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1,4-Benzoquinone

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Name

1,4-Benzoquinone

EINECS 203-405-2
CAS No. 106-51-4 Density 1.256 g/cm3
PSA 34.14000 LogP 0.25060
Solubility 10 g/L (25 ºC) in water Melting Point 113-115 ºC
Formula C6H4O2 Boiling Point 174 ºC at 760 mmHg
Molecular Weight 108.1 Flash Point 59.3 ºC
Transport Information UN 2587 6.1/PG 2 Appearance gold powder
Safety 26-28-45-61-23-16 Risk Codes 23/25-36/37/38-50-20/21/22-11
Molecular Structure Molecular Structure of 106-51-4 (1,4-Benzoquinone) Hazard Symbols ToxicT,DangerousN,IrritantXi,FlammableF
Synonyms

p-Benzoquinone(8CI);1,4-Cyclohexadienedione;Chinone;NSC 36324;PBQ 2;Stearer PBQ;p-Quinone;Quinone;

 

1,4-Benzoquinone Synthetic route

150-76-5

4-methoxy-phenol

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With bis-[(trifluoroacetoxy)iodo]benzene In water; acetonitrile for 0.166667h; Ambient temperature;100%
With copper(II) nitrate/zeolite H-Y Product distribution; Further Variations:; heating mode; times; microwave irradiation;100%
With manganese dioxide impregnated with nitric acid In dichloromethane for 0.5h; Ambient temperature;96%
123-31-9

hydroquinone

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With barium ferrate(VI) In benzene for 0.25h; Product distribution; Heating;100%
With benzyltrimethylammonium tribromide; sodium acetate In dichloromethane; water for 2h; Ambient temperature;100%
With bis(2,2'-bipyridyl) copper(II) permanganate In dichloromethane for 0.25h; Ambient temperature;100%
108-95-2

phenol

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With CuCl2 In acetonitrile100%
With [CuII2(μ-OH)(1,2-bis(2-(bis(2-pyridylmethyl)aminomethyl)-6-pyridyl)ethane)](ClO4)3 ; dihydrogen peroxide; triethylamine In water; acetonitrile at 50℃; for 10h; Catalytic behavior; Inert atmosphere;99%
With manganese(IV) oxide; sulfuric acid; aniline at 10℃; for 1.5h;95%
123-31-9

hydroquinone

A

36831-87-5

diphenyl-2,5 furannedicarbaldehyde 3,4

B

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With barium ferrate(VI) In benzene for 0.3h; Heating;A 70%
B 100%
150-78-7

1,4-dimethoxybezene

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With bis-[(trifluoroacetoxy)iodo]benzene In methanol; water at 20℃; for 4h;100%
With manganese dioxide impregnated with nitric acid In dichloromethane for 1.5h; Ambient temperature;93%
With Oxone; 4-iodophenoxyacetic acid In 2,2,2-trifluoroethanol; water at 20℃; for 1h;86%
2117-24-0

1,4-bis(trimethylsilyloxy)benzene

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With pyridinium chlorochromate In dichloromethane at 25℃; for 2h; Mechanism; relative reaction rate;99%
With quinolinium monofluorochromate(VI) In dichloromethane for 1h; Ambient temperature;98%
With dioxochloro(trimethylsiloxy)chromate(VI) In dichloromethane for 0.333333h; Ambient temperature;97%
99-93-4

4-Hydroxyacetophenone

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid In acetonitrile at 80℃; for 0.75h; Baeyer-Villiger Ketone Oxidation; regioselective reaction;99%
106-50-3

1,4-phenylenediamine

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With sodium periodate In water at 20℃; for 0.166667h;98%
With [bis(acetoxy)iodo]benzene In acetone at 20℃; for 0.166667h;90%
With sulfuric acid; manganese triacetate In water at 35℃; Rate constant; Mechanism;
With dichromate anion
With manganese(IV) oxide; sulfuric acid
55-21-0

benzamide

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With iodobenzene; oxone; water In acetonitrile at 20℃;98%
With sodium hydrogen sulfate; [bis(acetoxy)iodo]benzene In water; acetonitrile at 20℃; for 0.5h; Time; Solvent;80%
622-62-8

4-Ethoxyphenol

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With Oxone; 4-iodophenoxyacetic acid In 2,2,2-trifluoroethanol; water at 20℃; for 0.5h;97%
With bis-[(trifluoroacetoxy)iodo]benzene In water; acetonitrile for 0.166667h; Ambient temperature;93%
With oxone; tetrabutylammomium bromide In water; acetonitrile at 20℃; for 1h;92%
With Oxone In water; acetonitrile at 20℃; for 17h;79%
51-66-1

