1,2,4,5-Benzenetetrol supplier

Name
1,2,4,5-tetrahydroxybenzene
EINECS
CAS No. 636-32-8
Article Data36
CAS DataBase
Density 1.709 g/cm³
Solubility
Melting Point 210 °C
Formula C₆H₆O₄
Boiling Point 477.129 °C at 760 mmHg
Molecular Weight 142.111
Flash Point 256.242 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Benzene-1,2,4,5-tetrol;1,2,4,5-Tetrahydroxybenzene;
PSA 80.92000
LogP 0.50900

Synthetic route

: 615-94-1
2,5-dihydroxy-1,4-benzoquinone

: 636-32-8
1,2,4,5-benzenetetrol

Conditions

Conditions	Yield
With hydrogenchloride; tin at 95℃; for 1h;	99%
With hydrogenchloride; tin In water for 1h; Reflux;	98%
With hydrogenchloride; tin	78%

: 123-31-9
hydroquinone

: 636-32-8
1,2,4,5-benzenetetrol

Conditions

Conditions	Yield
With tin In hydrogenchloride

Na2 S2 O4: Na2 S2 O4

: 615-94-1
2,5-dihydroxy-1,4-benzoquinone

: 636-32-8
1,2,4,5-benzenetetrol

Conditions

Conditions	Yield
With hydrogenchloride In water	2.00 g (14.07 mmol, 49.3%)

3.6-dibromo-2.5-dioxy-benzoquinone-(1.4): 3.6-dibromo-2.5-dioxy-benzoquinone-(1.4)

: 636-32-8
1,2,4,5-benzenetetrol

Conditions

Conditions	Yield
With potassium bisulfite
With hydrogenchloride; tin

: 72391-34-5
1,4-Benzochinon-2,5-di-(3-oxypropansaeure)

: 636-32-8
1,2,4,5-benzenetetrol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. NaOH / 70 °C 2: H2 / Pd-C / ethanol View Scheme

2,5-dihydroxy-benzoquinone-(1,4): 2,5-dihydroxy-benzoquinone-(1,4)

: 636-32-8
1,2,4,5-benzenetetrol

Conditions

Conditions	Yield
With sodium dithionite
With hydrogenchloride; palladium on activated charcoal; carbon monoxide

2.5-dioxy-benzoquinone-(1.4): 2.5-dioxy-benzoquinone-(1.4)

: 636-32-8
1,2,4,5-benzenetetrol

Conditions

Conditions	Yield
With hydrogenchloride; tin(ll) chloride

: 4370-59-6
bromanilic acid

: 7732-18-5
water

KHSO3: KHSO3

: 636-32-8
1,2,4,5-benzenetetrol

...Expand

: 7647-01-0
hydrogenchloride

: 4370-59-6
bromanilic acid

tin: tin

: 636-32-8
1,2,4,5-benzenetetrol

...Expand

: 7647-01-0
hydrogenchloride

: 615-94-1
2,5-dihydroxy-1,4-benzoquinone

SnCl2: SnCl2

: 636-32-8
1,2,4,5-benzenetetrol

...Expand

: 636-32-8
1,2,4,5-benzenetetrol

: 77-78-1
dimethyl sulfate

: 2441-46-5
1,2,4,5-tetramethoxybenzene

Conditions

Conditions	Yield
With potassium carbonate In acetone for 16h; Reflux;	93%
With sodium hydrogensulfite; potassium hydroxide In ethanol; water

: 636-32-8
1,2,4,5-benzenetetrol

: 3171-45-7
4,5-dimethyl-1,2-phenylenediamine

: 95-54-5
1,2-diamino-benzene

: 1383373-28-1
9,10-dimethyl-5,7,12,14-tetrahydro-5,7,12,14-tetraazapentacene

Conditions

Conditions	Yield
Stage #1: 1,2,4,5-benzenetetrol; 1,2-diamino-benzene at 180℃; for 3h; Inert atmosphere; Sealed tube; Stage #2: 4,5-dimethyl-1,2-phenylenediamine at 180℃; for 3h; Inert atmosphere; Sealed tube;	92%

