Product Name

  • Name

    3,4,5-Trimethoxyphenol

  • EINECS 211-387-2
  • CAS No. 642-71-7
  • Article Data49
  • CAS DataBase
  • Density 1.152 g/cm3
  • Solubility
  • Melting Point 146-149 °C
  • Formula C9H12O4
  • Boiling Point 313.1 °C at 760 mmHg
  • Molecular Weight 184.192
  • Flash Point 143.2 °C
  • Transport Information
  • Appearance light yellow to brown crystalline powder
  • Safety 37/39-26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 642-71-7 (3,4,5-Trimethoxyphenol)
  • Hazard Symbols IrritantXi
  • Synonyms 3,4,5-Trimethoxyphenol;Antiarol;
  • PSA 47.92000
  • LogP 1.41800

Synthetic route

1-bromo-3,4,5-trimethoxybenzene
2675-79-8

1-bromo-3,4,5-trimethoxybenzene

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

Conditions
ConditionsYield
With cesiumhydroxide monohydrate; t-BuBrettPhos; C44H62NO5PPdS; water In 1,4-dioxane at 20℃; for 18h; Inert atmosphere;91%
2-(3,4,5-Trimethoxy-phenyl)-propan-2-ol
105205-66-1

2-(3,4,5-Trimethoxy-phenyl)-propan-2-ol

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

Conditions
ConditionsYield
With sodium perborate; boron trifluoride diethyl etherate In tetrahydrofuran at 0℃; for 1.5h;87%
With dihydrogen peroxide; toluene-4-sulfonic acid In tetrahydrofuran at 22℃; for 4h;73%
With sodium perborate; boron trifluoride diethyl etherate In tetrahydrofuran at 20℃;
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

Conditions
ConditionsYield
Stage #1: 3,4,5-trimethoxy-benzaldehyde With dibutyl ether; bis[3,5-bis(trifluoromethyl)diphenyl] diselenide In 2,2,2-trifluoroethanol at 20℃; for 0.25h; Baeyer-Villiger oxidation;
Stage #2: With potassium hydroxide In methanol for 2h; Further stages.;
85%
With dihydrogen peroxide; 3,5-bis(perfluorooctyl)phenyl butylselenide In 1,2-dichloro-ethane at 80℃;75%
Stage #1: 3,4,5-trimethoxy-benzaldehyde With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid In dichloromethane; water at 20℃; for 1h;
Stage #2: With potassium carbonate In methanol at 20℃; for 0.5h;
70%
3,4,5-Trimethoxyaniline
24313-88-0

3,4,5-Trimethoxyaniline

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

Conditions
ConditionsYield
Stage #1: 3,4,5-Trimethoxyaniline With sulfuric acid; sodium nitrite In water at 10 - 15℃;
Stage #2: With sulfuric acid; copper(II) sulfate at 100℃; for 2h;
80%
Stage #1: 3,4,5-Trimethoxyaniline With tetrafluoroboric acid In water at 20℃; for 0.0333333h;
Stage #2: With sodium nitrite In water at 0℃; for 0.5h;
Stage #3: With copper(I) oxide; copper(II) sulfate In water at 0 - 20℃; for 0.5h;
76%
Diazotization.Kochen der Loesung mit Schwefelsaeure;
With sulfuric acid; copper(II) sulfate; sodium nitrite at 20 - 60℃; for 1.25h;0.95 g
Stage #1: 3,4,5-Trimethoxyaniline With tetrafluoroboric acid In tetrahydrofuran
Stage #2: With sodium nitrite In tetrahydrofuran; water at -5 - 0℃;
Stage #3: With sulfuric acid; water; sodium sulfate at 70℃;
2.3 g
3,4,5-trimethoxyphenylboronic Acid
182163-96-8

3,4,5-trimethoxyphenylboronic Acid

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

Conditions
ConditionsYield
With rongalite In ethanol; water at 20℃; for 8h; Irradiation;77%
1-phenyl-2-(3,4,5-trimethoxyphenoxy)ethanone
1408323-52-3

1-phenyl-2-(3,4,5-trimethoxyphenoxy)ethanone

A

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

B

4,5,6-trimethoxy-3-phenylbenzofuran

4,5,6-trimethoxy-3-phenylbenzofuran

Conditions
ConditionsYield
With gallium(III) triflate In nitromethane at 25℃; for 5h; Catalytic behavior; Solvent; Inert atmosphere;A 12%
B 48%
CF3O3S(1-)*C18H22IO3(1+)

