Product Name

  • Name

    2-Methoxy-4-methylphenol

  • EINECS 202-252-9
  • CAS No. 93-51-6
  • Article Data183
  • CAS DataBase
  • Density 1.078 g/cm3
  • Solubility Slightly soluble in water.
  • Melting Point 5 °C(lit.)
  • Formula C8H10O2
  • Boiling Point 220 °C at 760 mmHg
  • Molecular Weight 138.166
  • Flash Point 99.4 °C
  • Transport Information
  • Appearance Clear colorless to slightly yellow liquid
  • Safety 26-36-24/25
  • Risk Codes 22-36/37/38
  • Molecular Structure Molecular Structure of 93-51-6 (2-Methoxy-4-methylphenol)
  • Hazard Symbols HarmfulXn,IrritantXi
  • Synonyms Creosol(6CI);p-Cresol, 2-methoxy- (8CI);2-Methoxy-p-cresol;3-Methoxy-4-hydroxytoluene;4-Hydroxy-3-methoxy-1-methylbenzene;4-Hydroxy-3-methoxytoluene;4-Methyl-2-methoxyphenol;4-Methylguaiacol;Homoguaiacol;NSC 4969;p-Creosol;p-Methylguaiacol;
  • PSA 29.46000
  • LogP 1.70920

Synthetic route

vanillin
121-33-5

vanillin

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

Conditions
ConditionsYield
With formic acid; palladium and silver nanoparticles over graphitic carbon nitride surface In water at 20℃; for 4h; Catalytic behavior; Reagent/catalyst; Temperature; Sealed tube; Irradiation;100%
With hydrogen; acetic acid; palladium on activated charcoal at 55℃; for 24h;99%
With hydrogen In water at 150℃; under 3750.38 Torr; for 5h; Reagent/catalyst; Temperature; Pressure; Time; Solvent; Autoclave;99.8%
vanillin
121-33-5

vanillin

A

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

B

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

Conditions
ConditionsYield
With hydrogen In water at 70℃; Catalytic behavior;A 99.9%
B n/a
With hydrogen In water at 20 - 100℃; under 3750.38 Torr; for 1h; Kinetics; Reagent/catalyst; Temperature; Pressure; Autoclave;A 90.9%
B 9.1%
With 2 wt% Pd/C; hydrogen In water at 20 - 100℃; under 3750.38 Torr; for 1h; Kinetics; Reagent/catalyst; Autoclave;A 21.8%
B 78.3%
2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

sodium methylate
124-41-4

sodium methylate

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

Conditions
ConditionsYield
With Methyl formate; copper(l) chloride In methanol at 110℃; for 2h; Autoclave;98%
In methanol at 200℃; under 120012 Torr; for 0.0333333h; Temperature; Pressure; Time; Autoclave;13.38 g
4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

Conditions
ConditionsYield
Stage #1: 4-hydroxymethyl-2-methoxyphenol With ammonium formate In ethanol; water at 22℃; for 0.166667h;
Stage #2: With formic acid In ethanol; water at 22℃; for 1h; Catalytic behavior; Reagent/catalyst; Temperature; Solvent; chemoselective reaction;
95%
With lithium aluminium tetrahydride In tetrahydrofuran; chlorobenzene for 3h; Heating;87%
With triethylsilane; palladium dichloride In ethanol at 20℃; for 0.166667h; Inert atmosphere;96 %Chromat.
1-(allyloxy)-2-methoxy-4-methylbenzene
201359-55-9

1-(allyloxy)-2-methoxy-4-methylbenzene

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

Conditions
ConditionsYield
Stage #1: 1-(allyloxy)-2-methoxy-4-methylbenzene With tert.-butyl lithium In diethyl ether; pentane at -78℃; for 2h; Inert atmosphere;
Stage #2: With methanol In diethyl ether; pentane at -78℃; Inert atmosphere;
88%
4-hydroxy-3-methoxyphenylacetonitrile
4468-59-1

