2,6-Dimethylbenzoquinone supplier

Name
2,6-DIMETHYLBENZOQUINONE
EINECS 208-420-8
CAS No. 527-61-7
Article Data199
CAS DataBase
Density 1.115g/cm³
Solubility Soluble in chloroform. Insoluble in water.
Melting Point 71-73 °C(lit.)
Formula C₈H₈O₂
Boiling Point 200.9 °C at 760 mmHg
Molecular Weight 136.15
Flash Point 71.1 °C
Transport Information
Appearance yellow solid
Safety 37/39-26
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms p-Benzoquinone,2,6-dimethyl- (8CI);2,6-Dimethyl-1,4-benzoquinone;2,6-Dimethyl-2,5-cyclohexadiene-1,4-dione;2,6-Dimethyl-p-benzoquinone;2,6-Dimethylbenzoquinone;2,6-Xyloquinone;3,5-Dimethyl-1,4-benzoquinone;3,5-Dimethylbenzoquinone;NSC 17549;m-Xyloquinone;
PSA 34.14000
LogP 1.03080

Synthetic route

: 654-42-2
1,4-dihydroxy-2,6-dimethylbenzene

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

Conditions

Conditions	Yield
With nitric acid; sodium nitrite In methanol at -10℃;	100%
With dihydrogen peroxide; bis-(tributyltin oxide) dioxochromium(VI) In benzene at 50℃; for 2h;	91%
With air; cobalt(II) phthalocyanine; Montmorillonite K10 In 1,4-dioxane; water at 20℃; for 6h;	90%

: 576-26-1
2.6-dimethylphenol

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

Conditions

Conditions	Yield
With titanium superoxide; dihydrogen peroxide; acetic acid In water at 50℃; for 2h;	97%
With Oxone; sodium iodide; benzene In water; acetonitrile at 40℃; Reagent/catalyst; Temperature;	96%
With [N,N'-bis(salicylidene)ethane-1,2-diaminato]cobalt(II); oxygen In N,N-dimethyl-formamide	95%

: 576-26-1
2.6-dimethylphenol

A: 654-42-2
1,4-dihydroxy-2,6-dimethylbenzene

B: 527-61-7
2,6-dimethyl-1,4-benzoquinone

Conditions

Conditions	Yield
With dihydrogen peroxide; Ti-superoxide In water; acetic acid at 50 - 60℃; for 1.25h; Product distribution / selectivity;	A 2% B 97%

: 108-68-9
3,5-Dimethylphenol

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

Conditions

Conditions	Yield
With oxygen In water; acetonitrile at 40℃; under 15001.5 Torr; for 1h; Green chemistry;	90%
With tert.-butylhydroperoxide In decane; acetonitrile at 70℃; for 3h; Catalytic behavior; regioselective reaction;	88%
With 2,6-dicarboxypyridinium fluorochromate at 20℃; for 0.166667h;	86%

: 116760-59-9
4,4-dimethoxy-3,5-dimethylcyclohexa-2,5-dien-1-one

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

Conditions

Conditions	Yield
With sulfuric acid In 1,2-dimethoxyethane for 1h; Hydrolysis; Heating;	90%

: 87-62-7
2,6-dimethylaniline

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

Conditions

Conditions	Yield
With cerium(IV) chlorate; 4-amino-phenol In perchloric acid for 2h;	88%
Oxydation;
With potassium nitrososulfonate

: 2374-05-2
4-bromo-2,6-dimethyl-phenol

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

Conditions

Conditions	Yield
With oxygen; copper dichloride In water; N,N-dimethyl-formamide at 60℃; for 16h;	88%

: 527-60-6
Mesitol

A: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

B: 527-61-7
2,6-dimethyl-1,4-benzoquinone

Conditions

Conditions	Yield
With oxygen; acetone oxime In various solvent(s) at 40℃; under 860.3 Torr; for 6h;	A 87% B 4%
With oxygen In various solvent(s) at 60℃; under 860.3 Torr; for 5h; Product distribution; Mechanism; Rate constant; var. aditives, times, solvents;	A 77.7% B 3.7%
With oxygen; diethylamine In various solvent(s) at 60℃; under 860.3 Torr; for 4h; Product distribution; other amines; variation of condition;
With oxygen; diethylamine In various solvent(s) at 60℃; under 860.3 Torr; for 4h; Yield given. Yields of byproduct given;