CF3O3S(1-)*C18H22IO3(1+)

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

Conditions
ConditionsYield
With water; sodium acetate; copper(l) chloride In N,N-dimethyl-formamide at 40℃; for 2h; Inert atmosphere; Sealed tube;42%
2,6-dimethoxy-1,4-hydroquinone
15233-65-5

2,6-dimethoxy-1,4-hydroquinone

dimethyl sulfate
77-78-1

dimethyl sulfate

A

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

B

1,2,3,5-tetramethoxybenzene
5333-45-9

1,2,3,5-tetramethoxybenzene

Conditions
ConditionsYield
With sodium hydroxide
2,6-dimethoxy-1,4-hydroquinone
15233-65-5

2,6-dimethoxy-1,4-hydroquinone

methyl iodide
74-88-4

methyl iodide

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

Conditions
ConditionsYield
With potassium hydroxide
2',4',5,5',6,7-hexamethoxyflavone
63591-70-8

2',4',5,5',6,7-hexamethoxyflavone

A

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

B

6-hydroxy-2,3,4-trimethoxyacetophenone
22248-14-2

6-hydroxy-2,3,4-trimethoxyacetophenone

C

asaronic acid
490-64-2

asaronic acid

D

6-hydroxy-2,3,4-trimethoxybenzoic acid
55162-39-5

6-hydroxy-2,3,4-trimethoxybenzoic acid

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 120h; Heating;
2,4,6,3',4',5'-hexamethoxydiphenyl ether
58235-51-1

2,4,6,3',4',5'-hexamethoxydiphenyl ether

A

3,5-dimethoxyphenol
500-99-2

3,5-dimethoxyphenol

B

1,2,3-trimethoxybenzene
621-23-8

1,2,3-trimethoxybenzene

C

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

Conditions
ConditionsYield
With ammonia; sodium at -70℃; Product distribution;
trifuhalol-A-octamethyl ether
51318-84-4

trifuhalol-A-octamethyl ether

A

3,5-dimethoxyphenol
500-99-2

3,5-dimethoxyphenol

B

1,2,3-trimethoxybenzene
621-23-8

1,2,3-trimethoxybenzene

C

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

D

4,3'-dihydroxy-2,6,4',5'-tetramethoxydiphenyl ether

4,3'-dihydroxy-2,6,4',5'-tetramethoxydiphenyl ether

E

4-hydroxy-2,6,3',4',5'-pentamethoxydiphenyl ether

4-hydroxy-2,6,3',4',5'-pentamethoxydiphenyl ether

Conditions
ConditionsYield
With ammonia; sodium at -70℃; Product distribution;
1-Phenyl-5-(3,4,5-trimethoxy-phenoxy)-1H-tetrazole
82479-17-2

1-Phenyl-5-(3,4,5-trimethoxy-phenoxy)-1H-tetrazole

A

phenyl-1H-tetrazole
5378-52-9

phenyl-1H-tetrazole

B

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

Conditions
ConditionsYield
With tetraethylammonium bromide In water; N,N-dimethyl-formamide electrolysis;A n/a
B 40 % Chromat.
acetic acid 3,4,5-trimethoxy-phenyl ester
17742-46-0

acetic acid 3,4,5-trimethoxy-phenyl ester

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

Conditions
ConditionsYield
With potassium hydroxide In ethanol Heating;
Methoxy-(1,2,6-trimethoxy-4-oxo-cyclohexa-2,5-dienyl)-acetic acid ethyl ester
29137-74-4

Methoxy-(1,2,6-trimethoxy-4-oxo-cyclohexa-2,5-dienyl)-acetic acid ethyl ester

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

Conditions
ConditionsYield
With hydrogenchloride
<2-Hydroxy-4.5.6-trimethoxy-phenyl>-<2.4.5-trimethoxy-benzyl>-keton
94687-12-4

<2-Hydroxy-4.5.6-trimethoxy-phenyl>-<2.4.5-trimethoxy-benzyl>-keton

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

Conditions
ConditionsYield
With potassium hydroxide In methanol; water at 180℃;
2,6-dimethoxy-1,4-hydroquinone
15233-65-5

2,6-dimethoxy-1,4-hydroquinone

dimethyl sulfate
77-78-1

dimethyl sulfate

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

Conditions
ConditionsYield
With sodium hydroxide
2,6-dimethoxy-1,4-hydroquinone
15233-65-5