4-methoxyacetanilide

A

119-81-3

4-methoxy-2-nitroacetanilide

B

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With nitric acid; silica gel In dichloromethane for 0.166667h; Product distribution; Ambient temperature;A 97%
B 2%
150-78-7

1,4-dimethoxybezene

A

89-39-4

1,4-dimethoxy-2-nitrobenzene

B

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With nitric acid; silica gel In dichloromethane for 0.0833333h; Product distribution; Ambient temperature;A 97%
B 2%
108-95-2

phenol

A

88-89-1

2,4,6-Trinitrophenol

B

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With NO+*18-crown-6*H(NO3)2- In various solvent(s) for 2h; Nitration; Heating;A 94%
B 5%
With Zn(NO3)2*2N2O4 In ethyl acetate at 20℃; for 0.25h;A 86%
B 8%
122-95-2

1,4-diethoxybenzene

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With Oxone; 4-iodophenoxyacetic acid In 2,2,2-trifluoroethanol; water at 20℃; for 1h;94%
With oxone; 4-iodophenoxyacetic acid In 2,2,2-trifluoroethanol; water at 20℃; for 1h;94%
With ammonium cerium(IV) nitrate In water; acetonitrile at 20℃;66%

C24H23NO5

A

C17H17NO4

B

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With cerium(IV) ammonium nitrate; silica gel In water; acetonitrile at 20℃;A 94%
B n/a
62790-87-8

4-(tert-butyldimethylsilyloxy)anisole

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With oxone; 4-iodophenoxyacetic acid In 2,2,2-trifluoroethanol; water at 20℃; for 1.5h;94%
With Oxone; 4-iodophenoxyacetic acid In 2,2,2-trifluoroethanol; water at 20℃; for 1.5h;79%
3424-93-9

4-methoxyphenylacetamide

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With iodobenzene; oxone; water In acetonitrile at 20℃;94%
With sodium hydrogen sulfate; [bis(acetoxy)iodo]benzene In water; acetonitrile at 20℃; for 0.666667h;75%
71-43-2

benzene

A

106-51-4

p-benzoquinone

B

108-95-2

phenol

Conditions
ConditionsYield
With [CuII2(μ-OH)(1,2-bis(2-(bis(2-pyridylmethyl)aminomethyl)-6-pyridyl)ethane)](ClO4)3 ; dihydrogen peroxide; triethylamine In water; acetonitrile at 50℃; for 40h; Catalytic behavior; Inert atmosphere;A 6.8%
B 93.2%
With dihydrogen peroxide In water for 0.25h; Reagent/catalyst; Irradiation;A n/a
B 81.5%
With tetrakis(acetonitrile)copper(I) perchlorate; dihydrogen peroxide In water; acetonitrile at 25℃; for 4h; Catalytic behavior; Reagent/catalyst;A 60%
B n/a
123-30-8

4-amino-phenol

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With K10 montmorillonite; iodic acid for 0.00833333h; microwave irradiation;93%
With Montmorillonite K10; iodic acid at 68℃; for 0.00555556h; microwave irradiation;85%
With pyridine hydrogenfluoride; sodium nitrite Product distribution; Mechanism; other substrates, various temp.;80%

C25H23NO3

A

C17H15NO2

B

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With cerium(IV) ammonium nitrate; silica gel In water; acetonitrile at 20℃;A 93%
B n/a
52867-18-2

N-phenylsulphonyl-Se,Se-diphenylselenimide

123-31-9

hydroquinone

A

98-10-2

benzenesulfonamide

B

1132-39-4

diphenylselenide

C

106-51-4

p-benzoquinone

Conditions
ConditionsYield
In toluene for 25h; Product distribution; Heating; other N-sulfonylchalcogenimides, other quinones, var. solvent and time;A 92%
B 87%
C 89%
122-94-1

4-n-butoxyphenol

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With oxone; tetrabutylammomium bromide In water; acetonitrile at 20℃; for 1h;92%
With Oxone; 4-iodophenoxyacetic acid In 2,2,2-trifluoroethanol; water at 20℃; for 0.5h;88%
With Oxone In water; acetonitrile at 20℃; for 17h;77%

C28H23NO4

A

C20H15NO3

B

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With cerium(IV) ammonium nitrate; silica gel In water; acetonitrile at 20℃;A 91%
B n/a