: 1123-63-3
2,6-dimethyl-4-chlorophenol

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

Conditions

Conditions	Yield
With oxygen In methanol at 21.85℃; Irradiation;	86%

: 55321-98-7
2,5-dimethylbenzamide

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

Conditions

Conditions	Yield
With sodium hydrogen sulfate; [bis(acetoxy)iodo]benzene In water; acetonitrile at 20℃; for 0.666667h;	85%

: 576-26-1
2.6-dimethylphenol

A: 4906-22-3
3,3',5,5'-tetramethyldiphenoquinone

B: 880-06-8
4-hydroxy-3,5-dimethylphenyl acetate

C: 527-61-7
2,6-dimethyl-1,4-benzoquinone

Conditions

Conditions	Yield
With manganese triacetate; ammonium chloride In acetic acid at 100℃; for 0.333333h;	A 84% B 6% C 2%

...Expand

: 527-60-6
Mesitol

A: 527-61-7
2,6-dimethyl-1,4-benzoquinone

B: 2417-04-1
3,3',5,5'-tetramethyl-4,4'-dihydroxybiphenyl

C: 3,3',5,5'-tetramethyl-4,4'-diphenoquinone

Conditions

Conditions	Yield
With C34H24Cl4Cu2FeN10O4(1-)*C8H20N(1+); oxygen; sodium hydroxide In methanol at 25℃; for 6h;	A 80% B 4% C 6%

...Expand

: 576-26-1
2.6-dimethylphenol

A: 527-61-7
2,6-dimethyl-1,4-benzoquinone

B: 3,3',5,5'-tetramethyl-4,4'-diphenoquinone

Conditions

Conditions	Yield
With C34H22Cl4CoCu2N10O4(1-)*C8H20N(1+); oxygen; sodium hydroxide In methanol at 25℃; for 6h;	A 77% B 10%
With vanadium(V); acetic acid In water at 25℃; Rate constant; Product distribution; Mechanism; effect of substrate, oxidant concentration, acidity, further temperature, solvent;

: 74827-88-6
N-acetyl-3,5-dimethyl-1,4-benzoquinone imine

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

Conditions

Conditions	Yield
With water In acetone for 6h; Heating;	76%

: 576-26-1
2.6-dimethylphenol

A: 4906-22-3
3,3',5,5'-tetramethyldiphenoquinone

B: 527-61-7
2,6-dimethyl-1,4-benzoquinone

Conditions

Conditions	Yield
With cobalt(III) acetate In acetic acid at 70℃; for 5.5h;	A 75% B 23%
With oxygen; NPV6Mo6/C In acetic acid at 60℃; under 760 Torr; for 5h;	A 52% B 29%
With 2(O2) (1); oxygen In chloroform at 25℃; under 735.5 Torr; for 2h; Rate constant; Product distribution; Mechanism; other phenols and catechol;

: 576-26-1
2.6-dimethylphenol

A: 527-61-7
2,6-dimethyl-1,4-benzoquinone

B: 2417-04-1
3,3',5,5'-tetramethyl-4,4'-dihydroxybiphenyl

C: 3,3',5,5'-tetramethyl-4,4'-diphenoquinone

Conditions

Conditions	Yield
With C34H24Cl4Cu2FeN10O4(1-)*C8H20N(1+); oxygen; sodium hydroxide In methanol at 25℃; for 6h;	A 73% B 12% C 15%

...Expand

: 187873-55-8
2,6-dimethyl-cyclohex-3-ene-1,2-diol

A: 654-42-2
1,4-dihydroxy-2,6-dimethylbenzene

B: 527-61-7
2,6-dimethyl-1,4-benzoquinone

Conditions

Conditions	Yield
With silica gel; pyridinium chlorochromate In dichloromethane at 20℃; for 1h;	A 71% B 6%

: 4397-14-2
4-(hydroxymethyl)-2,6-dimethylphenol

A: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

B: 527-61-7
2,6-dimethyl-1,4-benzoquinone

Conditions

Conditions	Yield
With oxygen; amine>cobalt In dichloromethane under 2585.7 Torr; for 20h; Ambient temperature;	A n/a B 70%
With K10 montmorillonite; water; dihydrogen peroxide In tetrachloromethane at 22℃; for 2h; Oxidation;	A 3 % Chromat. B 57 % Chromat.