2,6-dimethoxy-1,4-hydroquinone

dimethyl sulfate
77-78-1

dimethyl sulfate

A

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

B

2,4,6-trimethoxyphenol
20491-92-3

2,4,6-trimethoxyphenol

Conditions
ConditionsYield
With potassium carbonate In acetone for 3h; Heating;A 120 mg
B 100 mg
dimethyl sulfate
77-78-1

dimethyl sulfate

1-β-D-glucopyranosyloxy-3,5-dimethoxy-4-hydroxybenzene

1-β-D-glucopyranosyloxy-3,5-dimethoxy-4-hydroxybenzene

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

Conditions
ConditionsYield
With potassium hydroxide; potassium carbonate 1.) Me2CO, reflux, 6 h, 2.) MeOH, reflux; Multistep reaction;
5,6,7-trimethoxy-2-methyl-3-(3,4,5-trimethoxy-phenyl)-chromen-4-one
64554-43-4

5,6,7-trimethoxy-2-methyl-3-(3,4,5-trimethoxy-phenyl)-chromen-4-one

concentrated alkaline solution

concentrated alkaline solution

A

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

B

3,4,5-trimethoxyphenyl acetic acid
951-82-6

3,4,5-trimethoxyphenyl acetic acid

Conditions
ConditionsYield
at 180℃;
water
7732-18-5

water

5,6,7-trimethoxy-3-(3',4',5'-trimethoxyphenyl)-4H-chromen-4-one
50901-35-4

5,6,7-trimethoxy-3-(3',4',5'-trimethoxyphenyl)-4H-chromen-4-one

methanolic KOH-solution

methanolic KOH-solution

A

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

B

3,4,5-trimethoxyphenyl acetic acid
951-82-6

3,4,5-trimethoxyphenyl acetic acid

Conditions
ConditionsYield
at 180℃;
sulfuric acid
7664-93-9

sulfuric acid

3,4,5-Trimethoxyaniline
24313-88-0

3,4,5-Trimethoxyaniline

sodium nitrite

sodium nitrite

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

Conditions
ConditionsYield
Eintraegen die Diazoniumsalzloesung in siedend heisse 50prozentige Schwefelsaeure;
irigenintrimethyl ether

irigenintrimethyl ether

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

Conditions
ConditionsYield
With potassium hydroxide at 180℃;
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

A

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

B

3,4,5-trimethoxyphenyl formate
30225-76-4

3,4,5-trimethoxyphenyl formate

Conditions
ConditionsYield
With dibutyl ether; bis[3,5-bis(trifluoromethyl)diphenyl] diselenide In 2,2,2-trifluoroethanol at 20℃; for 0.25h; Baeyer-Villiger oxidation;
3,4,5-trimethoxyphenyl trifluoromethanesulfonate
143287-98-3

3,4,5-trimethoxyphenyl trifluoromethanesulfonate

A

1,2,3-trimethoxybenzene
634-36-6

1,2,3-trimethoxybenzene

B

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

Conditions
ConditionsYield
With methanol; ammonium bicarbonate; magnesium; palladium on activated charcoal at 20℃; for 24h;
3,4,5-trimethoxyphenyl trifluoromethanesulfonate
143287-98-3

3,4,5-trimethoxyphenyl trifluoromethanesulfonate

A

1,2,3-trimethoxybenzene
634-36-6

1,2,3-trimethoxybenzene

B

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

C

3,3’,4,4’,5,5’-hexamethoxy-1,1’-biphenyl
56772-00-0

3,3’,4,4’,5,5’-hexamethoxy-1,1’-biphenyl

Conditions
ConditionsYield
With methanol; ammonia; magnesium; palladium on activated charcoal at 20℃; for 1.5h;
3,4,5-trimethoxybenzoic acid methyl ester
1916-07-0

3,4,5-trimethoxybenzoic acid methyl ester

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: magnesium / diethyl ether / Heating
1.2: diethyl ether / Heating
2.1: BF3*Et2O; NaBO3*4H2O / tetrahydrofuran / 20 °C
View Scheme
2,6-dimethoxy-p-quinone
530-55-2

2,6-dimethoxy-p-quinone

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium dithionite
2: 120 mg / K2CO3 / acetone / 3 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: Reduktion
2: KOH
View Scheme
Multi-step reaction with 3 steps
1: Cu
3: HCl
View Scheme
Multi-step reaction with 3 steps
1: Cu
2: HCl
3: aq. NaOH
View Scheme
3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

