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108-67-8

Basic Information
CAS No.: 108-67-8
Name: Mesitylene
Article Data: 397
Cas Database
Molecular Structure:
Molecular Structure of 108-67-8 (Mesitylene)
Formula: C9H12
Molecular Weight: 120.194
Synonyms: Mesitylene(8CI);1,3,5-Trimethylbenzene;2,4,6-Trimethylbenzene;3,5-Dimethyltoluene;NSC9273;sym-Trimethylbenzene;
EINECS: 203-604-4
Density: 0.869 g/cm3
Melting Point: -45 °C
Boiling Point: 166.7 °C at 760 mmHg
Flash Point: 44.4 °C
Solubility: 2.9 g/L (20 °C) in water
Appearance: colorless liquid with a peculiar odor
Hazard Symbols: IrritantXi,DangerousN,FlammableF,ToxicT
Risk Codes: 10-37-51/53-39/23/24/25-23/24/25-11
Safety: 61-45-36/37-16-7
Transport Information: UN 2325 3/PG 3
PSA: 0.00000
LogP: 2.61180
Synthetic route
3112-82-1

(2,4,6-trimethylphenyl) phenyl sulfone

A

618-41-7

Benzenesulfinic acid

B

108-67-8

1,3,5-trimethyl-benzene

Conditions
ConditionsYield
With lithium amalgam In N,N-dimethyl-formamide for 2h; Ambient temperature;A 99%
B 100%
85656-15-1

C31H38OSi

A

4705-87-7

1,2,3,3-tetramethyl-1H-indene

B

108-67-8

1,3,5-trimethyl-benzene

Conditions
ConditionsYield
electrlysis, at 1.5 V, electrolyte: tetrabutylammonium perchlorate, in CH2Cl2;A 100%
B 166 %
In dichloromethane electrolysis, at 1.5 V; electrolyte: tetrabutylammonium perchlorate;A 100%
B 166 %
110-91-8

morpholine

75732-01-3

mesitylcopper(I)

A

77590-49-9

C4H8NO(1-)*Cu(1+)

B

108-67-8

1,3,5-trimethyl-benzene

Conditions
ConditionsYield
In tetrahydrofuran THF, ambient temp., excess of amine;; evapd. or filtered; elem. anal.;;A n/a
B 100%
75732-01-3

mesitylcopper(I)

7664-41-7

ammonia

A

77590-45-5

amino-copper

B

108-67-8

1,3,5-trimethyl-benzene

Conditions
ConditionsYield
In tetrahydrofuran THF, ambient temp., excess of NH3;; evapd. or filtered; elem. anal.;;A n/a
B 100%
99506-43-1

2,4,6-trimethylphenyl(m-carboran-9-yl)iodonium tetrafluoroborate

7647-14-5

sodium chloride

A

17157-02-7

9-iodo-m-carborane

B

17819-85-1

9-chloro-m-carborane

C

4028-63-1

iodomesitylene

D

108-67-8

1,3,5-trimethyl-benzene

Conditions
ConditionsYield
In chloroform; water mixt. of aryl(m-carboran-9-yl)iodonium tetrafluoroborate, NaF, water and chloroform was vigorously stirred under reflux at 56°C, 2.5 h; internal standard (chlorobenzene) added and org. layer was analysed by GLC;A 0%
B 100%
C 100%
D 0%
82965-02-4

hexyl 2,4,6-trimethylbenzenesulfonate

A

108-67-8

1,3,5-trimethyl-benzene

B

111-27-3

hexan-1-ol

Conditions
ConditionsYield
With lithium amalgam In N,N-dimethyl-formamide; toluene Product distribution; Mechanism; further solvents;A 85%
B 99%
576-83-0

2,4,6-trimethylphenyl bromide

108-67-8

1,3,5-trimethyl-benzene

Conditions
ConditionsYield
With potassium fluoride In tetrahydrofuran; water at 80℃; for 8h; Time; Schlenk technique; Sealed tube; Inert atmosphere;99%
With [2-(di-tert-butylphosphinomethyl)-6-(diethylaminomethyl)pyridine]ruthenium(II) chlorocarbonyl hydride; isopropyl alcohol; sodium t-butanolate at 100℃; for 48h; Inert atmosphere; Sealed tube; Green chemistry;89%
With isopropyl alcohol at 20℃; for 24h; UV-irradiation; chemoselective reaction;88%
75732-01-3

mesitylcopper(I)