...Expand

: chromium dichloride

: 2797-28-6
sodium tetrakis(pentafluorophenyl)-borate

: 636-32-8
1,2,4,5-benzenetetrol

: 16858-01-8
tris[(2-pyridylmethyl)amine]

: 2C24BF20(1-)*C42H38Cr2N8O4(2+)

Conditions

Conditions	Yield
Stage #1: chromium dichloride; tris[(2-pyridylmethyl)amine] In tetrahydrofuran for 0.0833333h; Stage #2: 1,2,4,5-benzenetetrol With triethylamine In tetrahydrofuran Stage #3: sodium tetrakis(pentafluorophenyl)-borate at 20℃; for 6h;	92%

...Expand

: 636-32-8
1,2,4,5-benzenetetrol

: 203927-98-4
9,9-dihexylfluorene-2,7-diboronic acid

polymer, Mw = 25000, Mw/Mn = 2.4; monomer(s): 9,9-dihexylfluorene-2,7-diboronic acid; 1,2,4,5-tetrahydroxybenzene: polymer, Mw = 25000, Mw/Mn = 2.4; monomer(s): 9,9-dihexylfluorene-2,7-diboronic acid; 1,2,4,5-tetrahydroxybenzene

Conditions

Conditions	Yield
In tetrahydrofuran; toluene for 0.5h; Heating;	91%

: 636-32-8
1,2,4,5-benzenetetrol

: 203927-98-4
9,9-dihexylfluorene-2,7-diboronic acid

: (HO)2C6H2*99C13H6(C6H13)2(BO2)2C6H2*2OH=(OH)2C6H2(C13H6(C6H13)2(BO2)2C6H2)99(OH)2

Conditions

Conditions	Yield
In tetrahydrofuran condensation react. diboronic acid with 1,2,4,5-tetrahydroxybenzene in THF with aseotropic removal water;	90%

: 636-32-8
1,2,4,5-benzenetetrol

: 1835-49-0
tetrafluoroterephthalonitrile

: C22H2F4N4O4

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h;	88%

: 615-94-1
2,5-dihydroxy-1,4-benzoquinone

: 636-32-8
1,2,4,5-benzenetetrol

Conditions

Conditions	Yield
With hydrogenchloride; tin at 95℃; for 1h;	99%
With hydrogenchloride; tin In water for 1h; Reflux;	98%
With hydrogenchloride; tin	78%

2,5-dihydroxy-benzoquinone-(1,4): 2,5-dihydroxy-benzoquinone-(1,4)

: 636-32-8
1,2,4,5-benzenetetrol

Conditions

Conditions	Yield
With sodium dithionite
With hydrogenchloride; palladium on activated charcoal; carbon monoxide

2.5-dioxy-benzoquinone-(1.4): 2.5-dioxy-benzoquinone-(1.4)

: 636-32-8
1,2,4,5-benzenetetrol

Conditions

Conditions	Yield
With hydrogenchloride; tin(ll) chloride

3.6-dibromo-2.5-dioxy-benzoquinone-(1.4): 3.6-dibromo-2.5-dioxy-benzoquinone-(1.4)

: 636-32-8
1,2,4,5-benzenetetrol

Conditions

Conditions	Yield
With potassium bisulfite
With hydrogenchloride; tin

: 4370-59-6
bromanilic acid

: 7732-18-5
water

KHSO3: KHSO3

: 636-32-8
1,2,4,5-benzenetetrol

...Expand

: 7647-01-0
hydrogenchloride

: 615-94-1
2,5-dihydroxy-1,4-benzoquinone

SnCl2: SnCl2

: 636-32-8
1,2,4,5-benzenetetrol

...Expand

: 7647-01-0
hydrogenchloride

: 4370-59-6
bromanilic acid

tin: tin

: 636-32-8
1,2,4,5-benzenetetrol

...Expand

: 123-31-9
hydroquinone

: 636-32-8
1,2,4,5-benzenetetrol

Conditions

Conditions	Yield
With tin In hydrogenchloride

: 72391-34-5
1,4-Benzochinon-2,5-di-(3-oxypropansaeure)