4-hydroxy-3-methoxyphenylacetonitrile

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

Conditions
ConditionsYield
Stage #1: 4-hydroxy-3-methoxyphenylacetonitrile With 15-crown-5; sodium In tetrahydrofuran; hexane at 0℃; for 0.333333h; Birch Reduction; Inert atmosphere;
Stage #2: With water In tetrahydrofuran; hexane at 0℃; for 1h; Birch Reduction; Inert atmosphere;
Stage #3: With hydrogenchloride In water pH=1; chemoselective reaction;
84%
Stage #1: 4-hydroxy-3-methoxyphenylacetonitrile With 15-crown-5; sodium In tetrahydrofuran; hexane at 0℃; for 0.333333h; Inert atmosphere;
Stage #2: With water In tetrahydrofuran; hexane at 0℃; for 1h;
74%
1-methoxy-3-methyl-benzene
100-84-5

1-methoxy-3-methyl-benzene

A

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

B

1-hydroxy-4-methoxy-2-methylbenzene
5307-05-1

1-hydroxy-4-methoxy-2-methylbenzene

C

2-methyl-6-methoxyphenol
2896-67-5

2-methyl-6-methoxyphenol

Conditions
ConditionsYield
With wild type cytochrome P450 CYP102A1 variants RLYF/A330P; oxygen; NADPH Reagent/catalyst; Enzymatic reaction;A 11%
B 80%
C 7%
C28H44O4P2

C28H44O4P2

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

Conditions
ConditionsYield
With chlorobis(ethylene)rhodium(I) dimer; hydrogen In 1,4-dioxane at 150℃; under 7757.43 Torr; Pressure; Reagent/catalyst;79%
Propionic acid 2-methoxy-4-methyl-phenyl ester
108439-89-0

Propionic acid 2-methoxy-4-methyl-phenyl ester

A

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

B

hydroxy-5 methoxy-4 methyl-2 propiophenone
91970-98-8

hydroxy-5 methoxy-4 methyl-2 propiophenone

C

propionyloxy-5 methoxy-4 methyl-2 propiophenone
108439-90-3

propionyloxy-5 methoxy-4 methyl-2 propiophenone

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane at 20℃; for 8h;A 32%
B 59%
C 4%
With aluminium trichloride In dichloromethane at 0℃; for 8h;A 32%
B 49%
C 20%
2-(2-methoxy-4-methylphenoxy)acetic acid
6270-23-1

2-(2-methoxy-4-methylphenoxy)acetic acid

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

Conditions
ConditionsYield
Stage #1: 2-(2-methoxy-4-methylphenoxy)acetic acid With diphenyl-phosphinic acid; triethylamine In N,N-dimethyl-formamide; toluene for 3h; Curtius-rearrangement; Heating;
Stage #2: With water In N,N-dimethyl-formamide; toluene Heating; Further stages.;
59%
vanillin
121-33-5

vanillin

A

p-cresol
106-44-5

p-cresol

B

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

Conditions
ConditionsYield
With hydrogen In water at 100℃; under 15001.5 Torr; for 3h; Autoclave;A 6.9%
B 53.7%
With isopropyl alcohol at 140℃; for 15h; Reagent/catalyst; Autoclave;
2,4'-dimethoxy-4-methyldiphenyl ether
23990-91-2

2,4'-dimethoxy-4-methyldiphenyl ether

sodium methylate
124-41-4

sodium methylate

A

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

B

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

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

Conditions
ConditionsYield
In methanol anodic oxidation; Pt foil anode and catode;A n/a
B 53%
4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

A

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

B

4,4’-dihydroxy-3,3’-dimethoxybibenzyl
18256-53-6

4,4’-dihydroxy-3,3’-dimethoxybibenzyl

Conditions
ConditionsYield
With triphenylphosphine In 1,4-dioxane at 200℃; for 16h; Autoclave; Inert atmosphere;A 33%
B 53%
vanillin
121-33-5

vanillin

A

p-cresol
106-44-5

p-cresol

B

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

C

4-hydroxymethyl-2-methoxyphenol
498-00-0

4-hydroxymethyl-2-methoxyphenol

Conditions
ConditionsYield
With hydrogen In water at 100℃; under 15001.5 Torr; for 3h; Autoclave;A 6.9%
B 52.3%
C 6.63%
With hydrogen In water at 100℃; under 15001.5 Torr; for 3h; Autoclave;A 6.9%
B 52.9%
C 6.9%
With hydrogen In water at 100℃; under 15001.5 Torr; for 3h; Autoclave;A 5.3%
B 49.9%
C 11.8%
1,2-dimethoxy-4-methylbenzene
494-99-5

