2,5-Cyclohexadiene-1,4-dione,2,6-dimethoxy- supplier

Name
2,6-DIMETHOXY-1,4-BENZOQUINONE
EINECS 208-484-7
CAS No. 530-55-2
Article Data153
CAS DataBase
Density 1.24 g/cm³
Solubility
Melting Point 253-257 °C (dec.)(lit.)
Formula C₈H₈O₄
Boiling Point 311.1 °C at 760 mmHg
Molecular Weight 168.149
Flash Point 139.2 °C
Transport Information
Appearance yellow powder
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Quinone,2,6-dimethoxy- (3CI);p-Benzoquinone, 2,6-dimethoxy- (6CI,7CI,8CI);2,6-Dimethoxy-1,4-benzoquinone;2,6-Dimethoxy-2,5-cyclohexadiene-1,4-dione;2,6-Dimethoxy-p-benzoquinone;2,6-Dimethoxy-p-quinone;2,6-Dimethoxyquinone;3,5-Dimethoxy-1,4-benzoquinone;3,5-Dimethoxybenzoquinone;NSC 24500;NSC 56336;
PSA 52.60000
LogP 0.19880

Synthetic route

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

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

Conditions

Conditions	Yield
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%

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

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

Conditions

Conditions	Yield
With μ-Oxo-I,I'-bis(trifluoroacetato-O)-I,I'-diphenyldiiodine(III) In water; acetonitrile at 0℃; for 2h;	100%
With oxygen; copper dichloride In water; ethyl acetate at 70℃; for 3h;	94%

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

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

Conditions

Conditions	Yield
With C33H33N5O8Ru; dihydrogen peroxide In ethyl acetate at 20℃; for 12h; Schlenk technique; Green chemistry; chemoselective reaction;	98%
With 2,6-dichloropyridine N-oxide; 5,10,15,20-tetraphenylporphyrinato ruthenium carbonyl; 4 A molecular sieve; hydrogen bromide In benzene at 40℃; Mechanism; other alkoxybenzenes;	97%
With dihydrogen peroxide; Ru(II)(pybox-dh)(pydic) In methanol; water at 20℃; for 0.5h;	93%

: 15233-65-5
2,6-dimethoxy-1,4-hydroquinone

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

Conditions

Conditions	Yield
With ammonium cerium (IV) nitrate; silica gel In dichloromethane; water	98%
With oxygen In toluene at 25℃; under 760.051 Torr; for 1h;	94%
With air; phthalocyanine[Fe(3+)]; Montmorillonite K10 In 1,4-dioxane; water at 20℃; for 6h;	89%

: 39667-14-6
2,6-dimethoxy-4-<(N,N-dimethylamino)methyl>phenol

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

Conditions

Conditions	Yield
With potassium nitrososulfonate; PO4HNa2-PO4H2Na In chloroform	98%
With disodium hydrogenphosphate; sodium dihydrogenphosphate; potassiuim nitrosodisulfonate

: 112520-77-1
4-Butylaminomethyl-2,6-dimethoxy-phenol

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

Conditions

Conditions	Yield
With potassium nitrososulfonate; PO4HNa2-PO4H2Na In chloroform	98%

: 530-57-4
3,5-dimethoxy-4-hydroxybenzoic acid

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

Conditions

Conditions	Yield
With potassium nitrososulfonate In chloroform for 1h; pH 6;	95%
With lead(IV) acetate
With chromic acid
With potassium nitrososulfonate
With Galerina sp. HC1 laccase; oxygen In aq. acetate buffer at 22℃; pH=5; Enzymatic reaction;

: 4973-51-7
4-(aminomethyl)-2,6-dimethoxyphenol

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

Conditions

Conditions	Yield
With potassium nitrososulfonate; PO4HNa2-PO4H2Na In chloroform	95%

: 104202-41-7
1,3-Dimethoxy-2,5-bis-methoxymethoxy-benzene

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

Conditions

Conditions	Yield
With pyridine-2-carboxylic acid, Ag(II) salt In water; benzene for 0.75h; Ambient temperature;	94%

: 530-56-3
syringic alcohol

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

B: 134-96-3
syringic aldehyde

Conditions

Conditions	Yield
With oxygen; (pyridine)cobalt In methanol under 2585.7 Torr; Ambient temperature;	A 90% B 6 % Spectr.
With C38H57CoN3O2; oxygen In methanol at 0℃; Reagent/catalyst; Concentration; Temperature; Inert atmosphere;	A 75% B 19%
With C45H72CoN4O2; oxygen In methanol at 20℃; under 2585.81 Torr; for 16h; Reagent/catalyst;	A 67% B 25%

