Skip to main content

Mesitylene

ADVERTISEMENT
Identification
Molecular formula
C9H12
CAS number
108-67-8
IUPAC name
mesitylene
State
State

At room temperature, mesitylene is a liquid. It is less dense than water and is immiscible in water, but it is soluble in organic solvents such as ethanol, ether, and benzene.

Melting point (Celsius)
-44.50
Melting point (Kelvin)
228.70
Boiling point (Celsius)
164.70
Boiling point (Kelvin)
437.90
General information
Molecular weight
122.21g/mol
Molar mass
122.2050g/mol
Density
0.8654g/cm3
Appearence

Mesitylene is a clear, colorless liquid that is known for its sweet aromatic odor. It belongs to the group of aromatic hydrocarbons and is both volatile and flammable.

Comment on solubility

Solubility of Mesitylene

Mesitylene, or 1,3,5-trimethylbenzene, represented by the chemical formula C9H12, is a fascinating organic compound when it comes to solubility. Here are some key points to consider:

  • Non-polar Character: Mesitylene is largely non-polar due to its symmetrical structure and the presence of three methyl groups substituted on a benzene ring. As a result, it shows limited solubility in polar solvents such as water.
  • Solvent Compatibility: Mesitylene is readily soluble in non-polar organic solvents like:
    • Hexane
    • Acetone
    • Ether
  • General Solubility Rule: The classic adage “like dissolves like” applies here, illustrating that mesitylene will dissolve more readily in solvents similar to its non-polar structure.
  • Applications In Industry: Its solubility properties make mesitylene valuable in chemical synthesis and extractions, particularly in the production of specialty chemicals and as a solvent for various organic reactions.

In summary, mesitylene is not significantly soluble in water but demonstrates good solubility in non-polar organic solvents. Its unique solubility characteristics open up various applications in chemical industries.

Interesting facts

Interesting Facts About Mesitylene

Mesitylene, a member of the aromatic hydrocarbon family, is known for its unique structure and intriguing properties. This compound, which is often studied in organic chemistry, has several noteworthy characteristics that make it a subject of interest for chemists.

Key Characteristics

  • Structure: Mesitylene features three methyl groups attached to a benzene ring, which contributes to its high symmetry and stability.
  • Isomeric forms: It has two isomeric forms: 1,3,5-trimethylbenzene and its symmetrical counterpart, giving it unique reactivity and yes, it's fascinating how small changes in structure can lead to significant differences in behavior.
  • Natural occurrence: Mesitylene can be found in small quantities in coal tar and some natural petroleum sources, highlighting its significance in both synthetic and natural processes.

Applications of Mesitylene

This aromatic compound is utilized in various fields:

  • Solvent: It serves as a solvent in organic synthesis due to its ability to dissolve a wide range of substances.
  • Intermediate material: Mesitylene is employed in the production of resins and coatings, showcasing its importance in industrial applications.
  • Research uses: In academic research, mesitylene is often used as a model compound to explore reaction mechanisms and properties of other materials.

Fun Fact

Interestingly, mesitylene's name derives from the Greek word "mesos," meaning “middle,” a reference to its position as the middle member in the trio of trimethylbenzenes. Its unique properties continue to be a topic of research, particularly in understanding its role in various chemical reactions.

As a testament to its importance, chemists studying mesitylene often quote, "The beauty of chemistry lies in the details, where simple structures can lead to complex and amazing behaviors." This reflects the ongoing fascination with mesitylene and its contributions to the world of chemistry.

Synonyms
MESITYLENE
1,3,5-Trimethylbenzene
108-67-8
sym-Trimethylbenzene
3,5-Dimethyltoluene
Fleet-X
Trimethylbenzol
Benzene, 1,3,5-trimethyl-
s-Trimethylbenzene
2,4,6-trimethylbenzene
NSC 9273
Trimethylbenzene, 1,3,5-
HSDB 92
1,3,5-trimethyl-benzene
EINECS 203-604-4
UNII-887L18KQ6X
CCRIS 8147
DTXSID6026797
CHEBI:34833
AI3-23973
887L18KQ6X
NSC-9273
DTXCID506797
EC 203-604-4
CAS-108-67-8
UN2325
Symmetrical trimethylbenzene
Mesitylene, 98%
MFCD00008538
MESITELENE
MESITYLENE [MI]
MESITYLENE [HSDB]
1,3, 5-Trimethylbenzene
(3,5-dimethylphenyl)methyl
BIDD:ER0286
Mesitylene (ACD/Name 4.0)
Mesitylene, analytical standard
CHEMBL1797281
WLN: 1R C1 E1
Mesitylene, reagent grade, 97%
NSC9273
BENZENE,1,3,5-TRIMETHYL
DTXSID601311725
STR03436
Tox21_201452
Tox21_300341
STL268905
1,3,5-Trimethylbenzene (Mesitylene)
AKOS000120144
Mesitylene, purum, >=98.0% (GC)
UN 2325
NCGC00247999-01
NCGC00247999-02
NCGC00254430-01
NCGC00259003-01
NS00004224
S0658
T0470
EN300-19371
A801911
Q425161
1,3,5-Trimethylbenzene [UN2325] [Flammable liquid]
F0001-0175
Mesitylene, certified reference material, TraceCERT(R)
Z104473654
InChI=1/C9H12/c1-7-4-8(2)6-9(3)5-7/h4-6H,1-3H
19121-63-2
203-604-4