1,2-dimethoxy-4-methylbenzene

A

5-methyl-2-methoxyphenol
1195-09-1

5-methyl-2-methoxyphenol

B

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

C

4-methyl-1,2-dihydroxybenzene
452-86-8

4-methyl-1,2-dihydroxybenzene

Conditions
ConditionsYield
With orcinol; Acetobacterium dehalogenans veratrol-O-demethylase; Desulfitobacterium hafniense methyltransferase dhaf4611 In aq. buffer at 25℃; for 24h; pH=6.5; Inert atmosphere; Enzymatic reaction; regioselective reaction;A 35%
B 52%
C 13%
3,3'-dimethoxy-5,5'-dimethyl-[1,1'-biphenyl]-2,2'-diol
13990-86-8

3,3'-dimethoxy-5,5'-dimethyl-[1,1'-biphenyl]-2,2'-diol

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

Conditions
ConditionsYield
Stage #1: 3,3'-dimethoxy-5,5'-dimethyl-[1,1'-biphenyl]-2,2'-diol With Chlorodiisopropylphosphane; sodium hydride In 1,4-dioxane at 20℃;
Stage #2: With chlorobis(ethylene)rhodium(I) dimer; hydrogen In 1,4-dioxane at 150℃; under 2585.81 Torr;
50%
Multi-step reaction with 2 steps
1: triethylamine
2: hydrogen; chlorobis(ethylene)rhodium(I) dimer / 1,4-dioxane / 150 °C / 7757.43 Torr
View Scheme
2-methoxy-p-tolyl acetate
879-67-4

2-methoxy-p-tolyl acetate

A

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

B

hydroxy-5 methoxy-4 methyl-2 acetophenone
6948-37-4

hydroxy-5 methoxy-4 methyl-2 acetophenone

C

acetoxy-5 methoxy-4 methyl-2 acetophenone
35684-86-7

acetoxy-5 methoxy-4 methyl-2 acetophenone

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane at 0℃; for 8h;A 32%
B 45%
C 15%
2-methoxy-4-methylphenoxybenzene
128837-56-9

2-methoxy-4-methylphenoxybenzene

A

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

B

cyclohexane
110-82-7

cyclohexane

C

methyl cyclohexane
82166-21-0

methyl cyclohexane

Conditions
ConditionsYield
With hydrogen In decalin at 200℃; under 75007.5 Torr; for 3h;A 45%
B n/a
C n/a
allyl 2-bromo-6-methoxy-4-methylphenyl ether

allyl 2-bromo-6-methoxy-4-methylphenyl ether

A

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

B

C11H14O2

C11H14O2

Conditions
ConditionsYield
Stage #1: allyl 2-bromo-6-methoxy-4-methylphenyl ether With tert.-butyl lithium In diethyl ether; pentane at -78℃; Inert atmosphere;
Stage #2: With N,N,N,N,-tetramethylethylenediamine In diethyl ether; pentane at -78 - 0℃; Inert atmosphere;
Stage #3: With water Inert atmosphere;
A 35%
B 42%
3,3'-dimethoxy-5,5'-dimethyl-[1,1'-biphenyl]-2,2'-diol
13990-86-8

