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

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

 EINECS 201-780-7
CAS No. 87-88-7 Density 1.93 g/cm3
PSA 74.60000 LogP 1.15500
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 N/A Appearance orange or red crystals or powder
Safety 26-36 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 87-88-7 (CHLORANILIC ACID) Hazard Symbols IrritantXi
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;

Article Data 30

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

2435-53-2

o-tetrachloroquinone

87-88-7

3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With water
118-75-2

chloranil

87-88-7

3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With sodium carbonate

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.

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