Product Name

  • Name

    Mesitylene

  • EINECS 203-604-4
  • CAS No. 108-67-8
  • Article Data397
  • CAS DataBase
  • Density 0.869 g/cm3
  • Solubility 2.9 g/L (20 °C) in water
  • Melting Point -45 °C
  • Formula C9H12
  • Boiling Point 166.7 °C at 760 mmHg
  • Molecular Weight 120.194
  • Flash Point 44.4 °C
  • Transport Information UN 2325 3/PG 3
  • Appearance colorless liquid with a peculiar odor
  • Safety 61-45-36/37-16-7
  • Risk Codes 10-37-51/53-39/23/24/25-23/24/25-11
  • Molecular Structure Molecular Structure of 108-67-8 (Mesitylene)
  • Hazard Symbols IrritantXi,DangerousN,FlammableF,ToxicT
  • Synonyms Mesitylene(8CI);1,3,5-Trimethylbenzene;2,4,6-Trimethylbenzene;3,5-Dimethyltoluene;NSC9273;sym-Trimethylbenzene;
  • PSA 0.00000
  • LogP 2.61180

Synthetic route

(2,4,6-trimethylphenyl) phenyl sulfone
3112-82-1

(2,4,6-trimethylphenyl) phenyl sulfone

A

Benzenesulfinic acid
618-41-7

Benzenesulfinic acid

B

1,3,5-trimethyl-benzene
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%
C31H38OSi
85656-15-1

C31H38OSi

A

1,2,3,3-tetramethyl-1H-indene
4705-87-7

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

B

1,3,5-trimethyl-benzene
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 %
morpholine
110-91-8

morpholine

mesitylcopper(I)
75732-01-3

mesitylcopper(I)

A

C4H8NO(1-)*Cu(1+)
77590-49-9

C4H8NO(1-)*Cu(1+)

B

1,3,5-trimethyl-benzene
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%
mesitylcopper(I)
75732-01-3

mesitylcopper(I)

ammonia
7664-41-7

ammonia

A

amino-copper
77590-45-5

amino-copper

B

1,3,5-trimethyl-benzene
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%
2,4,6-trimethylphenyl(m-carboran-9-yl)iodonium tetrafluoroborate
99506-43-1

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

sodium chloride
7647-14-5

sodium chloride

A

9-iodo-m-carborane
17157-02-7

9-iodo-m-carborane

B

9-chloro-m-carborane
17819-85-1

9-chloro-m-carborane

C

iodomesitylene
4028-63-1

iodomesitylene

D

1,3,5-trimethyl-benzene
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%
hexyl 2,4,6-trimethylbenzenesulfonate
82965-02-4

hexyl 2,4,6-trimethylbenzenesulfonate

A

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

B

hexan-1-ol
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%
2,4,6-trimethylphenyl bromide
576-83-0

2,4,6-trimethylphenyl bromide

1,3,5-trimethyl-benzene
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%
mesitylcopper(I)
75732-01-3

mesitylcopper(I)

N-butylamine
109-73-9

N-butylamine

A

copper(I) n-butylamide
77590-46-6

copper(I) n-butylamide

B

1,3,5-trimethyl-benzene
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%
dimesityl sulfone
3112-79-6

dimesityl sulfone

A

2,4,6-trimethylbenzenesulphinic acid
59057-35-1

2,4,6-trimethylbenzenesulphinic acid

B

1,3,5-trimethyl-benzene
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%
p-benzoquinone
106-51-4

p-benzoquinone

2-mesitylmagnesium bromide
2633-66-1

2-mesitylmagnesium bromide

A

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

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

B

hydroquinone
123-31-9

hydroquinone

C

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

Conditions
ConditionsYield
In tetrahydrofuran Grignard reaction;A 97%
B 3%
C 4%
mesitylcopper(I)
75732-01-3

mesitylcopper(I)

dibutylamine
111-92-2

dibutylamine

A

copper(I) N,N-di-n-butylamide
77590-48-8

copper(I) N,N-di-n-butylamide

B

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

Conditions
ConditionsYield
In tetrahydrofuran THF, ambient temp., stirring overnight;; evapd. in vac., washed with hexane, dried in vac., crystd. from hexane at -15°C; elem. anal.;;A n/a
B 95%
2-methylchlorobenzene
95-49-8