: 636-32-8
1,2,4,5-benzenetetrol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. NaOH / 70 °C 2: H2 / Pd-C / ethanol View Scheme

Na2 S2 O4: Na2 S2 O4

: 615-94-1
2,5-dihydroxy-1,4-benzoquinone

: 636-32-8
1,2,4,5-benzenetetrol

Conditions

Conditions	Yield
With hydrogenchloride In water	2.00 g (14.07 mmol, 49.3%)

: 636-32-8
1,2,4,5-benzenetetrol

: 77-78-1
dimethyl sulfate

: 2441-46-5
1,2,4,5-tetramethoxybenzene

Conditions

Conditions	Yield
With potassium carbonate In acetone for 16h; Reflux;	93%
With sodium hydrogensulfite; potassium hydroxide In ethanol; water

: 636-32-8
1,2,4,5-benzenetetrol

: 3171-45-7
4,5-dimethyl-1,2-phenylenediamine

: 95-54-5
1,2-diamino-benzene

: 1383373-28-1
9,10-dimethyl-5,7,12,14-tetrahydro-5,7,12,14-tetraazapentacene

Conditions

Conditions	Yield
Stage #1: 1,2,4,5-benzenetetrol; 1,2-diamino-benzene at 180℃; for 3h; Inert atmosphere; Sealed tube; Stage #2: 4,5-dimethyl-1,2-phenylenediamine at 180℃; for 3h; Inert atmosphere; Sealed tube;	92%

...Expand

: chromium dichloride

: 2797-28-6
sodium tetrakis(pentafluorophenyl)-borate

: 636-32-8
1,2,4,5-benzenetetrol

: 16858-01-8
tris[(2-pyridylmethyl)amine]

: 2C24BF20(1-)*C42H38Cr2N8O4(2+)

Conditions

Conditions	Yield
Stage #1: chromium dichloride; tris[(2-pyridylmethyl)amine] In tetrahydrofuran for 0.0833333h; Stage #2: 1,2,4,5-benzenetetrol With triethylamine In tetrahydrofuran Stage #3: sodium tetrakis(pentafluorophenyl)-borate at 20℃; for 6h;	92%

...Expand

: 636-32-8
1,2,4,5-benzenetetrol

: 203927-98-4
9,9-dihexylfluorene-2,7-diboronic acid

polymer, Mw = 25000, Mw/Mn = 2.4; monomer(s): 9,9-dihexylfluorene-2,7-diboronic acid; 1,2,4,5-tetrahydroxybenzene: polymer, Mw = 25000, Mw/Mn = 2.4; monomer(s): 9,9-dihexylfluorene-2,7-diboronic acid; 1,2,4,5-tetrahydroxybenzene

Conditions

Conditions	Yield
In tetrahydrofuran; toluene for 0.5h; Heating;	91%

: 636-32-8
1,2,4,5-benzenetetrol

: 203927-98-4
9,9-dihexylfluorene-2,7-diboronic acid

: (HO)2C6H2*99C13H6(C6H13)2(BO2)2C6H2*2OH=(OH)2C6H2(C13H6(C6H13)2(BO2)2C6H2)99(OH)2

Conditions

Conditions	Yield
In tetrahydrofuran condensation react. diboronic acid with 1,2,4,5-tetrahydroxybenzene in THF with aseotropic removal water;	90%