: 527-60-6
Mesitol

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

Conditions

Conditions	Yield
With oxygen; horseradish peroxidase pH=7; Oxidation; electrolysis after 8 F;	70%
Multi-step reaction with 2 steps 1: 5 percent Chromat. / H2O2; K10 montmorillonite; H2O / CCl4 / 2 h / 22 °C 2: 59 percent Chromat. / H2O2; K10 montmorillonite; H2O / CCl4 / 2 h / 22 °C View Scheme
Multi-step reaction with 2 steps 1: 12 percent Chromat. / H2O2; K10 montmorillonite; H2O / CCl4 / 2 h / 22 °C 2: 5 percent Chromat. / H2O2; K10 montmorillonite; H2O / CCl4 / 2 h / 22 °C View Scheme

: 2233-18-3
4-hydroxy-3,5-dimethylbenzaldehyde

A: 654-42-2
1,4-dihydroxy-2,6-dimethylbenzene

B: 527-61-7
2,6-dimethyl-1,4-benzoquinone

Conditions

Conditions	Yield
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; 1,3-dimethyl-5-ethyl-4a-hydroperoxyalloxazine; oxygen; sodium hydrogencarbonate In water; acetonitrile at 20℃; for 3h; Dakin Phenol Oxidation;	A 23% B 65%

: 527-60-6
Mesitol

A: 527-61-7
2,6-dimethyl-1,4-benzoquinone

B: 3,3',5,5'-tetramethyl-4,4'-diphenoquinone

Conditions

Conditions	Yield
With C34H22Cl4CoCu2N10O4(1-)*C8H20N(1+); oxygen; sodium hydroxide In methanol at 25℃; for 6h;	A 65% B 20%

: 107-21-1
ethylene glycol

: 108-68-9
3,5-Dimethylphenol

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene In hexane; ethylene glycol 0 deg C; 0 deg C to RT, 2 h;	63%

: 14033-85-3
4-Amino-3,5-dimethylphenol hydrochloride

A: 527-61-7
2,6-dimethyl-1,4-benzoquinone

B: 3,5-dimethyl-4-diazocyclohexa-2,5-dienone

Conditions

Conditions	Yield
With sulfuric acid; sodium nitrite at 20℃; for 0.333333h;	A n/a B 61%

: 874-63-5
3,5-dimethylmethoxybenzene

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol; urea hydrogen peroxide adduct at 45℃; Sealed tube; Green chemistry;	57%
With tert.-butylhydroperoxide; ruthenium(III) 1,4,7-triazacyclononane-based catalyst In dichloromethane; 1,2-dichloro-ethane at 20℃; for 14h;	15%
With perchloric acid; cerium(IV) perchlorate In acetonitrile at 24.9℃;

: 108-38-3
m-xylene

A: 527-61-7
2,6-dimethyl-1,4-benzoquinone

B: 587-03-1
3-methylbenzyl alcohol

C: 620-23-5
m-tolyl aldehyde

Conditions

Conditions	Yield
With cerium(IV) sulphate; sulfuric acid In water at 90℃; for 2h; Kinetics; Mechanism; Rate constant; activation energy, mechanism; other times, other temperatures;	A 7.6% B 16.5% C 55.5%
With cerium (IV) sulfate; sulfuric acid In water at 90℃;	A 7.6% B 16.5% C 55.5%
With cerium (IV) sulfate; sulfuric acid In water at 75℃;	A 17.3% B 14.3% C 48.9%

