2,5-Dihydroxybenzonitrile

Base Information

• Chemical Name: 2,5-Dihydroxybenzonitrile
• CAS No.: 4640-29-3
• Molecular Formula: C7H5NO2
• Molecular Weight: 135.122
• Hs Code.: 2926909090
• European Community (EC) Number: 225-068-0
• UNII: D72T49A73C
• DSSTox Substance ID: DTXSID80196834
• Nikkaji Number: J80.867I
• Wikidata: Q83069844
• Mol file: 4640-29-3.mol

Synonyms:2,5-Dihydroxybenzonitrile;4640-29-3;Gentisonitrile;Benzonitrile, 2,5-dihydroxy-;EINECS 225-068-0;D72T49A73C;cyanohydroquinone;2-Cyanohydroquinone;UNII-D72T49A73C;SCHEMBL1267040;DTXSID80196834;MFCD00797121;AKOS015856473;AC-22654;DS-12870;A7224;FT-0699693;C75243

Chemical Property of 2,5-Dihydroxybenzonitrile

Chemical Property:

• Vapor Pressure: 2.69E-05mmHg at 25°C
• Boiling Point: 347.4°Cat760mmHg
• Flash Point: 163.9°C
• PSA: 64.25000
• Density: 1.42g/cm³
• LogP: 0.96948
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 135.032028402
• Heavy Atom Count: 10
• Complexity: 160

Purity/Quality:

99% ^*data from raw suppliers

2,5-Dihydroxybenzonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1O)C#N)O

Technology Process of 2,5-Dihydroxybenzonitrile

There total 15 articles about 2,5-Dihydroxybenzonitrile 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: 80.0%

2,5-dimethoxybenzonitrile (5312-97-0) → 2,5-dihydroxyphenylcyanide (4640-29-3)

Guidance literature:

With boron tribromide; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1021/jm0608816

Reference yield: 70.0%

2-formyl-5-hydroxybenzonitrile → 2,5-dihydroxyphenylcyanide (4640-29-3)

Guidance literature:

With dihydrogen peroxide; In water; acetonitrile; at 35 ℃; for 12h;

DOI:10.1002/adsc.201900878

Reference yield: 60.0%

5-chloro-2-hydroxybenzonitrile (13589-72-5) → cyanobenzo-1,4-quinone (3958-77-8) + 2,5-dihydroxyphenylcyanide (4640-29-3)

Guidance literature:

With water; oxygen; Photolysis;

DOI:10.1039/a900141g

upstream raw materials:

salicylonitrile

2,5-dimethoxybenzonitrile

trichloroacetonitrile

hydroquinone

Downstream raw materials:

(S)-4,5-dihydro-2-(2,5-dihydroxyphenyl)-4-methyl-4-thiazolecarboxylic acid

C₉H₈N₂O₃

[2-(2,5-dihydroxy-phenyl)-thiazol-4-yl]-acetic acid ethyl ester

cyanobenzo-1,4-quinone

Refernces

• 1、 Sun, Wei,Gao, Lingfeng,Sun, Xu,Yang, Hua,Zheng, Gengxiu. "Heterogeneous Nitrogen-doped Graphene Catalysed HOO? Generation via a Non-radical Mechanism for Base-free Dakin Reaction". supporting information. p. 5210 - 5216. Retrieved 2019/11/03.
• 2、 Bonnichon, Florent,Grabner, Gottfried,Guyot, Ghislain,Richard, Claire. "Photochemistry of substituted 4-halogenophenols: Effect of a CN substituent". . p. 1203 - 1210. Retrieved 2007/10/03.