3,3'-dimethoxy-5,5'-dimethyl-[1,1'-biphenyl]-2,2'-diol

A

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

B

5,5'-Dimethyl-1,1'-biphenyl-2,2',3,3'-tetrol
3598-32-1

5,5'-Dimethyl-1,1'-biphenyl-2,2',3,3'-tetrol

C

2-methoxy-phenol
90-05-1

2-methoxy-phenol

D

3'-methoxy-5,5'-dimethyl-biphenyl-2,3,2'-triol

3'-methoxy-5,5'-dimethyl-biphenyl-2,3,2'-triol

Conditions
ConditionsYield
With sulfuric acid; water at 224.84℃; under 21752.2 Torr; for 1.5h; Inert atmosphere; Autoclave;A 7%
B 9%
C 12%
D 42%
vanillin
121-33-5

vanillin

A

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

B

5-[(4-hydroxy-3-methoxyphenyl)methyl]-2-methoxy-4-methylphenol
38768-71-7

5-[(4-hydroxy-3-methoxyphenyl)methyl]-2-methoxy-4-methylphenol

Conditions
ConditionsYield
With triethylsilane; zinc(II) iodide In 1,2-dichloro-ethane at 20℃; for 7h;A 28%
B 34%
3-methoxy-4-(phenylmethoxy)benzaldehyde
2426-87-1

3-methoxy-4-(phenylmethoxy)benzaldehyde

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

Conditions
ConditionsYield
With Pd-BaSO4; ethyl acetate Hydrogenation;
2-bromo-p-cresol
6627-55-0

2-bromo-p-cresol

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

Conditions
ConditionsYield
With potassium hydroxide at 150 - 155℃; under 11032.6 Torr;
5-bromo-2-methoxy-4-methylphenol
83387-13-7

5-bromo-2-methoxy-4-methylphenol

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

pinoresinol
7452-03-1

pinoresinol

A

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

B

2-methoxy-4-propenylphenol
97-54-1

2-methoxy-4-propenylphenol

C

2-methoxy-phenol
90-05-1

2-methoxy-phenol

Conditions
ConditionsYield
Bei der trockenen Destillation;
vanillin
121-33-5

vanillin

A

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

B

6,3'-dimethoxy-4-methyl-3,4'-methanediyl-di-phenol

6,3'-dimethoxy-4-methyl-3,4'-methanediyl-di-phenol

Conditions
ConditionsYield
With palladium on activated charcoal; acetic acid Hydrogenation;
dimethyl sulfate
77-78-1

dimethyl sulfate

4-methyl-1,2-dihydroxybenzene
452-86-8

4-methyl-1,2-dihydroxybenzene

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

Conditions
ConditionsYield
With alkali at 50 - 60℃;
sodium methyl sulfate
512-42-5

sodium methyl sulfate

4-methyl-1,2-dihydroxybenzene
452-86-8

4-methyl-1,2-dihydroxybenzene

A

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

B

1,2-dimethoxy-4-methylbenzene
494-99-5

1,2-dimethoxy-4-methylbenzene

Conditions
ConditionsYield
With potassium hydroxide
methanol
67-56-1

methanol

2-Diazo-4-methylphenol
87842-95-3

2-Diazo-4-methylphenol

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

Conditions
ConditionsYield
With sulfuric acid at 0℃; for 24h; Mechanism; Irradiation;7.9 % Chromat.
3-methoxy-4-nitrotoluene
38512-82-2

3-methoxy-4-nitrotoluene

A

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

B

2-nitro-5-methylphenol
700-38-9

2-nitro-5-methylphenol

Conditions
ConditionsYield
With sodium hydroxide; tert-butyl alcohol In water Quantum yield; Irradiation;
2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

allyl bromide
106-95-6

allyl bromide

1-(allyloxy)-2-methoxy-4-methylbenzene
201359-55-9

1-(allyloxy)-2-methoxy-4-methylbenzene

Conditions
ConditionsYield
With potassium carbonate In acetone for 12h; Heating;100%
With potassium carbonate; sodium iodide In acetone for 15h; Reflux; Inert atmosphere;96%
With potassium carbonate In acetone for 6h; Heating;95%
formaldehyd
50-00-0

formaldehyd

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

dimethyl amine
124-40-3

dimethyl amine

6<(dimethylamino)methyl>-2-methoxy-4-methylphenol
123752-64-7

6<(dimethylamino)methyl>-2-methoxy-4-methylphenol

Conditions
ConditionsYield
In water for 1.5h;100%
2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

C14H13IN3Pol

C14H13IN3Pol

C22H22N3O2Pol

C22H22N3O2Pol

Conditions
ConditionsYield
With pyridine; copper(I) bromide dimethylsulfide complex; sodium carbonate In acetonitrile at 75℃; for 48h; Inert atmosphere; solid phase reaction;100%
2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

