3908-48-3

Basic information

• Product Name: 2,5-diamino-3,6-dichloro-p-benzoquinone
• Synonyms: 2,5-diamino-3,6-dichloro-p-benzoquinone;2,5-Diamino-3,6-dichloro-1,4-benzoquinone;2,5-Dichloro-3,6-diamino-1,4-benzoquinone;2,5-bis(azanyl)-3,6-dichloro-cyclohexa-2,5-diene-1,4-dione;2,5-diamino-3,6-dichlorocyclohexa-2,5-diene-1,4-dione
• CAS NO: 3908-48-3
• Molecular Formula: C₆H₄Cl₂N₂O₂
• Molecular Weight: 207.01416
• EINECS: 223-465-3
• Mol File: 3908-48-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 282.4°Cat760mmHg
• Flash Point: 124.6°C
• Appearance: /
• Density: 1.71g/cm³
• Vapor Pressure: 0.00337mmHg at 25°C
• Refractive Index: 1.647
• CAS DataBase Reference: 2,5-diamino-3,6-dichloro-p-benzoquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-diamino-3,6-dichloro-p-benzoquinone(3908-48-3)
• EPA Substance Registry System: 2,5-diamino-3,6-dichloro-p-benzoquinone(3908-48-3)

Safety Data

• Hazardous Substances Data: 3908-48-3(Hazardous Substances Data)

Usage

General Description

2,5-diamino-3,6-dichloro-p-benzoquinone, also known as dichloroindophenol or DCIP, is a synthetic chemical compound commonly used as a redox dye in biochemical assays. It is a dark blue crystalline powder with the chemical formula C6H4Cl2N2O2 and a molar mass of 192.01 g/mol. DCIP is commonly used in the determination of ascorbic acid (vitamin C) concentrations in biological samples, as it is reduced by ascorbic acid and changes color from blue to colorless. It is also used in the detection and quantification of hydrogen peroxide in various biochemical and environmental samples. Additionally, DCIP is used as an indicator in titration reactions and as a stain in histology and bacteriology. However, it should be handled with caution, as it is a potential skin and eye irritant and may be harmful if ingested or inhaled.

InChI:InChI=1/C6H4Cl2N2O2/c7-1-3(9)6(12)2(8)4(10)5(1)11/h9-10H2

Upstream product

• 118-75-2 chloranil 
• 64-17-5 ethanol 
• 26157-96-0 2,5-Diazido-3,6-dichlor-1,4-benzochinon 

Downstream Products

• 24118-25-0 3,6-diamino-2,5-dichloro-1,4-hydroquinone 
• 7510-09-0 2,5-bis-acetylamino-3,6-dichloro-[1,4]benzoquinone 
• 109018-79-3 2,5-dichloro-3,6-bis-propionylamino-[1,4]benzoquinone 
• 43036-70-0 4,8-dichloro-2,6-bis-(4-methoxy-phenyl)-benzo[1,2-d;4,5-d']bisoxazole 
• 43036-69-7 2,2'-(4,8-dichloro-benzo[1,2-d;4,5-d']bisoxazole-2,6-diyl)-bis-phenol 
• 10325-89-0 2,5-diamino-1,4-benzenediol 
• 87-88-7 3,6-dichloro-2,5-dihydroxy-1,4-benzoquinone 
• 7664-41-7 ammonia 
• 76-06-2 chloropicrin 
• 144-62-7 oxalic acid 
• 57998-68-2 diaziquone 
• 33251-22-8 2,5-dichloro-3,6-bis(ethoxycarbonylamino)-1,4-benzoquinone 
• 125659-82-7 (2,5-Dichloro-3,6-dihydroxy-4-methoxycarbonylamino-phenyl)-carbamic acid methyl ester 
• 24118-24-9 2,5-dichloro-3,6-bis(methoxycarbonylamino)-1,4-benzoquinone 

Relevant articles and documents

Development of non-enzymatic strip for simple and selective determination of urea in water and biological samples

A simple and selective method for the determination of urea based on the paptode technique is described. The sensor was constructed by immobilizing an ionophore on a TLC strip. The procedure is based on the nucleophilic displacement of urea with tetrachlorop-benzoquinone (chloranil) as an ionophore, and the formed violet-color product was detected using a flatbed scanner. The color of each spot was analyzed to red (R), green (G) and blue (B) values from 0 to 255 using a program written in visual basic (VB) programming language. The calibration graph obtained with the proposed sensor was linear over the range of 0.05-10.00 mg L-1 with a detection limit of 0.01 mg L-1 for urea. Parameters such as pH and concentration of chloranil were optimized. The proposed sensor was successfully applied for the determination of urea in bovine serum, urine and tap water samples.

Method for synthesizing 2,5-diaminohydroquinone dihydrochloride

The invention discloses a method for synthesizing 2,5-diaminohydroquinone dihydrochloride. The method for synthesizing 2,5-diaminohydroquinone dihydrochloride includes the steps that under normal temperature, raw materials including chloranil and a reaction solvent are added into a reaction container, stirring is conducted, ammonium hydroxide is dropwise added, after dropwise addition is completed, temperature is increased to 50-80 DEG C, an ammonolysis reaction is conducted for 2-8 h, then reaction liquid is subjected to after-treatment, and finally an intermediate which is 2,5-diamino-3,6- dichloro-benzoquinone is obtained; 2,5-diamino-3,6-dichloro-benzoquinone, water and Pd/C are added into a reaction kettle for a reduction reaction for 1-8 h at the temperature of 40-80 DEG C and underhydrogen pressure of 0.1-0.6 MPa, then reaction liquid is subjected to after-treatment, and finally the 2,5-diaminohydroquinone dihydrochloride is obtained. Reaction technology parameters are easy tocontrol, energy consumption is low, no toxic side products are generated, the yield is good, purity is high, and industrial feasibility is high.

An efficient synthesis of 2,6-disubstituted benzobisoxazoles: New building blocks for organic semiconductors

(Chemical Equation Presented) 2,6-Disubstituted benzobisoxazoles have been synthesized by a highly efficient reaction of diaminobenzene diols with various orthoesters. The scope of this new reaction for the synthesis of substituted benzobisoxazoles has been investigated using four different orthoesters. The utility of these compounds as building blocks for the synthesis of conjugated polymers is demonstrated.