2-methylchlorobenzene

mesitylboronic acid
5980-97-2

mesitylboronic acid

A

2,2',4,6-tetramethylbiphenyl
89970-02-5

2,2',4,6-tetramethylbiphenyl

B

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

Conditions
ConditionsYield
With potassium phosphate; tris(dibenzylideneacetone)dipalladium (0); tricyclohexylphosphine In toluene at 90℃; for 37h; Suzuki cross-coupling; Title compound not separated from byproducts.;A 93%
B 5%
ethylmesitylsilane

ethylmesitylsilane

A

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

B

ethyl iodosilane

ethyl iodosilane

Conditions
ConditionsYield
With hydrogen iodide at -35℃; for 168000h; sealed tube;A n/a
B 92%
mesitylcopper(I)
75732-01-3

mesitylcopper(I)

diethylamine
109-89-7

diethylamine

A

copper(I) N,N-diethylamide
71426-07-8

copper(I) N,N-diethylamide

B

1,3,5-trimethyl-benzene
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 92%
mesitylenecarboxylic acid
480-63-7

mesitylenecarboxylic acid

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

Conditions
ConditionsYield
With [Au(1,3-bis(2,6-diisopropylphenyl)-4,5-dihydroimidazol-2-ylidene)(O2CAd)] In toluene at 140℃; for 20h;90%
With triethylsilane; palladium diacetate; 2,2-dimethylpropanoic anhydride; 1,4-di(diphenylphosphino)-butane In toluene at 160℃; for 15h; chemoselective reaction;90%
With Nafion-H In toluene at 100℃; for 12h;80%
piperidine
110-89-4

piperidine

mesitylcopper(I)
75732-01-3

mesitylcopper(I)

A

copper piperidide
73680-02-1

copper piperidide

B

1,3,5-trimethyl-benzene
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 90%
hexyl 2,4,6-trimethylbenzenesulfonate
82965-02-4

hexyl 2,4,6-trimethylbenzenesulfonate

A

lithium 2,4,6-trimethylbenzenesulfinate
145385-15-5

lithium 2,4,6-trimethylbenzenesulfinate

B

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

C

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With lithium amalgam In 1,4-dioxane; toluene Product distribution; Mechanism; further solvents;A 21%
B 61%
C 88%
mesitylcopper(I)
75732-01-3

mesitylcopper(I)

aniline
62-53-3

aniline

A

copper(I) anilide
77590-50-2

copper(I) anilide

B

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

Conditions
ConditionsYield
In tetrahydrofuran THF, ambient temp., excess of aniline;; evapd. or filtered; elem. anal.;;A n/a
B 88%
mesitylcopper(I)
75732-01-3

mesitylcopper(I)

tert-butylamine
75-64-9

tert-butylamine

A

copper(I) t-butylamide
77590-47-7

copper(I) t-butylamide

B

1,3,5-trimethyl-benzene
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 87%
hexyl 2,4,6-trimethylbenzenesulfonate
82965-02-4

hexyl 2,4,6-trimethylbenzenesulfonate

A

2,4,6-trimethylbenzenesulphinic acid
59057-35-1

2,4,6-trimethylbenzenesulphinic acid

B

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

C

hexan-1-ol
111-27-3

hexan-1-ol

Conditions
ConditionsYield
With lithium amalgam In 1,4-dioxane at 23℃; for 2h;A 69%
B 10%
C 85%
C23H26BF6O(1-)*K(1+)

C23H26BF6O(1-)*K(1+)

A

C5H3F5
1547-23-5

C5H3F5

B

1,1,1-trifluoro-2-trifluoromethyl-2-butene
21223-06-3

1,1,1-trifluoro-2-trifluoromethyl-2-butene

C

4,4,4-Trifluoro-3-trifluoromethyl-but-1-ene

4,4,4-Trifluoro-3-trifluoromethyl-but-1-ene

D

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

Conditions
ConditionsYield
In solid at 200℃; under 0.07 Torr; for 0.0125h;A 11%
B 48%
C 3%
D 83%
2,4,6-trimethylphenyl bromide
576-83-0

2,4,6-trimethylphenyl bromide

trimethylstannane
1631-73-8

trimethylstannane

A

n-butyltrimethyltin
1527-99-7

n-butyltrimethyltin

B

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

Conditions
ConditionsYield
With n-butyllithium In hexane 2-bromomesitylene (1 equiv.) and TMTH (1 equiv.) in hexane cooled to 0°C under Ar, n-BuLi (1 equiv., 2.40 M in hexane) added, stirred for 5 h at reflux temp., quenched with water; analyzed by GC;A 83%
B 38%
With n-butyllithium In hexane 2-bromomesitylene (1 equiv.) and TMTH (1 equiv.) in hexane cooled to 0°C under Ar, n-BuLi (1 equiv., 2.40 M in hexane) added, stirred for 15 min, quenched with water; analyzed by GC;A 33%
B 11%
2,4,6-trimethylphenyl bromide
576-83-0

