Product Name

  • Name

    1,2,4-Trimethoxybenzene

  • EINECS 205-219-7
  • CAS No. 135-77-3
  • Article Data48
  • CAS DataBase
  • Density 1.041 g/cm3
  • Solubility Not miscible in water.
  • Melting Point 19 - 21oC
  • Formula C9H12O3
  • Boiling Point 247 °C at 760 mmHg
  • Molecular Weight 168.192
  • Flash Point 77.9 °C
  • Transport Information
  • Appearance clear light yellow to yellow-brown liquid
  • Safety 23-24/25
  • Risk Codes
  • Molecular Structure Molecular Structure of 135-77-3 (1,2,4-Trimethoxybenzene)
  • Hazard Symbols IrritantXi
  • Synonyms Benzene,1,2,4-trimethoxy-;TMB 124;EPA Pesticide Chemical Code 040515;1,2,4-Trimethoxy Benzene;
  • PSA 27.69000
  • LogP 1.71240

Synthetic route

1,2,4-triacetoxybenzene
613-03-6

1,2,4-triacetoxybenzene

dimethyl sulfate
77-78-1

dimethyl sulfate

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

Conditions
ConditionsYield
Stage #1: 1,2,4-triacetoxybenzene With methanol; potassium hydroxide at 40℃; for 0.133333h; Inert atmosphere;
Stage #2: dimethyl sulfate With potassium carbonate at 60℃; for 0.5h; pH=8.5; Reagent/catalyst; Inert atmosphere;
99.4%
With methanol; sodium hydroxide
Alkaline aq. solution;
1,2,4-Trihydroxybenzene
533-73-3

1,2,4-Trihydroxybenzene

dimethyl sulfate
77-78-1

dimethyl sulfate

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 20℃; for 12h;99%
With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 16h; Inert atmosphere;96%
With sodium hydroxide
2,4-dibromoanisole
21702-84-1

2,4-dibromoanisole

sodium methylate
124-41-4

sodium methylate

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

Conditions
ConditionsYield
With methanol; Methyl formate; copper(l) chloride at 115℃; for 2h; Autoclave; Green chemistry;98%
3,4-dimethoxyphenol
2033-89-8

3,4-dimethoxyphenol

methyl iodide
74-88-4

methyl iodide

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

Conditions
ConditionsYield
Stage #1: 3,4-dimethoxyphenol With potassium carbonate In acetone at 40 - 45℃; for 1h; Inert atmosphere;
Stage #2: methyl iodide In acetone for 7h; Reflux; Inert atmosphere;
97%
With n-butyllithium In tetrahydrofuran at 0℃;
3,4-dimethoxyphenol
2033-89-8

3,4-dimethoxyphenol

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

Conditions
ConditionsYield
With magnesium oxide In N,N-dimethyl-formamide at 170℃; for 0.5h; Microwave irradiation; Green chemistry;96%
2,5-dimethoxyphenol
18113-18-3

2,5-dimethoxyphenol

dimethyl sulfate
77-78-1

dimethyl sulfate

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

Conditions
ConditionsYield
With potassium hydroxide In dimethyl sulfoxide95%
3,4-dimethoxyphenol
2033-89-8

3,4-dimethoxyphenol

dimethyl sulfate
77-78-1

dimethyl sulfate

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

Conditions
ConditionsYield
With potassium hydroxide for 1.5h; Heating;90%
1-styryl-2,4,5-trimethoxybenzene

1-styryl-2,4,5-trimethoxybenzene

A

2-phenylnaphthalene
612-94-2

2-phenylnaphthalene

B

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

Conditions
ConditionsYield
With trifluoroacetic acid In water at 80℃; for 0.5h; Diels-Alder Cycloaddition;A 90%
B n/a
2,4,5-trimethoxybenzoic acid potassium salt

2,4,5-trimethoxybenzoic acid potassium salt

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

Conditions
ConditionsYield
With trifluoroacetic acid; palladium(II) trifluoroacetate In dimethyl sulfoxide at 70℃;55%
Stage #1: 2,4,5-trimethoxybenzoic acid potassium salt With palladium(II) trifluoroacetate In dimethyl sulfoxide at 80℃; for 0.5h;
Stage #2: With trifluoroacetic acid In dimethyl sulfoxide at 70℃;
55%
N-acetylindole
576-15-8