...Expand

: 87-62-7
2,6-dimethylaniline

A: 527-61-7
2,6-dimethyl-1,4-benzoquinone

B: 81-20-9
2,6-dimethylnitrobenzene

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; salcomine In water; 1,2-dichloro-ethane at 23℃; for 1h;	A 27% B 52%

: 576-26-1
2.6-dimethylphenol

A: 527-61-7
2,6-dimethyl-1,4-benzoquinone

B: 2913-40-8
3,5-dimethyl-2-hydroxy-p-benzoquinone

Conditions

Conditions	Yield
With dihydrogen peroxide; methyltrioxorhenium(VII) In acetic acid at 40℃; for 4h;	A 50% B 5%

: 576-26-1
2.6-dimethylphenol

A: 527-61-7
2,6-dimethyl-1,4-benzoquinone

B: 2913-40-8
3,5-dimethyl-2-hydroxy-p-benzoquinone

C: 5520-77-4
1,7-Dihydroxy-2,6-dioxo-1,3,5,7-tetramethyl-5,8-etheno-1,2,5,6,7,8,4a,8a-octahydro-naphthalin; dimeres 6-Hydroxy-2,6-dimethyl-cyclohexadien-(2,4)-on-(1)

Conditions

Conditions	Yield
With dihydrogen peroxide; methyltrioxorhenium(VII) In acetic acid at 40℃; for 4h;	A 50% B 5% C 23%

...Expand

: 67-56-1
methanol

: 576-26-1
2.6-dimethylphenol

A: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: (1RS,2RS,3SR,7SR,8SR,10SR)-3,10-dimethoxy-3,5,8,10-tetramethyltricyclo[6.2.2.02,7]dodeca-5,11-diene-4,9-dione

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene at 20℃; for 1h; Oxidation; cyclization;	A 49% B 16%

...Expand

: 67-56-1
methanol

: 576-26-1
2.6-dimethylphenol

A: 527-61-7
2,6-dimethyl-1,4-benzoquinone

B: 57197-12-3
4,4-dimethoxy-2,6-dimethylcyclohexa-2,5-dienone

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene at 20℃; for 1h; Oxidation; Title compound not separated from byproducts;	A n/a B 48%

...Expand

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: 654-42-2
1,4-dihydroxy-2,6-dimethylbenzene

Conditions

Conditions	Yield
With sodium dithionite In diethyl ether; water	100%
With sodium dithionite In diethyl ether; water at 20℃;	100%
With isopropyl alcohol; zirconium(IV) oxide for 2h; Heating;	99%

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: 74894-46-5, 74894-47-6
2,6-dimethyldihydroquinone

Conditions

Conditions	Yield
With hydrogen; Pd on C In methanol under 760.051 Torr;	100%

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: 542-92-7
cyclopenta-1,3-diene

: 108299-53-2, 111555-28-3, 111555-29-4
(1SR,4RS,4aSR,8aRS)-4a,6-dimethyl-1,4,4a,8a-tetrahydro-1,4-methanonaphthalene-5,8-dione

Conditions

Conditions	Yield
In dichloromethane for 3h; Diels-Alder Cycloaddition; Reflux;	99%
boron trifluoride diethyl etherate In toluene at -78℃; for 1h;	92%
With iron(III) chloride In neat (no solvent, solid phase) at 20℃; for 1h; Diels-Alder Cycloaddition;	87%
In dichloromethane at 20℃; for 48h; Diels-Alder Cycloaddition; diastereoselective reaction;	70%

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: 542-92-7
cyclopenta-1,3-diene

: (1S,2R,7S,8R)-2,4-dimethyl-tricyclo[6.2.1.02,7]undeca-4,9-diene-3,6-dione

Conditions

Conditions	Yield
(S)-oxazaborolidine-aluminum bromide at -78℃; for 2h; Diels-Alder reaction;	99%

: 1196-67-4
3-phenyl-2-butenal

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: 1567408-44-9
(S)-3,4a-dimethyl-6-phenyl-4a,5-dihydronaphthalene-1,4-dione