: 530-56-3
syringic alcohol

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

Conditions

Conditions	Yield
With nitric acid; sodium nitrite In methanol at -20℃;	88%
With potassiuim nitrosodisulfonate In chloroform for 1h;	87%
With pyridine; [N,N'-bis(salicylidene)ethane-1,2-diaminato]cobalt(II); oxygen In methanol at 20℃; under 3102.97 Torr; for 17h;	82%

: 17297-22-2
(4-Hydroxy-3,5-dimethoxy-phenyl)-diphenyl-methanol

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

Conditions

Conditions	Yield
With potassiuim nitrosodisulfonate In chloroform for 1h;	88%

: 86-81-7
3,4,5-trimethoxy-benzaldehyde

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

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol; urea hydrogen peroxide adduct at 45℃; Sealed tube; Green chemistry;	84%

: 33900-62-8
1-(4-Hydroxy-3,5-dimethoxyphenyl)ethanol

A: 2478-38-8
1-(4-hydroxy-3,5-dimethoxy-phenyl)-ethanone

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

Conditions

Conditions	Yield
With oxygen; (pyridine)cobalt In methanol under 2585.7 Torr; for 24h; Ambient temperature; Title compound not separated from byproducts;	A 4 % Spectr. B 82%
With oxygen; (pyridine)cobalt In methanol under 2585.7 Torr; for 24h; Ambient temperature;	A 4 % Spectr. B 82%

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

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

Conditions

Conditions	Yield
With nitric acid; acetic acid at 20℃; for 1h;	80%
With bis-[(trifluoroacetoxy)iodo]benzene In methanol; water at 20℃; for 18h;	70%
With nitric acid In ethanol for 3h; Ambient temperature;	61%

: 91-10-1
1,3-dimethoxy-2-hydroxy-benzene

A: 493-74-3
coerulignone

B: 612-69-1
3,5,3',5'-tetramethoxybiphenyl-4,4'-diol

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

Conditions

Conditions	Yield
With manganese(III) acetylacetonate In acetic acid for 0.0166667h; Heating;	A 3% B 80% C 11%

...Expand

: 26350-60-7, 52802-10-5
trans-7-hydroxy-1-(4-hydroxy-3,5-dimethoxyphenyl)-6,8-dimethoxy-1,2-dihydronaphthalene-2,3-dicarboxylic acid

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

B: 23204-42-4
6-hydroxy-5,7-dimethoxynaphthalene-2-carboxylic acid

Conditions

Conditions	Yield
With air In water pH 13;	A n/a B 80%

: 91-10-1
1,3-dimethoxy-2-hydroxy-benzene

A: 493-74-3
coerulignone

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

Conditions

Conditions	Yield
With manganese triacetate In acetic acid at 100℃; for 0.166667h;	A 79% B n/a
With Mn(1-nnap)2; oxygen; triphenylphosphine In dichloromethane at 50℃; under 15200 Torr; for 3h; Oxidation;	A 76% B 23%
With dihydrogen peroxide; cobalt(II) diacetate tetrahydrate; acetic acid; potassium bromide at 70℃; for 1h; Kinetics; Concentration;	A 31 %Chromat. B 16 %Chromat.

: 19566-78-0
1-(3,5-Dimethoxy-4-hydroxyphenyl)-2-phenylethanol

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

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In methanol	76%
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In methanol Product distribution; Mechanism; other 4-hydroxyaryl-substituted carbinols were also subject of study;	76%

: 3392-97-0
2,6-dimethoxybenzaldehyde

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

Conditions

Conditions	Yield
With 1,1,1,3',3',3'-hexafluoro-propanol; urea hydrogen peroxide adduct at 45℃; Sealed tube; Green chemistry;	76%

: (1R,2R)-1-(4-hydroxy-3,5-dimethoxyphenyl)-2-(2-methoxy-4-methylphenoxy)propane-1,3-diol

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

Conditions

Conditions	Yield
With [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); oxygen In methanol under 2844.39 Torr; for 16h; Reagent/catalyst; Inert atmosphere;	74.73%