109-73-9

N-butylamine

A

77590-46-6

copper(I) n-butylamide

B

108-67-8

1,3,5-trimethyl-benzene

Conditions
ConditionsYield
In tetrahydrofuran THF, ambient temp., excess of amine;; evapd. or filtered; elem. anal.;;A n/a
B 98%
3112-79-6

dimesityl sulfone

A

59057-35-1

2,4,6-trimethylbenzenesulphinic acid

B

108-67-8

1,3,5-trimethyl-benzene

Conditions
ConditionsYield
With lithium amalgam In N,N-dimethyl-formamide for 2h; Ambient temperature;A 92%
B 97%
106-51-4

p-benzoquinone

2633-66-1

2-mesitylmagnesium bromide

A

4-hydroxy-4-(2,4,6-trimethylphenyl)-2,5-cyclohexadiene

B

123-31-9

hydroquinone

C

108-67-8

1,3,5-trimethyl-benzene

Conditions
ConditionsYield
In tetrahydrofuran Grignard reaction;A 97%
B 3%
C 4%
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Chemistry

Molecular structure of Mesitylene (CAS NO.108-67-8) is:

Product Name: Mesitylene
CAS Registry Number: 108-67-8
IUPAC Name: 1,3,5-trimethylbenzene
Molecular Weight: 120.19158 [g/mol]
Molecular Formula: C9H12
XLogP3: 3.4 
EINECS: 203-604-4
Melting Point: -45 °C
Water Solubility: 2.9 g/L (20 °C)
Surface Tension: 28.7 dyne/cm 
Refractive index: n20/D 1.499(lit.)
Density: 0.869 g/cm3
Flash Point: 44.4 °C
Enthalpy of Vaporization: 38.66 kJ/mol
Boiling Point: 166.7 °C at 760 mmHg
Vapour Pressure: 2.32 mmHg at 25°C 
Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
Product Categories: Benzene derivates;Analytical Chemistry;Standard Solution of Volatile Organic Compounds for Water & Soil Analysis;Standard Solutions (VOC)

Uses

 Mesitylene (CAS NO.108-67-8) is used in the production of trimesic acid and antioxygen, epoxy firming agent, polyester resin stabilizer, alkyd resin plasticizers and dye. It is commonly used as a solvent in research and industry. In the electronics industry,it has also been used as a developer for photopatternable silicones due to its solvent properties.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LDLo intraperitoneal 1303mg/kg (1303mg/kg)   AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 9, Pg. 227, 1954.
human TCLo inhalation 10ppm (10ppm) PERIPHERAL NERVE AND SENSATION: SENSORY CHANGE INVOLVING PERIPHERAL NERVE

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI
Zeitschrift fuer Unfallmedizin und Berufskrankheiten. Revue de Medecine des Accidents et des Maladies Professionelles. Vol. 49, Pg. 265, 1956.
rat LC50 inhalation 24gm/m3/4H (24000mg/m3)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 44(5), Pg. 15, 1979.

Safety Profile

Poison by inhalation. Moderately toxic by intraperitoneal route. Human systemic effects by inhalation: sensory changes involving peripheral nerves, somnolence (general depressed activity), and structural or functional change in trachea or bronchi. Reports of leukopenia and thrombocytopenia in experimental animals. A mild skin and eye irritant. A flammable liquid when exposed to heat or flame; can react vigorously with oxidizing materials. Violent reaction with HNO3. To fight fire, use water spray, fog, foam, CO2. Emitted from modern building materials ( CENEAR    Chemical and Engineering News. 69 (1991),22. ). When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: Xi,N,F,T
Risk Statements: 10-37-51/53-39/23/24/25-23/24/25-11
10:  Flammable 
37:  Irritating to the respiratory system 
51/53:  Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment 
39/23/24/25:  Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed
23/24/25:  Toxic by inhalation, in contact with skin and if swallowed 
11:  Highly Flammable  
Safety Statements: 61-45-36/37-16-7
61:  Avoid release to the environment. Refer to special instructions safety data sheet 
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
36/37:  Wear suitable protective clothing and gloves 
16:  Keep away from sources of ignition - No smoking 
7:  Keep container tightly closed  
RIDADR: UN 2325 3/PG 3
WGK Germany: 2
RTECS: OX6825000
F: 10: Keep under argon.
Hazard Note: Irritant/Flammable
HazardClass: 3
PackingGroup: III
HS Code: 29029080

Standards and Recommendations

OSHA PEL: TWA 25 ppm
ACGIH TLV: TWA 25 ppm
DFG MAK: 20 ppm
DOT Classification:  3; Label: Flammable Liquid

Analytical Methods

 Mesitylene (CAS NO.108-67-8) is prepared by distillation of acetone with sulfuric acid or by trimerization of propyne in sulfuric acid, which, in both cases, acts as a catalyst and dehydrating agent.

Specification

 Mesitylene , its cas register number is 108-67-8. It also can be called 1,3,5-Trimethylbenzene ; 3,5-Dimethyltoluene ; Benzene, 1,3,5-trimethyl- ; Fleet-X ; Trimethylbenzol ; sym-Trimethylbenzene .It is a colorless liquid with a peculiar odor. It insoluble in water and less dense than water. It may be toxic by ingestion and inhalation.