Conditions

Conditions	Yield
With (R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine; o-fluoro-benzoic acid In chloroform-d1 at 20℃; for 24h; enantioselective reaction;	99%

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: 53635-18-0
3-methyl-2-penten-4-yn-1-al

: 1567408-52-9
C14H12O2

Conditions

Conditions	Yield
With (R)-2-(diphenyl(trimethylsilyloxy)methyl)pyrrolidine; o-fluoro-benzoic acid In chloroform-d1 at 20℃; for 24h; enantioselective reaction;	99%

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

A: 654-42-2
1,4-dihydroxy-2,6-dimethylbenzene

B: 1,2,4,6-Tetramethyl-cyclohexa-2,5-diene-1,4-diol

Conditions

Conditions	Yield
With methyllithium In tetrahydrofuran; diethyl ether at -78℃; for 1h;	A 2% B 98%

: 1515-76-0
1-acetoxy-1,3-butadiene

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: Acetic acid (1R,4aS,8aS)-4a,6-dimethyl-5,8-dioxo-1,4,4a,5,8,8a-hexahydro-naphthalen-1-yl ester

Conditions

Conditions	Yield
With boron trifluoride diethyl etherate In toluene at 0℃; for 1.5h; Diels-Alder reaction; Inert atmosphere;	98%

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: 78-79-5
isoprene

: 1291100-82-7
C13H16O2

Conditions

Conditions	Yield
With aluminum tri-bromide; (S)-3,3-diphenyl-1-(o-tolyl)hexahydropyrrolo[1,2-c]-[1,3,2]oxazaborole In 1,1-Dibromoethane; hexane; dichloromethane at -78℃; for 50h; Diels-Alder reaction; optical yield given as %ee; enantioselective reaction;	98%

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: 106549-54-6
(E)-3-methylene-5-styryldihydrofuran-2(3H)-one

: (E)-4-(3, 5-dimethyl-1,4-benzoquinon-2-yl)-2-methylene-6-phenylhex-5-enoic acid

Conditions

Conditions	Yield
Stage #1: 2,6-dimethyl-1,4-benzoquinone; (E)-3-methylene-5-styryldihydrofuran-2(3H)-one With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate at 20℃; for 0.5h; Stage #2: With hafnium tetrakis(trifluoromethanesulfonate) at 25℃; for 2h;	98%

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: 542-92-7
cyclopenta-1,3-diene

: C13H14O2

Conditions

Conditions	Yield
With (R)-2-(o-methyl)phenyl-CBS-oxazaborolidine; aluminum tri-bromide In dichloromethane; toluene at -78℃; for 2h; Diels-Alder Cycloaddition; Schlenk technique; Inert atmosphere;	98%

: 7677-24-9
trimethylsilyl cyanide

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: 42860-69-5
4-cyano-3,5-dimethyl-4-trimethylsilyloxycyclohexa-2,5-dien-1-one

Conditions

Conditions	Yield
With triphenylphosphine In dichloromethane for 1h; Heating;	97%
With (K-18-crown-6 ether) cyanide In tetrachloromethane 1.) reflux, 10 h, 2.) room temperature;

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: 99595-89-8
2,6-dimethyl-2,3-epoxy benzoquinone

Conditions

Conditions	Yield
With HOF* CH3CN at 0℃; for 0.0833333h;	97%

: 2004-70-8
1-methylbuta-1,3-diene

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: 51315-87-8
2,8,8a-trimethyl-4a,5,8,8a-tetrahydronaphthalene-1,4-dione

Conditions

Conditions	Yield
With titanium tetrachloride In dichloromethane at -78℃; for 0.5h;	96%
With lithium perchlorate In diethyl ether for 0.25h; Ambient temperature;	80%
In benzene
titanium tetrachloride In dichloromethane at -78℃; for 0.5h;

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: 137325-44-1
(2S,4aS,8aR)-1,1,4a-Trimethyl-5-vinyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-2-ol

: 140375-35-5, 140460-63-5
3β-hydroxy-4,4,16,17-tetramethyl-(14β)-D-homo-18-nor-androsta-9(11),16-diene-15,17a-dione

