2,5-Cyclohexadiene-1,4-dione,2,5-dichloro-3,6-dihydroxy- supplier

Name
CHLORANILIC ACID
EINECS 201-780-7
CAS No. 87-88-7
Article Data30
CAS DataBase
Density 1.93 g/cm³
Solubility slight soluble
Melting Point ≥300 °C(lit.)
Formula C₆H₂Cl₂O₄
Boiling Point 300.3 °C at 760 mmHg
Molecular Weight 208.985
Flash Point 135.4 °C
Transport Information
Appearance orange or red crystals or powder
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Quinone,2,5-dichloro-3,6-dihydroxy- (4CI);p-Benzoquinone, 2,5-dichloro-3,6-dihydroxy-(6CI,8CI);2,5-Dichloro-3,6-dihydroxy-1,4-benzoquinone;2,5-Dichloro-3,6-dihydroxy-1,4-quinone;2,5-Dichloro-3,6-dihydroxy-p-benzoquinone;2,5-Dihydroxy-3,6-dichloro-1,4-benzoquinone;2,5-Dihydroxy-3,6-dichlorobenzoquinone;3,6-Dichloro-2,5-dihydroxy-1,4-benzoquinone;Chloranilic acid;NSC 6108;NSC97383;p-Chloranilic acid;
PSA 74.60000
LogP 1.15500

Synthetic route

: 2435-53-2
o-tetrachloroquinone

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

Conditions

Conditions	Yield
With ethanol

: 634-85-5
2,3,6-trichloro-1,4-benzoquinone

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

Conditions

Conditions	Yield
With potassium hydroxide

: 79817-85-9
2-Hydroxy-3,5,6-tribrom-1,4-benzochinon

: furan-2,3,5(4H)-trione pyridine (1:1)

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 3,6-dichloro-4-methoxy-5-(2,3,4,5-tetrachloro-6-hydroxy-phenoxy)-[1,2]benzoquinone

: furan-2,3,5(4H)-trione pyridine (1:1)

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 1,4,6,7,8,9-hexachloro-3-hydroxy-3-methoxy-3H-dibenzo[1,4]dioxin-2-one

: furan-2,3,5(4H)-trione pyridine (1:1)

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 118-75-2
chloranil

: 57-13-6
urea

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

Conditions

Conditions	Yield
With water

: 118-75-2
chloranil

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

Conditions

Conditions	Yield
With sodium hydroxide In 1,4-dioxane; water Product distribution; Mechanism; Rate constant; various concentrattions of alkaline solutions;
With potassium hydroxide
With sodium hydroxide; ethanol; water Man faellt die Chloranilsaeure aus dem Natriumsalz der Chloranilsaeure mit Salzsaeure;

: 123-31-9
hydroquinone

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

Conditions

Conditions	Yield
With chlorosulfonic acid at 150 - 160℃;

: furan-2,3,5(4H)-trione pyridine (1:1)

: 1,4,6,7,8,9-hexachloro-2,3-dimethoxy-2,3-dihydro-dibenzo[1,4]dioxin-2,3-diol

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 632-21-3
1,1,3,3-tetrachloropropanone

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

Conditions

Conditions	Yield
With sodium carbonate

: 58965-69-8
2,3,5-trichloro-6-ethoxycyclohexa-2,5-diene-1,4-dione

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

Conditions

Conditions	Yield
With potassium hydroxide

: 65005-72-3
1,2-perchloroxanthrenequinone

: furan-2,3,5(4H)-trione pyridine (1:1)

A: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

B 1.4.5.6.7.8-hexachloro-2.3-dioxy-diphenylene dioxide: 1.4.5.6.7.8-hexachloro-2.3-dioxy-diphenylene dioxide

...Expand

: 118-75-2
chloranil

amino acid: amino acid

A: 7647-01-0
hydrogenchloride

B: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

...Expand

: 65005-72-3
1,2-perchloroxanthrenequinone

water containing methanol: water containing methanol

A: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

B bis-monomethylacetal: bis-monomethylacetal

C mono-monomethyl-acetal: mono-monomethyl-acetal

...Expand

: 7790-94-5
chlorosulfonic acid

: 123-31-9
hydroquinone

A: 87-86-5
Pentachlorophenol

B: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

C: 118-75-2
chloranil

Conditions

Conditions	Yield
at 150 - 160℃;

...Expand

3.3.6-trichloro-cyclohexanetetron-(1.2.4.5)-hydrate: 3.3.6-trichloro-cyclohexanetetron-(1.2.4.5)-hydrate

