Product Name

  • Name

    2-Methylhydroquinone

  • EINECS 202-443-7
  • CAS No. 95-71-6
  • Article Data127
  • CAS DataBase
  • Density 1.21 g/cm3
  • Solubility 77 g/L (25 °C) in water
  • Melting Point 128-130 °C(lit.)
  • Formula C7H8O2
  • Boiling Point 277.8 °C at 760 mmHg
  • Molecular Weight 124.139
  • Flash Point 140.2 °C
  • Transport Information UN 2811
  • Appearance white solid
  • Safety 26-36
  • Risk Codes 36/37/38-22
  • Molecular Structure Molecular Structure of 95-71-6 (2-Methylhydroquinone)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms Hydroquinone,methyl- (6CI,8CI);1,4-Dihydroxy-2-methylbenzene;2,5-Dihydroxytoluene;2,5-Toluenediol;2-Methyl-1,4-benzenediol;2-Methyl-1,4-dihydroxybenzene;2-Methyl-1,4-hydroquinone;2-Methyl-p-hydroquinone;4-Hydroxy-2-methylphenol;M-HQ;Methyl-p-hydroquinone;Methylhydroquinone;
  • PSA 40.46000
  • LogP 1.40620

Synthetic route

3-methyl-phenol
108-39-4

3-methyl-phenol

A

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

B

2-Methyl-1,4-benzoquinone
553-97-9

2-Methyl-1,4-benzoquinone

Conditions
ConditionsYield
With dihydrogen peroxide; Ti-superoxide In water; acetic acid for 1.25h; Product distribution / selectivity; Heating / reflux;A 0.5%
B 99%
2-Methyl-1,4-benzoquinone
553-97-9

2-Methyl-1,4-benzoquinone

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

Conditions
ConditionsYield
With sodium dithionite In diethyl ether; dichloromethane; water at 20℃;98%
With hydrogen; palladium on activated charcoal In ethyl acetate for 4h; Ambient temperature;96%
With 1,1,3,3-Tetramethyldisiloxane; iodine In dichloromethane for 0.5h; Heating;90%
ortho-cresol
95-48-7

ortho-cresol

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

Conditions
ConditionsYield
With cis-bisglycinato copper(II) monohydrate; dihydrogen peroxide at 20℃; Oxidation;98%
With sulfuric acid bei der elektrolytischen Oxydation;
With dihydrogen peroxide; acetic acid at 60℃;
ortho-cresol
95-48-7

ortho-cresol

A

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

B

2-Methyl-1,4-benzoquinone
553-97-9

2-Methyl-1,4-benzoquinone

Conditions
ConditionsYield
With dihydrogen peroxide; Ti-superoxide In water; acetic acid at 50 - 60℃; for 1.25h; Product distribution / selectivity; Heating / reflux;A 3%
B 96%
With dihydrogen peroxide; copper(II) hydroxide phosphate In cyclohexane; water at 66℃; for 2h; Product distribution / selectivity;
With dihydrogen peroxide; copper(II) hydroxide phosphate In n-heptane; water at 73℃; for 2h; Product distribution / selectivity;
2-Methyl-1,4-benzoquinone
553-97-9

2-Methyl-1,4-benzoquinone

A

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

B

1,2,4-Trimethyl-cyclohexa-2,5-diene-1,4-diol

1,2,4-Trimethyl-cyclohexa-2,5-diene-1,4-diol

Conditions
ConditionsYield
With methyllithium In tetrahydrofuran; diethyl ether at -78℃; for 1h;A 9%
B 91%
1,4-O-di-propanoylmethylhydroquinone
133411-19-5

1,4-O-di-propanoylmethylhydroquinone

A

1-O-propanoyl-2-methylhydroquinone

1-O-propanoyl-2-methylhydroquinone

B

4-O-propanoyl-2-methylhydroquinone

4-O-propanoyl-2-methylhydroquinone

C

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

Conditions
ConditionsYield
With isopropyl alcohol; Candida antarctica lipase B; immobilized In di-isopropyl ether at 45℃; for 1h; Title compound not separated from byproducts.;A 81.6%
B 4.5%
C 13.9%
4-(cyclopenten-1-yl)-o-cresol
78877-82-4