: 636-32-8
1,2,4,5-benzenetetrol

: 1835-49-0
tetrafluoroterephthalonitrile

: C22H2F4N4O4

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h;	88%

: 636-32-8
1,2,4,5-benzenetetrol

: 24335-35-1, 35107-68-7
cis-1,3-di-tert-butyl-2,4-dichloro-1,3,2,4-diazadiphosphetidine

: C22H38N4O4P4

Conditions

Conditions	Yield
With triethylamine In diethyl ether at 0 - 20℃; for 16h; Inert atmosphere; Schlenk technique; Glovebox;	87%

: 636-32-8
1,2,4,5-benzenetetrol

: 999-97-3
1,1,1,3,3,3-hexamethyl-disilazane

: 98039-84-0
1,2,4,5-tetrakis(trimethylsilyloxy)benzene

Conditions

Conditions	Yield
With chloro-trimethyl-silane Heating;	85%

: 40244-90-4
Chlorodiisopropylphosphane

: 636-32-8
1,2,4,5-benzenetetrol

: nickel dichloride

: C30H56Cl2Ni2O4P4

Conditions

Conditions	Yield
With triethylamine In o-xylene at 150℃; for 1h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Microwave irradiation;	83%

...Expand

: 636-32-8
1,2,4,5-benzenetetrol

: 171086-95-6
2-<2-(4-Iodopropanyl)phenyl>-1,3-dioxane

: 171086-96-7
1,2,4,5-Tetrakis<3-<2-(1,3-dioxan-2-yl)phenyl>-1-oxypropyl>benzene

Conditions

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide	82%

: 116-11-0
2-Methoxypropene

: 636-32-8
1,2,4,5-benzenetetrol

: 67820-74-0
2,2,6,6-tetramethylbenzo[1,2-d;4,5-d1]bis[1,3]dioxole

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene at 20℃; for 1.5h;	82%
With pyridinium p-toluenesulfonate In toluene for 15h; Dean-Stark; Reflux;	80%
With pyridinium p-toluenesulfonate In benzene for 13.5h; Heating;	19.38 g
With pyridinium p-toluenesulfonate In toluene Reflux;

: 636-32-8
1,2,4,5-benzenetetrol

: 13362-78-2
trans-1,2-bis(pyridin-4-yl)ethene

: 123324-71-0
4-tert-butylphenylboronic acid

polymer; monomer(s): 4-tert-butylphenylboronic acid; 1,2,4,5-tetrahydroxybenzene; 1,2-bis(4-pyridyl)ethylene: polymer; monomer(s): 4-tert-butylphenylboronic acid; 1,2,4,5-tetrahydroxybenzene; 1,2-bis(4-pyridyl)ethylene

Conditions

Conditions	Yield
In benzene for 8h; Heating;	81%

...Expand

: 636-32-8
1,2,4,5-benzenetetrol

: 123324-71-0
4-tert-butylphenylboronic acid

: 1135-32-6
trans-1,2-bis(4-pyridyl)ethylene

: 1097835-26-1
[(1,2-bis(4-pyridyl)ethylene)(1,2,4,5-tetraoxybenzene)(B(4-tert-butylphenyl))2](n)

Conditions

Conditions	Yield
In benzene N2, stoich., refluxed (Dean Stark trape) for 8 h; hot filtered, cooled to room temp., ppt. filtered, washed (pentane), dried (vac.); elem. anal.;	81%

...Expand

: 636-32-8
1,2,4,5-benzenetetrol

: C35H51BF2N2O2

: C76H104B2N4O8

Conditions

Conditions	Yield
With aluminum (III) chloride In dichloromethane; acetonitrile for 0.166667h; Inert atmosphere; Reflux;	80%

: 636-32-8
1,2,4,5-benzenetetrol

: 152035-59-1
2-<2-(4-Iodobutyl)phenyl>-1,3-dioxane

: 1,2,4,5-Tetrakis<4-<2-(1,3-dioxan-2-yl)phenyl>butyloxy>benzene

Conditions

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide for 5h; Ambient temperature;	79.5%