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

Conditions

Conditions	Yield
With sulphurous acid
With sodium thiosulfate

: 118-75-2
chloranil

amino acid: amino acid

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

Conditions

Conditions	Yield
With water

: 877-13-4
5-hydroxyl-2,3,6-trichloro-1,4-benzoquinone

alkali: alkali

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 3908-48-3
2,5-diamino-3,6-dichloro-1,4-benzoquinone

KOH-solution: KOH-solution

A: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

B: 7664-41-7
ammonia

...Expand

: 2-amino-3,6-dichloro-5-hydroxy-[1,4]benzoquinone

acid: acid

A: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

B: 7664-41-7
ammonia

...Expand

: 2-amino-3,6-dichloro-5-hydroxy-[1,4]benzoquinone

alkali: alkali

A: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

B: 7664-41-7
ammonia

...Expand

: 7664-93-9
sulfuric acid

: 3,6-dibromo-3,6-dichloro-cyclohexane-1,2,4,5-tetraone

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 26361-22-8
3-chloro-2,5-dihydroxy-[1,4]benzoquinone

: 7782-50-5
chlorine

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 3,3,6-trichloro-cyclohexane-1,2,4,5-tetraone; hydrate

: sodium thiosulfate

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 3,3,6-trichloro-cyclohexane-1,2,4,5-tetraone; hydrate

: 7782-99-2
sulphurous acid

alkali: alkali

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

...Expand

: 2,5-dichloro-3,6-bis-cyanoamino-[1,4]benzoquinone

KOH-solution: KOH-solution

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 2,5-dichloro-3,6-dihydroxy-[1,4]benzoquinone; compound of chloranilic acid with 3.6-dichloro-1.2.4.5-tetraoxy-benzene

oxidizing agent: oxidizing agent

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 46008-95-1
bromo-trichloro-[1,4]benzoquinone

diluted alkaline solution: diluted alkaline solution

A: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

B chlorobromo-anilic acid: chlorobromo-anilic acid

...Expand

: 87-86-5
Pentachlorophenol

A: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

B: 877-13-4
5-hydroxyl-2,3,6-trichloro-1,4-benzoquinone

C: 118-75-2
chloranil

Conditions

Conditions	Yield
With water In phosphate buffer for 0.5h; pH=7; Product distribution; Oxidation; Radiolysis;

...Expand

: dichloro(chloranilato)palladate(II)

: 16887-00-6
chloride

: tetrachloropalladium anion

B: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

Conditions

Conditions	Yield
With hydrogen cation In hydrogenchloride Kinetics; heating of (Pd(C-CA)Cl2)(2-) in aq. HCl at 50°C;

...Expand

: 92-82-0
Phenazin

: ferrous perchlorate

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 67-64-1
acetone

: (H3O)2(phenazine)3(Fe2(chloranilic acid(2-))3*(acetone)n*(H2O)n

Conditions

Conditions	Yield
In tetrahydrofuran; water soln. of phenazine in THF, acetone soln. of chloranilic acid added with stirring to aq. soln. of Fe(ClO4)2, stirred for 30 min; filtered, washed with acetone, dried in vacuo for 1 h at -20°C; elem. anal.;	99%

...Expand

: 92-82-0
Phenazin

: manganese(II) perchlorate

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 67-64-1
acetone

: (H3O)2(phenazine)3(Mn2(chloranilic acid(2-))3*2(acetone)*2H2O

Conditions

Conditions	Yield
In tetrahydrofuran; water soln. of phenazine in THF, acetone soln. of chloranilic acid added with stirring to aq. soln. of Mn(ClO4)2, stirred for 30 min; filtered, washed with acetone, dried in vacuo for 1 h at -20°C; elem. anal.;	99%

...Expand

: nickel(II) nitrate hexahydrate

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 1643-19-2
tetrabutylammomium bromide

: NBu4Ni(chloranilic acid)1.5

Conditions

Conditions	Yield
In water for 0.75h; Inert atmosphere; Reflux;	96.4%

...Expand

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 62-53-3
aniline

: 42103-39-9, 78678-78-1
anilinium chloroanilate

Conditions

Conditions	Yield
In ethanol; water at 60℃; for 0.333333h;	96%

: 366-18-7
[2,2]bipyridinyl

: copper(II) choride dihydrate

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: (2,2'-bipyridyl-κ2N,N')(chloranilato-κ2O,O')-copper(II)

: [Cu(3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone(-2H))(2,2′-bipyridine)2]·0.5(2,2′-bipyridine)·2H2O

Conditions

Conditions	Yield
In methanol; water Overall yield = 43 %;	A 96% B n/a

...Expand

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 77-86-1
2-amino-2-hydroxymethyl-1,3-propanediol

