1,2-bis(bromomethyl)-3,6-dimethylbenzene
1,2,3,4-Tetramethylbenzene
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 5℃; Temperature; Reagent/catalyst; Inert atmosphere; Reflux; | 97.3% |
With tetrahydrofuran; lithium aluminium tetrahydride |
1,2,4,5-tetramethylbenzene
acetyl chloride
A
1,2,3,4-Tetramethylbenzene
B
1,2,3,5-Tetramethylbenzene
C
2,3,5,6-tetramethylacetophenone
Conditions | Yield |
---|---|
With aluminium trichloride In tetrachloromethane 1.) 5 deg C, 1 h; 2.) 25 deg C, 1 h; | A 2.3% B 0.1% C 94.6% |
1,2,3,5-Tetramethylbenzene
acetic anhydride
A
1,2,4,5-tetramethylbenzene
B
1,2,3,4-Tetramethylbenzene
C
1-(2,3,4,6-tetramethyl-phenyl)-ethanone
D
2,3,5,6-tetramethylacetophenone
Conditions | Yield |
---|---|
With aluminium trichloride In carbon disulfide at 50℃; for 0.5h; Further byproducts given; | A 1.8% B 1.9% C 92.8% D 2.2% |
1,2,4,5-tetramethylbenzene
acetic anhydride
A
1,2,3,4-Tetramethylbenzene
B
2,3,5,6-tetramethylacetophenone
C
1,1′-(2,3,5,6-tetramethyl-1,4-phenylene)bis(ethan-1-one)
Conditions | Yield |
---|---|
aluminium trichloride In carbon disulfide 1.) 25 deg C, 1 h; 2.) 50 deg C, 3 h; | A 2.9% B 69.6% C 27.5% |
Conditions | Yield |
---|---|
Stage #1: Cp2TiCl2 With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: dimethylacetylene In tetrahydrofuran; hexane at -10℃; for 3h; Stage #3: With propyl cyanide In tetrahydrofuran; hexane at 50℃; for 1h; | 53% |
1,2-Diisopropyliden-3,4-dichlor-cyclobutan
A
1,2,3,4-Tetramethylbenzene
B
2-(3-methylphenyl)propene
C
1-chloro-2-isopropyl-6-methylbenzene
Conditions | Yield |
---|---|
at 250℃; for 2.5h; | A 51% B 11% C 30% |
4-Chlor-2-chlormethylen-3-isopropyliden-1,1-dimethyl-cyclobutan
A
1,2,3,4-Tetramethylbenzene
B
1,2-Diisopropyliden-3,4-dichlor-cyclobutan
C
1-chloro-2-isopropyl-6-methylbenzene
Conditions | Yield |
---|---|
at 300℃; for 2.5h; Mechanism; pyrolysis of halogen derivatives of dimethylenecyclobutane and methylenecyclobutene investigated; | A 48% B n/a C 2% |
4-Chlor-2-chlormethylen-3-isopropyliden-1,1-dimethyl-cyclobutan
A
1,2,3,4-Tetramethylbenzene
B
2-(3-methylphenyl)propene
C
1-chloro-2-isopropyl-6-methylbenzene
Conditions | Yield |
---|---|
at 300℃; for 2.5h; | A 48% B 28% C 2% |
Dimethyl ether
para-xylene
A
1,2,3,4-Tetramethylbenzene
B
pentamethylbenzene,
C
Hexamethylbenzene
Conditions | Yield |
---|---|
at 450℃; Leiten ueber Aluminiumoxyd-Siliciumdioxyd-Kontakte; |
1,2,4,5-tetramethylbenzene
1,2,3,5-Tetramethylbenzene
1,2,3,4-Tetramethylbenzene
Conditions | Yield |
---|---|
With sulfuric acid at 85℃; Erhitzen der gebildeten 1.2.3.4-Tetramethyl-benzol-sulfonsaeure-(5) mit wss. H2SO4 auf 145grad; |
Conditions | Yield |
---|---|
With sulfuric acid Darstellung der Sulfonsaeure; |
1-ethyl-2,4,5-trimethylbenzene
1,2,3,4-Tetramethylbenzene
sumaresinolic acid
A
2,7-dimethylnaphthalene
B
1,2,3,4-Tetramethylbenzene
C
1,2,5,6-tetramethylnaphthalene
D
1,2,7-trimethylnaphthalene
Conditions | Yield |
---|---|
at 310℃; under 12 Torr; anschliessendes Erhitzen mit Selen auf 340-350grad; |