Conditions

Conditions	Yield
In benzene for 20h; Heating;	96%

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: 137325-44-1
(2S,4aS,8aR)-1,1,4a-Trimethyl-5-vinyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-2-ol

: (4aR,4bR,6aR,8S,10aS,12aS)-8-Hydroxy-2,4a,7,7,10a-pentamethyl-4a,4b,5,6,6a,7,8,9,10,10a,12,12a-dodecahydro-chrysene-1,4-dione

Conditions

Conditions	Yield
In benzene for 20h; Heating;	96%

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: methyl (E)-4,6,7-octatrienoate

: 96302-07-7
3-((1R,8aR)-4,7,8a-Trimethyl-5,8-dioxo-1,5,8,8a-tetrahydro-naphthalen-1-yl)-propionic acid methyl ester

Conditions

Conditions	Yield
In benzene at 50℃; for 21h;	96%

: 14335-78-5
5-(3,4-dimethoxyphenyl)-oxa-cyclopentan-2-one

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: 4-(3,5-dimethyl-1,4-benzoquinon-2-yl)-4-(3,4-dimethoxylphenyl)butyric acid

Conditions

Conditions	Yield
Stage #1: 5-(3,4-dimethoxyphenyl)-oxa-cyclopentan-2-one; 2,6-dimethyl-1,4-benzoquinone With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate at 20℃; for 0.5h; Stage #2: With hafnium tetrakis(trifluoromethanesulfonate) at 50℃; for 2h;	96%

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: 5-(4-bromo-5-chloro-2-thienyl)dihydrofuran-2-one

: 4-(3,5-dimethyl-1,4-benzoquinon-2-yl)-4-(4-bromo-5-chlorothiophen-2-yl)butanoic acid

Conditions

Conditions	Yield
Stage #1: 2,6-dimethyl-1,4-benzoquinone; 5-(4-bromo-5-chloro-2-thienyl)dihydrofuran-2-one With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate at 20℃; for 0.5h; Stage #2: With hafnium tetrakis(trifluoromethanesulfonate) at 50℃; for 2h;	96%

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: 3-methylene-5-(4-(methylthio)phenyl)dihydrofuran-2(3H)-one

: 4-(3,5-dimethyl-1,4-benzoquinon-2-yl)-2-methylene-4-(4-(methylthio)phenyl)butanoic acid

Conditions

Conditions	Yield
Stage #1: 2,6-dimethyl-1,4-benzoquinone; 3-methylene-5-(4-(methylthio)phenyl)dihydrofuran-2(3H)-one With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate at 20℃; for 0.5h; Stage #2: With hafnium tetrakis(trifluoromethanesulfonate) at 25℃; for 2h;	96%

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: 86668-96-4
sodium (E)-4,6-heptadienoate

: 88710-64-9
C23H26O6

Conditions

Conditions	Yield
With sodium hydroxide In water for 2h; Ambient temperature;	95%

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: 107-21-1
ethylene glycol

: 85268-20-8
4,4-ethylenedioxy-2,6-dimethyl-2,5-cyclohexadien-1-one

Conditions

Conditions	Yield
With toluene-4-sulfonic acid; trimethyl orthoformate In diethyl ether at 4℃; for 120h;	95%
With toluene-4-sulfonic acid; trimethyl orthoformate at 40℃; for 2h;	90%
With toluene-4-sulfonic acid; trimethyl orthoformate In benzene at 25℃; for 24h;	86%

: 600-18-0
2-Oxobutyric acid

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: 1-(3,6-Dihydroxy-2,4-dimethyl-phenyl)-propan-1-one

Conditions

Conditions	Yield
With ammonium persulfate; silver nitrate In water; acetonitrile at 70℃; for 2h;	95%

: 27567-82-4
bicyclopropylidene

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: 1440547-06-7
6,8-dimethyldispiro[2.0.54.33]dodeca-5,8-diene-7,12-dione

Conditions

Conditions	Yield
In benzene for 24h; Photolysis; Inert atmosphere; regioselective reaction;	95%