C8H7(2)H3O2
7329-56-8

C8H7(2)H3O2

Conditions
ConditionsYield
With perchloric acid; d(4)-methanol at 75℃; for 96h; Inert atmosphere;100%
With sulfuryl dichloride; water-d2 at 100℃; for 30h; Microwave irradiation; Sealed tube;100 %Chromat.
2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

4-methyl-1,2-dihydroxybenzene
452-86-8

4-methyl-1,2-dihydroxybenzene

Conditions
ConditionsYield
With hydrogenchloride In water at 250℃; under 37503.8 Torr; for 3h; Autoclave; Inert atmosphere; Green chemistry;99%
With aluminium(III) iodide; tetra-(n-butyl)ammonium iodide In cyclohexane for 0.7h; Heating;98%
With aluminium(III) iodide In dimethyl sulfoxide; acetonitrile at 80℃; for 18h;96%
2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

acetic anhydride
108-24-7

acetic anhydride

2-methoxy-p-tolyl acetate
879-67-4

2-methoxy-p-tolyl acetate

Conditions
ConditionsYield
With zirconium(IV) chloride at 20℃; for 0.25h;99%
With sulfuric acid
With sulfuric acid at 100℃;
2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

3-methylphenylsulfonyl chloride
1899-93-0

3-methylphenylsulfonyl chloride

2-Methoxy-4-methylphenyl 3-methylbenzenesulfonate

2-Methoxy-4-methylphenyl 3-methylbenzenesulfonate

Conditions
ConditionsYield
With triethylamine In hexane; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran99%
trifluoromethylsulfonic anhydride
358-23-6

trifluoromethylsulfonic anhydride

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

2-methoxy-4-methylphenyl trifluoromethanesulfonate
138642-33-8

2-methoxy-4-methylphenyl trifluoromethanesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at -78 - 20℃; for 14h; Inert atmosphere;99%
Stage #1: 2-Methoxy-4-methylphenol With pyridine In dichloromethane at 0℃; for 0.0833333h; Inert atmosphere; Schlenk technique;
Stage #2: trifluoromethylsulfonic anhydride In dichloromethane at 0 - 20℃; for 18h; Inert atmosphere; Schlenk technique;
78%
2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

4-fluorobenzonitrile
1194-02-1

4-fluorobenzonitrile

4-(2-methoxy-4-methylphenoxy)benzonitrile
897036-73-6

4-(2-methoxy-4-methylphenoxy)benzonitrile

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl acetamide at 100℃; for 30h;99%
2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

2-fluorobenzonitrile
394-47-8

2-fluorobenzonitrile

2-(2-methoxy-4-methyl-phenoxy)-benzonitrile
928302-73-2

2-(2-methoxy-4-methyl-phenoxy)-benzonitrile

Conditions
ConditionsYield
With caesium carbonate In dimethyl amine at 100℃; for 30h;99%
titanium(IV) isopropylate
546-68-9

titanium(IV) isopropylate

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

[(2-methoxy-4-methylphenoxy)2Ti(isopropoxy)2]
1394844-98-4

[(2-methoxy-4-methylphenoxy)2Ti(isopropoxy)2]

Conditions
ConditionsYield
In cyclohexane at 20℃; Inert atmosphere; Schlenk technique;99%
2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

carbon dioxide
124-38-9

carbon dioxide

2-hydroxy-3-methoxy-5-methylbenzoic acid
4386-42-9

2-hydroxy-3-methoxy-5-methylbenzoic acid

Conditions
ConditionsYield
Stage #1: 2-Methoxy-4-methylphenol; carbon dioxide With potassium carbonate at 200℃; under 41372.9 Torr; for 4.5h; Kolbe-Schmitt reaction; Autoclave;
Stage #2: With hydrogenchloride In water at 20℃; pH=1;
98%
With potassium carbonate at 200℃; under 41371.8 Torr; for 4h; Carboxylation; Kolbe-Schmitt carboxylation;
methanol
67-56-1