2,6-dimethoxy-p-quinone
530-55-2

2,6-dimethoxy-p-quinone

Conditions
ConditionsYield
With bis-[(trifluoroacetoxy)iodo]benzene In water; acetonitrile for 0.166667h; Ambient temperature;100%
With tetrakis-[4-(diacetoxyiodo)phenyl]methane In acetonitrile at 20℃; for 0.5h;96%
With oxygen; copper dichloride In water; ethyl acetate at 70℃; for 3h;92%
methanol
67-56-1

methanol

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

3,4,4,5-Tetramethoxy-2,5-cyclohexadien-1-one
57197-13-4

3,4,4,5-Tetramethoxy-2,5-cyclohexadien-1-one

Conditions
ConditionsYield
With potassium carbonate; bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile for 0.166667h; Ambient temperature;100%
With 1,3,5,7-tetrakis-(4-(diacetoxyiodo)phenyl)adamantane at 20℃; for 0.166667h;100%
With thallium(III) nitrate
ethanol
64-17-5

ethanol

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

4-ethoxy-3,4,5-trimethoxycyclohexa-2,5-dienone
57197-20-3

4-ethoxy-3,4,5-trimethoxycyclohexa-2,5-dienone

Conditions
ConditionsYield
With potassium carbonate; bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile for 0.166667h; Ambient temperature;100%
With thallium(III) nitrate
3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

ethoxy-(4-methylpiperazin-1-yl)methane
63930-81-4

ethoxy-(4-methylpiperazin-1-yl)methane

2,6-bis-(4-methylpiperazin-1-ylmethyl)-3,4,5-trimethoxyphenol

2,6-bis-(4-methylpiperazin-1-ylmethyl)-3,4,5-trimethoxyphenol

Conditions
ConditionsYield
In acetonitrile for 20h; Heating;100%
3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

tert-butyl 4-(2-chloroacetyl)piperazine-1-carboxylate
190001-40-2

tert-butyl 4-(2-chloroacetyl)piperazine-1-carboxylate

1-((3,4,5-trimethoxyphenoxy)methyl)carbonyl-4-(t-butoxycarbonyl)piperazine

1-((3,4,5-trimethoxyphenoxy)methyl)carbonyl-4-(t-butoxycarbonyl)piperazine

Conditions
ConditionsYield
With potassium hexamethylsilazane In N,N-dimethyl-formamide; toluene100%
Stage #1: 3,4,5-trimethoxyphenol With potassium hexamethylsilazane In N,N-dimethyl-formamide; toluene at 0℃; for 0.333333h;
Stage #2: tert-butyl 4-(2-chloroacetyl)piperazine-1-carboxylate In N,N-dimethyl-formamide; toluene at 20℃; for 2h;
100%
Stage #1: 3,4,5-trimethoxyphenol With potassium hexamethylsilazane In N,N-dimethyl-formamide; toluene at 0℃; for 0.333333h;
Stage #2: tert-butyl 4-(2-chloroacetyl)piperazine-1-carboxylate In N,N-dimethyl-formamide; toluene at 20℃; for 2h;
100%
3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

propargyl bromide
106-96-7

propargyl bromide

1,2,3-trimethoxy-5-(prop-2-yn-1-yloxy)benzene

1,2,3-trimethoxy-5-(prop-2-yn-1-yloxy)benzene

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide; toluene at 20℃; for 7h; Inert atmosphere;100%
With potassium carbonate In acetone at 50℃; for 5h;95%
With potassium carbonate In acetone for 10h; Reflux;
Stage #1: 3,4,5-trimethoxyphenol With potassium carbonate In acetone at 70℃; for 0.5h;
Stage #2: propargyl bromide In acetone at 70℃; for 8h;
3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

acetic anhydride
108-24-7

acetic anhydride

acetic acid 3,4,5-trimethoxy-phenyl ester
17742-46-0

acetic acid 3,4,5-trimethoxy-phenyl ester

Conditions
ConditionsYield
Stage #1: 3,4,5-trimethoxyphenol With triethylamine In dichloromethane at 20℃; for 0.25h;
Stage #2: acetic anhydride In dichloromethane at 20℃; for 6h;
99%
Stage #1: 3,4,5-trimethoxyphenol With triethylamine In dichloromethane at 20℃; for 0.25h;
Stage #2: acetic anhydride In dichloromethane at 20℃; for 6h;
99%
With sodium acetate at 110℃; for 2h;99%
3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