Conditions | Yield |
---|---|
With diethyl ether; sodium |
2-bromo-1,3,4-trimethyl-benzene
methyl iodide
1,2,3,4-Tetramethylbenzene
Conditions | Yield |
---|---|
With sodium; benzene at 150℃; im Einschlussrohr; |
1,2,4-Trimethylbenzene
A
o-xylene
B
para-xylene
C
1,2,4,5-tetramethylbenzene
D
1,2,3,4-Tetramethylbenzene
E
1,2,3,5-Tetramethylbenzene
F
m-xylene
Conditions | Yield |
---|---|
With hydrogen; H Mordenite at 350℃; under 760 Torr; for 7h; Product distribution; variation of the catalyst; | |
With USY zeolite (spiltover hydrogen); hydrogen In gas at 200℃; for 0.333333h; Product distribution; effect of spiltover hydrogen on the stabilization of catalytic activity; also on illared montmorillonite; |
1,2,4-Trimethylbenzene
A
o-xylene
B
para-xylene
C
1,2,3-trimethylbenzene
D
1,2,3,4-Tetramethylbenzene
E
m-xylene
F
1,3,5-trimethyl-benzene
Conditions | Yield |
---|---|
With HY zeolite at 200℃; under 12.8 Torr; Product distribution; Rate constant; Equilibrium constant; kinetics, Ea, mechanism; var. temp.; |
2',3',4',5'-tetramethylacetophenone
1,2,3,4-Tetramethylbenzene
Conditions | Yield |
---|---|
With methoxybenzene; trifluoroacetic acid at 110℃; Rate constant; |
1,2,3,4-tetramethyl-[5-3H]benzene
1,2,3,4-Tetramethylbenzene
Conditions | Yield |
---|---|
With acetic acid; trifluoroacetic acid Rate constant; changes in Vol percent TFA in HOAc; |
Conditions | Yield |
---|---|
In acetonitrile Thermodynamic data; Rate constant; ΔG; |
Anthracene-2,6,9,10-tetracarbonitrile; compound with 1,2,3,4-tetramethyl-benzene
A
1,2,3,4-Tetramethylbenzene
B
2,6,9,10-tetracyanoanthracene
Conditions | Yield |
---|---|
In acetonitrile Thermodynamic data; Rate constant; ΔG; |
2,3,4,5-Tetramethyltetracyclo<4.4.0.02,4.03,5>deca-7,9-dien-1,6-dicarbonsaeureanhydrid
A
phthalic anhydride
B
1,2,3,4-Tetramethylbenzene
C
1,2,3,4-tetramethylnaphthalene
D
3,9b-Dihydro-9b-hydroxy-1,2,3a-trimethyl-3-methylencyclopenta<2>benzopyran-5(3aH)-on
E
3,4,5,6,9,10,11,12-Octamethylpentacyclo<6.4.2.02,7.03,6.09,12>tetradeca-4,10,13-trien-2,7-dicarbonsaeureanhydrid
Conditions | Yield |
---|---|
at 145℃; for 0.833333h; Product distribution; |
1,2,4,5-tetramethylbenzene
acetyl chloride
A
1,2,3,4-Tetramethylbenzene
B
2,3,5,6-tetramethylacetophenone
Conditions | Yield |
---|---|
aluminium trichloride In carbon disulfide at 25℃; for 1h; Product distribution; other acetylation agent, other solvents, other conditions, further tetramethylbenzenes; |
1,2,3,5-Tetramethylbenzene
2',3',4',5'-tetramethylacetophenone
A
1,2,4,5-tetramethylbenzene
B
1,2,3,4-Tetramethylbenzene
C
1-(2,3,4,6-tetramethyl-phenyl)-ethanone
D
2,3,5,6-tetramethylacetophenone
Conditions | Yield |
---|---|
With aluminium trichloride In nitromethane at 20℃; for 15h; Product distribution; Mechanism; further solvent, methyl substituted acetophenones, with or without methyl substituted benzenes; | A 29.6 % Chromat. B 4.6 % Chromat. C 0.9 % Chromat. D 16.2 % Chromat. |
Conditions | Yield |
---|---|