: 2C4H11NO3*C6H2Cl2O4

Conditions

Conditions	Yield
In ethanol at 80℃; for 2h;	95.5%

: 42333-78-8
2,4,6-tri(4-pyridyl)-1,3,5-triazine

: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 2923-28-6
silver trifluoromethanesulfonate

: [Cp*6Rh6(μ-chloranilic acid2-)3(2,4,6-tri(4-pyridyl)-s-1,3,5-triazine)2](OTf)6

Conditions

Conditions	Yield
Stage #1: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver trifluoromethanesulfonate In methanol at 20℃; for 12h; Darkness; Inert atmosphere; Schlenk technique; Stage #2: 3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone for 6h; Inert atmosphere; Schlenk technique; Stage #3: 2,4,6-tri(4-pyridyl)-1,3,5-triazine for 4h; Inert atmosphere; Schlenk technique;	95.1%

...Expand

: 10025-98-6
potassium tetrachloropalladate(II)

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: K2{Pd(C-CA)Cl2}*0.5H2O

Conditions

Conditions	Yield
In water stirring at room temp. for 10 hours; green precipitate converted to yellow crystals; filtration, evaporation of supernatant soln. to 10 ml and filtration; recrystallization from water; washing with water, methanol and ether; drying in vacuo; elem. anal.;	95%

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 123-03-5
cetylpyridinium chloride

: bis(hexadecylpyridinium) bis(3,6-dichloro-4,5-dihydroxy-3,5-cyclohexadiene-1,2-dionato-κ(2)O(4),O(5))beryllium

Conditions

Conditions	Yield
With hydroxyberyllate complex In water C6H2Cl2O4 (stoich amt.) addn. to hydroxyberyllate complex (aq.) at 343 K, staying for 3 h at water-bath, filtering, addn. to pyridinium salt with strong agitation; washing, extn. (ethyl acetate), organic phase drying (Na2SO4), solvent evapn.;	95%

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 116734-94-2
9-octyl-9H-carbazol-3-amine

: 116734-88-4
2,5-Dichloro-3,6-bis-(9-octyl-9H-carbazol-3-ylamino)-[1,4]benzoquinone

Conditions

Conditions	Yield
In acetic acid for 3h; Heating;	93%

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: iron(II) sulfate nonahydrate

: 7732-18-5
water

: {[Fe(chloranilate)(H2O)2]H2O}n

Conditions

Conditions	Yield
for 168h; Heating;	93%

...Expand

: 1,3,5-tris(1-imidazolyl)benzene

: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 120-12-7
anthracene

: 2923-28-6
silver trifluoromethanesulfonate

: C108H114Cl6N12O12Rh6(6+)*6CF3O3S(1-)*C14H10

Conditions

Conditions	Yield
Stage #1: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver trifluoromethanesulfonate In methanol at 20℃; for 12h; Darkness; Inert atmosphere; Schlenk technique; Stage #2: 3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone for 6h; Inert atmosphere; Schlenk technique; Stage #3: 1,3,5-tris(1-imidazolyl)benzene; anthracene for 4h; Inert atmosphere; Schlenk technique;	92.4%

...Expand

: (bicyclo[2.2.1]hepta-2,5-diene)-(2,4-pentanedionato)rhodium (I)

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 146845-46-7
{Rh2(μ-chloranilate)(norborna-1,5-diene)2}

Conditions

Conditions	Yield
In acetone addn. of H2CA to a soln. of the complex, slow pptn., stirred (1 h); suspn. concd., addn. of Et2O, filtration, washed (cold Et2O), vac. dried; elem. anal.;	91%

: copper(II) perchlorate hexahydrate

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: bis(2,2'-bipyridine)(chloranilato)dicopper(II) perchlorate

Conditions

Conditions	Yield
With 2,2'-bipyridyl In methanol a soln. of bipy is added dropwise to a soln. of the Cu-salt in methanol, then a soln. of the anilic acid is added; the obtained crystals are filtered off, washed (methanol), dried under vac., elem. anal.;	91%

: 66-71-7
1,10-Phenanthroline

: copper(II) perchlorate hexahydrate

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: aquabis(1,10-phenanthroline)(chloranilato)dicopper(II) perchlorate

Conditions

Conditions	Yield
In methanol a soln. of phen is added dropwise to a soln. of the Cu-salt in methanol, then a soln. of the anilic acid is added; the obtained crystals are filtered off, washed (methanol), dried under vac., elem. anal.;	91%

