5-triol
5-Benzenetriol
NSC-1572
EINECS 203-611-2
BRN 1341907
Phloroglucinol (JAN)
CHEBI:16204
AI3-08848
CHEMBL473159
4-06-00-07361 (Beilstein Handbook Reference)
PHLOROGLUCINOL [JAN]
PHLOROGLUCINOL (MART.)
PHLOROGLUCINOL [MART.]
Floroglucin [Czech]
Floroglucinol [Czech]
PHLOROGLUCINOL (EP MONOGRAPH)
PHLOROGLUCINOL [EP MONOGRAPH]
NCGC00166270-01
1,2,5-trihydroxybenzene
1,5-Benzenetriol
13X
Dilospan S (TN)
Phloroglucinol [BAN]
1,5-Trihydroxybenzene
1,5-Triol
Benzene,3,5-trihydroxy-
Phloroglucinol (anhydrous)
WLN: QR CQ EQ
1,3,5-trihydroxylbenzene
1,3,5-trihydroxy-benzene
PHLOROGLUCINOL [MI]
1,3, 5-Trihydroxybenzene
SCHEMBL26311
1,5-Trihydroxycyclohexatriene
Phloroglucinol, p.a., 99%
PHLOROGLUCINOL [WHO-DD]
1,3,5-Benzenetriol, anhydrous
DTXSID9048354
NSC1572
EDC49724
BBL018701
BDBM50249069
CS0115
STL146346
phloroglucinol (1,3,5-benzenetriol)
Phloroglucinol, >=99.0% (HPLC)
AKOS000119851
DB12944
FP12341
FS-4574
1,3,5-Benzenetriol (ACD/Name 4.0)
NCGC00166270-02
AC-10081
NS00013979
P0249
P1376
EN300-19648
Phloroglucinol 100 microg/mL in Acetonitrile
C02183
D00152
F13526
SBI-0653926.0001
A801919
Q899008
BRD-K00405906-001-01-9
Phloroglucinol, plant cell culture tested, BioReagent
F0001-0177
Z104474594
Phloroglucinol, Used to detect the presence of wood fiber.
1,3,5-Benzenetriol; 1,3,5-THB; 1,3,5-Trihydroxybenzene
InChI=1/C6H6O3/c7-4-1-5(8)3-6(9)2-4/h1-3,7-9
Phloroglucinol (anhydrous), European Pharmacopoeia (EP) Reference Standard
203-611-2