C23H18Cl2N2O5

A

3-(2,4-dichlorophenoxy)-4-(4-nitrophenyl)azetidin-2-one

B

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With cerium(IV) ammonium nitrate; silica gel In water; acetonitrile at 20℃;A 91%
B n/a

C27H22N2O8

A

C20H16N2O7

B

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With cerium(IV) ammonium nitrate; silica gel In dichloromethane at 20℃;A 90%
B n/a

1-(4-(benzyloxy)phenyl)-3-hydroxy-2-phenoxypropan-1-one

A

103-16-2

4-Benzyloxyphenol

B

4-(benzyloxy)phenyl 3-hydroxy-2-phenoxypropanoate

C

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With methanesulfonic acid; dihydrogen peroxide In water; acetonitrile at 50℃; for 6h; Flow reactor; Green chemistry;A 1%
B 8%
C 90%

C23H19NO5

4-(benzo[d][1,3]dioxol-5-yl)-3-phenoxyazetidin-2-one

B

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With ceric(IV) tetra-n-butylammonium nitrate; water In dichloromethane at 20℃; for 0.333333h; Reagent/catalyst; Solvent; Temperature;A 89%
B n/a
92409-23-9

1-(4-methoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propan-1-one

A

4-methoxyphenyl 3-hydroxy-2-(2-methoxyphenoxy)propanoate

B

150-76-5

4-methoxy-phenol

C

106-51-4

p-benzoquinone

Conditions
ConditionsYield
With methanesulfonic acid; dihydrogen peroxide In water; acetonitrile at 50℃; for 6h; Flow reactor; Green chemistry;A 9%
B 2%
C 89%
108-24-7

acetic anhydride

106-51-4

p-benzoquinone

613-03-6

1,2,4-triacetoxybenzene

Conditions
ConditionsYield
With sulfuric acid at 40 - 50℃;100%
With sulfuric acid at 10 - 45℃; for 1h;97.4%
With sulfuric acid at 25 - 50℃; for 0.5h; Reagent/catalyst; Temperature;96%
542-92-7

cyclopenta-1,3-diene

106-51-4

p-benzoquinone

51175-59-8

norbornenoquinone

Conditions
ConditionsYield
In hexane; ethyl acetate at 0℃; for 3.5h; Diels-Alder Cycloaddition;100%
In methanol at -78 - 0℃; Inert atmosphere; optical yield given as %de;98%
In hexane; ethyl acetate at 0℃; for 4h; Diels-Alder reaction;97%
106-51-4

p-benzoquinone

5273-62-1

5,6-dichlorocyclohex-2-ene-1,4-dione

Conditions
ConditionsYield
With sulfuryl dichloride; triethylamine In diethyl ether for 0.5h;100%
With chloroform; chlorine
With sulfuryl dichloride
106-51-4

p-benzoquinone

123-31-9

hydroquinone

Conditions
ConditionsYield
With nickel In tetrahydrofuran at 20℃; for 0.166667h; Reduction;100%
With boron trifluoride diethyl etherate; sodium iodide In acetonitrile at 0℃; for 0.0833333h;99%
With hydrazine hydrate In acetonitrile at 20℃; for 18h; Irradiation;99%
1613-51-0

sulfure de pentamethylene

106-51-4

p-benzoquinone

2,5-dihydroxyphenylthianium perchlorate

Conditions
ConditionsYield
With perchloric acid In acetone at 0℃;100%
1613-51-0

sulfure de pentamethylene

106-51-4

p-benzoquinone

89706-15-0

1-(2,5-dihydroxyphenyl)thianium bromide

Conditions
ConditionsYield
With hydrogen bromide In acetone at 0℃;100%
542-92-7

cyclopenta-1,3-diene

106-51-4

p-benzoquinone

78548-82-0

1α,4α,4aβ,10aα,5β,8β,8aα,9aβ-octahydro-1,4:5,8-dimethanoanthracene-9,10-dione

Conditions
ConditionsYield
In benzene at 40℃; for 20h;100%
In dichloromethane at 20℃; for 24h; Diels-Alder reaction;100%
In ethanol at 0℃; for 0.5h; Diels-Alder Cycloaddition;98%
108-98-5

thiophenol

106-51-4

p-benzoquinone

18231-96-4

2-(phenylthio)benzene-1,4-diol

Conditions
ConditionsYield
In methanol100%
With methanol at 20℃; for 6h;99%
In methanol for 0.166667h; Ambient temperature;95%
4559-70-0