: 91-10-1
1,3-dimethoxy-2-hydroxy-benzene

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

Conditions

Conditions	Yield
With perchloric acid; lead dioxide In acetic acid at 25℃;	73%
With lithium perchlorate In methanol Electrochemical reaction;	30%
With potassium nitrososulfonate

: 530-59-6
trans-3,5-dimethoxy-4-hydroxycinnamic acid

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

B: 23204-42-4
6-hydroxy-5,7-dimethoxynaphthalene-2-carboxylic acid

Conditions

Conditions	Yield
With air In water	A n/a B 72%

: 33900-62-8
1-(4-Hydroxy-3,5-dimethoxyphenyl)ethanol

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

Conditions

Conditions	Yield
With C44H60CoN4O2(2+); oxygen In methanol at 0℃; for 16h; Inert atmosphere;	72%
With nitric acid; sodium nitrite In methanol at -20℃;	56%
With C52H68CoN6O2; oxygen In methanol at 20℃; under 2585.81 Torr; for 16h; Reagent/catalyst; Sealed tube;

: (1S,2S)-1-(4-hydroxy-3,5-dimethoxyphenyl)-2-(2-methoxy-4-methylphenoxy)propane-1,3-diol

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

Conditions

Conditions	Yield
With [(S,S)-N,N’-bis(3,5-di-tertbutylsalicylidene)-1,2-cyclohexanediaminato(2-)]cobalt(II); oxygen In methanol under 2844.39 Torr; for 16h; Reagent/catalyst; Inert atmosphere;	70.65%

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

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

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; poly(bis-1,2-phenylene) diselenide In tert-butyl alcohol at 80℃; for 24h;	67%
With pyridine-2-carboxylic acid, Ag(II) salt In water; benzene for 2.5h; Ambient temperature;	61%

: 91-10-1
1,3-dimethoxy-2-hydroxy-benzene

A: 612-69-1
3,5,3',5'-tetramethoxybiphenyl-4,4'-diol

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

C: 139978-31-7
3-(3,5-Dimethoxy-4-oxo-cyclohexa-2,5-dienylidene)-pentane-2,4-dione

Conditions

Conditions	Yield
With manganese(III) acetylacetonate In acetic acid for 0.0166667h; Heating;	A 65% B 39% C 4%
With manganese(III) acetylacetonate In acetic acid for 0.0166667h; Heating;	A 65% B 26% C 4%

...Expand

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

: 15233-65-5
2,6-dimethoxy-1,4-hydroquinone

Conditions

Conditions	Yield
With sodium dithionite In water at 20℃; for 3h; Temperature; Solvent;	100%
With hydrogen; nickel In methanol at 20℃;	96%
With sodium dithionite; water at 20℃; for 2h;	92%

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

: 108-24-7
acetic anhydride

: 7702-17-2
4-(acetyloxy)-3,5-dimethoxyphenyl acetate

Conditions

Conditions	Yield
With hydrogenchloride; zinc In water at 0℃; for 0.0833333h; Elbs Oxidation;	100%
With hydrogenchloride; zinc In water at 0℃; for 0.0833333h;	100%
With hydrogenchloride; zinc for 0.0833333h;	91%
With sodium acetate; zinc

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

: C8H12O4

Conditions

Conditions	Yield
With sodium dithionite; water at 20℃; for 3h;	100%

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

: 98-80-6
phenylboronic acid

: 92254-61-0
3,5-dimethoxy-2-phenylcyclohexa-2,5-diene-1,4-dione

Conditions

Conditions	Yield
With Iron(III) nitrate nonahydrate; dipotassium peroxodisulfate In water at 70℃; for 24h; Schlenk technique;	98%
With iron sulfide; dipotassium peroxodisulfate In dichloromethane; water at 20℃; for 24h;	86.6%
With dipotassium peroxodisulfate; iron(II) oxalate dihydrate In dichloromethane; water at 25℃; for 24h; Green chemistry;	62%

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

: 119-26-6
(2,4-dinitro-phenyl)-hydrazine

: 87816-66-8
4-(2,4-Dinitro-phenylazo)-2,6-dimethoxy-phenol

Conditions

Conditions	Yield
In ethanol	94%

: 3187-51-7
7-methoxychromane-3-carboxylic acid

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

: colutequinone B

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene In benzene for 36h; Heating;	92%