4-(cyclopenten-1-yl)-o-cresol

A

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

B

cyclopentanone
120-92-3

cyclopentanone

Conditions
ConditionsYield
With hydrogenchloride; dihydrogen peroxide In acetonitrile at 50℃; for 3h; the excess of H2O2 was removed by catalytic hydrogenation using 10percent Pd-C;A 70.3%
B n/a
2-Methyl-1,4-benzoquinone
553-97-9

2-Methyl-1,4-benzoquinone

/PBCEG004--930/

/PBCEG004--930/

A

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

B

2-(4-Chloro-phenylamino)-3-methyl-[1,4]benzoquinone

2-(4-Chloro-phenylamino)-3-methyl-[1,4]benzoquinone

C

bis-(4-chloro-phenyl)-diazene
1602-00-2

bis-(4-chloro-phenyl)-diazene

Conditions
ConditionsYield
In tetrahydrofuran 0 deg C, 1 h, RT, 1 h, 55 deg C, 0.5 h;A 67%
B 9%
C 6%
3-methyl-phenol
108-39-4

3-methyl-phenol

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

Conditions
ConditionsYield
With sodium hydroxide; sodium persulfate at 20℃; for 3h;66%
With dihydrogen peroxide; acetic acid at 20℃;
With potassium nitrite; ethanol; acetic acid Erhitzen der Reaktionsloesung mit wss. H3PO4 und anschliessendes Reduzieren mit Na2S2O4;
(1-Methyl-2,5-dioxo-cyclopentyl)-acetic acid 4-methyl-2-thioxo-thiazol-3-yl ester

(1-Methyl-2,5-dioxo-cyclopentyl)-acetic acid 4-methyl-2-thioxo-thiazol-3-yl ester

A

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

B

2-Methyl-2-(4-methyl-thiazol-2-ylsulfanylmethyl)-cyclopentane-1,3-dione

2-Methyl-2-(4-methyl-thiazol-2-ylsulfanylmethyl)-cyclopentane-1,3-dione

Conditions
ConditionsYield
In toluene Heating;A 20%
B 43%
ortho-cresol
95-48-7

ortho-cresol

A

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

B

2,2'-dimethyl-4,4'-biphenol
612-84-0

2,2'-dimethyl-4,4'-biphenol

C

4,4'-dihydroxy-3,3'-dimethyl-6-nitrobiphenyl
112036-06-3

4,4'-dihydroxy-3,3'-dimethyl-6-nitrobiphenyl

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate; dihydrogen peroxide; sodium dodecyl-sulfate In acetic acid for 48h; Ambient temperature;A 30%
B 20%
C 15%
With ammonium cerium(IV) nitrate; dihydrogen peroxide; sodium dodecyl-sulfate In water; acetic acid at 30℃; for 2h;A 47 % Spectr.
B 20 % Spectr.
C 15 % Spectr.
2-Methyl-1,4-benzoquinone
553-97-9

2-Methyl-1,4-benzoquinone

Cyclohepta-1,3,5-triene
544-25-2

Cyclohepta-1,3,5-triene

A

5,6-Di-cyclohepta-2,4,6-trienyl-2-methyl-cyclohex-2-ene-1,4-dione
60457-31-0

5,6-Di-cyclohepta-2,4,6-trienyl-2-methyl-cyclohex-2-ene-1,4-dione

B

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

Conditions
ConditionsYield
In toluene for 2.5h; Heating;A 14%
B 284 mg
C 18%
ortho-cresol
95-48-7

ortho-cresol

A

4-methyl resorcinol
496-73-1

4-methyl resorcinol

B

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

C

2-methylbenzene-1,3-diol
608-25-3

2-methylbenzene-1,3-diol

D

3-methylbenzene-1,2-diol
488-17-5

3-methylbenzene-1,2-diol

Conditions
ConditionsYield
With hydrogen fluoride; dihydrogen peroxide; antimony pentafluoride at -40℃; for 0.5h; Product distribution;A 3%
B 17%
C 3%
D 4%
With hydrogen fluoride; dihydrogen peroxide; antimony pentafluoride at -40℃; for 0.5h;A 3%
B 17%
C 3%
D 4%
C13H14O2
112141-86-3