Cinnamoyl chloride
102-92-1

Cinnamoyl chloride

3,4,5-trimethoxyphenylcinnamate
89329-20-4

3,4,5-trimethoxyphenylcinnamate

Conditions
ConditionsYield
With pyridine In benzene for 1h; Heating;99%
3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

(E)-3-(4-methoxyphenyl)acrylic acid
943-89-5

(E)-3-(4-methoxyphenyl)acrylic acid

5,6,7-trimethoxy-4-(4-methoxyphenyl)-3,4-dihydrochromen-2-one
267901-34-8

5,6,7-trimethoxy-4-(4-methoxyphenyl)-3,4-dihydrochromen-2-one

Conditions
ConditionsYield
With trifluoroacetic acid for 23h;99%
With trifluoroacetic acid; palladium diacetate In dichloromethane at 20℃; for 10h; Cyclization; hydroarylation;90%
3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

2-allyloxy-4-chloromethyl-1-methoxy-benzene
329008-88-0

2-allyloxy-4-chloromethyl-1-methoxy-benzene

5-(3-Allyloxy-4-methoxy-benzyloxy)-1,2,3-trimethoxy-benzene
329008-89-1

5-(3-Allyloxy-4-methoxy-benzyloxy)-1,2,3-trimethoxy-benzene

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 18h;99%
3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

2-iodo-3,4,5-trimethoxybenzoic acid
98799-41-8

2-iodo-3,4,5-trimethoxybenzoic acid

3',4',5'-trimethoxyphenyl 2-iodo-3,4,5-trimethoxybenzoate

3',4',5'-trimethoxyphenyl 2-iodo-3,4,5-trimethoxybenzoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 4h;99%
2-(4-bromo-phenyl)-5,7-dimethyl-4-[1H-1,2,4]triazol-1-yl-imidazo[5,1-f][1,2,4]triazine
480427-00-7

2-(4-bromo-phenyl)-5,7-dimethyl-4-[1H-1,2,4]triazol-1-yl-imidazo[5,1-f][1,2,4]triazine

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

2-(4-bromo-phenyl)-5,7-dimethyl-4-(3,4,5-trimethoxy-phenoxy)-imidazo[5,1-f][1,2,4]triazine
480425-78-3

2-(4-bromo-phenyl)-5,7-dimethyl-4-(3,4,5-trimethoxy-phenoxy)-imidazo[5,1-f][1,2,4]triazine

Conditions
ConditionsYield
Stage #1: 3,4,5-trimethoxyphenol With potassium tert-butylate In tetrahydrofuran for 0.5h;
Stage #2: 2-(4-bromo-phenyl)-5,7-dimethyl-4-[1H-1,2,4]triazol-1-yl-imidazo[5,1-f][1,2,4]triazine In tetrahydrofuran at 70℃; for 3h;
99%
3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

3,4-(methylenedioxy)cinnamic acid
2373-80-0

3,4-(methylenedioxy)cinnamic acid

4-(benzo[d][1,3]dioxol-5-yl)-5,6,7-trimethoxychroman-2-one

4-(benzo[d][1,3]dioxol-5-yl)-5,6,7-trimethoxychroman-2-one

Conditions
ConditionsYield
With acetyl chloride at 25℃; for 10h; Inert atmosphere;99%
3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

C11H11NO3

C11H11NO3

C18H19NO5

C18H19NO5

Conditions
ConditionsYield
With chloro-trimethyl-silane; 1,3-bis(2,4,6-trimethylphenyl)-2-iodoimidazolium triflate In chloroform at 25℃; for 24h; Inert atmosphere;99%
3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

allyl bromide
106-95-6

allyl bromide

1-(allyloxy)-3,4,5-trimethoxybenzene
150571-99-6

1-(allyloxy)-3,4,5-trimethoxybenzene

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 23℃; for 1h; Alkylation;98%
With potassium carbonate In acetone Williamson Ether Synthesis; Reflux;30%
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃;
3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

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

3,4,5-trimethoxyphenyl 4-methylbenzenesulfonate

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane for 2.25h; Inert atmosphere;98%
With pyridine; dmap In dichloromethane84%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