N-acetylindole

sodium 2,4,5-trimethoxybenzoate
83813-98-3

sodium 2,4,5-trimethoxybenzoate

A

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

B

2-(2',4',5'-trimethoxyphenyl)-N-acetylindole
1235306-66-7

2-(2',4',5'-trimethoxyphenyl)-N-acetylindole

C

2,2',4,4',5,5'-hexamethoxybiphenyl
1702-67-6

2,2',4,4',5,5'-hexamethoxybiphenyl

Conditions
ConditionsYield
Stage #1: sodium 2,4,5-trimethoxybenzoate With palladium(II) trifluoroacetate In dimethyl sulfoxide at 80℃; for 0.5h; Inert atmosphere;
Stage #2: N-acetylindole With dimethyl sulfoxide; propionic acid In 1,4-dioxane at 80℃; for 15h; Inert atmosphere;
A 51%
B 13%
C 11%
4-nitro-1H-pyrazole
2075-46-9

4-nitro-1H-pyrazole

1,1,4,4-tetramethoxycyclohexa-2,5-diene
15791-03-4

1,1,4,4-tetramethoxycyclohexa-2,5-diene

A

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

B

1,4-dimethoxy-2-(4-nitropyrazol-1-yl)benzene

1,4-dimethoxy-2-(4-nitropyrazol-1-yl)benzene

Conditions
ConditionsYield
at 110℃; for 5h;A 44%
B 44%
asaronic acid
490-64-2

asaronic acid

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

Conditions
ConditionsYield
With silver(I) acetate; potassium carbonate In 1-methyl-pyrrolidin-2-one at 120℃; for 16h; Inert atmosphere;43%
With palladium(II) trifluoroacetate; trifluoroacetic acid In dimethyl sulfoxide; N,N-dimethyl-formamide at 70℃; for 24h;25%
With extinguished lime; calcium carbonate bei der Destillation;
With Tetrabutylammonium hydrogen diacetate; silver carbonate; tricyclohexylphosphine In 1,2-dimethoxyethane at 120℃; for 24h; Inert atmosphere;90 %Chromat.
3,5-dimethyl-4-nitro-1H-pyrazole
14531-55-6

3,5-dimethyl-4-nitro-1H-pyrazole

1,1,4,4-tetramethoxycyclohexa-2,5-diene
15791-03-4

1,1,4,4-tetramethoxycyclohexa-2,5-diene

A

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

B

2-(3,5-dimethyl-4-nitropyrazol-1-yl)-1,4-dimethoxybenzene

2-(3,5-dimethyl-4-nitropyrazol-1-yl)-1,4-dimethoxybenzene

Conditions
ConditionsYield
at 110℃; for 5h;A 36%
B 33%
2',4'-dihydroxy-4-acetophenone
89-84-9

2',4'-dihydroxy-4-acetophenone

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

Conditions
ConditionsYield
at 50℃; Reaktion ueber mehrere Stufen;
1-(2,4-dihydroxyphenyl)-2-(4-methoxyphenyl)ethanone
487-49-0

1-(2,4-dihydroxyphenyl)-2-(4-methoxyphenyl)ethanone

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

Conditions
ConditionsYield
With sodium hydroxide; dihydrogen peroxide at 50℃; Reaktion ueber mehrere Stufen;
methoxyhydroquinone
824-46-4

methoxyhydroquinone

dimethyl sulfate
77-78-1

dimethyl sulfate

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

2,4,5-trihydroxybenzoic acid
610-90-2

2,4,5-trihydroxybenzoic acid

dimethyl sulfate
77-78-1

dimethyl sulfate

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

Conditions
ConditionsYield
With potassium hydroxide
methoxyhydroquinone
824-46-4

methoxyhydroquinone

methyl iodide
74-88-4

methyl iodide

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

Conditions
ConditionsYield
With potassium hydroxide
2,4-dimethoxyphenol
13330-65-9

2,4-dimethoxyphenol

sodium methylate
124-41-4

sodium methylate

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

Conditions
ConditionsYield
In N,N,N,N,N,N-hexamethylphosphoric triamide
2-chloro-1,4-dimethoxybenzene
2100-42-7

