Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
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 |
Conditions | Yield |
---|---|
With methanol; Methyl formate; copper(l) chloride at 115℃; for 2h; Autoclave; Green chemistry; | 98% |
Conditions | Yield |
---|---|
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
carbonic acid dimethyl ester
1,2,4-trimethoxy-benzene
Conditions | Yield |
---|---|
With magnesium oxide In N,N-dimethyl-formamide at 170℃; for 0.5h; Microwave irradiation; Green chemistry; | 96% |
Conditions | Yield |
---|---|
With potassium hydroxide In dimethyl sulfoxide | 95% |
Conditions | Yield |
---|---|
With potassium hydroxide for 1.5h; Heating; | 90% |
Conditions | Yield |
---|---|
With trifluoroacetic acid In water at 80℃; for 0.5h; Diels-Alder Cycloaddition; | A 90% B n/a |
1,2,4-trimethoxy-benzene
Conditions | Yield |
---|---|
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
sodium 2,4,5-trimethoxybenzoate
A
1,2,4-trimethoxy-benzene
B
2-(2',4',5'-trimethoxyphenyl)-N-acetylindole
C
2,2',4,4',5,5'-hexamethoxybiphenyl
Conditions | Yield |
---|---|
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
1,1,4,4-tetramethoxycyclohexa-2,5-diene
A
1,2,4-trimethoxy-benzene
Conditions | Yield |
---|---|
at 110℃; for 5h; | A 44% B 44% |
Conditions | Yield |
---|---|
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
1,1,4,4-tetramethoxycyclohexa-2,5-diene
A
1,2,4-trimethoxy-benzene
Conditions | Yield |
---|---|
at 110℃; for 5h; | A 36% B 33% |
Conditions | Yield |
---|---|
at 50℃; Reaktion ueber mehrere Stufen; |
Conditions | Yield |
---|---|
With sodium hydroxide; dihydrogen peroxide at 50℃; Reaktion ueber mehrere Stufen; |
Conditions | Yield |
---|---|
With potassium hydroxide |
Conditions | Yield |
---|---|
With potassium hydroxide |
Conditions | Yield |
---|---|
In N,N,N,N,N,N-hexamethylphosphoric triamide |
2-chloro-1,4-dimethoxybenzene
potassium methanolate
1,2,4-trimethoxy-benzene
Conditions | Yield |
---|---|
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
sodium methylate
A
1,2,4-trimethoxy-benzene
B
1-methoxy-2-(methoxymethoxy)benzene
C
3,4-dimethoxy-benzaldehyde
D
2-methoxy-phenol
Conditions | Yield |
---|---|
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; |
Conditions | Yield |
---|---|
With oxygen; copper; sodium carbonate; copper(I) chloride 1.) CH3CN; Multistep reaction; |
1,2,4-trimethoxy-benzene
Conditions | Yield |
---|---|
With sodium hydroxide; dihydrogen peroxide at 50℃; Reaktion ueber mehrere Stufen; |
Conditions | Yield |
---|---|
bei der Destillation; |
Conditions | Yield |
---|---|
With hydrogenchloride |
methanol
2,4,5-trihydroxybenzoic acid
dimethyl sulfate
A
1,2,4-trimethoxy-benzene
B
asaronic acid
C
2,2',4,4',5,5'-hexamethoxybiphenyl
D
2-hydroxy-4,5-dimethoxybenzoic acid
1,2,4-trimethoxybenzene radical cation
7,8-dihydro-8-oxo-2'-deoxyguanosine
B
1,2,4-trimethoxy-benzene
Conditions | Yield |
---|---|
In water at 20 - 25℃; pH=3.0; Kinetics; Equilibrium constant; Oxidation; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: Alkaline aq. solution View Scheme |
sodium 2,4,5-trimethoxybenzoate
1,2,4-trimethoxy-benzene
Conditions | Yield |
---|---|
With palladium diacetate; Tetrabutylammonium hydrogen diacetate; tricyclohexylphosphine In 1,2-dimethoxyethane at 120℃; for 24h; Inert atmosphere; | 8 %Chromat. |
Conditions | Yield |
---|---|
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
1,2,4-trimethoxy-5-nitrobenzene
Conditions | Yield |
---|---|
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
1-iodo-2,4,5-trimethoxybenzene
Conditions | Yield |
---|---|
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
1-bromo-2,4,5-trimethoxybenzene
Conditions | Yield |
---|---|
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