In various solvent(s) at -20℃; Rate constant; Equilibrium constant; |
Conditions | Yield |
---|---|
at 400℃; |
1,2,4,5-tetramethylbenzene
A
1,2,3,4-Tetramethylbenzene
B
1,2,3,5-Tetramethylbenzene
Conditions | Yield |
---|---|
at 26.9℃; Zusammensetzung des Gleichgewichtsgemisches; |
1,2,4,5-tetramethylbenzene
A
1,2,3,4-Tetramethylbenzene
B
1,2,3,5-Tetramethylbenzene
Conditions | Yield |
---|---|
at 426.9℃; Zusammensetzung des Gleichgewichtsgemisches; |
2-methylpent-2-enoic acid
1,2,3,4-Tetramethylbenzene
Conditions | Yield |
---|---|
Stage #1: 2-methylpent-2-enoic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 25℃; for 2h; Inert atmosphere; Stage #2: With aluminum (III) chloride In dichloromethane at 8℃; Inert atmosphere; Stage #3: 1,2,3,4-Tetramethylbenzene In dichloromethane at 25℃; for 4h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With dipotassium peroxodisulfate; palladium diacetate; trifluoroacetic acid at 50℃; for 18h; Inert atmosphere; Sealed tube; | 98% |
formaldehyd
1,2,3,4-Tetramethylbenzene
5,6-bis(bromomethyl)-1,2,3,4-tetramethylbenzene
Conditions | Yield |
---|---|
With hydrogen bromide; acetic acid at 100℃; for 8h; | 97% |
With sulfuric acid; acetic acid; sodium bromide for 3h; Heating; | 6% |
With hydrogen bromide; acetic acid |
1,2,3,4-Tetramethylbenzene
1-iodo-2,3,4,5-tetramethylbenzene
Conditions | Yield |
---|---|
With sulfuric acid; iodine; nitric acid In acetic acid at 50 - 55℃; for 5h; | 97% |
With iodine; Selectfluor In acetonitrile at 55 - 65℃; for 1h; | 85% |
1,2,3,4-Tetramethylbenzene
silver(I) 4-methylbenzenesulfonate
[Ir(C6H2(CH3)4)((CHCHC2H4)2)](1+)*OSO2C6H4CH3(1-)=[Ir(C6H2(CH3)4)((CHCHC2H4)2)]OSO2C6H4CH3
Conditions | Yield |
---|---|
In ethanol; dichloromethane; acetone (N2); silver tosylate treated with acetone/EtOH/C6H2(CH3)4, treated with Ir complex/CH2Cl2, stirred for 14 h at room temp.; filtered, concd., Et2O added, decanted, dried (vac.), recrystd. from CH2Cl2/Et2O/pentane and CH2Cl2/Et2O; elem. anal.; | 97% |
1,2,3,4-Tetramethylbenzene
acetyl chloride
A
1,2,4,5-tetramethylbenzene
B
2',3',4',5'-tetramethylacetophenone
Conditions | Yield |
---|---|
aluminium trichloride In carbon disulfide at 25℃; for 3h; | A 2.9% B 96.4% |
With aluminium trichloride In carbon disulfide at 25℃; for 3h; | A 4.2% B 91.8% |
1,2,3,4-Tetramethylbenzene
1,2,3,4-tetramethyl-2,5-dichlorobenzene
Conditions | Yield |
---|---|
With benzyl(trimethyl)ammonium tetrachloroiodate In acetic acid for 20h; Ambient temperature; | 96% |
With 1,3-dichloro-5,5-dimethylhydantoin; acetic acid at 90℃; for 2.5h; | 33% |
With 1,3-dichloro-5,5-dimethylhydantoin In acetic acid at 90℃; for 2.5h; | 33% |
With aluminium trichloride; sulfuryl dichloride |
1,2,3,4-Tetramethylbenzene
A
1-Bromo-2,3,4,5-tetramethylbenzene
B
1,2-dibromo-3,4,5,6-tetramethylbenzene
Conditions | Yield |
---|---|
With benzyltrimethylazanium tribroman-2-uide; zinc(II) chloride In acetic acid for 2h; Ambient temperature; | A 96% B 85% |
Tiglic acid
1,2,3,4-Tetramethylbenzene
2,3,4,5,6,7-tetramethylindane-1-one