2-chloro-1,4-dimethoxybenzene

potassium methanolate
865-33-8

potassium methanolate

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

Conditions
ConditionsYield
With 18-crown-6 ether; iodine; chromium(0) hexacarbonyl 1.) diglyme, cyclohexane, reflux, 95 h, 2.) benzene, 70 deg C, 3.5 h, 3.) THF, R.T., 30 min; Yield given. Multistep reaction;
1-(3,4-dimethoxyphenyl)-2-(2-methoxyphenoxy)ethanol
17078-88-5

1-(3,4-dimethoxyphenyl)-2-(2-methoxyphenoxy)ethanol

sodium methylate
124-41-4

sodium methylate

A

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

B

1-methoxy-2-(methoxymethoxy)benzene
73220-26-5

1-methoxy-2-(methoxymethoxy)benzene

C

3,4-dimethoxy-benzaldehyde
120-14-9

3,4-dimethoxy-benzaldehyde

D

2-methoxy-phenol
90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
With sodium perchlorate In methanol; dichloromethane Product distribution; Mechanism; anodic oxidation (undivided cell, Pt foil anode, W wire cathode, 50 mA, 3 F mol-1), other substrates;
4-methoxy-phenol
150-76-5

4-methoxy-phenol

dimethyl sulfate
77-78-1

dimethyl sulfate

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

Conditions
ConditionsYield
With oxygen; copper; sodium carbonate; copper(I) chloride 1.) CH3CN; Multistep reaction;
(+-)-2.4-dihydroxy-benzoin

(+-)-2.4-dihydroxy-benzoin

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

Conditions
ConditionsYield
With sodium hydroxide; dihydrogen peroxide at 50℃; Reaktion ueber mehrere Stufen;
asaronic acid
490-64-2

asaronic acid

lime/chalk/

lime/chalk/

A

carbon dioxide
124-38-9

carbon dioxide

B

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

Conditions
ConditionsYield
bei der Destillation;
methanol
67-56-1

methanol

diazotized 6-amino-2.3-dimethoxy-benzoic acid

diazotized 6-amino-2.3-dimethoxy-benzoic acid

A

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

B

2,3-dimethoxybenzoic acid
1521-38-6

2,3-dimethoxybenzoic acid

Conditions
ConditionsYield
With hydrogenchloride
methanol
67-56-1

methanol

2,4,5-trihydroxybenzoic acid
610-90-2

2,4,5-trihydroxybenzoic acid

dimethyl sulfate
77-78-1

dimethyl sulfate

KOH-solution

KOH-solution

A

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

B

asaronic acid
490-64-2

asaronic acid

C

2,2',4,4',5,5'-hexamethoxybiphenyl
1702-67-6

2,2',4,4',5,5'-hexamethoxybiphenyl

D

2-hydroxy-4,5-dimethoxybenzoic acid
5722-93-0

2-hydroxy-4,5-dimethoxybenzoic acid

1,2,4-trimethoxybenzene radical cation
135-77-3

1,2,4-trimethoxybenzene radical cation

7,8-dihydro-8-oxo-2'-deoxyguanosine
88847-89-6

7,8-dihydro-8-oxo-2'-deoxyguanosine

A

2-Amino-8-hydroxy-9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1,9-dihydro-purin-6-one

2-Amino-8-hydroxy-9-((2R,4S,5R)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1,9-dihydro-purin-6-one

B

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

Conditions
ConditionsYield
In water at 20 - 25℃; pH=3.0; Kinetics; Equilibrium constant; Oxidation;
p-benzoquinone
106-51-4

p-benzoquinone

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
2: Alkaline aq. solution
View Scheme
sodium 2,4,5-trimethoxybenzoate
83813-98-3

sodium 2,4,5-trimethoxybenzoate

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

Conditions
ConditionsYield
With palladium diacetate; Tetrabutylammonium hydrogen diacetate; tricyclohexylphosphine In 1,2-dimethoxyethane at 120℃; for 24h; Inert atmosphere;8 %Chromat.
1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

diphenyl(2,4,5-trimethoxyphenyl)methane

diphenyl(2,4,5-trimethoxyphenyl)methane

Conditions
ConditionsYield
With o-benzenedisulfonimide In neat (no solvent) at 20℃; for 1.5h; Friedel-Crafts Alkylation;100%
With 2C2H6O2*ZnCl2 at 90℃; for 1h; Temperature; Reagent/catalyst; Friedel-Crafts Alkylation;85%
With hydrogenchloride; ethanol
1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