C13H14O2

A

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

(3aS,5aR,8aS,8bR)-2-Methyl-3a,4,5,5a,8a,8b-hexahydro-as-indacene-1,8-dione
112141-87-4

(3aS,5aR,8aS,8bR)-2-Methyl-3a,4,5,5a,8a,8b-hexahydro-as-indacene-1,8-dione

Conditions
ConditionsYield
at 600℃; under 0.8 Torr; flash vacuum pyrolysis;A n/a
B 15%
methanol
67-56-1

methanol

hydroquinone
123-31-9

hydroquinone

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

Conditions
ConditionsYield
at 350℃; under 112509 Torr; for 2h;15%
1,4-O-di-propanoylmethylhydroquinone
133411-19-5

1,4-O-di-propanoylmethylhydroquinone

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

Conditions
ConditionsYield
With Candida antarctica lipase B In di-isopropyl ether; isopropyl alcohol at 45℃; for 1h; Enzymatic reaction; regioselective reaction;14%
ortho-cresol
95-48-7

ortho-cresol

A

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

B

3-methylbenzene-1,2-diol
488-17-5

3-methylbenzene-1,2-diol

Conditions
ConditionsYield
A 4%
B n/a
ortho-cresol
95-48-7

ortho-cresol

A

(4S,5R,6S)-4,5-dihydroxy-6-methylcyclohex-2-en-1-one
1176877-20-5

(4S,5R,6S)-4,5-dihydroxy-6-methylcyclohex-2-en-1-one

B

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

C

(2S,3R,4S)-3,4-dihydroxy-2-methylcyclohexanone

(2S,3R,4S)-3,4-dihydroxy-2-methylcyclohexanone

D

3-methylbenzene-1,2-diol
488-17-5

3-methylbenzene-1,2-diol

E

(4S)-4-hydroxy-2-methylcyclohex-2-en-1-one

(4S)-4-hydroxy-2-methylcyclohex-2-en-1-one

Conditions
ConditionsYield
With oxygen Enzymatic reaction;A n/a
B n/a
C n/a
D n/a
E 0.56%
p-cresol
106-44-5

p-cresol

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

Conditions
ConditionsYield
With potassium peroxomonosulphate; sulfuric acid at 70 - 80℃;
With potassium peroxomonosulphate Kochen der Loesung mit Saeure;
p-methylazidobenzene
2101-86-2

p-methylazidobenzene

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

Conditions
ConditionsYield
With sulfuric acid nachfolgend Destillieren mit Wasserdampf;
With sulfuric acid at 50 - 70℃;
2-methylmethoxybenzene
578-58-5

2-methylmethoxybenzene

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

Conditions
ConditionsYield
With sulfuric acid bei der elektrolytischen Oxydation;
gentisyl alcohol
495-08-9

gentisyl alcohol

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

Conditions
ConditionsYield
With palladium on activated charcoal; ethanol Hydrogenolyse;
1-methyl-4-nitrobenzene
99-99-0

1-methyl-4-nitrobenzene

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

Conditions
ConditionsYield
With sulfuric acid; aluminium
4-hydroxy-4-methyl-cyclohexa-2,5-dienone
23438-23-5

4-hydroxy-4-methyl-cyclohexa-2,5-dienone

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

Conditions
ConditionsYield
With boron trifluoride diethyl etherate
4-Bromo-2-methylphenol
2362-12-1

