3,4,5-Trimethoxytoluene supplier

Name
3,4,5-Trimethoxytoluene
EINECS 229-239-0
CAS No. 6443-69-2
Article Data54
CAS DataBase
Density 1.025 g/cm³
Solubility
Melting Point 24-26 °C(lit.)
Formula C₁₀H₁₄O₃
Boiling Point 272 °C at 760 mmHg
Molecular Weight 182.219
Flash Point 74.4 °C
Transport Information
Appearance clear yellow liquid
Safety 23-24/25
Risk Codes
Molecular Structure
Hazard Symbols Xi
Synonyms 1,2,3-Trimethoxy-5-methylbenzene;Trimethoxytoluene;
PSA 27.69000
LogP 2.02080

Synthetic route

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

: 6443-69-2
3,4,5-trimethoxytoluene

Conditions

Conditions	Yield
Stage #1: 3,4,5-trimethoxy-benzaldehyde With hydrazine hydrate; potassium hydroxide In ethylene glycol at 70℃; for 2h; Wolff-Kishner Reduction; Stage #2: In ethylene glycol at 150℃; for 2h;	100%
With hydrogenchloride; hydrogen; palladium on activated charcoal In methanol at 20℃; under 760.051 Torr; for 1.5h;	98%
With hydrogen; palladium on activated charcoal In acetic acid under 30002.4 Torr; for 72h; Ambient temperature;	97%

: 212573-50-7
(2,3,4-trimethoxy-6-methylphenyl)boronic acid

: 1432583-85-1
N,N-diethyl-6-iodo-3-isopropoxy-2-(trimethylsilyl)benzamide

: 6443-69-2
3,4,5-trimethoxytoluene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water Suzuki-Miyaura Coupling; Inert atmosphere; Reflux;	100%

: 212573-50-7
(2,3,4-trimethoxy-6-methylphenyl)boronic acid

: 1432583-86-2
N,N-diethyl-2-iodo-5-isopropoxybenzamide

: 6443-69-2
3,4,5-trimethoxytoluene

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane; water Suzuki-Miyaura Coupling; Inert atmosphere; Reflux;	100%

: 4003-98-9
1-(2-hexyl)-2,5-dimethylbenzene

: 104-15-4
toluene-4-sulfonic acid

: 6443-69-2
3,4,5-trimethoxytoluene

Conditions

Conditions	Yield
In water	98.5%

: p-toluenesulfonic acid

: 153754-60-0
5-(p-xylyl)-hexene

: 6443-69-2
3,4,5-trimethoxytoluene

Conditions

Conditions	Yield
	98%

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

: 109-73-9
N-butylamine

A: 935250-90-1
N-butyl-3,4,5-trimethoxybenzylamine hydrochloride

B: 6443-69-2
3,4,5-trimethoxytoluene

Conditions

Conditions	Yield
With chloroform; 10% Pd/C; hydrogen In methanol at 20℃; under 760.051 Torr; for 2h; chemoselective reaction;	A 97% B 4%

...Expand

: 67-56-1
methanol

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

A: 6443-69-2
3,4,5-trimethoxytoluene

B: 3840-31-1
(3,4,5-trimethoxyphenyl)methanol

C: 75921-68-5
1,2,3-trimethoxy-5-(methoxymethyl)benzene

Conditions

Conditions	Yield
With hydrogen; acetic acid; palladium on activated charcoal In methanol at 20℃; under 760.051 Torr; for 2h;	A 7% B 75% C 13%
With hydrogen at 160℃; under 15001.5 Torr; for 4h; Autoclave; Green chemistry;	A 34.9 %Chromat. B 53 %Chromat. C 12.1 %Chromat.