1,2,4-trimethoxy-5-nitrobenzene
14227-14-6

1,2,4-trimethoxy-5-nitrobenzene

Conditions
ConditionsYield
With Nitrogen dioxide In dichloromethane in the dark; -78 deg C, 2 min; RT, 15 min;100%
With tert.-butylnitrite In acetonitrile at 20℃; for 1h;95%
With 3-(ethoxycarbonyl)-1-(5-methyl-5-(nitrosooxy)hexyl)pyridin-1-ium bis(trifluoromethanesulfonyl)imide at 20℃; for 2h; Ionic liquid;93%
1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

1-iodo-2,4,5-trimethoxybenzene
23149-33-9

1-iodo-2,4,5-trimethoxybenzene

Conditions
ConditionsYield
With iodine; silver trifluoroacetate In dichloromethane at 0℃; for 8h;100%
With N-iodo-succinimide; trifluoroacetic acid In acetonitrile at 20℃; for 0.1h;99%
With N-iodo-succinimide In acetonitrile at 20℃; for 16h; Inert atmosphere; Schlenk technique;99%
1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

1-bromo-2,4,5-trimethoxybenzene
20129-11-7

1-bromo-2,4,5-trimethoxybenzene

Conditions
ConditionsYield
With poly(4-vinylpyridine)-supported bromate; potassium bromide In acetonitrile for 5h;100%
With bromine In dichloromethane at 0℃;100%
With benzyltriphenylphosphonium peroxodisulfate; potassium bromide In acetonitrile for 2.5h; Heating;100%
1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

1,1'-[(4-nitrophenyl)methanediyl]bis(2,4,5-trimethoxybenzene)
54921-89-0

1,1'-[(4-nitrophenyl)methanediyl]bis(2,4,5-trimethoxybenzene)

Conditions
ConditionsYield
With o-benzenedisulfonimide at 130℃; for 0.25h; Friedel Crafts alkylation;100%
With air; iodine In toluene at 20℃; for 72h; Friedel Crafts alkylation;99%
With niobium pentachloride In dichloromethane at 0 - 20℃; for 24h; Friedel-Crafts Alkylation;98%
1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

methyl iodide
74-88-4

methyl iodide

2,3,6-trimethoxytoluene
25576-97-0

2,3,6-trimethoxytoluene

Conditions
ConditionsYield
Stage #1: 1,2,4-trimethoxy-benzene With n-butyllithium
Stage #2: methyl iodide
100%
Stage #1: 1,2,4-trimethoxy-benzene With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 1h; Inert atmosphere;
Stage #2: methyl iodide In tetrahydrofuran; hexane for 1h; Inert atmosphere;
99%
Stage #1: 1,2,4-trimethoxy-benzene With n-butyllithium In tetrahydrofuran; hexane at -78 - 20℃; for 1.33333h; Inert atmosphere;
Stage #2: methyl iodide In tetrahydrofuran; hexane at -78 - 20℃; for 2h; Inert atmosphere;
99%
1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

4,4'-Dimethoxybenzhydrol
728-87-0

4,4'-Dimethoxybenzhydrol

bis(4-methoxyphenyl)(2,4,5-trimethoxyphenyl)methane
1562305-57-0

bis(4-methoxyphenyl)(2,4,5-trimethoxyphenyl)methane

Conditions
ConditionsYield
With o-benzenedisulfonimide In neat (no solvent) at 20℃; for 0.25h; Friedel-Crafts Alkylation;100%
1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