4-Bromo-2-methylphenol

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

Conditions
ConditionsYield
With barium dihydroxide; water at 165 - 190℃; in einem Kupferkessel;
N-(4-methylphenyl)hydroxylamine
623-10-9

N-(4-methylphenyl)hydroxylamine

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

Conditions
ConditionsYield
With sulfuric acid
benzaldehyde
100-52-7

benzaldehyde

2-Methyl-1,4-benzoquinone
553-97-9

2-Methyl-1,4-benzoquinone

benzene
71-43-2

benzene

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

Conditions
ConditionsYield
Einwirkung von Sonnenlicht;
2-Methyl-1,4-benzoquinone
553-97-9

2-Methyl-1,4-benzoquinone

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

Conditions
ConditionsYield
Einwirkung von Sonnenlicht;
(E)-3-phenylpropenal
14371-10-9

(E)-3-phenylpropenal

2-Methyl-1,4-benzoquinone
553-97-9

2-Methyl-1,4-benzoquinone

benzene
71-43-2

benzene

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

Conditions
ConditionsYield
Einwirkung von Sonnenlicht;
diacetyl peroxide
110-22-5

diacetyl peroxide

acetic acid
64-19-7

acetic acid

ortho-cresol
95-48-7

ortho-cresol

A

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

B

3-methylbenzene-1,2-diol
488-17-5

3-methylbenzene-1,2-diol

Conditions
ConditionsYield
anschl. Erwaermen mit methanol. HCl;
2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

2-Methyl-1,4-benzoquinone
553-97-9

2-Methyl-1,4-benzoquinone

Conditions
ConditionsYield
With benzyltrimethylammonium tribromide; sodium acetate In dichloromethane; water for 2h; Ambient temperature;100%
With benzyltrimethylammonium tribromide; sodium acetate In dichloromethane; water for 2h; Mechanism; Ambient temperature; other substrates;100%
With nitric acid; bentonite for 0.05h; Product distribution; Further Variations:; Reagents; reaction times; types of irradiation; Oxidation; Irradiation;100%
2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

acetic anhydride
108-24-7

acetic anhydride

2,5-diacetoxytoluene
717-27-1

2,5-diacetoxytoluene

Conditions
ConditionsYield
With pyridine at 20℃; for 12h;100%
With pyridine at 20℃; for 24h;100%
With pyridine at 20℃; for 2h;99%
2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

ethyl acetoacetate
141-97-9

ethyl acetoacetate

6-hydroxy-4,7-dimethyl-2H-chromen-2-one
5248-20-4

6-hydroxy-4,7-dimethyl-2H-chromen-2-one

Conditions
ConditionsYield
With sulfuric acid at 0℃; for 1h; Pechmann Condensation; Milling;100%
With sulfuric acid Pechmann Condensation; Inert atmosphere;77%
With sulfuric acid
With sulfuric acid at 20℃; for 24h; Pechmann condensation; Inert atmosphere;
2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

dimethyl sulfate
77-78-1

dimethyl sulfate

2,5-dimethoxy toluene
24599-58-4

2,5-dimethoxy toluene

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; for 24h;100%
With potassium carbonate In butanone for 24h;94%
With potassium hydroxide In methanol for 8h; steam distillation;82%
1-bromo-hexane
111-25-1

1-bromo-hexane

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

1,4-Dihexyloxy-2-methylbenzol
157202-49-8

1,4-Dihexyloxy-2-methylbenzol

Conditions
ConditionsYield
With potassium hydroxide; Aliquat 336 In 1,2-dimethoxyethane for 24h; Heating;100%
In ethanol Etherification; Heating;
2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

acetyl chloride
75-36-5

acetyl chloride

2,5-diacetoxytoluene
717-27-1

2,5-diacetoxytoluene

Conditions
ConditionsYield
With pyridine In dichloromethane at 25℃; Inert atmosphere;99%
With pyridine In dichloromethane at 20℃; Inert atmosphere;99%
With pyridine In dichloromethane at 0℃; for 0.5h;95%
4-hydroxy[1]benzopyran-2-one
1076-38-6