4-nitrobenzaldehdye
1,1'-[(4-nitrophenyl)methanediyl]bis(2,4,5-trimethoxybenzene)
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
4,4'-Dimethoxybenzhydrol
bis(4-methoxyphenyl)(2,4,5-trimethoxyphenyl)methane
Conditions | Yield |
---|---|
With o-benzenedisulfonimide In neat (no solvent) at 20℃; for 0.25h; Friedel-Crafts Alkylation; | 100% |
1,2,4-trimethoxy-benzene
Conditions | Yield |
---|---|
With perchloric acid; d(4)-methanol at 75℃; for 15h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
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
benzaldehyde
1,1'-(phenylmethanediyl)bis(2,4,5-trimethoxybenzene)
Conditions | Yield |
---|---|
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
2,3,5,6-tetramethyl-4-oxo-1-phenylthiocyclohexa-2,5-dienyl 2-chloroacetate
Conditions | Yield |
---|---|
With trimethylsilyl trifluoromethanesulfonate In acetonitrile for 0.166667h; Yields of byproduct given; | A 99% B n/a |
1,2,4-trimethoxy-benzene
2,3,5,6-tetramethyl-4-oxo-1-phenylthiocyclohexa-2,5-dienyl 2-chloroacetate
Conditions | Yield |
---|---|
With trimethylsilyl trifluoromethanesulfonate In acetonitrile at -30 - 20℃; for 0.166667h; | 99% |
Conditions | Yield |
---|---|
With air; iodine In toluene at 20℃; for 130h; Friedel Crafts alkylation; | 99% |
1,2,4-trimethoxy-benzene
4-chlorobenzaldehyde
1,1'-[(4-chlorophenyl)methanediyl]bis(2,4,5-trimethoxybenzene)
Conditions | Yield |
---|---|
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
cyclohexanecarbaldehyde
5,5'-(cyclohexylmethylene)bis(1,2,4-trimethoxybenzene)
Conditions | Yield |
---|---|
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
1,2,4-trimethoxy-benzene
6-bromo-1-(2,4,5-trimethoxyphenyl)hexan-1-one
Conditions | Yield |
---|---|
With aluminum (III) chloride In dichloromethane at -10 - 20℃; Friedel Crafts Acylation; | 99% |
3-pyridinecarboxaldehyde
1,2,4-trimethoxy-benzene
3-[bis(2,4,5-trimethoxyphenyl)methyl]pyridine
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid In acetonitrile at 0 - 20℃; for 24h; Friedel-Crafts Alkylation; | 99% |
1-(4-methoxyphenyl)but-3-en-1-ol
1,2,4-trimethoxy-benzene
1,2,4-trimethoxy-5-[1-(4-methoxyphenyl)but-3-en-1-yl]benzene
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid In acetonitrile at 0 - 20℃; for 0.75h; | 99% |
Conditions | Yield |
---|---|
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
trimethyl orthoformate
tris(2,4,5-trimethoxyphenyl)methane
Conditions | Yield |
---|---|
With bismuth(lll) trifluoromethanesulfonate In neat liquid at 20℃; for 3h; Catalytic behavior; Reagent/catalyst; Solvent; Temperature; Friedel-Crafts Alkylation; | 99% |
Conditions | Yield |
---|---|
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
3-nitro-benzaldehyde
1,1′-[(3-nitrophenyl)methanediyl]bis(2,4,5-trimethoxybenzene)
Conditions | Yield |
---|---|
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
4-fluorobenzaldehyde
1,1'-[(4-fluorophenyl)methanediyl]bis(2,4,5-trimethoxybenzene)
Conditions | Yield |
---|---|
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
4-bromo-benzaldehyde
1,1'-[(4-bromophenyl)methanediyl]bis(2,4,5-trimethoxybenzene)
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
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
3,4,5-trimethoxy-benzaldehyde
1,1'-[(3,4,5-trimethoxyphenyl)methanediyl]bis(2,4,5-trimethoxybenzene)
Conditions | Yield |
---|---|
With niobium pentachloride In dichloromethane at 0 - 20℃; for 24h; Friedel-Crafts Alkylation; | 98% |
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 (CAS NO.135-77-3) is used as pharmaceutical intermediates.
Hazard Codes: Xi
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 (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.
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View