...Expand

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

: 67-63-0
isopropyl alcohol

A: 3,4,5-trimethoxybenzyl isopropyl ether

B: 6443-69-2
3,4,5-trimethoxytoluene

C: 3840-31-1
(3,4,5-trimethoxyphenyl)methanol

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen; palladium on activated charcoal at 20℃; under 760.051 Torr; for 7h;	A 6% B 75% C 16%

...Expand

: 157843-82-8
3,4,5-Trimethoxybenzyl pivalate

A: 6443-69-2
3,4,5-trimethoxytoluene

B: 75-98-9
Trimethylacetic acid

Conditions

Conditions	Yield
With N1,N1,N12,N12-tetramethyl-7,8-dihydro-6H-dipyrido[1,2-a:2,1'-c][1,4]diazepine-2,12-diamine In N,N-dimethyl-formamide for 24h; Inert atmosphere; Glovebox; UV-irradiation;	A 11% B 73%

: N,N-Dimethyl-N-<(trimethylsilyl)methyl>-3,4,5-trimethoxybenzylammonium iodide

: 6443-69-2
3,4,5-trimethoxytoluene

Conditions

Conditions	Yield
With cesium fluoride In N,N,N,N,N,N-hexamethylphosphoric triamide for 0.5h; Ambient temperature;	71%

: 1916-07-0
3,4,5-trimethoxybenzoic acid methyl ester

: 6443-69-2
3,4,5-trimethoxytoluene

Conditions

Conditions	Yield
With bis(1,5-cyclooctadiene)nickel (0); 1,1,3,3-Tetramethyldisiloxane; potassium tert-butylate; 1,3-bis(cyclohexyl)imidazolium tetrafluoroborate In toluene at 90℃; for 6h; Glovebox; Inert atmosphere; Sealed tube;	69%
With lithium aluminium tetrahydride; hydrogen; palladium on activated charcoal 1.) Et2O; 2.) ethanol, 1 atm; Multistep reaction;
Multi-step reaction with 3 steps 1: 86.4 percent / 99 percent N2H4*H2O / methanol / 5 h / Heating 2: 85 percent / K3Fe(CN)6; 25 percent NH4OH / H2O; CH2Cl2 / 4 h / 20 °C 3: 65 percent / Zn-Hg / acetic acid; toluene; H2O / 0.75 h / Heating View Scheme

: 67-56-1
methanol

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

A: 6443-69-2
3,4,5-trimethoxytoluene

B: 59276-37-8
3,4,5-trimethoxybenzaldehyde dimethyl acetal

C: 75921-68-5
1,2,3-trimethoxy-5-(methoxymethyl)benzene

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen; palladium on activated charcoal at 20℃; under 760.051 Torr; for 0.0833333h;	A 5% B 27% C 65%

...Expand

: 3840-31-1
(3,4,5-trimethoxyphenyl)methanol

A: 6443-69-2
3,4,5-trimethoxytoluene

B: 33284-74-1
brittonin A

Conditions

Conditions	Yield
Stage #1: (3,4,5-trimethoxyphenyl)methanol With tert.-butyl lithium In tetrahydrofuran; n-heptane at -78 - 20℃; for 0.333333h; Inert atmosphere; Stage #2: With bis(cyclopentadienyl)titanium dichloride; manganese In tetrahydrofuran for 24h; Inert atmosphere; Reflux;	A 7% B 60%
With triphenylphosphine In 1,4-dioxane at 200℃; for 16h; Autoclave; Inert atmosphere;	A 54% B 27%
With bis(cyclopentadienyl)titanium dichloride; manganese In tetrahydrofuran for 1h; Inert atmosphere; Reflux;	A 40% B 14%

: 67-56-1
methanol

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

A: 6443-69-2
3,4,5-trimethoxytoluene

B: 75921-68-5
1,2,3-trimethoxy-5-(methoxymethyl)benzene

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen; palladium on activated charcoal at 20℃; under 760.051 Torr; for 0.133333h;	A 50% B 48%
With palladium 10% on activated carbon; hydrogen at 20℃; for 3.5h;	A 42 %Spectr. B 58 %Spectr.