methanol

4-penten-3-one
1629-58-9

4-penten-3-one

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

(1SR,4SR,7SR)-3,3-dimethoxy-5-methyl-7-propionylbicyclo[2.2.2]oct-5-en-2-one

(1SR,4SR,7SR)-3,3-dimethoxy-5-methyl-7-propionylbicyclo[2.2.2]oct-5-en-2-one

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene at 20℃; for 1h;98%
2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

trimethylsilylazide
4648-54-8

trimethylsilylazide

(4-methyl-2-methoxyphenoxy)trimethylsilane
132114-79-5

(4-methyl-2-methoxyphenoxy)trimethylsilane

Conditions
ConditionsYield
tetrabutylammomium bromide at 30℃; for 4h;98%
2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

Isopropyl isocyanate
1795-48-8

Isopropyl isocyanate

C12H17NO3
956219-14-0

C12H17NO3

Conditions
ConditionsYield
With dmap In tetrahydrofuran Heating;98%
2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

benzyl bromide
100-39-0

benzyl bromide

1-(benzyloxy)-2-methoxy-4-methylbenzene
78136-55-7

1-(benzyloxy)-2-methoxy-4-methylbenzene

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 18h; Reflux;98%
With potassium carbonate In acetonitrile for 18h; Reflux;98%
With potassium carbonate In acetone at 50℃; for 12h; Inert atmosphere;96%
Stage #1: 2-Methoxy-4-methylphenol With sodium hydride In DMF (N,N-dimethyl-formamide) at 0℃; for 0.5h;
Stage #2: benzyl bromide With tetrabutylammomium bromide In DMF (N,N-dimethyl-formamide) at 0 - 20℃;
1-bromo-4-butene
5162-44-7

1-bromo-4-butene

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

1-(but-3-enyloxy)-2-methoxy-4-methylbenzene
1140923-64-3

1-(but-3-enyloxy)-2-methoxy-4-methylbenzene

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 12h; Reflux;98%
2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

2-N,N-Dimethylaminonaphthalene
2436-85-3

2-N,N-Dimethylaminonaphthalene

2-(2-(dimethylamino)naphthalen-1-yl)-6-methoxy-4-methylphenol

2-(2-(dimethylamino)naphthalen-1-yl)-6-methoxy-4-methylphenol

Conditions
ConditionsYield
With iron(III) chloride; di-tert-butyl peroxide; trifluoroacetic acid at 20℃; for 24h; chemoselective reaction;98%
With 1,1,1,3',3',3'-hexafluoro-propanol; periodic acid In nitromethane; N,N-dimethyl-formamide at 20℃; for 0.5h;34%
formaldehyd
50-00-0

formaldehyd

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

2,2'-dihydroxy-3,3'-dimethoxy-5,5'-dimethyl-diphenylmethane
1620-70-8

2,2'-dihydroxy-3,3'-dimethoxy-5,5'-dimethyl-diphenylmethane

Conditions
ConditionsYield
With sodium hydroxide for 2.5h; Dimerization;97%
With zinc(II) acetate dihydrate for 16h; Inert atmosphere; Reflux; regioselective reaction;41%
With zinc(II) acetate dihydrate for 16h; Reflux; Inert atmosphere;41%
With zinc diacetate
2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

3,3'-dimethoxy-5,5'-dimethylbiphenyl-2,2'-diol

3,3'-dimethoxy-5,5'-dimethylbiphenyl-2,2'-diol

Conditions
ConditionsYield
With copper diacetate; ethylene glycol at 75℃; for 12h; Green chemistry;97%
2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