2,4,6-trimethylphenyl bromide

A

1-fluoro-2,4,6-trimethylbenzene
392-69-8

1-fluoro-2,4,6-trimethylbenzene

B

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

Conditions
ConditionsYield
Stage #1: 2,4,6-trimethylphenyl bromide With n-butyllithium In tetrahydrofuran; hexane at 0℃; Flow reactor;
Stage #2: With N-fluorobis(benzenesulfon)imide In tetrahydrofuran; hexane at 0℃; Reagent/catalyst; Flow reactor;
A 82%
B 10%
cyanomesitylene
2571-52-0

cyanomesitylene

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

Conditions
ConditionsYield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; triisopropyl phosphite; chlorotriisopropylsilane In ethyl-cyclohexane at 160℃; for 15h; Inert atmosphere;81%
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; triisopropyl phosphite; chlorotriisopropylsilane In ethylcyclohexane at 160℃; for 15h; Inert atmosphere;81%
1-fluoro-2,4,6-trimethylbenzene
392-69-8

1-fluoro-2,4,6-trimethylbenzene

potassium enolate of acetone
128190-66-9, 25088-58-8

potassium enolate of acetone

A

1-(2,4,6-trimethylphenyl)-2-propanone
42797-68-2

1-(2,4,6-trimethylphenyl)-2-propanone

B

1-(2,4,6-Trimethylphenyl)-2-propanol
27645-30-3

1-(2,4,6-Trimethylphenyl)-2-propanol

C

2,4,6-trimethylaniline
88-05-1

2,4,6-trimethylaniline

D

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

Conditions
ConditionsYield
With ammonia; potassium amide at -33℃; Product distribution; Rate constant;A 2.8%
B 5.6%
C 11.7%
D 80%
With ammonia; potassium amide at -33℃;A 1.8 % Chromat.
B 3.1 % Chromat.
C 18.2 % Chromat.
D 77 % Chromat.
With ammonia; potassium amide at -33℃;A 2.8 % Chromat.
B 5.6 % Chromat.
C 11.7 % Chromat.
D 80 % Chromat.
bis(mesityl)(η8-cyclo-octatetraene)zirconium(IV)*0.5Et2O

bis(mesityl)(η8-cyclo-octatetraene)zirconium(IV)*0.5Et2O

A

bis{zirconium(IV)(η8-cyclooctatetraene)(μ-2,4-dimethyl-6-CH2C6H2)}

bis{zirconium(IV)(η8-cyclooctatetraene)(μ-2,4-dimethyl-6-CH2C6H2)}

B

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

Conditions
ConditionsYield
In diethyl ether complex is suspended in Et2O at room temp. for 2 d, thermal decomposition (N2); elem. anal.;A 50%
B 78%
2,4,6-trimethylphenyl(m-carboran-9-yl)iodonium tetrafluoroborate
99506-43-1

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

sodium fluoride

sodium fluoride

A

9-iodo-m-carborane
17157-02-7

9-iodo-m-carborane

B

9-fluoro-m-carborane
73050-37-0

9-fluoro-m-carborane

C

iodomesitylene
4028-63-1

iodomesitylene

D

1,3,5-trimethyl-benzene
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 16%
B 78%
C 75%
D 14%
1,3-dimethyl-5-methylenecyclohexane
85014-36-4

1,3-dimethyl-5-methylenecyclohexane

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

Conditions
ConditionsYield
With n-butyllithium; potassium 2-methylbutan-2-olate Mechanism; 1) r.t., 16 h, 2) reflux, 6 h; further reagent: D2O;76%
bis(mesitylene)vanadium(0)
1272-71-5

bis(mesitylene)vanadium(0)

A

Tetrakis(pyridin)-dichlorovanadin(II)
25377-37-1, 27790-75-6, 82009-22-1

Tetrakis(pyridin)-dichlorovanadin(II)