Diphenylphosphine oxide

106-51-4

p-benzoquinone

13291-46-8

(2,5-dihydroxyphenyl)diphenylphosphine oxide

Conditions
ConditionsYield
In toluene for 1.66667h;100%
With water In toluene at 80℃; for 12h; Inert atmosphere; Schlenk technique;98%
In toluene for 20h; Inert atmosphere; Reflux;88.1%
In toluene at 75 - 110℃; for 1h; Michael Addition; Inert atmosphere;86%
In toluene
781-43-1

9,10-dimethylanthracene

106-51-4

p-benzoquinone

115163-71-8

9,10-Dimethyl-12,15-dioxo-11,12,15,16-tetrahydro-triptycen

Conditions
ConditionsYield
With magnesium(II) perchlorate In acetonitrile at 24.9℃; dependence of kobs on ;100%
With magnesium(II) perchlorate In acetonitrile100%
In chloroform-d1 at 24.85℃; Quantum yield;65%
With p-benzoquinone*2thymol eutectic for 0.5h; Diels-Alder reaction;95 % Spectr.
With magnesium(II) perchlorate In [D3]acetonitrile at 24.84℃; Kinetics; Further Variations:; Reagents; Diels-Alder reaction;
33862-44-1

diphenyl phosphorohydrazidate

106-51-4

p-benzoquinone

C18H15N2O4P

Conditions
ConditionsYield
In benzene at 25℃;100%
20742-48-7

cis-3-thiabicyclo<3.3.1>nonane

106-51-4

p-benzoquinone

(1R,5S)-3-(2,5-Dihydroxy-phenyl)-3-thionia-bicyclo[3.3.1]nonane; hydrogen sulfate

Conditions
ConditionsYield
With sulfuric acid In acetone at 0℃;100%
88888-43-1

(E)-8-Nitro-octa-1,3-diene

106-51-4

p-benzoquinone

(4aR,5R,8aS)-5-(4-Nitro-butyl)-4a,5,8,8a-tetrahydro-[1,4]naphthoquinone

Conditions
ConditionsYield
In toluene at 110℃; for 15h;100%
106-51-4

p-benzoquinone

637-88-7

1,4-Cyclohexanedione

Conditions
ConditionsYield
With aluminium trichloride; zinc In tetrahydrofuran for 0.4h; Ambient temperature;100%
With formic acid In toluene at 120℃; for 10h; Inert atmosphere; chemoselective reaction;57%
With hydrogen; tetra-(n-butyl)ammonium iodide In water at 110℃; under 15001.5 Torr; for 24h; chemoselective reaction;57%
With ruthenium; hydrogen at 80℃; under 37503.8 Torr; for 1h; Reagent/catalyst; Ionic liquid; chemoselective reaction;
73296-31-8

phenyltellurotrimethylsilane

106-51-4

p-benzoquinone

2117-24-0

1,4-bis(trimethylsilyloxy)benzene

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 0.5h; reductive silylation;100%
106-51-4

p-benzoquinone

270589-03-2

(E,E)-2-pyridyldimethyl(buta-1,3-dienyl)silane

130-15-4

[1,4]naphthoquinone

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃; for 38h;100%
With hydrogenchloride In water at 20℃; for 38h; Product distribution; Further Variations:; Reagents; Solvents; Diels-Alder reaction;100%
106-51-4

p-benzoquinone

270589-04-3

(E,E)-2-pyridyldimethyl(3-methylbuta-1,3-dienyl)silane

605-93-6

6-methyl-1,4-naphthoquinone

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃; for 38h;100%
With hydrogenchloride In water at 20℃; for 38h; Diels-Alder reaction;100%

tetrafluoroboric acid

1273-94-5

1,1'-diacetylferrocene

106-51-4

p-benzoquinone

1,1'-diacetylferriceniumtetra-fluoroborate

Conditions
ConditionsYield
In diethyl ether; chloroform Dropwise addn. (Ar) of ferrocene complex in dry chloroform to org. compd. in the presence of HBF4 (Et2O) at -10°C, and stirring (1 h, room temp.) of resulting soln.; Isolation of resulting compd. by filtn. and silica gel chromy.;100%
117226-57-0

1,3-bis(trimethylsilyl)-1,3-diaza-2-germa(II)indane

106-51-4

p-benzoquinone

2C6H4(N(Si(CH3)3))2(2-)*2Ge(3+)*(OC6H4O)(2-)