4-hydroxy[1]benzopyran-2-one

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

2,3-bis(4-hydroxy-2-oxo-2H-chromen-3-yl)-5-methylcyclohexa-2,5-diene-1,4-dione
1351158-81-0

2,3-bis(4-hydroxy-2-oxo-2H-chromen-3-yl)-5-methylcyclohexa-2,5-diene-1,4-dione

Conditions
ConditionsYield
With laccase from Trametes versicolor at 20℃; for 20h; pH=4.37; aq. acetate buffer; Enzymatic reaction; regioselective reaction;98%
iodomethane-d3
865-50-9

iodomethane-d3

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

1,4-[2H6]dimethoxy-2-methylbenzene
58262-06-9

1,4-[2H6]dimethoxy-2-methylbenzene

Conditions
ConditionsYield
With potassium hydroxide; tetrabutylammomium bromide at 55℃; for 96h;96%
2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

ethyl 2-chloro-3-oxo-butyrate
609-15-4

ethyl 2-chloro-3-oxo-butyrate

3-chloro-6-hydroxy-4,7-dimethyl-2H-chromen-2-one

3-chloro-6-hydroxy-4,7-dimethyl-2H-chromen-2-one

Conditions
ConditionsYield
With sulfuric acid at 0℃; for 1h; Pechmann Condensation; Milling;96%
dichloro(methyl)(pentamethylcyclopentadienyl)titanium(IV)

dichloro(methyl)(pentamethylcyclopentadienyl)titanium(IV)

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

(μ-2-methyl-1,4-benzenediolato(2-))bis[dichloro(pentamethylcyclopentadienyl)titanium(IV)]
259255-96-4

(μ-2-methyl-1,4-benzenediolato(2-))bis[dichloro(pentamethylcyclopentadienyl)titanium(IV)]

Conditions
ConditionsYield
In diethyl ether byproducts: methane; under Ar; soln. of methylhydroquinone in Et2O slowly cannulated into soln. of Ti(C5Me5)Cl2Me (2 equiv) in Et2O; mixt. stirred overnight at room temp.; solvent evapd. under vac.; product recrystd. in mixt. Et2O-hexane;95%
p-(chloromethyl)benzoyl chloride
876-08-4

p-(chloromethyl)benzoyl chloride

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

C23H18Cl2O4

C23H18Cl2O4

Conditions
ConditionsYield
With triethylamine In dichloromethane for 1h; Reflux; Inert atmosphere;95%
2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

3,5,6-tribromotoluquinone
29666-53-3

3,5,6-tribromotoluquinone

Conditions
ConditionsYield
With benzyltrimethylammonium tribromide In water; acetic acid at 60℃; for 5h; Mechanism; other substrates;94%
With benzyltrimethylammonium tribromide In water; acetic acid at 60℃; for 5h;94%
2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

tert-butyldimethylsilyl chloride
18162-48-6

tert-butyldimethylsilyl chloride

(2-methyl-1,4-phenylene)bis(oxy)bis(tert-butyldimethylsilane)
78018-56-1

(2-methyl-1,4-phenylene)bis(oxy)bis(tert-butyldimethylsilane)

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane for 0.416667h; Ambient temperature;94%
With dmap; triethylamine In N,N-dimethyl-formamide at 20℃; for 7h;93%
2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

(S)-2-methylbutyl tosylate
38261-81-3

(S)-2-methylbutyl tosylate

1,4-Bis[(S)-2-methylbutoxy]-2-methylbenzene
312702-75-3

1,4-Bis[(S)-2-methylbutoxy]-2-methylbenzene

Conditions
ConditionsYield
With tetrabutyl-ammonium chloride; potassium carbonate In butanone for 16h; Etherification; Williamson etherification; Heating;94%
4-[(4-propenoyloxy)butyloxy]benzoic acid