...Expand

: copper(II) choride dihydrate

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 75-05-8
acetonitrile

: C6Cl2O4(2-)*Cu(2+)*C2H3N

Conditions

Conditions	Yield
In water	91%

...Expand

: 1,3,5-tris(1-imidazolyl)benzene

: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 2923-28-6
silver trifluoromethanesulfonate

: C108H114Cl6N12O12Rh6(6+)*6CF3O3S(1-)

Conditions

Conditions	Yield
Stage #1: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver trifluoromethanesulfonate In methanol at 20℃; for 12h; Darkness; Inert atmosphere; Schlenk technique; Stage #2: 3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone for 6h; Inert atmosphere; Schlenk technique; Stage #3: 1,3,5-tris(1-imidazolyl)benzene for 4h; Inert atmosphere; Schlenk technique;	90.3%

...Expand

: [Rh(μ-OMe)(1,5-cyclooctadiene)]2

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 146845-45-6
{Rh2(μ-chloranilate)(cycloocta-1,5-diene)2}

Conditions

Conditions	Yield
In diethyl ether byproducts: methanol; addn. of a soln. of H2CA to a soln. of the complex with stirring, deep brown soln., loosely stoppered, kept at 20°C, 24 h, pptn.; collected by filtration, concd., addn. of pentane, ppt. collected; elem. anal.;	90%

: 109-99-9
tetrahydrofuran

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: [Fe(2-(diphenylphosphino)benzaldehyde-2-pyridylhydrazone(-1H))2]*3H2O

: [Fe(2-(diphenylphosphino)benzaldehyde-2-pyridylhydrazone)2](chloranilic acid(-1H))2*2THF

Conditions

Conditions	Yield
In tetrahydrofuran soln. of acid in THF was added to soln. of Fe complex in THF; stirred atroom temp. for 1 h; evapd. for few d; filtered; washed (MeOH); elem. anal.;	89%

...Expand

: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 57654-36-1
3,6-di(pyridin-4-yl)-1,2,4,5-tetrazine

: 2923-28-6
silver trifluoromethanesulfonate

: C76H76Cl4N12O8Rh4(4+)*4CF3O3S(1-)

Conditions

Conditions	Yield
Stage #1: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; 3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone With sodium methylate In methanol at 20℃; for 6h; Stage #2: silver trifluoromethanesulfonate In methanol for 3h; Stage #3: 3,6-di(pyridin-4-yl)-1,2,4,5-tetrazine In methanol at 20℃; for 12h;	89%

...Expand

: zinc(II) sulfate hydrate

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: Zn(2+)*C6O4Cl2(2-)*3H2O=Zn(C6Cl2O4)(H2O)2*H2O

Conditions

Conditions	Yield
In water chloranilic acid dissolved in H2O was combined in warm H2O soln. of ZnSO4*xH2O, allowed to stand at room temp. a wk; filtered off, washed with water, dried in air; elem. anal.;	88%

: cadmium(II) sulfate crystallohydrate

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: Cd(2+)*C6O4Cl2(2-)*3H2O=Cd(C6Cl2O4)(H2O)2*H2O

Conditions

Conditions	Yield
In water chloranilic acid dissolved in H2O was combined in warm H2O soln. of CdSO4*xH2O, allowed to stand at room temp. a wk; filtered off, washed with water, dried in air; elem. anal.;	88%

: 3002-78-6
5-methyl-1,10-phenanthroline

: hexaaquairon(III) perchlorate

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: Fe2(C6Cl2O4)(CH3C12H7N2)4(4+)*4ClO4(1-)=[Fe2(C6Cl2O4)(CH3C12H7N2)4](ClO4)4

Conditions

Conditions	Yield
In methanol; acetonitrile elem. anal.;	88%

...Expand

: 67-56-1
methanol

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: [Fe(2-(diphenylphosphino)benzaldehyde-2-pyridylhydrazone(-1H))2]*3H2O

: [Fe(2-(diphenylphosphino)benzaldehyde-2-pyridylhydrazone)2](chloranilic acid(-2H))*2CH3OH

Conditions

Conditions	Yield
In methanol soln. of acid in MeOH was added to soln. of Fe complex in MeOH; stirred at room temp. for 1 h; evapd. for few d; filtered; washed (MeOH); elem. anal.;	88%

...Expand

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: acid ammonium chloranilate dihydrate

Conditions

Conditions	Yield
With water; ammonium chloride at 80℃; for 0.25h;	87%

: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 1064317-65-2
[Cp*2Rh2(μ-2,5-dichloro-3,6-dihydroxy-1,4-benzoquinoate)]Cl2