N-[(trifluoromethyl)sulfanyl]aniline
1045821-71-3

N-[(trifluoromethyl)sulfanyl]aniline

2-methoxy-4-methyl-5-(trifluoromethylthio)phenol

2-methoxy-4-methyl-5-(trifluoromethylthio)phenol

Conditions
ConditionsYield
With trifluorormethanesulfonic acid In dichloromethane at 20℃; regioselective reaction;97%
2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

methyl iodide
74-88-4

methyl iodide

1,2-dimethoxy-4-methylbenzene
494-99-5

1,2-dimethoxy-4-methylbenzene

Conditions
ConditionsYield
Stage #1: 2-Methoxy-4-methylphenol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; for 0.5h; Sealed tube;
Stage #2: methyl iodide In N,N-dimethyl-formamide; mineral oil at 60℃; Sealed tube;
96%
With sodium hydroxide In N,N-dimethyl acetamide at 25℃; Rate constant;
methanol
67-56-1

methanol

4-penten-3-one
1629-58-9

4-penten-3-one

2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

(1R,4R)-3,3-Dimethoxy-5-methyl-7-propionyl-bicyclo[2.2.2]oct-5-en-2-one

(1R,4R)-3,3-Dimethoxy-5-methyl-7-propionyl-bicyclo[2.2.2]oct-5-en-2-one

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene at 20℃; Diels-Alder reaction;96%
With isosorbide dinitrate88%
2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

p-Chlorothiophenol
106-54-7

p-Chlorothiophenol

2-methoxy-4-methyl-6-((4-nitrophenyl)thio)phenol

2-methoxy-4-methyl-6-((4-nitrophenyl)thio)phenol

Conditions
ConditionsYield
With nitronium tetrafluoborate; oxygen In sulfolane at 20℃; for 24h; Sealed tube;96%
2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

propionyl chloride
79-03-8

propionyl chloride

hydroxy-5 methoxy-4 methyl-2 propiophenone
91970-98-8

hydroxy-5 methoxy-4 methyl-2 propiophenone

Conditions
ConditionsYield
With aluminium trichloride In dichloromethane at 20℃; for 2h;95%
2-Methoxy-4-methylphenol
93-51-6

2-Methoxy-4-methylphenol

N,N-diethylcarbamyl chloride
88-10-8

N,N-diethylcarbamyl chloride

N,N-diethyl-1-carbamyloxy-2-methoxy-4-methylbenzene
628339-15-1

N,N-diethyl-1-carbamyloxy-2-methoxy-4-methylbenzene

Conditions
ConditionsYield
Stage #1: 2-Methoxy-4-methylphenol With sodium hydride In tetrahydrofuran at 20℃; for 2h;
Stage #2: N,N-diethylcarbamyl chloride In tetrahydrofuran at 20℃; for 8h;
95%
With sodium hydride In tetrahydrofuran at 20℃;95%

2-Methoxy-4-methylphenol Chemical Properties

MF: C8H10O2
MW: 138.16
EINECS: 202-252-9
2-METHOXY-p-CRESOL(93-51-6),its melting point is  5 °C(lit.),boiling point is  221-222 °C(lit.);density is 1.092 g/mL at 25 °C(lit.) ,   Following is the molecular structure of 2-METHOXY-p-CRESOL(93-51-6):

2-Methoxy-4-methylphenol Uses

2-METHOXY-p-CRESOL(93-51-6) can be used for spice, pharmaceutical and other organic intermediates.

2-Methoxy-4-methylphenol Toxicity Data With Reference

1.   

sce-hmn:lyms 500 µmol/L

   MUREAV    Mutation Research. 206 (1988),17.
2.   

orl-rat LD50:740 mg/kg

   FOMDAK    Folia Medica. 32 (1991),309.
3.   

ivn-mus LD50:76 mg/kg

   AIPTAK    Archives Internationales de Pharmacodynamie et de Therapie. 164 (1966),30.

RTECS  :GP1755000

2-Methoxy-4-methylphenol Consensus Reports

Reported in EPA TSCA Inventory.

2-Methoxy-4-methylphenol Safety Profile

A poison by intravenous route. Appears to be at least moderately toxic. An irritant to skin and eyes. Mutation data reported. When heated to decomposition it emits acrid smoke and irritating fumes.
Othersafty informations about 2-METHOXY-p-CRESOL(93-51-6):
Hazard Codes : Xn,Xi (Harmful;Irritant)
Risk Statements  :
R22:Harmful if swallowed
R36/37/38 :Irritating to eyes, respiratory system and skin
Safety Statements  :
S26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical a
S36:Wear suitable protective clothing
S24/25 :Avoid contact with skin and eyes
RIDADR  :2810
WGK Germany:  3
 
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