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2-Methoxy-4-methylphenol

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Name

2-Methoxy-4-methylphenol

EINECS 202-252-9
CAS No. 93-51-6 Density 1.078 g/cm3
PSA 29.46000 LogP 1.70920
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 N/A 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;

Article Data 183

2-Methoxy-4-methylphenol Synthetic route

121-33-5

vanillin

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%
121-33-5

vanillin

A

93-51-6

2-Methoxy-4-methylphenol

B

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%
6627-55-0

2-bromo-p-cresol

124-41-4

sodium methylate

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
498-00-0

4-hydroxymethyl-2-methoxyphenol

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.
201359-55-9

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

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%
4468-59-1

4-hydroxy-3-methoxyphenylacetonitrile

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%
100-84-5

1-methoxy-3-methyl-benzene

A

93-51-6

2-Methoxy-4-methylphenol

B

5307-05-1

1-hydroxy-4-methoxy-2-methylbenzene

C

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

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%
108439-89-0

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

A

93-51-6

2-Methoxy-4-methylphenol

B

91970-98-8

hydroxy-5 methoxy-4 methyl-2 propiophenone

C

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%
6270-23-1

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

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%

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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