4,5-Dinitrobenzene-1,2-diol

Base Information

• Chemical Name: 4,5-Dinitrobenzene-1,2-diol
• CAS No.: 77400-30-7
• Molecular Formula: C6H4 N2 O6
• Molecular Weight: 200.108
• Hs Code.: 2908999090
• DSSTox Substance ID: DTXSID20556892
• Nikkaji Number: J801.902I
• Wikidata: Q229849
• Mol file: 77400-30-7.mol

Synonyms:4,5-DINITROCATECHOL;4,5-dinitrobenzene-1,2-diol;77400-30-7;4,5-DINITROCATECHOL, 50% SOLN. IN METHANOL;C6H4N2O6;SCHEMBL70858;4,5-dihydroxy1,2-dinitrobenzene;DTXSID20556892;ZUWVFOJZGCLEKC-UHFFFAOYSA-N;1,2-Dihydroxy-4,5-dinitrobenzene;4,5-dihydroxy-1,2-dinitrobenzene;1,2-Dihydroxy-4,5 -dinitrobenzene;MFCD00031283;AKOS005266483;SB38707;CS-0341617

Chemical Property of 4,5-Dinitrobenzene-1,2-diol

Chemical Property:

• PSA: 132.10000
• LogP: 1.96060
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 200.00693585
• Heavy Atom Count: 14
• Complexity: 220

Purity/Quality:

97% ^*data from raw suppliers

4,5-Dinitrocatechol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R11:Highly flammable.; R36/38:Irritating to eyes and skin.; R39/23/24/25:Toxic : danger of very serious irreversib
• Hazard Codes: R11:Highly flammable.; R36/38:Irritating to eyes and skin.; R39/23/24/25:Toxic : danger of very serious irreversib
• Statements: R11:Highly flammable.; R36/38:Irritating to eyes and skin.; R39/23/24/25:Toxic : danger of very serious irreversib
• Safety Statements: S16:Keep away from sources of ignition - No smoking.; S26:In case of contact with eyes, rinse immediately with plenty of

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1O)O)[N+](=O)[O-])[N+](=O)[O-]
• Uses: 4,5-Dinitrocatechol can be used for activation of antioxidant response element.

Technology Process of 4,5-Dinitrobenzene-1,2-diol

There total 5 articles about 4,5-Dinitrobenzene-1,2-diol 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: 75.0%

4,5-dimethoxy-1,2-dinitrobenzene (3395-03-7) → 1,2-dihydroxy-4,5-dinitrobenzene (77400-30-7)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 ℃;

DOI:10.1002/pola.26824

Reference yield:

1,2-dimethoxybenzene (91-16-7) → 1,2-dihydroxy-4,5-dinitrobenzene (77400-30-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / nitric acid; AcOH / 0.5 h / 0 - 20 °C

2: 68 percent / BBr₃ / CH₂Cl₂ / 3 h / -78 °C

With nitric acid; boron tribromide; acetic acid; In dichloromethane;

DOI:10.1016/j.tet.2006.07.087

Reference yield:

4,5-dimethoxy-1,2-dinitrobenzene (3395-03-7) → 1,2-dihydroxy-4,5-dinitrobenzene (77400-30-7) + 1,2-Dinitro-4-hydroxy-5-methoxybenzene (105780-30-1)

Guidance literature:

With hydrogen bromide;

DOI:10.1021/jo01168a006

upstream raw materials:

4,5-dimethoxy-1,2-dinitrobenzene

1,2-dimethoxybenzene

2,2-dimethyl-1,3-benzodioxole

2,2-dimethyl-5-nitro-1,3-benzodioxole

Downstream raw materials:

6,7-Dihydroxychinoxalin

1,2-Dinitro-4-hydroxy-5-methoxybenzene

4,5-dimethoxy-1,2-dinitrobenzene

5,6-dinitro-benzo[1,3]dioxole