4-[(4-propenoyloxy)butyloxy]benzoic acid

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

2-methyl-1,4-phenylene bis(4-(4-(acryloyloxy)butoxy)-benzoate)
132900-75-5

2-methyl-1,4-phenylene bis(4-(4-(acryloyloxy)butoxy)-benzoate)

Conditions
ConditionsYield
With hydrogenchloride; dmap; diisopropyl-carbodiimide In tetrahydrofuran at 40℃; for 5h; Solvent;94%
Stage #1: 4-[(4-propenoyloxy)butyloxy]benzoic acid With methanesulfonyl chloride; triethylamine In tetrahydrofuran; ethyl acetate for 1h; Cooling with ice;
Stage #2: 2-methylbenzene-1,4-diol With triethylamine In tetrahydrofuran; ethyl acetate at 20℃; for 2h; Reagent/catalyst; Cooling with ice;
2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

2,5-dimethoxy toluene
24599-58-4

2,5-dimethoxy toluene

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 7h; Heating;93.9%
2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

2-ethylhexyl 4-methylbenzenesulfonate
78016-72-5

2-ethylhexyl 4-methylbenzenesulfonate

1,4-bis(2-ethylhexyloxy)-2-methylbenzene
354123-99-2

1,4-bis(2-ethylhexyloxy)-2-methylbenzene

Conditions
ConditionsYield
With tetrabutyl-ammonium chloride; potassium carbonate In butanone for 16h; Heating;93%
2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

2-methyl-1,4-phenylene bis(4-hydroxybenzoate)
119959-84-1

2-methyl-1,4-phenylene bis(4-hydroxybenzoate)

Conditions
ConditionsYield
With toluene-4-sulfonic acid In para-xylene for 20h; Dean-Stark; Reflux;93%
With toluene-4-sulfonic acid In ortho-diethylbenzene at 180℃; for 4h;85%
With toluene-4-sulfonic acid In xylenes at 20℃; for 44h; Heating / reflux;
2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

4-Fluoronitrobenzene
350-46-9

4-Fluoronitrobenzene

2-Methyl-1,4-bis(4'-nitrophenoxy)benzene

2-Methyl-1,4-bis(4'-nitrophenoxy)benzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide; xylene at 130 - 135℃; for 4h;92%
4,4'-dimethylbenzhydrol
885-77-8

4,4'-dimethylbenzhydrol

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

2-(di-p-tolylmethyl)-5-methylbenzene-1,4-diol

2-(di-p-tolylmethyl)-5-methylbenzene-1,4-diol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In water at 40℃; for 1h; Solvent; Temperature; Green chemistry;92%
2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

4-(n-but-3'-enyloxy)benzoic acid
115595-27-2

4-(n-but-3'-enyloxy)benzoic acid

2-methyl-1,4-bis[4-(4-butenyloxy)benzoyl]hydroquinone
188639-00-1

2-methyl-1,4-bis[4-(4-butenyloxy)benzoyl]hydroquinone

Conditions
ConditionsYield
With dmap; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide In dichloromethane at 25℃; for 12h;90%
2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

4-(4-acryloyloxybutoxy)benzoic acid chloride

4-(4-acryloyloxybutoxy)benzoic acid chloride

2-methyl-1,4-phenylene bis(4-(4-(acryloyloxy)butoxy)-benzoate)
132900-75-5

2-methyl-1,4-phenylene bis(4-(4-(acryloyloxy)butoxy)-benzoate)

Conditions
ConditionsYield
With 1-methyl-1H-imidazole; triethylamine In tetrahydrofuran; ethyl acetate at 23℃; for 3h;90%
2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

2-((4-fluorophenyl)(phenyl)methyl)-5-methylbenzene-1,4-diol

2-((4-fluorophenyl)(phenyl)methyl)-5-methylbenzene-1,4-diol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In water at 40℃; for 1h; Green chemistry;90%
2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