3,4,5-trimethoxyphenyl trifluoromethanesulfonate
143287-98-3

3,4,5-trimethoxyphenyl trifluoromethanesulfonate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; Inert atmosphere;98%
With potassium phosphate In toluene at 0 - 20℃;97%
With potassium phosphate In water; toluene at 0 - 20℃;97%
1-O-acetyl-3,4-di-O-benzyl-2,6-dideoxy-α-D-glucoside

1-O-acetyl-3,4-di-O-benzyl-2,6-dideoxy-α-D-glucoside

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

C29H34O7

C29H34O7

Conditions
ConditionsYield
With tetrafluoroboric acid; 1-hexyl-3-methylimidazolium tetrafluoroborate at 25℃; under 2 Torr; for 1h;98%
3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

dimethyl sulfate
77-78-1

dimethyl sulfate

1,2,3,5-tetramethoxybenzene
5333-45-9

1,2,3,5-tetramethoxybenzene

Conditions
ConditionsYield
With potassium carbonate In acetone Inert atmosphere;98%
3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

sodium acetate
127-09-3

sodium acetate

acetic acid 3,4,5-trimethoxy-phenyl ester
17742-46-0

acetic acid 3,4,5-trimethoxy-phenyl ester

Conditions
ConditionsYield
In acetic anhydride at 110℃; for 2h; Inert atmosphere;98%
3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

2-(5-chloro-2-methyl-phenylamino)-6-trifluoromethyl-nicotinic acid
741265-23-6

2-(5-chloro-2-methyl-phenylamino)-6-trifluoromethyl-nicotinic acid

3,4,5-trimethoxyphenyl 2-((5-chloro-2-methylphenyl)amino)-6-(trifluoromethyl)nicotinate

3,4,5-trimethoxyphenyl 2-((5-chloro-2-methylphenyl)amino)-6-(trifluoromethyl)nicotinate

Conditions
ConditionsYield
Stage #1: 2-(5-chloro-2-methyl-phenylamino)-6-trifluoromethyl-nicotinic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In acetonitrile at 20℃; for 0.5h;
Stage #2: 3,4,5-trimethoxyphenol In acetonitrile at 20℃; for 24h;
98%
3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

isopropyl alcohol
67-63-0

isopropyl alcohol

4-isopropoxy-3,4,5-trimethoxycyclohexa-2,5-dienone
57197-21-4

4-isopropoxy-3,4,5-trimethoxycyclohexa-2,5-dienone

Conditions
ConditionsYield
With potassium carbonate; bis-[(trifluoroacetoxy)iodo]benzene In acetonitrile for 0.166667h; Ambient temperature;97%
With thallium(III) nitrate
3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

3,4,5-trimethoxyphenyl methanesulfonate

3,4,5-trimethoxyphenyl methanesulfonate

Conditions
ConditionsYield
With triethylamine at 20℃; for 19h;96%
With triethylamine In dichloromethane at 0℃; for 0.5h;59%
diethyl 2-(2-(phenylethynyl)benzylidene)malonate
1028981-50-1

diethyl 2-(2-(phenylethynyl)benzylidene)malonate

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

(E)-ethyl 7-benzylidene-1,2,3-trimethoxy-6-oxo-6,6a,7,11b-tetrahydroindeno[2,1-c]chromene-6a-carboxylate

(E)-ethyl 7-benzylidene-1,2,3-trimethoxy-6-oxo-6,6a,7,11b-tetrahydroindeno[2,1-c]chromene-6a-carboxylate

Conditions
ConditionsYield
With tin(II) trifluoromethanesulfonate In 1,2-dichloro-ethane at 100℃; for 8h; Sealed tube; stereoselective reaction;96%
4-methylcinnamic acid
1866-39-3

4-methylcinnamic acid

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

5,6,7-trimethoxy-4-(p-tolyl)chroman-2-one

5,6,7-trimethoxy-4-(p-tolyl)chroman-2-one

Conditions
ConditionsYield
With acetyl chloride at 48℃; for 24h; Inert atmosphere;96%
3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