C9H10(2)H2O3

C9H10(2)H2O3

Conditions
ConditionsYield
With perchloric acid; d(4)-methanol at 75℃; for 15h; Inert atmosphere;100%
formaldehyd
50-00-0

formaldehyd

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

bis(2,4,5-trimethoxyphenyl)methane
30038-32-5

bis(2,4,5-trimethoxyphenyl)methane

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In acetonitrile at 0 - 20℃; for 1h; Friedel-Crafts Alkylation;99%
With 1-methyl-3-(propyl-3-sulfonyl)imidazolium trifluoromethanesulfonate In neat (no solvent) at 40℃; for 0.5h; Friedel-Crafts Alkylation; Green chemistry;99%
With sulfuric acid; acetic acid
1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

benzaldehyde
100-52-7

benzaldehyde

1,1'-(phenylmethanediyl)bis(2,4,5-trimethoxybenzene)
54921-86-7

1,1'-(phenylmethanediyl)bis(2,4,5-trimethoxybenzene)

Conditions
ConditionsYield
With 1-methyl-3-(propyl-3-sulfonyl)imidazolium trifluoromethanesulfonate In neat (no solvent) at 40℃; for 0.5h; Catalytic behavior; Reagent/catalyst; Temperature; Friedel-Crafts Alkylation; Green chemistry;99%
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.0833333h; Friedel-Crafts Alkylation;95%
With o-benzenedisulfonimide at 130℃; for 3.5h; Friedel Crafts alkylation; neat (no solvent);93%
1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

2,3,5,6-tetramethyl-4-oxo-1-phenylthiocyclohexa-2,5-dienyl 2-chloroacetate
194720-38-2

2,3,5,6-tetramethyl-4-oxo-1-phenylthiocyclohexa-2,5-dienyl 2-chloroacetate

A

1,2,4-trimethoxy-5-phenylsulfanylbenzene

1,2,4-trimethoxy-5-phenylsulfanylbenzene

B

4-hydroxy-2,3,5,6-tetramethylphenyl 2-chloroacetate

4-hydroxy-2,3,5,6-tetramethylphenyl 2-chloroacetate

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In acetonitrile for 0.166667h; Yields of byproduct given;A 99%
B n/a
1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

2,3,5,6-tetramethyl-4-oxo-1-phenylthiocyclohexa-2,5-dienyl 2-chloroacetate
194720-38-2

2,3,5,6-tetramethyl-4-oxo-1-phenylthiocyclohexa-2,5-dienyl 2-chloroacetate

1,2,4-trimethoxy-5-phenylsulfanylbenzene

1,2,4-trimethoxy-5-phenylsulfanylbenzene

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In acetonitrile at -30 - 20℃; for 0.166667h;99%
2-Phenylpropanal
34713-70-7

2-Phenylpropanal

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

C27H32O6
1195735-85-3

C27H32O6

Conditions
ConditionsYield
With air; iodine In toluene at 20℃; for 130h; Friedel Crafts alkylation;99%
1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

1,1'-[(4-chlorophenyl)methanediyl]bis(2,4,5-trimethoxybenzene)
1190880-27-3

1,1'-[(4-chlorophenyl)methanediyl]bis(2,4,5-trimethoxybenzene)

Conditions
ConditionsYield
With niobium pentachloride In dichloromethane at 0 - 20℃; for 24h; Friedel-Crafts Alkylation;99%
With 1-methyl-3-(propyl-3-sulfonyl)imidazolium trifluoromethanesulfonate In neat (no solvent) at 40℃; for 0.5h; Friedel-Crafts Alkylation; Green chemistry;91%
With silica supported o-benzenedisulfonimide at 20℃; for 1.25h; Friedel Crafts alkylation; neat (no solvent);90%
With air; iodine In toluene at 20℃; for 72h; Friedel Crafts alkylation;88%
1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

cyclohexanecarbaldehyde
2043-61-0

cyclohexanecarbaldehyde

5,5'-(cyclohexylmethylene)bis(1,2,4-trimethoxybenzene)
1195735-86-4

5,5'-(cyclohexylmethylene)bis(1,2,4-trimethoxybenzene)

Conditions
ConditionsYield
With air; iodine In toluene at 20℃; for 72h; Friedel Crafts alkylation;99%
With trifluorormethanesulfonic acid In acetonitrile at 0 - 20℃; for 24h; Friedel-Crafts Alkylation;83%
6-bromohexanoyl chloride
22809-37-6