2,3-dimethyl-buta-1,3-diene
513-81-5

2,3-dimethyl-buta-1,3-diene

2,6,7-trimethylnaphthalene-1,4-dione
59832-90-5

2,6,7-trimethylnaphthalene-1,4-dione

Conditions
ConditionsYield
With oxygen; pyrographite In 5,5-dimethyl-1,3-cyclohexadiene at 120℃; under 760.051 Torr; for 36h; Schlenk technique; Cooling with ice;90%
malic acid
617-48-1

malic acid

2-methylbenzene-1,4-diol
95-71-6

2-methylbenzene-1,4-diol

6-hydroxy-7-methyl-2H-chromen-2-one
75786-73-1

6-hydroxy-7-methyl-2H-chromen-2-one

Conditions
ConditionsYield
With sulfuric acid for 0.0666667h; Microwave irradiation;89%
With sulfuric acid

2-Methylhydroquinone Consensus Reports

Reported in EPA TSCA Inventory.

2-Methylhydroquinone Specification

2-Methylhydroquinone, with the CAS NO.95-71-6, is also called 2,5-Dihydroxytoluene; THQ; Toluhydroquinone; methyl hydroquinone; 2-Methylhydroquinone; P-toluhydroquinone; 2-Methyl Hydroquinone. It belongs to the Product Categories of Intermediates of Dyes and Pigments; Anthraquinones, Hydroquinones and Quinones; Building Blocks; Chemical Synthesis; Organic Building Blocks; Oxygen Compounds; Polyols. 2-Methylhydroquinone is a tan to white crystalline solid. 2-Methylhydroquinone undergoes chemical reactions similar to those of hydroquinone. The presence of a methyl group in the ortho position in the toluhydroquinone molecule accounts for the slight structural and behavioral differences between toluhydroquinone and hydroquinone. 2-Methylhydroquinone is a highly active inhibitor in the free radical polymerization of vinyl monomers and unsaturated polyesters.

Physical properties about 2-Methylhydroquinone are: (1)ACD/LogP: 1.002; (2)ACD/LogD (pH 5.5): 1.00; (3)ACD/LogD (pH 7.4): 1.00; (4)ACD/BCF (pH 5.5): 3.40; (5)ACD/BCF (pH 7.4): 3.40; (6)ACD/KOC (pH 5.5): 83.59; (7)ACD/KOC (pH 7.4): 83.54; (8)#H bond acceptors: 2; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 2; (11)Index of Refraction: 1.595; (12)Molar Refractivity: 34.841 cm3; (13)Molar Volume: 102.568 cm3 ; (14)Polarizability: 13.812 10-24cm3; (15)Surface Tension: 51.632999420166 dyne/cm; (16)Density: 1.21 g/cm3; (17)Flash Point: 140.247 °C; (18)Enthalpy of Vaporization: 53.714 kJ/mol; (19)Boiling Point: 277.798 °C at 760 mmHg; (20)Vapour Pressure: 0.00300000002607703 mmHg at 25°C

Uses of 2-Methylhydroquinone: It can be used as an effective polymerization retarder and inhibitor for acrylonitrile and vinyl monomers, and it is a useful antioxidant for oleate and linseed oil, etc. Also, it is used as a component of photographic developers and an inertmediate of photographic agents.

You can still convert the following datas into molecular structure:
(1)InChI=1S/C7H8O2/c1-5-4-6(8)2-3-7(5)9/h2-4,8-9H,1H3;
(2)InChIKey=CNHDIAIOKMXOLK-UHFFFAOYSA-N;
(3)Smilesc1(c(ccc(c1)O)O)C;

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 skin > 1gm/kg (1000mg/kg)   Kodak Company Reports. Vol. 21MAY1971,
mouse LD50 oral > 400mg/kg (400mg/kg)   Kodak Company Reports. Vol. 21MAY1971,
rat LDLo intraperitoneal 200mg/kg (200mg/kg)   Kodak Company Reports. Vol. 21MAY1971,
rat LDLo oral 200mg/kg (200mg/kg)   Kodak Company Reports. Vol. 21MAY1971,

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