Conditions | Yield |
---|---|
Stage #1: Tiglic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane for 12h; Inert atmosphere; Stage #2: 1,2,3,4-Tetramethylbenzene With aluminum (III) chloride In dichloromethane at 8 - 25℃; for 4h; Inert atmosphere; | 96% |
1,2,3,4-Tetramethylbenzene
acetyl chloride
A
2,3,5,6-tetramethylacetophenone
B
2',3',4',5'-tetramethylacetophenone
Conditions | Yield |
---|---|
With aluminium trichloride In chloroform at 25℃; for 1h; | A 4.1% B 95.3% |
Conditions | Yield |
---|---|
With hydrogen bromide; acetic acid at 80℃; for 3h; | 95% |
trifluoromethyacrylic acid
1,2,3,4-Tetramethylbenzene
2-trifluoromethyl-3-(4',5',6',7'-tetramethylphenyl)-1-indanone
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid at 0 - 20℃; Friedel Crafts reaction; | 95% |
1,2,3,4-Tetramethylbenzene
(+/-) methyl (4,5)-trans-epoxy-(2E)-hexenoate
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In dichloromethane at -78 - -20℃; for 2h; | 94% |
[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2
1,2,3,4-Tetramethylbenzene
bis[dichloro-(η(6)-1,2,3,4-tetramethylbenzene)ruthenium]
Conditions | Yield |
---|---|
In neat (no solvent) Ru-complex was stirred in excess refluxing arene under N2 for 24 h; soln. was cooled, ppt. collected, washed with hexane; | 94% |
trifluoromethylsulfonic anhydride
1,2,3,4-Tetramethylbenzene
racemic methyl phenyl sulfoxide
S-methyl-S-phenyl-2,3,4,5-tetramethylphenyl sulfonium triflate
Conditions | Yield |
---|---|
In diethyl ether at 0 - 5℃; Inert atmosphere; | 93.67% |
1,2,3,4-Tetramethylbenzene
racemic methyl phenyl sulfoxide
trifluoromethanesulfonic acid anhydride
S-methyl-S-phenyl-2,3,4,5-tetramethylphenyl sulfonium triflate
Conditions | Yield |
---|---|
In diethyl ether at 0 - 5℃; Inert atmosphere; | 93.67% |
1,2,3,4-Tetramethylbenzene
acetic anhydride
A
1,1′-(2,3,5,6-tetramethyl-1,4-phenylene)bis(ethan-1-one)
B
2',3',4',5'-tetramethylacetophenone
C
1,3-diacetyl-2,4,5,6-tetramethylbenzene
Conditions | Yield |
---|---|
With aluminium trichloride In carbon disulfide at 50℃; for 2h; | A 5.4% B 90.6% C 2.8% |
1,2,3,4-Tetramethylbenzene
2,3-bis(bromomethyl)-1,4-bis(dibromomethyl)benzene
Conditions | Yield |
---|---|
With bromine In tetrachloromethane for 1h; Heating; Irradiation; | 90% |
1,2,3,4-Tetramethylbenzene
acryloyl chloride
4,5,6,7-tetramethyl-1H-indan-1-one
Conditions | Yield |
---|---|
With aluminium trichloride Cyclization; acylation; Heating; | 90% |
trifluoromethylsulfonic anhydride
chloromethyl p-tolyl sulfoxide
1,2,3,4-Tetramethylbenzene
(chloromethyl)(2,3,4,5-tetramethylphenyl)(p-tolyl)sulfonium triflate
Conditions | Yield |
---|---|
In diethyl ether at 0 - 5℃; Inert atmosphere; | 89.74% |
chloromethyl p-tolyl sulfoxide
1,2,3,4-Tetramethylbenzene
Conditions | Yield |
---|---|
Stage #1: chloromethyl p-tolyl sulfoxide; 1,2,3,4-Tetramethylbenzene With trifluoromethylsulfonic anhydride In diethyl ether at -60℃; for 4h; Stage #2: With tetrafluoroboric acid In diethyl ether for 0.5h; | 89% |