: 636-32-8
1,2,4,5-benzenetetrol

: 63139-21-9
4-ethylphenylboronic acid

: 13362-78-2
trans-1,2-bis(pyridin-4-yl)ethene

polymer; monomer(s): 4-ethylphenylboronic acid; 1,2,4,5-tetrahydroxybenzene; 1,2-bis(4-pyridyl)ethylene: polymer; monomer(s): 4-ethylphenylboronic acid; 1,2,4,5-tetrahydroxybenzene; 1,2-bis(4-pyridyl)ethylene

Conditions

Conditions	Yield
In benzene for 8h; Heating;	79%

...Expand

: 636-32-8
1,2,4,5-benzenetetrol

: 63139-21-9
4-ethylphenylboronic acid

: 1135-32-6
trans-1,2-bis(4-pyridyl)ethylene

: 1097835-24-9
[(1,2-bis(4-pyridyl)ethylene)(1,2,4,5-tetraoxybenzene)(B(4-ethylphenyl))2](n)

Conditions

Conditions	Yield
In benzene N2, stoich., refluxed (Dean Stark trape) for 8 h; hot filtered, cooled to room temp., ppt. filtered, washed (pentane), dried (vac.); elem. anal.;	79%

...Expand

: 75-77-4
chloro-trimethyl-silane

: 636-32-8
1,2,4,5-benzenetetrol

: 98039-84-0
1,2,4,5-tetrakis(trimethylsilyloxy)benzene

Conditions

Conditions	Yield
With triethylamine In toluene at 20℃; for 12h;	78%

: 636-32-8
1,2,4,5-benzenetetrol

: 644-97-3
Dichlorophenylphosphine

: Benzo<1,2-d;4,5-d'>-bis(2-phenyl-1,3,2λ3-dioxaphosphol)

Conditions

Conditions	Yield
at 140℃; for 3h;	77.1%

: 40244-90-4
Chlorodiisopropylphosphane

: 636-32-8
1,2,4,5-benzenetetrol

: C30H58O4P4

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 18h; Inert atmosphere; Glovebox; Schlenk technique;	76%

: 636-32-8
1,2,4,5-benzenetetrol

: 39649-71-3
4-hexyloxybenzoyl chloride

: 1,2,4,5-Tetra-(4-hexyloxybenzoyloxy)benzene

Conditions

Conditions	Yield
With pyridine for 2h; Heating;	75%

: 636-32-8
1,2,4,5-benzenetetrol

: 7732-18-5
water

: holmium(III) nitrate

: Na5[Ho(1,2,4,5-tetrahydroxybenzene(-4H))2]*7water

Conditions

Conditions	Yield
In sodium hydroxide aq. NaOH; mixing aq. solns. of benzene deriv. and holmium compd. under Ar, addn. of aq. NaOH, keeping for 1 wk; isolation of crystals, elem. anal.;	75%

...Expand

: 938-24-9
indantrione

: 636-32-8
1,2,4,5-benzenetetrol

: 2,4,12,15,17,25-hexahydroxy-13,26-dioxaheptacyclo[14.10.0.03,14.04,12.06,11.017,25.019,24]hexacosa-1,3(14),6(11),7,9,15,19(24),20,22-nonaene-5,18-dione

Conditions

Conditions	Yield
With acetic acid at 80 - 90℃; for 24h;	75%

: 553-26-4
4,4'-bipyridine

: 636-32-8
1,2,4,5-benzenetetrol

: 172975-69-8
3,5-dimethylphenyl boronic acid

polymer; monomer(s): 3,5-dimethylphenylboronic acid; 1,2,4,5-tetrahydroxybenzene; 4,4'-bipyridyl: polymer; monomer(s): 3,5-dimethylphenylboronic acid; 1,2,4,5-tetrahydroxybenzene; 4,4'-bipyridyl

