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Chloranilic acid

CAS No.
87-88-7
Chemical Name:
Chloranilic acid
Synonyms
NSC 6108;NSC 97383;chloranilic;CHLORANILIC ACID;p-chloranilicacid;TIMTEC-BB SBB008913;CHLORANILIC ACID AR;Chloranilic Acid >Chloranilic acid, GR;Chloranilic acid, 99+%
CBNumber:
CB9376018
Molecular Formula:
C6H2Cl2O4
Molecular Weight:
208.98
MDL Number:
MFCD00001596
MOL File:
87-88-7.mol
MSDS File:
SDS
Last updated:2023-04-23 13:52:06

Chloranilic acid Properties

Melting point ≥300 °C (lit.)
Boiling point 300.11°C (rough estimate)
Density 1.93
refractive index 1.4570 (estimate)
storage temp. Amber Vial, Refrigerator
solubility DMSO (Slightly), Methanol (Slightly)
pka pK1:1.09;pK2:2.42 (25°C)
form Fine Powder
color Orange to red
Odor Odorless
Water Solubility Soluble in hot water and methanol. Insoluble in organic solvents.
Merck 14,2079
BRN 1875040
Stability Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference 87-88-7(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII YJ8L3BB7Y4
EPA Substance Registry System 2,5-Cyclohexadiene-1,4-dione, 2,5-dichloro-3,6-dihydroxy- (87-88-7)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
RTECS  DK4005000
TSCA  Yes
HS Code  29147000
NFPA 704
0
2 0

Chloranilic acid price More Price(19)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich C8136 Chloranilic acid ≥98% 87-88-7 25g $71.4 2024-03-01 Buy
TCI Chemical C0077 Chloranilic Acid >98.0%(HPLC)(T) 87-88-7 25g $79 2024-03-01 Buy
Alfa Aesar A10493 Chloranilic acid, 98+% 87-88-7 25g $40.8 2024-03-01 Buy
Alfa Aesar A10493 Chloranilic acid, 98+% 87-88-7 100g $106.65 2024-03-01 Buy
Alfa Aesar A10493 Chloranilic acid, 98+% 87-88-7 500g $565 2024-03-01 Buy
Product number Packaging Price Buy
C8136 25g $71.4 Buy
C0077 25g $79 Buy
A10493 25g $40.8 Buy
A10493 100g $106.65 Buy
A10493 500g $565 Buy

Chloranilic acid Chemical Properties,Uses,Production

Chemical Properties

orange or red crystals or powder

Uses

Reacts with metal cations to form stable salts. Used in spectrophotometry: Hart, organic. Chem. Bull. 33, no. 3 (1961).

Uses

Chloranilic acid is a strong dibasic organic acid which exhibits electron-acceptor properties on one hand and acidic properties leading to formation of hydrogen bonds on the other hand.
Chloranilic acid is used in spectrophotometry. It reacts with metal ions to form stable complexes. It is also used as a reactant in the preparation of dimethylbipyridyl complexes and (nonylbenzimidazolylmethyl)benzene. Further, it is used in charge-transfer reactions with metoprolol tartrate. It is also employed in the synthesis of osmium metalla-rectangles with anticancer activity. In addition to this, it has potential antibacterial activities against methicillin-resistant Staphylococcus aureus.

Uses

Chloranilic acid is the reactant involved in:
Acting as a proton donor in reactions studying dimensionality control
Synthesis of dimethylbipyridyl complexes
Synthesis of (nonylbenzimidazolylmethyl)benzene for preparation of neutral altitudinal rotor-shaped dirhenium metallacycles
Charge-transfer reactions with metoprolol tartrate
Salt formation with organic bases
Synthesis of osmium metalla-rectangles with anticancer activity

Purification Methods

A solution of 8g of quinone in 1L of boiling water is filtered while hot, then extracted twice at about 50o with 200mL portions of *benzene. The aqueous phase is cooled in ice-water. The crystals are filtered off, washed with three 10mL portions of water, and dried at 115o. It can be sublimed in vacuo. [Weissbart & Rysselberghe J Phys Chem 61 765 1957.] The diacetate has m 182-185o [Conant & Fieser J Am Chem Soc 46 1866 1924, Thamer & Voight J Phys Chem 56 225 1952]. [Beilstein 8 IV 2707.]

Chloranilic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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2,5-dichloro-3,6-dihydroxycyclohexa-2,5-diene-1,4-dione 2,5-Dichloro-3,6-dihydroxy-p-benzoquinone 2,5-Dichloro-3,6-dihydroxy-p-quinone 2,5-Dichloro-3,6-dihydroxy-1,4-quinone 3,6-Dichloro-2,5-dihydroxy-1,4-benzoquinone 2,5-DICHLORO-3,6-DIHYDROXY-P-QUINONE 2,5-DICHLORO-3,6-DIHYDROXYQUINONE 2,5-DICHLORO-3,6-DIHYDROXY-P-BENZOQUINONE 2,5-DICHLORO-3,6-DIHYDROXY-1,4-BENZOQUINONE CHLORANILIC ACID extrapure AR 2,5-Dihydroxy-3,6-dichloro-1,4-benzoquinone 3,6-Dichloro-2,5-dihydroxy-p-benzoquinone 2,5-Dichloro-3,6-dihydroxy-p-benzoquinone 2,5-Dichloro-3,6-dihydroxy-1,4-benzoquinone 2,5-Dichloro-3,6-dihydroxy-p-quinone NSC 6108 NSC 97383 Chloranilic acid, 99+% TIMTEC-BB SBB008913 2,5-Cyclohexadiene-1,4-dione, 2,5-dichloro-3,6-dihydroxy- 2,5-Cyclohexadiene-1,4-dione,2,5-dichloro-3,6-dihydroxy- 2,5-Dichloro-3,6-dihydroxybenzo-1,4-quinone 2,5-dichloro-3,6-dihydroxy-p-benzoquinon 2,5-dichloro-3,6-dihydroxy-p-quinon 2,5-Dihydroxy-3,6-dichlorobenzoquinone 2,5-dichloro-3,6-dihydroxybenzoquinone 4-dione,2,5-dichloro-3,6-dihydroxy-5-cyclohexadiene-1 5-Cyclohexadiene-1,4-dione,2,5-dichloro-3,6-dihydroxy-2 chloranilic p-Benzoquinone, 2,5-dichloro-3,6-dihydroxy- p-chloranilicacid CHLORANILIC ACID CRYSTALLINE CHLORANILIC ACID R. G. ChloranilicAcidDihydrateAr ChloranilicAcidDihydrate Chloranilic acid, 98+% CHLORANILIC ACID, REAG. 2,5-Dichloro-3,6-dihydroxy-2,5-cyclohexadiene-1,4-dione LABOTEST-BB LT00159487 CHLORANILIC ACID Chloranilic Acid > Chloranilic acid, GR CHLORANILIC ACID AR 87-88-7 C6Cl2O2OH2 C6H2Cl2O4 C6H2O4Cl2 Benzoquinones Chelating Reagents Bipyridyls, etc. (Chelating Reagents) C3 to C6 Ketones Organic Building Blocks Puriss p.a. General Use Carbonyl Compounds Building Blocks Analytical Reagents Analytical Chromatography Product Catalog Inhibitors Intermediates & Fine Chemicals