3,4-Dihydroxy-5-nitrobenzonitrile

Base Information

• Chemical Name: 3,4-Dihydroxy-5-nitrobenzonitrile
• CAS No.: 116313-86-1
• Molecular Formula: C7H4 N2 O4
• Molecular Weight: 180.12
• DSSTox Substance ID: DTXSID20151346
• Nikkaji Number: J472.273F
• Wikidata: Q83017794
• ChEMBL ID: CHEMBL169891
• Mol file: 116313-86-1.mol

Synonyms:3,4-Dihydroxy-5-nitrobenzonitrile;116313-86-1;3,4-Dihydroxy-5-nitro-benzonitrile;Benzonitrile, 3,4-dihydroxy-5-nitro-;BRN 6480172;CHEMBL169891;SCHEMBL4167481;DTXSID20151346;JRBDMOJXCREXNN-UHFFFAOYSA-N;BDBM50017856;STL434061;AKOS006276479;LS-38687;AM20020248

Chemical Property of 3,4-Dihydroxy-5-nitrobenzonitrile

Chemical Property:

• Vapor Pressure: 0.000103mmHg at 25°C
• Boiling Point: 327.8°C at 760 mmHg
• Flash Point: 152.1°C
• PSA: 110.07000
• Density: 1.69g/cm³
• LogP: 1.40088
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 180.01710661
• Heavy Atom Count: 13
• Complexity: 253

Purity/Quality:

3,4-DIHYDROXY-5-NITRO-BENZONITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C(=C1[N+](=O)[O-])O)O)C#N

Technology Process of 3,4-Dihydroxy-5-nitrobenzonitrile

There total 2 articles about 3,4-Dihydroxy-5-nitrobenzonitrile 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: 33.0%

3,4-dihydroxy-5-nitrobenzaldehyde (116313-85-0) → 3,4-dihydroxy-5-nitrobenzonitrile (116313-86-1)

Guidance literature:

With formic acid; hydroxylamine hydrochloride; for 1h; Heating;

DOI:10.1021/jm00124a017

Reference yield:

3,4-dihydroxy-5-nitrobenzaldehyde (116313-85-0) + hydroxylamine-O-sulfonic acid (2950-43-8) → 3,4-dihydroxy-5-nitrobenzonitrile (116313-86-1)

Guidance literature:

In water; ethyl acetate;

Reference yield:

3,4-dihydroxy-5-nitrobenzonitrile (116313-86-1) → 3,4-dihydroxy-5-nitrobenzamide (134611-66-8)

Guidance literature:

With sulfuric acid; In ice-water; ethyl acetate;

upstream raw materials:

3,4-dihydroxy-5-nitrobenzaldehyde

hydroxylamine-O-sulfonic acid

Downstream raw materials:

4-chloro-3-hydroxy-5-nitro-benzonitrile

3,4-dihydroxy-5-nitrobenzamide

Refernces

• 1、 -. "Catechol derivatives". . . Retrieved 2008/06/13.
• 2、 Baeckstroem, Reijo,Honkanen, Erkki,Pippuri, Aino,Kairisalo, Pekka,Pystynen, Jarmo,et al.. "Synthesis of Some Novel Potent and Selective Catechol O-Methyltransferase Inhibitors". . p. 841 - 846. Retrieved 2007/10/02.