Conditions
ConditionsYield
In toluene monomer feed ratio germylene : p-benzoquinone = 4.0 : 1.0, at -78°C under Ar for 1 h; elem. anal.;100%
In tetrahydrofuran monomer feed ratio germylene : p-benzoquinone = 2.0 : 1.0, at -78°C under Ar for 1 h; elem. anal.;96%
In toluene monomer feed ratio germylene : p-benzoquinone = 2.0 : 1.0, at -78°C under Ar for 1 h; elem. anal.;91%
In toluene monomer feed ratio germylene : p-benzoquinone = 1.0 : 1.0, at -78°C under Ar for 1 h; elem. anal.;86%

bis(β-dimethylaminoethoxy)tin

106-51-4

p-benzoquinone

Sn(OCH2CH2N(CH3)2)2(OC6H4O)

Conditions
ConditionsYield
In benzene under N2, soln. of C6H4O2 in benzene added to Sn compd. in benzene at 22-24°C, refluxed with stirring for 2 h; ppt. filtered off, washed with benzene, dried; elem. anal.;100%
59863-12-6

bis[bis(trimethylsilyl)amino]germanium(II)

106-51-4

p-benzoquinone

Ge(N(Si(CH3)3)2)2OC6H4O

Conditions
ConditionsYield
In benzene (Ar); stirring (1 h, 25°C); soln. filtn. off, drying (vac.);100%
In toluene (Ar); stirring (1 h, -78, 0 or 50°C); soln. filtn. off, drying (vac.); elem. anal.;100%
In diethyl ether (Ar); stirring (1 h, 0°C); soln. filtn. off, drying (vac.);99%
14221-01-3

tetrakis(triphenylphosphine) palladium(0)

106-51-4

p-benzoquinone

490039-51-5, 57036-58-5

[palladium(0)(triphenylphosphine)2(p-benzoquinone)]

Conditions
ConditionsYield
In benzene under N2 atm. to suspn. Pd(PPh3)4 in benzene was added soln. benzoquinone in benzene and stirred for 30 min; soln. was concd., ether-hexane was added;100%
pine pitch

pine pitch

106-51-4

p-benzoquinone

(4aR,4bS,7R,10aR,10bS,12R,12aR)-13-isopropyl-7,10a-dimethyl-1,4-dioxo-4,4a,5,6,6a,7,8,9,10,10a,10b,11,12,12a-tetradecahydro-1H-4b,12-ethenochrysene-7-carboxylic acid

Conditions
ConditionsYield
With 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate In hexane; benzene at 20℃; for 1h; Reactivity; Reagent/catalyst; Solvent; Darkness;100%
1243058-70-9

3,4-di-tert-butyl-2,5-dimethylthiophene 1-oxide

106-51-4

p-benzoquinone

C20H28O3S

Conditions
ConditionsYield
In dichloromethane at 20℃; for 0.0833333h; Diels-Alder reaction;100%
6320-02-1

2-bromothiophenol

106-51-4

p-benzoquinone

1310712-82-3

2-((2-bromophenyl)thio)benzene-1,4-diol

Conditions
ConditionsYield
In methanol100%
With methanol at 20℃; for 6h;93%

1,4-Benzoquinone Consensus Reports

IARC Cancer Review: Group 3 IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 56.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A.,49 Sheridan Avenue, Albany, NY 12210) ; Animal Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 15 ,1977,p. 255.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . Reported in EPA TSCA Inventory. Community Right-To-Know List. EPA Genetic Toxicology Program.

1,4-Benzoquinone Standards and Recommendations

OSHA PEL: TWA 0.1 ppm
ACGIH TLV: TWA 0.1 ppm
DFG MAK: 0.1 ppm (0.45 mg/m3)
DOT Classification:  6.1; Label: Poison

1,4-Benzoquinone Specification

The 1,4-Benzoquinone, with the CAS registry number 106-51-4,is also known as 2,5-Cyclohexadiene-1,4-dione; Quinone; Quinone; p-Benzoquinone 98+ % (dried); 2,5-Cyclohexadiene-1,4-dione. It belongs to the product categories of Charge Transfer Complexes for Organic Metals;Benzoquinones;Functional Materials.This chemical's molecular formula is C6H4O2 and molecular weight is 108.09.Its EINECS number is 203-405-2. What's more,Its systematic name is p-Benzoquinone.It is a yellowish-colored crystalline solid with a pungent, irritating odor. Poisonous by ingestion or inhalation of vapors. May severely damage skin, eyes and mucous membranes. Used to make dyes and as a photographic chemical.