...Expand

: 1426824-96-5
1,2,3-trimethoxy-5-((undecyloxy)methyl)benzene

A: 112-42-5
undecyl alcohol

B: 6443-69-2
3,4,5-trimethoxytoluene

Conditions

Conditions	Yield
With N1,N1,N12,N12-tetramethyl-7,8-dihydro-6H-dipyrido[1,2-a:2,1'-c][1,4]diazepine-2,12-diamine In N,N-dimethyl-formamide for 72h; Inert atmosphere; Glovebox; UV-irradiation;	A 46% B n/a

: 80-48-8
methyl p-toluene sulfonate

: 312299-66-4
3,4,5-trimethoxyphenyl 4-methylbenzenesulfonate

: 6443-69-2
3,4,5-trimethoxytoluene

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; (1,2-dimethoxyethane)dichloronickel(II); tetra-(n-butyl)ammonium iodide; lithium chloride; zinc In N,N-dimethyl acetamide at 40℃; for 12h; Schlenk technique; Inert atmosphere; Sealed tube;	40%

: 34274-12-9
3,4,5-trimethoxybenzyltrimethylammonium iodide

A: 6443-69-2
3,4,5-trimethoxytoluene

B: 33284-74-1
brittonin A

Conditions

Conditions	Yield
With nickel(II) iodide; manganese; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In N,N-dimethyl acetamide at 120℃; for 24h; Inert atmosphere;	A 36% B 15%

: 609-25-6
5-methylpyrogallol

: 77-78-1
dimethyl sulfate

: 6443-69-2
3,4,5-trimethoxytoluene

Conditions

Conditions	Yield
With sodium hydroxide at 70 - 80℃;

: 1885-35-4
3,4,5-trimethoxybenzonitrile

: 6443-69-2
3,4,5-trimethoxytoluene

Conditions

Conditions	Yield
With p-menth-1-ene; palladium on activated charcoal

: 1128-32-1
2,3-dimethoxy-5-methylphenol

: 77-78-1
dimethyl sulfate

: 6443-69-2
3,4,5-trimethoxytoluene

Conditions

Conditions	Yield
With potassium carbonate In acetone for 2h; Heating; Yield given;

: 25245-29-8
5-iodo-1,2,3-trimethoxybenzene

: 74-88-4
methyl iodide

: 6443-69-2
3,4,5-trimethoxytoluene

Conditions

Conditions	Yield
With n-butyllithium 1.) THF, hexane, -78 deg C, 2.) -78 deg C; Yield given. Multistep reaction;

: 6443-69-2
3,4,5-trimethoxytoluene

: 72326-72-8
2-bromo-3,4,5-trimethoxy-1-methylbenzene

Conditions

Conditions	Yield
With dihydrogen peroxide; acetic acid; sodium bromide In water at 20℃; for 1h;	100%
With sulfuric acid; dihydrogen peroxide; sodium bromide In ethanol at 25℃; for 1h;	100%
With dihydrogen peroxide; acetic acid; sodium bromide In water at 40℃; for 2h;	98.1%

: 6443-69-2
3,4,5-trimethoxytoluene

: 605-94-7
2,3-Dimethoxy-5-methyl-1,4-benzoquinone

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; formic acid In methanol; water at 60℃; for 2.16h; Reagent/catalyst; Temperature; Solvent;	99%
Stage #1: 3,4,5-trimethoxytoluene With dihydrogen peroxide; toluene-4-sulfonic acid; acetic acid at 75℃; for 0.5h; Stage #2: With nitric acid In water at 0 - 5℃; for 0.00833333h;	88%
With dipotassium peroxodisulfate; formic acid; water at 25℃; for 4h; Reagent/catalyst;	88%

