5,5'-Dithiobis(2-nitrobenzoic acid)

Base Information

• Chemical Name: 5,5'-Dithiobis(2-nitrobenzoic acid)
• CAS No.: 69-78-3
• Molecular Formula: C14H8N2O8S2
• Molecular Weight: 396.358
• Hs Code.: 29309070
• European Community (EC) Number: 200-714-4
• UNII: 9BZQ3U62JX
• DSSTox Substance ID: DTXSID5058779
• Nikkaji Number: J4.870D,J2.332.125D
• Wikipedia: Ellman%27s_reagent,Ellman's_reagent
• Wikidata: Q3604488
• ChEMBL ID: CHEMBL395814
• Mol file: 69-78-3.mol

Synonyms:5,5'-Dithiobis(2-nitrobenzoic Acid);5,5'-Dithiobis(nitrobenzoate);Acid, Dithionitrobenzoic;Dithionitrobenzoic Acid;DTNB;Ellman Reagent;Ellman's Reagent;Ellmans Reagent;Reagent, Ellman's

Chemical Property of 5,5'-Dithiobis(2-nitrobenzoic acid)

Chemical Property:

• Appearance/Colour: Yellow solid.
• Vapor Pressure: 5.73E-19mmHg at 25°C
• Melting Point: 240-245 °C (dec.)(lit.)
• Refractive Index: 1.6900 (estimate)
• Boiling Point: 671.863 °C at 760 mmHg
• PKA: 1.57±0.25(Predicted)
• Flash Point: 360.13 °C
• PSA: 216.84000
• Density: 1.787 g/cm³
• LogP: 4.74520
• Storage Temp.: Store at RT.
• Solubility.: Do you have solubility information on this product that you woul
• Water Solubility.: Soluble in water and ethanol.
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 5
• Exact Mass: 395.97220756
• Heavy Atom Count: 26
• Complexity: 528

Purity/Quality:

98%, ^*data from raw suppliers

DTNB ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Dyes -> Indicator Dyes
• Canonical SMILES: C1=CC(=C(C=C1SSC2=CC(=C(C=C2)[N+](=O)[O-])C(=O)O)C(=O)O)[N+](=O)[O-]
• Uses: 5,5′-Dithiobis(2-nitrobenzoic acid) is an membrane-impermeant thiol/disulfide exchange blocker. It is also used to quantify the number or concentration of thiol groups in a sample. Reagent for determination of sufhydryl groups.5,5'-dithiobis-(2-nitrobenzoic acid) is widely utilized as a non-fluorescent probe to quantify the number or the concentration of thiol groups in a sample. It acts as a cleavable cross-linking agent. It finds an important application as a sensitive reagent for determining free sulfhydryl content in proteins, peptides, and tissues. It is also employed in high-performance liquid chromatography (HPLC) to determine the alkylthiol content. 5,5′-Dithiobis(2-nitrobenzoic acid) is a water soluble reagent mainly used for the derivatization of sulfhydryl groups.

Technology Process of 5,5'-Dithiobis(2-nitrobenzoic acid)

There total 9 articles about 5,5'-Dithiobis(2-nitrobenzoic acid) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.3%

5-bromo-2-nitrobenzoic acid (6950-43-2) → 5,5'-dithiobis-(2-nitrobenzoic acid) (69-78-3)

Guidance literature:

With sodium sulfide; In water; at 50 ℃; for 2h; pH=> 3.5;

Reference yield:

Cumene hydroperoxide (80-15-9) + 5-thio-2-nitrobenzoic acid (15139-21-6) → 5,5'-dithiobis-(2-nitrobenzoic acid) (69-78-3) + 1-methyl-1-phenylethyl alcohol (617-94-7)

Guidance literature:

5-thio-2-nitrobenzoic acid; With supramolecular artificial glutathione peroxidase (SGPx_max); In aq. phosphate buffer; at 36 ℃; for 0.05h; pH=7; Enzymatic reaction;

Cumene hydroperoxide; In aq. phosphate buffer; Reagent/catalyst; Kinetics; Catalytic behavior;

DOI:10.1039/c4ra04042b

Reference yield:

5-thio-2-nitrobenzoic acid (15139-21-6) → 5,5'-dithiobis-(2-nitrobenzoic acid) (69-78-3)

Guidance literature:

With potassium hydroxide; dihydrogen peroxide; In water;

DOI:10.1021/ja00543a028

upstream raw materials:

5-chloro-2-nitrobenzoic acid

tert.-butylhydroperoxide

5-thio-2-nitrobenzoic acid

3-carboxylato-4-nitrothiophenoxide ion

Downstream raw materials:

3-(3-carboxy-4-nitrophenylthio)-4-hydroxy-1-methyl-2(1H)-quinolone

3-carboxylato-4-nitrothiophenoxide ion

5-thio-2-nitrobenzoic acid

S-<(3-carboxy-4-nitrophenyl)thio>-2-aminoethanethiol