Physical properties about 1,4-Benzoquinone are:
(1)ACD/LogP:  0.394; (2)# of Rule of 5 Violations:  0; (3)ACD/LogD (pH 5.5):  0.39; (4)ACD/LogD (pH 7.4):  0.39; (5)ACD/BCF (pH 5.5):  1.17; (6)ACD/BCF (pH 7.4):  1.17; (7)ACD/KOC (pH 5.5):  39.05; (8)ACD/KOC (pH 7.4):  39.05; (9)#H bond acceptors:  2; (10)#H bond donors:  0; (11)#Freely Rotating Bonds:  0; (12)Index of Refraction:  1.543; (13)Molar Refractivity:  27.139 cm3; (14)Molar Volume:  86.036 cm3; (15)Surface Tension:  47.8059997558594 dyne/cm; (16)Density:  1.256 g/cm3; (17)Flash Point:  59.33 °C; (18)Enthalpy of Vaporization:  41.035 kJ/mol; (19)Boiling Point:  174.004 °C at 760 mmHg; (20)Vapour Pressure:  1.23199999332428 mmHg at 25°C.

Use of 1,4-Benzoquinone:
1,4-Benzoquinone is used as a dye and pharmaceutical intermediate, rubber antioxidant, inhibitor, anti-oxidants, reagent,oxidant. It is also used in organic synthesis such as for the synthesis of hydroquinone.

Preparation of 1,4-Benzoquinone:
1,4-Benzoquinone can be prepared by the oxidation of benzene, aniline, and hydroquinone by a miscellany of oxidizing agents. The oxidation of hydroquinone is rapid and convenient and therefore desirable for the laboratory. 1,4-Benzoquinone can be prepared from hydroquinone via a number of oxidation methods. One such method makes use of hydrogen peroxide as the oxidizer and iodine or an iodine salt as a catalyst for the oxidation occurring in a polar solvent; e.g. isopropyl alcohol.
When heated to its melting point, the product sublimates at atmospheric pressure, and, when prepared from hydroquinone, the substrate boils at a significantly higher temperature than 1,4-benzoquinones melting point, allowing for an effective separation of the two. Impure samples are often dark-colored due to the presence of quinhydrone (1:1 complex of quinone with hydroquinone). When prepared by methods involving iodine (an element with a characteristically intense stain), traces of iodine contamination in the product may also darken its appearance. 1,4-Benzoquinone's high vapour pressure at room temperature means that containers should be well sealed to prevent its gradual sublimation into the atmosphere whilst in storage.

You can still convert the following datas into molecular structure:
(1)SMILES:C1=CC(=O)C=CC1=O;
(2)Std. InChI:InChI=1S/C6H4O2/c7-5-1-2-6(8)4-3-5/h1-4H;
(3)Std. InChIKey:AZQWKYJCGOJGHM-UHFFFAOYSA-N;

Safety Information of 1,4-Benzoquinone:
The 1,4-Benzoquinone is Toxic by inhalation and if swallowed. 
It is irritating to eyes, respiratory system and skin  and Harmful by inhalation, in contact with skin and if swallowed.So after contact with skin, wash immediately with plenty of water (to be specified by the manufacturer).In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. And it is very Toxic to aquatic organisms ,so it should be avoid release to the environment. Refer to special instructions safety data sheet.Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .This chemical is highly Flammable,keep away from sources of ignition - No smoking.

The toxicity data of 1,4-Benzoquinone as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mammal (species unspecified) LD50 subcutaneous 296mg/kg (296mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 25, 1982.
mouse LD50 intraperitoneal 8500ug/kg (8.5mg/kg) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Biochemical Pharmacology. Vol. 12, Pg. 885, 1963.
mouse LD50 oral 25mg/kg (25mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: TREMOR

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
National Technical Information Service. Vol. OTS0571885,
mouse LD50 subcutaneous 93800ug/kg (93.8mg/kg)   Zeitschrift fuer die Gesamte Innere Medizin und Ihre Grenzgebiete. Vol. 2, Pg. 333, 1947.
rat LD50 intraperitoneal 30mg/kg (30mg/kg)   Pharmaceutical Bulletin. Vol. 3, Pg. 337, 1955.
rat LD50 intravenous 25mg/kg (25mg/kg)   Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 8, Pg. 348, 1949.
rat LD50 oral 130mg/kg (130mg/kg)   Federation Proceedings, Federation of American Societies for Experimental Biology. Vol. 8, Pg. 348, 1949.
rat LD50 unreported 5600ug/kg (5.6mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Russian Pharmacology and Toxicology Vol. 41, Pg. 146, 1978.

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