: 6443-69-2
3,4,5-trimethoxytoluene

: 68-12-2, 33513-42-7
N,N-dimethyl-formamide

: 22383-85-3
2,3,4-trimethoxy-6-methylbenzaldehyde

Conditions

Conditions	Yield
With trichlorophosphate Vilsmeier-Haack Formylation;	99%
With trichlorophosphate at 65℃; for 5h; Vilsmeier-Haack reaction;	95%
With trichlorophosphate at 5 - 80℃; for 7h; Vilsmeier-Haack reaction; Inert atmosphere;	92.4%
With trichlorophosphate at 90℃; for 1h;	82.7%

: 6443-69-2
3,4,5-trimethoxytoluene

: 1432583-84-0
2-iodo-3,4,5-trimethoxy-1-methylbenzene

Conditions

Conditions	Yield
With iodine; silver trifluoroacetate In chloroform at 20℃; for 3h; Inert atmosphere;	98%

: 6443-69-2
3,4,5-trimethoxytoluene

: 712273-62-6
5-bromo-2-methoxy-6-methyl-benzoic acid chloride

: 220899-03-6
metrafenone

Conditions

Conditions	Yield
iron(III) chloride In chlorobenzene at 80℃; for 6h; Friedel Crafts Acylation;	97.4%

: 6443-69-2
3,4,5-trimethoxytoluene

: 609-25-6
5-methylpyrogallol

Conditions

Conditions	Yield
With hydrogen iodide; hypophosphorous acid Heating;	96%
With boron tribromide In dichloromethane at 0 - 25℃; Inert atmosphere;	59%
With hydrogen iodide
With hydrogen bromide; acetic acid
With boron tribromide In dichloromethane at 0℃; for 3h;

: 4885-02-3
Dichloromethyl methyl ether

: 6443-69-2
3,4,5-trimethoxytoluene

: 22383-85-3
2,3,4-trimethoxy-6-methylbenzaldehyde

Conditions

Conditions	Yield
With aluminium trichloride In dichloromethane at 25℃; for 2h;	95%
With aluminium trichloride In tetrahydrofuran
Stage #1: 3,4,5-trimethoxytoluene With aluminum (III) chloride In dichloromethane at 0℃; for 0.75h; Stage #2: Dichloromethyl methyl ether In dichloromethane at 0 - 20℃;

: 6443-69-2
3,4,5-trimethoxytoluene

: 115592-75-1
2,6-diiodo-3,4,5-trimethoxytoluene

Conditions

Conditions	Yield
With iodine; periodic acid In acetic acid at 53℃; for 24h;	93%
With iodine; periodic acid In acetic acid at 53℃; for 24h;	93%

: 6443-69-2
3,4,5-trimethoxytoluene

: 64-19-7
acetic acid

A: 72092-48-9
3,4,5-trimethoxybenzyl acetate

B: 33284-74-1
brittonin A

Conditions

Conditions	Yield
With nitric acid at 20℃; for 1h;	A 93% B 1%

...Expand

: 6443-69-2
3,4,5-trimethoxytoluene

: 64-19-7
acetic acid

: 72092-48-9
3,4,5-trimethoxybenzyl acetate

Conditions

Conditions	Yield
With nitric acid at 20℃; for 0.833333h;	93%

: 6443-69-2
3,4,5-trimethoxytoluene

A: 72092-48-9
3,4,5-trimethoxybenzyl acetate

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

Conditions

Conditions	Yield
With oxygen; cobalt(II) acetate; manganese(II) acetate In acetic acid at 110℃; under 2280 Torr; for 2h;	A 4.2% B 91.2%

: 6443-69-2
3,4,5-trimethoxytoluene

: 824-79-3
sodium 4-methylbenzenesulfinate

: p-tolyl(2,3,4-trimethoxy-6-methylphenyl)sulfane

Conditions

Conditions	Yield
With hydrogenchloride; 1-hexyl-3-methyl-1-imidazolium bromide In water at 80℃; for 6h; chemoselective reaction;	91%

: 50-00-0
formaldehyd

: 6443-69-2
3,4,5-trimethoxytoluene

: 868615-18-3
2-chloromethyl-3,4,5-trimethoxytoluene

Conditions

Conditions	Yield
With hydrogenchloride In water at 20 - 40℃; for 1h; Blanc Reaction;	90%
With hydrogenchloride In water at 35℃; for 1h; Blanc Chloromethylation Reaction;	85 %Chromat.