B

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

Conditions
ConditionsYield
With pyridine; 3-chloroprop-1-ene In toluene soln. of V-complex in toluene was treated with CH2=CHCH2Cl (inert atmosphere), the mixt. was stirred at room temp. for 24 h; the mother liquor contained org. compounds, products of the reaction of CH2=CHCH2Cl with either toluene or mesitylene (CLG-MS); filtered, ppt. was dissolved in pyridine, soln. was filtered and concd.to give the crystals of VCl2*4Py; identified by comparison of the IR spectrum with that of authentic sample;A 75%
B 75%
methanol
67-56-1

methanol

acetone
67-64-1

acetone

A

pentamethylbenzene,
700-12-9

pentamethylbenzene,

B

Hexamethylbenzene
87-85-4

Hexamethylbenzene

C

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

Conditions
ConditionsYield
With aluminum oxide at 420℃; flowrate: 33 ml/ h;A n/a
B 74%
C n/a
benzoyl chloride
98-88-4

benzoyl chloride

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

2,4,6-Trimethylbenzophenon
954-16-5

2,4,6-Trimethylbenzophenon

Conditions
ConditionsYield
With iron oxide supported on HY zeolite In neat (no solvent) at 110℃; for 3h; Friedel-Crafts Acylation;100%
With iodine; phosphorus trichloride at 160℃; for 36h; Inert atmosphere;99%
With C4F9SO3H at 165℃; for 2h;98%
acetic acid
64-19-7

acetic acid

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

2,4,6-Trimethylacetophenone
1667-01-2

2,4,6-Trimethylacetophenone

Conditions
ConditionsYield
With heptafluorobutyric anhydride at 100℃; for 3h; Friedel-Crafts acetylation;100%
With cross-linked polystyrene-supported aluminum triflate at 80℃; for 2.8h; Friedel-Crafts acylation; Neat (no solvent); chemoselective reaction;94%
With trifluoromethylsulfonic anhydride at 20℃; for 0.0666667h; Friedel-Crafts acylation;93%
acetyl chloride
75-36-5

acetyl chloride

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

2,4,6-Trimethylacetophenone
1667-01-2

2,4,6-Trimethylacetophenone

Conditions
ConditionsYield
With hierarchical nanocrystalline zeolite ZSM-5 at 50℃; for 2h; Temperature;100%
With iron(III) oxide at 20℃; for 0.166667h; Friedel Crafts acylation; regioselective reaction;96%
With benzyltributylammonium tetrachloroferrate at 50℃; for 0.0666667h; Friedel-Crafts reaction;94%
1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

1,3,5-trimethylcyclohexane
1839-63-0

1,3,5-trimethylcyclohexane

Conditions
ConditionsYield
With 5% Ru/MgO; hydrogen In tetrahydrofuran at 120℃; under 7600.51 Torr; for 8h;100%
With Ti8O8(14+)*6C8H4O4(2-)*4O(2-)*3.3Li(1+)*0.7Co(2+)*0.7C4H8O*0.7H(1-); hydrogen In neat (no solvent) at 160℃; under 37503.8 Torr; for 18h;84%
at 108℃; Thermodynamic data; Hydrogenation;
1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

nitromesitylene
603-71-4

nitromesitylene

Conditions
ConditionsYield
With dinitrogen tetraoxide In dichloromethane at -78℃; for 3h; Irradiation;100%
With dinitrogen tetraoxide In dichloromethane at 25℃; for 24h;100%
With nitric acid; sulfuric acid In dichloromethane at 25℃; for 0.03h;100%
1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

2-bromomesitylene
1667-04-5

2-bromomesitylene

Conditions
ConditionsYield
With hydrogenchloride; sodium peroxide In acetic acid at 20 - 25℃; for 4h;100%
With 1-Cl+SbCl6- In dichloromethane at 25℃; for 1h;98%
With sodium chlorite; trichloroacetic acid In dichloromethane at 20℃; for 1h; Chlorination;95%
formaldehyd
50-00-0

formaldehyd

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

1,3,5-tris(bromomethyl)-2,4,6-trimethylbenzene
21988-87-4

1,3,5-tris(bromomethyl)-2,4,6-trimethylbenzene

Conditions
ConditionsYield
With hydrogen bromide; acetic acid at 95℃; for 12h;100%
With hydrogen bromide; acetic acid at 95℃; for 12h; Inert atmosphere;99%
With sulfuric acid; potassium bromide In acetic acid at 90 - 95℃; for 6h;97%
4-aminofuroxan-3-carboxylic acid azide
166112-18-1