Conditions

Conditions	Yield
In benzene for 1h; Heating;	74%

...Expand

: 553-26-4
4,4'-bipyridine

: 636-32-8
1,2,4,5-benzenetetrol

: 172975-69-8
3,5-dimethylphenyl boronic acid

: 1097835-27-2
[(4,4'-bipyridine)(1,2,4,5-tetraoxybenzene)(B(3,5-dimethylphenyl))2](n)

Conditions

Conditions	Yield
In benzene N2, stoich., refluxed (Dean Stark trape) for 1 h; hot filtered, cooled to room temp., ppt. filtered, washed (pentane), dried (vac.); elem. anal.;	74%

...Expand

: 553-26-4
4,4'-bipyridine

: 13061-96-6
dihydroxy-methyl-borane

: 636-32-8
1,2,4,5-benzenetetrol

polymer; monomer(s): 3,5-dimethylphenylboronic acid; 1,2,4,5-tetrahydroxybenzene; 4,4'-bipyridyl: polymer; monomer(s): 3,5-dimethylphenylboronic acid; 1,2,4,5-tetrahydroxybenzene; 4,4'-bipyridyl

Conditions

Conditions	Yield
In benzene for 1h; Heating;	71%

...Expand

: 553-26-4
4,4'-bipyridine

: 13061-96-6
dihydroxy-methyl-borane

: 636-32-8
1,2,4,5-benzenetetrol

: 1097835-29-4
[(4,4'-bipyridine)(1,2,4,5-tetraoxybenzene)(BCH3)2]

Conditions

Conditions	Yield
In benzene N2, stoich., refluxed (Dean Stark trape) for 1 h; hot filtered, cooled to room temp., ppt. filtered, washed (pentane), dried (vac.); elem. anal.;	71%

...Expand

: 636-32-8
1,2,4,5-benzenetetrol

: 6362-87-4
2-Chloro-4-methyl-1,3,2-dioxaphosphorinane

: benzene-1,2,4,5-tetrayl tetra(2,2-dimethylpropanediyl phosphite)

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran	66%

: 1498-42-6
phosphorodichloridous acid ethyl ester

: 636-32-8
1,2,4,5-benzenetetrol

: 2,6-Diethoxy-benzo[1,2-d;4,5-d']bis[1,3,2]dioxaphosphole

Conditions

Conditions	Yield
With triethylamine In 1,4-dioxane for 2h;	63%

1,2,4,5-Benzenetetrol Specification

1,2,4,5-Benzenetetrol is an organic compound with the formula C₆H₆O₄, and its systematic name is the same with the product name. With the CAS registry number 636-32-8, it is also named as Benzene-1,2,4,5-tetrol. In addition, the molecular weight is 142.11.

Physical properties of 1,2,4,5-Benzenetetrol are: (1)ACD/LogP: -1.23; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.23; (4)ACD/LogD (pH 7.4): -1.23; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 5.10; (8)ACD/KOC (pH 7.4): 5.08; (9)#H bond acceptors: 4; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 80.92 Å²; (13)Index of Refraction: 1.747; (14)Molar Refractivity: 33.779 cm³; (15)Molar Volume: 83.153 cm³; (16)Polarizability: 13.391×10^-24cm³; (17)Surface Tension: 106.82 dyne/cm; (18)Density: 1.709 g/cm³; (19)Flash Point: 256.242 °C; (20)Enthalpy of Vaporization: 76.925 kJ/mol; (21)Boiling Point: 477.129 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: Oc1c(O)cc(O)c(O)c1
(2)Std. InChI: InChI=1S/C6H6O4/c7-3-1-4(8)6(10)2-5(3)9/h1-2,7-10H
(3)Std. InChIKey: UYQMSQMCIYSXOW-UHFFFAOYSA-N

Product Name

1,2,4,5-tetrahydroxybenzene

Synthetic route

1,2,4,5-Benzenetetrol Specification

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