: 6443-69-2
3,4,5-trimethoxytoluene

: N-(1,3-dimethyl-2,6-dioxo-1,2,3,6-tetrahydropyrimidin-4-yl)benzimidamide

: 1,3-dimethyl-7-phenyl-5-(3,4,5-trimethoxyphenyl)pyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; caesium carbonate at 100℃; for 15h; Green chemistry;	90%

: 6443-69-2
3,4,5-trimethoxytoluene

: 2-chloro-3,4,5-trimethoxytoluene

Conditions

Conditions	Yield
With iodobenzene; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; lithium chloride In tetrahydrofuran at 20℃; for 24h;	89%

: 6443-69-2
3,4,5-trimethoxytoluene

: 4179-19-5
1,3-dimethoxy-5-methylbenzene

Conditions

Conditions	Yield
With potassium In tetrahydrofuran for 24h; Ambient temperature;	87%
With potassium In tetrahydrofuran for 24h; Ambient temperature;	87%

: 6443-69-2
3,4,5-trimethoxytoluene

: 1125-67-3
3-methoxy-5-methyl-1,2-benzenediol

Conditions

Conditions	Yield
With boron tribromide In dichloromethane at 0℃; for 0.5h;	87%

: 6443-69-2
3,4,5-trimethoxytoluene

A: 1204479-24-2
2,6-dibromo-3,4,5-trimethoxytoluene

B: 72326-72-8
2-bromo-3,4,5-trimethoxy-1-methylbenzene

Conditions

Conditions	Yield
With bromine; sodium acetate; acetic acid In tetrachloromethane at 10 - 20℃; for 2.5h; Inert atmosphere;	A 11% B 86%

: 6443-69-2
3,4,5-trimethoxytoluene

: 874-98-6
1-bromomethyl-3-methoxybenzene

: 108853-15-2
1,2,3-trimethoxy-5-(3-methoxyphenethyl)benzene

Conditions

Conditions	Yield
Stage #1: 3,4,5-trimethoxytoluene With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; potassium tert-butylate In hexane; n-heptane at 0℃; for 0.25h; Inert atmosphere; Stage #2: 1-bromomethyl-3-methoxybenzene In hexane; n-heptane at 0℃; for 1h; Inert atmosphere;	86%

3,4,5-Trimethoxytoluene Chemical Properties

The Molecular formula of 3,4,5-Trimethoxytoluene(6443-69-2): C₁₀H₁₄O₃
The Molecular Weight of3,4,5-Trimethoxytoluene(6443-69-2) : 182.22
Molecular Structure :

EINECS: 229-239-0
Melting point: 24-26 °C(lit.)
Boiling point: 117-118 °C5 mm Hg(lit.)
Flash point: 166 °F
density : 1.082 g/mL at 25 °C(lit.)
refractive index : n20/D 1.523(lit.)

3,4,5-Trimethoxytoluene Uses

3,4,5-Trimethoxytoluene(6443-69-2) is used as intermediates of drugs and agricultural chemicals.It is the main intermediate of Coenzyme Q10.

3,4,5-Trimethoxytoluene Safety Profile

Hazard Codes 3,4,5-Trimethoxytoluene(6443-69-2):

Xi
Safety Statements 3,4,5-Trimethoxytoluene(6443-69-2):
23: Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer)
24/25: Avoid contact with skin and eyes
WGK Germany : 3

Product Name

3,4,5-Trimethoxytoluene

Synthetic route

3,4,5-Trimethoxytoluene Chemical Properties

3,4,5-Trimethoxytoluene Uses

3,4,5-Trimethoxytoluene Safety Profile

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