4-aminofuroxan-3-carboxylic acid azide

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

3-azidocarbonyl-4-(2,4,6-trimethylphenylazo)furoxan
433683-21-7

3-azidocarbonyl-4-(2,4,6-trimethylphenylazo)furoxan

Conditions
ConditionsYield
Stage #1: 4-aminofuroxan-3-carboxylic acid azide With phosphoric acid; sulfuric acid; sodium nitrite at 0 - 2℃; for 1h;
Stage #2: 1,3,5-trimethyl-benzene In pyridine at 0 - 20℃;
100%
carbon dioxide
124-38-9

carbon dioxide

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

mesitylenecarboxylic acid
480-63-7

mesitylenecarboxylic acid

Conditions
ConditionsYield
With Et3SiB(C6F5)4 at 20℃; under 22502.3 Torr; for 18h; Reagent/catalyst;100%
With aluminum tri-bromide; Triphenylsilyl chloride at 20℃; under 22502.3 Torr; for 3h; Autoclave;97%
With aluminum (III) chloride at 30℃; under 15001.5 Torr; for 5h; Pressure; Temperature;95.2%
1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

4-n-methylphenylacetylene
766-97-2

4-n-methylphenylacetylene

1-(4-methylphenyl)-1-(2,4,6-trimethylphenyl)ethene
612824-37-0

1-(4-methylphenyl)-1-(2,4,6-trimethylphenyl)ethene

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 30℃; for 24h; Cooling with ice;100%
With Cu-exchanged tungstophosphoric acid at 80℃; for 3h; neat (no solvent); regioselective reaction;91%
With trifluorormethanesulfonic acid; copper(II) bis(trifluoromethanesulfonate) at 20℃; for 20h;84%
tri-μ-chlorobis[(.eta-benzene)ruthenium(II)] tetrafluoroborate
70316-95-9

tri-μ-chlorobis[(.eta-benzene)ruthenium(II)] tetrafluoroborate

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

(η-benzene)(η-mesitylene)ruthenium tetrafluoroborate

(η-benzene)(η-mesitylene)ruthenium tetrafluoroborate

Conditions
ConditionsYield
In water; trifluoroacetic acid under dry conditions mixt. of Ru complex, mesitylene, and CF3COOH refluxed for 1.5 h, 48% aq. HBF4 added; pptd. by careful addn. of Et2O; elem. anal.;100%
bis(pentafluorophenyl)(η6-anisole)cobalt(II)
86197-44-6

bis(pentafluorophenyl)(η6-anisole)cobalt(II)

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

bis(pentafluorophenyl)(η6-mesitylene)cobalt(II)

bis(pentafluorophenyl)(η6-mesitylene)cobalt(II)

Conditions
ConditionsYield
In chloroform-d1 byproducts: anisole; mol. ratio 1/1; not isolated, detected by NMR;100%
diazoacetic acid ethyl ester
623-73-4

diazoacetic acid ethyl ester

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

ethyl 1,3,5-trimethylcyclohepta-1,3,5-triene-7-carboxylate

ethyl 1,3,5-trimethylcyclohepta-1,3,5-triene-7-carboxylate

Conditions
ConditionsYield
With Ag3(μ2-(3,5-(CF3)2PyrPy))3 In dichloromethane at 20℃; Buchner Ring Enlargement;100%
With dirhodium tetraacetate In dichloromethane at 25℃; for 60h; Buchner Ring Enlargement; Inert atmosphere;77%
Stage #1: 1,3,5-trimethyl-benzene With dirhodium tetraacetate In dichloromethane Inert atmosphere;
Stage #2: diazoacetic acid ethyl ester In dichloromethane at 23℃; for 60h; Inert atmosphere;
77%
(η6-toluene)Ni(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)

(η6-toluene)Ni(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

[(η6-mesitylene)Ni(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)]

[(η6-mesitylene)Ni(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)]

Conditions
ConditionsYield
In pentane at 20℃; Inert atmosphere;100%
1,3-dihydroxy-1H-1λ3-benzo[d][1,2]iodoxol-1-yl trifluoromethanesulfonate

1,3-dihydroxy-1H-1λ3-benzo[d][1,2]iodoxol-1-yl trifluoromethanesulfonate

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

2-(mesityl-λ3-iodanyl)benzoic acid triflate salt

2-(mesityl-λ3-iodanyl)benzoic acid triflate salt

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In dichloromethane at 20℃; for 24h; Inert atmosphere;100%
In 2,2,2-trifluoroethanol at 20℃; for 24h;89%
2-(4,4,4-trifluoro-3-hydroxy-3-phenylbut-1-yn-1-yl)phenol

