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2,4,6-Trimethylphenol

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Identification
Molecular formula
C9H12O
CAS number
527-60-6
IUPAC name
2,4,6-trimethylphenol
State
State

At room temperature, 2,4,6-Trimethylphenol is typically in a solid state. It is stable under normal conditions and its crystalline form can be observed in laboratory settings.

Melting point (Celsius)
74.00
Melting point (Kelvin)
347.15
Boiling point (Celsius)
237.00
Boiling point (Kelvin)
510.15
General information
Molecular weight
136.19g/mol
Molar mass
122.1640g/mol
Density
0.9703g/cm3
Appearence

2,4,6-Trimethylphenol is a colorless to white crystalline solid. It may appear as white powder or larger crystals depending on its form. It is sparingly soluble in water and has a phenolic odor, typically associated with other phenolic compounds.

Comment on solubility

Solubility of 2,4,6-trimethylphenol

2,4,6-trimethylphenol, also known by its common name, paracresol, has interesting solubility characteristics that can be summarized as follows:

  • Solvent Types: This compound is generally soluble in organic solvents such as ethanol, acetone, and ether.
  • Water Solubility: However, it has relatively low solubility in water. This is mainly due to the hydrophobic nature imparted by the methyl groups on the phenolic ring.
  • Temperature Dependence: Its solubility in organic solvents often increases with temperature, which is a common trait among many organic compounds.

It is important to note that the presence of the methyl groups enhances its ability to dissolve in non-polar solutions, yet reduces its interaction with polar solvents. According to some studies, "the methyl substitutions on the phenolic structure provide substantial steric hindrance that influences solubility behavior".

When handling 2,4,6-trimethylphenol, keeping its solubility properties in mind can inform optimal conditions for reactions and applications, especially in synthetic chemistry and industrial processes.

Interesting facts

Interesting Facts about 2,4,6-Trimethylphenol

2,4,6-trimethylphenol, often abbreviated as TMP, is a fascinating organic compound belonging to the class of phenols. This compound is both intriguing in its structure and significant in various applications. Here are some interesting highlights about 2,4,6-trimethylphenol:

  • Structure and Stability: The molecule features a benzene ring with three methyl groups attached at the 2, 4, and 6 positions, which enhances its stability and influences its chemical reactivity.
  • Antioxidant Properties: TMP is known for its antioxidant properties, making it essential in protecting materials from oxidative degradation, especially in plastics and rubbers.
  • Usage in Industry: This compound serves as an important intermediate in the production of various chemicals, including certain additives, lubricants, and agrochemicals. Its versatility is a key attribute in industrial chemistry.
  • Biocide Potential: Due to its antimicrobial properties, 2,4,6-trimethylphenol has been studied for use in biocide formulations, providing effectiveness against a range of microbial agents.
  • Influence of Substituents: The placement of methyl groups on the aromatic ring significantly affects the physical and chemical properties of the compound, demonstrating the impact of molecular structure on reactivity.

The compound is not only a subject of interest for theoretical studies but also has practical applications that showcase its significance in modern chemistry. As researchers continue to explore its composition and functionality, 2,4,6-trimethylphenol remains an exemplar of how small changes in a chemical's structure can lead to diverse applications.

Synonyms
2,4,6-TRIMETHYLPHENOL
527-60-6
Mesitol
Mesityl alcohol
Phenol, 2,4,6-trimethyl-
2-Hydroxymesitylene
1,3,5-Trimethylphenol
2,4,6-Trimetylofenol
1-Hydroxy-2,4,6-trimethylbenzene
2,4,6-Trimethyl-phenol
2,4,6-Trimethylofenol
DTXSID7022049
HSDB 5677
Hydroxymesitylene
2,4,6-Trimetylofenol [Polish]
2,4,6-Trimethylofenol [Polish]
NSC 5353
EINECS 208-419-2
UNII-FPZ32614N6
Benzene, 2-hydroxy-1,3,5-trimethyl-
BRN 1859675
FPZ32614N6
NSC-5353
2,4, 6-Trimethylphenol
DTXCID002049
BENZENE,1-HYDROXY,2,4,6-TRIMETHYL
FEMA NO. 4329
4-06-00-03253 (Beilstein Handbook Reference)
2-Hydroxy-1,3,5-trimethyl-Benzene
2,4,6-TRIMETHYLPHENOL [FHFI]
2,4,6-TRIMETHYLPHENOL [HSDB]
2,4,6-Trimethylofenol (Polish)
2Hydroxymesitylene
246-Trimethylphenol
2,4,6Trimetylofenol
1,3,5Trimethylphenol
2,4,6Trimethylofenol
246-Trimethyl-phenol
Phenol, 2,4,6trimethyl
1Hydroxy2,4,6trimethylbenzene
Benzene, 2hydroxy1,3,5trimethyl
208-419-2
bpryuxcvccnufe-uhfffaoysa-n
inchi=1/c9h12o/c1-6-4-7(2)9(10)8(3)5-6/h4-5,10h,1-3h
un2430
2,4,6-trimethyl phenol
MFCD00002235
2,6-Trimethylphenol
Phenol,4,6-trimethyl-
1-Hydroxy-2,6-trimethylbenzene
CAS-527-60-6
2, 4, 6-trimethylphenol
SCHEMBL36529
CHEMBL108930
F3308-0308
2,4,6-Trimethylphenol, 97%
NSC5353
CHEBI:196451
BCP11227
NSC68321
Tox21_202252
Tox21_300348
NSC-68321
2,4,6-Trimethylphenol, 99%, FG
AKOS000121003
FS-4819
FT71242
HY-W038786
NCGC00248001-01
NCGC00248001-02
NCGC00254453-01
NCGC00259801-01
BP-10776
DA-69654
SY049486
CS-0096301
NS00002161
T0486
EN300-21427
A829237
AC-907/25014259
Q15725609
2,4,6-Trimethylphenol, PESTANAL(R), analytical standard
2,4,6-Trimethylphenol, certified reference material, TraceCERT(R)