trifluoromethylsulfonic anhydride
1,2,3,4-Tetramethylbenzene
propyl phenyl sulfoxide
Conditions | Yield |
---|---|
In diethyl ether at -78℃; for 2h; Inert atmosphere; | 89% |
1,2,3,4-Tetramethylbenzene
1,2-dibromo-3,4,5,6-tetramethylbenzene
Conditions | Yield |
---|---|
With bromine; iodine In dichloromethane for 3h; | 88% |
With bromine; zinc(II) chloride In acetic acid at 20℃; for 14h; | 85% |
With bromine; zinc(II) chloride In acetic acid at 20℃; for 14h; | 85% |
Conditions | Yield |
---|---|
With N,N,N-trimethylbenzenemethanaminium dichloroiodate; zinc(II) chloride In acetic acid at 70℃; for 24h; | 88% |
With sulfuric acid; iodine; periodic acid In water; acetic acid at 50 - 55℃; Suzuki iodination; | 83% |
With iodine; Selectfluor In acetonitrile at 55 - 65℃; for 2.5h; | 67% |
With sulfuric acid; iodine; periodic acid In acetic acid | |
With sulfuric acid; iodine; periodic acid In acetic acid |
4-butanolide
1,2,3,4-Tetramethylbenzene
4-(2,3,4,5-Tetramethylphenyl)buttersaeure
Conditions | Yield |
---|---|
With aluminium trichloride at 60℃; for 2h; | 88% |
(E)-2-methylbut-2-enoyl chloride
1,2,3,4-Tetramethylbenzene
2,3,4,5,6,7-tetramethylindane-1-one
Conditions | Yield |
---|---|
With aluminium trichloride In carbon disulfide Heating; | 88% |
With aluminium trichloride Cyclization; acylation; Heating; | 87% |
Stage #1: (E)-2-methylbut-2-enoyl chloride With aluminum (III) chloride In dichloromethane Inert atmosphere; Stage #2: 1,2,3,4-Tetramethylbenzene In dichloromethane at 25℃; for 4h; Inert atmosphere; | 77.25 g |
1,2,3,4-Tetramethylbenzene
2,3,4,5-tetramethyl-1-nitrobenzene
Conditions | Yield |
---|---|
With silver nitrate; boron trifluoride In acetonitrile at 25℃; for 8h; | 86% |
With silver nitrate; boron trifluoride In acetonitrile at 25℃; for 5h; competitive nitration benzene, relative rate; | |
With nitric acid |
Molecular Formula of 1,2,3,4-Tetramethylbenzene (CAS NO.488-23-3): C10H14
Molecular Weight: 134.22 g/mol
EINECS: 202-465-7
Flashing point: 69.7 °C
Index of Refraction: 1.5190
Density: 0.838 g/mL at 25 °C(lit.)
Boiling Point: 0.838 g/mL at 25 °C(lit.)
Melting point: 76-80 °C(lit.)
Structure of 1,2,3,4-Tetramethylbenzene (CAS NO.488-23-3):
IUPAC Name: 1,2,3,4-Tetramethylbenzene
1. | skn-rbt 100 mg/24H MLD | DCTODJ Drug and Chemical Toxicology. 1 (1978),219. | ||
2. | orl-rat LD50:6408 mg/kg | DCTODJ Drug and Chemical Toxicology. 1 (1978),219. |
Reported in EPA TSCA Inventory.
Mildly toxic by ingestion. A skin irritant. A flammable material. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes of 1,2,3,4-Tetramethylbenzene (CAS NO.488-23-3): F
Risk Statements:
R11:Highly flammable.
Safety Statements:
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37:Wear suitable gloves.
RIDADR UN 1325 4.1/PG 2
WGK Germany 1
RTECS DC0500000
1,2,3,4-Tetramethylbenzene , its cas register number is 488-23-3. It also can be called Prehnitene ; and Benzene, 1,2,3,4-tetramethyl- .
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