4-azido-3,4,5-trimethoxycyclohexa-2,5-dien-1-one

4-azido-3,4,5-trimethoxycyclohexa-2,5-dien-1-one

Conditions
ConditionsYield
With Amberlyst A26-resin bound iodine azide In acetonitrile at 20℃; for 2.5h; Catalytic behavior; Inert atmosphere;96%
3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

acetic anhydride
108-24-7

acetic anhydride

6-hydroxy-2,3,4-trimethoxyacetophenone
22248-14-2

6-hydroxy-2,3,4-trimethoxyacetophenone

Conditions
ConditionsYield
Stage #1: 3,4,5-trimethoxyphenol; acetic anhydride With boron trifluoride diethyl etherate at 0 - 60℃; for 3h;
Stage #2: With water; triethylamine at 20℃; for 1h;
95%
With boron trifluoride diethyl etherate at 0 - 60℃; for 3h;95%
Stage #1: 3,4,5-trimethoxyphenol; acetic anhydride With zinc(II) chloride In nitromethane Friedel-Crafts reaction;
Stage #2: With sodium hydrogencarbonate In nitromethane Further stages.;
91%
3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

(RS)-1-chloro-3-(4-(2-methoxyphenyl)piperazin-1-yl)propan-2-ol
73438-28-5

(RS)-1-chloro-3-(4-(2-methoxyphenyl)piperazin-1-yl)propan-2-ol

Enciprazine
68576-86-3

Enciprazine

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 6h; Reflux;95%
3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

dimethyl 2-((fluoromethyl)(phenyl)-l4-sulfaneylidene)malonate

dimethyl 2-((fluoromethyl)(phenyl)-l4-sulfaneylidene)malonate

5-(fluoromethoxy)-1,2,3-trimethoxybenzene

5-(fluoromethoxy)-1,2,3-trimethoxybenzene

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 40℃; for 0.5h; Schlenk technique; Inert atmosphere;95%
Nonafluorobutanesulfonyl fluoride
375-72-4

Nonafluorobutanesulfonyl fluoride

3,4,5-trimethoxyphenol
642-71-7

3,4,5-trimethoxyphenol

3,4,5-trimethoxyphenyl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate

3,4,5-trimethoxyphenyl 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile Inert atmosphere;95%

3,4,5-Trimethoxyphenol Specification

The IUPAC name of 3,4,5-Trimethoxyphenol is 3,4,5-trimethoxyphenol. With the CAS registry number 642-71-7, it is also named as Phenol, 3,4,5-trimethoxy-. The product's categories are Aromatic Phenols; Organic Building Blocks; Oxygen Compounds; Phenols. Besides, it is light yellow to brown crystalline powder, which should be stored in sealed containers in a cool, dry place away from oxidizing agents. In addition, its molecular formula is C9H12O4 and molecular weight is 184.19.

The other characteristics of this product can be summarized as: (1)EINECS: 211-387-2; (2)ACD/LogP: 1.07; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 1.07; (5)ACD/LogD (pH 7.4): 1.07; (6)ACD/BCF (pH 5.5): 3.82; (7)ACD/BCF (pH 7.4): 3.81; (8)ACD/KOC (pH 5.5): 90.89; (9)ACD/KOC (pH 7.4): 90.46; (10)#H bond acceptors: 4; (11)#H bond donors: 1; (12)#Freely Rotating Bonds: 4; (13)Polar Surface Area: 36.92 Å2; (14)Index of Refraction: 1.514; (15)Molar Refractivity: 48.17 cm3; (16)Molar Volume: 159.8 cm3; (17)Polarizability: 19.09×10-24cm3; (18)Surface Tension: 36.2 dyne/cm; (19)Density: 1.152 g/cm3; (20)Flash Point: 143.2 °C; (21)Melting point: 146-149 °C; (22)Enthalpy of Vaporization: 57.62 kJ/mol; (23)Boiling Point: 313.1 °C at 760 mmHg; (24)Vapour Pressure: 0.000276 mmHg at 25 °C.

Preparation of 3,4,5-Trimethoxyphenol: this chemical can be prepared by 2-(3,4,5-trimethoxy-phenyl)-propan-2-ol.



This reaction NaBO3.4H2O, BF3.Et2O and tetrahydrofuran at temperature of 0 °C for 1.5 hours. The yield is 87 %.

Uses of 3,4,5-Trimethoxyphenol: it can react with acetic acid anhydride to get 5-acetoxy-1,2,3-trimethoxy-benzene.



This reaction needs AcONa at temperature of 110 °C for 2 hours. The yield is 96 %.

When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
(1)Canonical SMILES: COC1=CC(=CC(=C1OC)OC)O
(2)InChI: InChI=1S/C9H12O4/c1-11-7-4-6(10)5-8(12-2)9(7)13-3/h4-5,10H,1-3H3
(3)InChIKey: VTCDZPUMZAZMSB-UHFFFAOYSA-N 

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