6-bromohexanoyl chloride

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

6-bromo-1-(2,4,5-trimethoxyphenyl)hexan-1-one
1268333-97-6

6-bromo-1-(2,4,5-trimethoxyphenyl)hexan-1-one

Conditions
ConditionsYield
With aluminum (III) chloride In dichloromethane at -10 - 20℃; Friedel Crafts Acylation;99%
3-pyridinecarboxaldehyde
500-22-1

3-pyridinecarboxaldehyde

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

3-[bis(2,4,5-trimethoxyphenyl)methyl]pyridine
1431862-12-2

3-[bis(2,4,5-trimethoxyphenyl)methyl]pyridine

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In acetonitrile at 0 - 20℃; for 24h; Friedel-Crafts Alkylation;99%
1-(4-methoxyphenyl)but-3-en-1-ol
24165-60-4

1-(4-methoxyphenyl)but-3-en-1-ol

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

1,2,4-trimethoxy-5-[1-(4-methoxyphenyl)but-3-en-1-yl]benzene
1431862-22-4

1,2,4-trimethoxy-5-[1-(4-methoxyphenyl)but-3-en-1-yl]benzene

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In acetonitrile at 0 - 20℃; for 0.75h;99%
1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

triethyl phosphite
122-52-1

triethyl phosphite

diethyl (2,4,5-trimethoxyphenyl)phosphonate

diethyl (2,4,5-trimethoxyphenyl)phosphonate

Conditions
ConditionsYield
With ammonium peroxydisulfate; tris(2,2′-bipyrazine-N1,N1′)ruthenium(II) hexafluorophosphate In acetonitrile at 25℃; for 20h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; Irradiation;99%
1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

trimethyl orthoformate
149-73-5

trimethyl orthoformate

tris(2,4,5-trimethoxyphenyl)methane
14470-07-6

tris(2,4,5-trimethoxyphenyl)methane

Conditions
ConditionsYield
With bismuth(lll) trifluoromethanesulfonate In neat liquid at 20℃; for 3h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Friedel-Crafts Alkylation;99%
1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

2,2',4,4',5,5'-hexamethoxybiphenyl
1702-67-6

2,2',4,4',5,5'-hexamethoxybiphenyl

Conditions
ConditionsYield
With molybdenum(V) chloride In dichloromethane at 20℃; for 0.5h;98%
With boron trifluoride diethyl etherate; bis-[(trifluoroacetoxy)iodo]benzene In dichloromethane at -40℃; for 1.5h;92%
With iron(III) chloride on silica In dichloromethane Product distribution; Mechanism; variation of conditions, other dimethoxyaryls;89%
1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

3-nitro-benzaldehyde
99-61-6

3-nitro-benzaldehyde

1,1′-[(3-nitrophenyl)methanediyl]bis(2,4,5-trimethoxybenzene)
54921-75-4

1,1′-[(3-nitrophenyl)methanediyl]bis(2,4,5-trimethoxybenzene)

Conditions
ConditionsYield
With niobium pentachloride In dichloromethane at 0 - 20℃; for 24h; Friedel-Crafts Alkylation;98%
With PEG-400 at 50 - 60℃; for 2h; Friedel-Crafts Alkylation; Green chemistry;95%
With hydrogenchloride; acetic acid
1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

1,1'-[(4-fluorophenyl)methanediyl]bis(2,4,5-trimethoxybenzene)
1195735-76-2

1,1'-[(4-fluorophenyl)methanediyl]bis(2,4,5-trimethoxybenzene)

Conditions
ConditionsYield
With niobium pentachloride In dichloromethane at 0 - 20℃; for 24h; Friedel-Crafts Alkylation;98%
With air; iodine In toluene at 20℃; for 72h; Friedel Crafts alkylation;97%
With 1-methyl-3-(propyl-3-sulfonyl)imidazolium trifluoromethanesulfonate In neat (no solvent) at 40℃; for 1h; Friedel-Crafts Alkylation; Green chemistry;92%
1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

1,1'-[(4-bromophenyl)methanediyl]bis(2,4,5-trimethoxybenzene)
1195735-78-4

1,1'-[(4-bromophenyl)methanediyl]bis(2,4,5-trimethoxybenzene)