Conditions

Conditions	Yield
With CH3ONa In methanol under N2; chloranilic acid added to soln. of CH3ONa in MeOH; stirred for1 h; Rh complex added at room temp.; stirred for 6 h; solvent removed; washed with H2O; elem. anal.;	87%

: 66-71-7
1,10-Phenanthroline

: hexaaquairon(III) perchlorate

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: Fe2(C6Cl2O4)(C12H8N2)4(4+)*4ClO4(1-)=[Fe2(C6Cl2O4)(C12H8N2)4](ClO4)4

Conditions

Conditions	Yield
In methanol; acetonitrile elem. anal.;	86%

...Expand

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: C34H49Cl4Ir3N4

: 2923-28-6
silver trifluoromethanesulfonate

: C72H98Ir6N8O8(4+)*4CF3O3S(1-)

Conditions

Conditions	Yield
Stage #1: C34H49Cl4Ir3N4; silver trifluoromethanesulfonate In methanol at 20℃; for 3h; Darkness; Stage #2: 3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone With sodium methylate In methanol for 12h;	86%

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: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 77-86-1
2-amino-2-hydroxymethyl-1,3-propanediol

: C4H11NO3*C6H2Cl2O4

Conditions

Conditions	Yield
In ethanol at 80℃; for 2h;	86%

: oxovanadium(IV) sulfate

: 87-88-7
3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

: 4199-88-6
5-Nitro-1,10-phenanthroline

: 194410-15-6
[(VO)2(C6O4Cl2)(5-nitro-1,10-phenanthroline)2]SO4

Conditions

Conditions	Yield
In ethanol byproducts: H2SO4; dropwise addn. of vanadyl salt and ligand to soln. of acid (stirring, room temp.), refluxing (12 h, crystn.); filtration, repeated washing (MeOH, Et2O), drying (reducer pressure, over P2O5), recrystn. (MeCN/EtOH = 1 : 1); elem. anal.;	85%

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2,5-Cyclohexadiene-1,4-dione,2,5-dichloro-3,6-dihydroxy- Specification

This chemical is called 2,5-Cyclohexadiene-1,4-dione, 2,5-dichloro-3,6-dihydroxy-, and it can also be named as Chloranilic acid. With the CAS registry number of 87-88-7, its product categories are Analytical Chemistry; Benzoquinones; Bipyridyls, etc. (Chelating Reagents); Chelating Reagents. Additionally, this chemical is orange or red crystals or powder. It should be stored sealed in the cool and dry place.

Other characteristics of the 2,5-Cyclohexadiene-1,4-dione, 2,5-dichloro-3,6-dihydroxy- can be summarised as followings: (1)ACD/LogP: 0.18; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -4.31; (4)ACD/LogD (pH 7.4): -4.32; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 52.6 Å²; (13)Index of Refraction: 1.654; (14)Molar Refractivity: 39.65 cm³; (15)Molar Volume: 108.1 cm³; (16)Polarizability: 15.72×10^-24cm³; (17)Surface Tension: 79.8 dyne/cm; (18)Density: 1.93 g/cm³; (19)Flash Point: 135.4 °C; (20)Enthalpy of Vaporization: 62.68 kJ/mol; (21)Boiling Point: 300.3 °C at 760 mmHg; (22)Vapour Pressure: 0.000111 mmHg at 25°C.

Production method of this chemical: The 2,5-Cyclohexadiene-1,4-dione, 2,5-dichloro-3,6-dihydroxy- could be obtained by the reactants of chloranil, sodium hydroxide solution. This reaction needs the condition of heating.

Uses of this chemical: The 2,5-Cyclohexadiene-1,4-dione, 2,5-dichloro-3,6-dihydroxy- could react with proπonyl chloride, and obtain the proπonic acid 2,5-dichloro-3,6-dioxo-4-proπonyloxy-cyclohexa-1,4-dienyl ester. This reaction needs the reagent of NEt₃, and the solvent of acetone. The yield is 53 %. In addition, this reaction should be taken at the ambient temperature.

When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing when you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1.SMILES: Cl\C1=C(/O)C(=O)C(\Cl)=C(\O)C1=O
2.InChI: InChI=1/C6H2Cl2O4/c7-1-3(9)5(11)2(8)6(12)4(1)10/h9,12H
3.InChIKey: IPPWILKGXFOXHO-UHFFFAOYAU

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
rat	LD	oral	> 500mg/kg (500mg/kg)		National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. Vol. 5, Pg. 9, 1953.

Product Name

CHLORANILIC ACID

Synthetic route

2,5-Cyclohexadiene-1,4-dione,2,5-dichloro-3,6-dihydroxy- Specification

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