: 57158-83-5
bis(ethylene)(tricyclohexylphosphine)platinum

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

: 77115-67-4
{Pt(C6H2O2(OCH3)2)(C2H4)(P(C6H11)3)}

Conditions

Conditions	Yield
In diethyl ether carried out under dry nitrogen atm., stirring of mixture for 30 min, at room temp.; ppt. removed from mother-liquor, washed with light petroleum, addn. of washings to mother-liquor, soln. reduced in volume giving further solid, combined crystals washed with light petroleum, recrystn. from toluene-hexane, elem. anal.;	92%

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

: 762-72-1
allyl-trimethyl-silane

: 2-allyl-3,5-dimethoxy-benzene-1,4-diol

Conditions

Conditions	Yield
With bismuth(lll) trifluoromethanesulfonate In dichloromethane at 20℃; for 0.166667h;	85%

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

: 762-72-1
allyl-trimethyl-silane

: 66557-17-3
4-allyl-4-hydroxy-3,5-dimethoxycyclohexa-2,5-dienone

Conditions

Conditions	Yield
Stage #1: 2,6-dimethoxy-p-quinone With titanium tetrachloride In dichloromethane at -78℃; for 0.266667h; Sakurai reaction; Inert atmosphere; Stage #2: allyl-trimethyl-silane In dichloromethane at -50℃; for 0.25h; Sakurai reaction; Inert atmosphere; Stage #3: With water In dichloromethane at 20℃; Sakurai reaction; Inert atmosphere; regioselective reaction;	80.6%

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

: 1-(3,4-dimethoxyphenyl)cyclopropanol

: 1243268-35-0
2-(3-(3,4-dimethoxyphenyl)-3-oxopropyl)-3,5-dimethoxycyclohexa-2,5-diene-1,4-dione

Conditions

Conditions	Yield
With dipotassium peroxodisulfate; silver nitrate In dichloromethane; water at 25℃; for 0.75h;	80%

2,5-Cyclohexadiene-1,4-dione,2,6-dimethoxy- Specification

The 2,5-Cyclohexadiene-1,4-dione,2,6-dimethoxy-, with CAS registry number 530-55-2, belongs to the following product categories: (1)Anthraquinones, Hydroquinones and Quinones; (2)Benzoquinones. It has the systematic name of 2,6-dimethoxycyclohexa-2,5-diene-1,4-dione. This chemical is a kind of yellow powder. And its classification code is Mutation data.

Physical properties of 2,5-Cyclohexadiene-1,4-dione,2,6-dimethoxy-: (1)ACD/LogP: 0.28; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.28; (4)ACD/LogD (pH 7.4): 0.28; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 34.01; (8)ACD/KOC (pH 7.4): 34.01; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 52.6 Å²; (13)Index of Refraction: 1.503; (14)Molar Refractivity: 40.11 cm³; (15)Molar Volume: 135.5 cm³; (16)Polarizability: 15.9×10^-24cm³; (17)Surface Tension: 39.3 dyne/cm; (18)Density: 1.24 g/cm³; (19)Flash Point: 139.2 °C; (20)Enthalpy of Vaporization: 55.2 kJ/mol; (21)Boiling Point: 311.1 °C at 760 mmHg; (22)Vapour Pressure: 0.000576 mmHg at 25°C.

Preparation: this chemical can be prepared by 1,3,5-trimethoxy-benzene. This reaction will need reagents CrO₃, glacial acetic acid.

Uses of 2,5-Cyclohexadiene-1,4-dione,2,6-dimethoxy-: it can be used to produce 2,6-dibromo-3,5-dimethoxy-[1,4]benzoquinone. This reaction will need reagents chloroform, bromine.

When you are using this chemical, please be cautious about it as the following:
The 2,5-Cyclohexadiene-1,4-dione,2,6-dimethoxy- 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=C1C(/OC)=C\C(=O)\C=C1\OC
(2)InChI: InChI=1/C8H8O4/c1-11-6-3-5(9)4-7(12-2)8(6)10/h3-4H,1-2H3
(3)InChIKey: OLBNOBQOQZRLMP-UHFFFAOYAL
(4)Std. InChI: InChI=1S/C8H8O4/c1-11-6-3-5(9)4-7(12-2)8(6)10/h3-4H,1-2H3
(5)Std. InChIKey: OLBNOBQOQZRLMP-UHFFFAOYSA-N

Product Name

2,6-DIMETHOXY-1,4-BENZOQUINONE

Synthetic route

2,5-Cyclohexadiene-1,4-dione,2,6-dimethoxy- Specification

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