2-(4,4,4-trifluoro-3-hydroxy-3-phenylbut-1-yn-1-yl)phenol

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

4-mesityl-2-phenyl-2-(trifluoromethyl)-2H-chromene

4-mesityl-2-phenyl-2-(trifluoromethyl)-2H-chromene

Conditions
ConditionsYield
With trifluorormethanesulfonic acid at 50℃; for 16h;100%
acetic anhydride
108-24-7

acetic anhydride

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

2,4,6-Trimethylacetophenone
1667-01-2

2,4,6-Trimethylacetophenone

Conditions
ConditionsYield
With indium(III) triflate; lithium perchlorate In nitromethane at 20℃;99%
With antimonypentachloride; lithium perchlorate In dichloromethane for 0.5h; Heating;95%
With nano-sulfated titania at 50℃; for 1h; Friedel Crafts acylation; neat (no solvent);95%
benzoic acid
65-85-0

benzoic acid

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

2,4,6-Trimethylbenzophenon
954-16-5

2,4,6-Trimethylbenzophenon

Conditions
ConditionsYield
With trifluoroacetic anhydride; bismuth(lll) trifluoromethanesulfonate at 30℃; for 12h; Friedel-Crafts acetylation;99%
With pyridin-2-yl trifluoromethanesulfonate; trifluoroacetic acid for 5h; Heating;96%
With cross-linked polystyrene-supported aluminum triflate at 80℃; for 2.9h; Friedel-Crafts acylation; Neat (no solvent); chemoselective reaction;93%
1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

iodomesitylene
4028-63-1

iodomesitylene

Conditions
ConditionsYield
With tetrafluoroboric acid; [bis(pyridine)iodine]+ tetrafluoroborate In diethyl ether; dichloromethane for 0.1h; Ambient temperature;99%
With Oxone; potassium iodide In methanol at 20℃; for 24h;99%
With ammonium nitrate; sulfuric acid; iodine In water; acetonitrile at 60℃; for 0.166667h; regioselective reaction;98%
1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

2,4-diiodomesitylene
53779-84-3

2,4-diiodomesitylene

Conditions
ConditionsYield
With N,N,N-trimethylbenzenemethanaminium dichloroiodate; zinc(II) chloride In acetic acid at 70℃; for 28h;99%
With iodine; 1-(p-methylbenzenesulfonyloxy)-1,2-benziodoxol-3(1H)-one In acetonitrile for 18h; Ambient temperature;99%
With iodine; 1-(p-methylbenzenesulfonyloxy)-1,2-benziodoxol-3(1H)-one In acetonitrile for 16h; Ambient temperature;99%
1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

2,4,6-trimethylphenyl bromide
576-83-0

2,4,6-trimethylphenyl bromide

Conditions
ConditionsYield
With N-Bromosuccinimide; perchloric acid In tetrachloromethane for 22h; Ambient temperature;99%
With hydrogen bromide; dihydrogen peroxide In water at 20℃; for 24h; Darkness;98%
With gold(III) chloride; N-Bromosuccinimide In dichloromethane at 20℃; for 12h; Inert atmosphere;98%
4-methyl-benzoyl chloride
874-60-2

4-methyl-benzoyl chloride

1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

2,4,6,4'-tetramethylbenzophenone
1146-84-5

2,4,6,4'-tetramethylbenzophenone

Conditions
ConditionsYield
With C4F9SO3H at 165℃; for 2h;99%
With In(OSO2CF3)3 for 0.0666667h; Friedel-Crafts acylation reaction; microwave irradiation;88%
With copper(II) ferrite In neat (no solvent) at 80℃; for 18h; Friedel-Crafts Acylation;79%
1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

dimesityl sulfone
3112-79-6

dimesityl sulfone

Conditions
ConditionsYield
With sulfuric acid; trifluoroacetic anhydride99%
With trifluoromethylsulfonic anhydride; bis(N-methylpyridinium) sulfate for 0.0833333h;95%
1,3,5-trimethyl-benzene
108-67-8

1,3,5-trimethyl-benzene

/PBXSD024-1560/

/PBXSD024-1560/

/PBXSD024-1570/

/PBXSD024-1570/

A

4-nitro-o-xylene
99-51-4

4-nitro-o-xylene

B

2-nitro-2',4,4',5,6'-pentamethylbiphenyl
99321-72-9

2-nitro-2',4,4',5,6'-pentamethylbiphenyl

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.0166667h;A 1%
B 99%

Mesitylene Chemical Properties

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)

Mesitylene 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.

Mesitylene 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.

Mesitylene 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

Mesitylene Standards and Recommendations

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

Mesitylene 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.

Mesitylene 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.

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