: 56183-69-8
phosphorohydrazidic acid diethyl ester

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: N'-(3,5-Dimethyl-4-oxo-cyclohexa-2,5-dienylidene)-phosphorohydrazidic acid diethyl ester

Conditions

Conditions	Yield
In benzene at 25℃;	94%

: 223249-01-2
Ru(η6-1,3,5-cyclooctatriene)(dimethyl fumarate)2

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: 490012-81-2
Ru(η6-cyclooctatriene)(2,6-dimethyl-p-benzoquinone)

Conditions

Conditions	Yield
In diethyl ether byproducts: CO2MeCHCHCO2Me; mixt. of Ru-complex, ligand and Et2O was refluxed for 4 h under Ar; filtered, rinsed with Et2O, dried under vac.;	94%

: 527-61-7
2,6-dimethyl-1,4-benzoquinone

: 2-cinnamyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: (E)-6-cinnamyl-2,6-dimethylcyclohex-2-ene-1,4-dione

Conditions

Conditions	Yield
In chloroform-d1 at 20℃; for 24h; Inert atmosphere; stereoselective reaction;	94%

2,6-Dimethylbenzoquinone Specification

The 2,5-Cyclohexadiene-1,4-dione,2,6-dimethyl-, with CAS registry number 527-61-7, belongs to the following product categories: (1)Anthraquinones, Hydroquinones and Quinones; (2)Benzoquinones; (3)Benzoquinones, etc. (Charge Transfer Complexes); (4)Charge Transfer Complexes for Organic Metals; (5)Functional Materials; (6)C7 to C8; (7)Carbonyl Compounds; (8)Ketones. It has the systematic name of 2,6-dimethylcyclohexa-2,5-diene-1,4-dione. This chemical is a kind of yellow solid. What's more, its EINECS is 208-420-8.

Physical properties of 2,5-Cyclohexadiene-1,4-dione,2,6-dimethyl-: (1)ACD/LogP: 1.45; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.45; (4)ACD/LogD (pH 7.4): 1.45; (5)ACD/BCF (pH 5.5): 7.39; (6)ACD/BCF (pH 7.4): 7.39; (7)ACD/KOC (pH 5.5): 145.72; (8)ACD/KOC (pH 7.4): 145.72; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 34.14 Å²; (13)Index of Refraction: 1.51; (14)Molar Refractivity: 36.54 cm³; (15)Molar Volume: 122 cm³; (16)Polarizability: 14.48×10^-24cm³; (17)Surface Tension: 36 dyne/cm; (18)Density: 1.115 g/cm³; (19)Flash Point: 71.1 °C; (20)Enthalpy of Vaporization: 43.71 kJ/mol; (21)Boiling Point: 200.9 °C at 760 mmHg; (22)Vapour Pressure: 0.317 mmHg at 25°C.

Preparation: this chemical can be prepared by 2,6-dimethyl-phenol. This reaction will need reagent aqueous NO(SO₃K)₂.

Uses of 2,5-Cyclohexadiene-1,4-dione,2,6-dimethyl-: it can be used to produce 2,6-dimethyl-hydroquinone. This reaction will need reagents Zn, AcOH.

When you are using this chemical, please be cautious about it as the following:
The 2,5-Cyclohexadiene-1,4-dione,2,6-dimethyl- irritates to eyes, respiratory system and skin. When use it, wear suitable protective clothing, gloves and eye/face protection. If contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C\1\C=C(/C(=O)/C(=C/1)C)C
(2)InChI: InChI=1/C8H8O2/c1-5-3-7(9)4-6(2)8(5)10/h3-4H,1-2H3
(3)InChIKey: SENUUPBBLQWHMF-UHFFFAOYAI
(4)Std. InChI: InChI=1S/C8H8O2/c1-5-3-7(9)4-6(2)8(5)10/h3-4H,1-2H3
(5)Std. InChIKey: SENUUPBBLQWHMF-UHFFFAOYSA-N

Product Name

2,6-DIMETHYLBENZOQUINONE

Synthetic route

2,6-Dimethylbenzoquinone Specification

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