Conditions
ConditionsYield
With air; iodine In toluene at 20℃; for 72h; Friedel Crafts alkylation;98%
With trifluorormethanesulfonic acid In acetonitrile at 0 - 20℃; for 24h; Friedel-Crafts Alkylation;96%
With niobium pentachloride In dichloromethane at 0 - 20℃; for 24h; Friedel-Crafts Alkylation;96%
difluoromethyl phenyl sulfide
1535-67-7

difluoromethyl phenyl sulfide

1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

asaraldehyde
4460-86-0

asaraldehyde

Conditions
ConditionsYield
Stage #1: difluoromethyl phenyl sulfide; 1,2,4-trimethoxy-benzene With tin(IV) chloride In dichloromethane at 20℃; for 2h; Inert atmosphere;
Stage #2: With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dichloromethane; water; dimethyl sulfoxide at 20℃; for 2h;
98%
1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

prenyl bromide
870-63-3

prenyl bromide

1,2,4-trimethoxy-3-(3-methylbut-2-en-1-yl)benzene

1,2,4-trimethoxy-3-(3-methylbut-2-en-1-yl)benzene

Conditions
ConditionsYield
Stage #1: 1,2,4-trimethoxy-benzene With n-butyllithium In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;
Stage #2: prenyl bromide In tetrahydrofuran at 20℃; for 12h; Inert atmosphere;
98%
1,2,4-trimethoxy-benzene
135-77-3

1,2,4-trimethoxy-benzene

3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

1,1'-[(3,4,5-trimethoxyphenyl)methanediyl]bis(2,4,5-trimethoxybenzene)
54921-97-0

1,1'-[(3,4,5-trimethoxyphenyl)methanediyl]bis(2,4,5-trimethoxybenzene)

Conditions
ConditionsYield
With niobium pentachloride In dichloromethane at 0 - 20℃; for 24h; Friedel-Crafts Alkylation;98%

1,2,4-Trimethoxybenzene Chemical Properties

The molecular structure of 1,2,4-Trimethoxybenzene (CAS NO.135-77-3):

IUPAC Name: 1,2,4-Trimethoxybenzene 
Molecular Weight: 168.18978 g/mol
Molecular Formula: C9H12O3 
Density: 1.041 g/cm3 
Boiling Point: 247 °C at 760 mmHg 
Flash Point: 77.9 °C
Index of Refraction: 1.485
Molar Refractivity: 46.28 cm3
Molar Volume: 161.4 cm3
Surface Tension: 29.8 dyne/cm 
Enthalpy of Vaporization: 46.45 kJ/mol
Vapour Pressure: 0.0413 mmHg at 25 °C
XLogP3: 2.1
H-Bond Acceptor: 3
Rotatable Bond Count: 3
Exact Mass: 168.078644
MonoIsotopic Mass: 168.078644
Topological Polar Surface Area: 27.7
Heavy Atom Count: 12
Canonical SMILES: COC1=CC(=C(C=C1)OC)OC
InChI: InChI=1S/C9H12O3/c1-10-7-4-5-8(11-2)9(6-7)12-3/h4-6H,1-3H3
InChIKey: AGIQIOSHSMJYJP-UHFFFAOYSA-N
EINECS: 205-219-7
Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives; Benzene derivates; Anisoles, Alkyloxy Compounds & Phenylacetates

1,2,4-Trimethoxybenzene Uses

 1,2,4-Trimethoxybenzene (CAS NO.135-77-3) is used as pharmaceutical intermediates.

1,2,4-Trimethoxybenzene Safety Profile

Hazard Codes: IrritantXi
Safety Statements: 23-24/25 
S23:Do not breathe vapour. 
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
RTECS: DC2770000
Hazard Note: Irritant
HS Code: 29093090

1,2,4-Trimethoxybenzene Specification

 1,2,4-Trimethoxybenzene (CAS NO.135-77-3) is also named as AI3-20797 ; EPA Pesticide Chemical Code 040515 ; Benzene, 1,2,4-trimethoxy- ; 1,2,4-Trimethoxy Benzene . 1,2,4-Trimethoxybenzene (CAS NO.135-77-3) is clear light yellow to yellow-brown liquid.

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