3,4-Dicyanophenol

Base Information

• Chemical Name: 3,4-Dicyanophenol
• CAS No.: 30757-50-7
• Molecular Formula: C8H4N2O
• Molecular Weight: 144.133
• Hs Code.: 2926909090
• European Community (EC) Number: 626-923-4
• DSSTox Substance ID: DTXSID00397689
• Nikkaji Number: J267.254E
• Wikidata: Q72481192
• Mol file: 30757-50-7.mol

Synonyms:3,4-Dicyanophenol;4-Hydroxyphthalonitrile;30757-50-7;4-Hydroxybenzene-1,2-dicarbonitrile;1,2-Benzenedicarbonitrile, 4-hydroxy-;4-Hydroxyphehalonitrile;4-hydroxy-phthalonitrile;SCHEMBL1697195;DTXSID00397689;FTVOPKROFUTOKY-UHFFFAOYSA-N;MFCD00191653;AKOS005385428;AC-23736;A5624;AM20080780;CS-0097756;FT-0638938;H0813;4-Hydroxyphthalonitrile, technical, >=90% (GC);J-018130;J-515528

Chemical Property of 3,4-Dicyanophenol

Chemical Property:

• Vapor Pressure: 8.61E-07mmHg at 25°C
• Melting Point: 218 °C
• Refractive Index: 1.614
• Boiling Point: 394.6 °C at 760 mmHg
• PKA: 6.45±0.18(Predicted)
• Flash Point: 192.4 °C
• PSA: 67.81000
• Density: 1.34 g/cm³
• LogP: 1.13556
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 144.032362755
• Heavy Atom Count: 11
• Complexity: 231

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Hydroxyphthalonitrile ^*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

Useful:

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

Technology Process of 3,4-Dicyanophenol

There total 12 articles about 3,4-Dicyanophenol 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: 94.0%

4-(benzyloxy)phthalonitrile (86312-75-6) → 4-hydroxy-1,2-benzenedicarbonitrile (30757-50-7)

Guidance literature:

N-benzyl-3-(phenylethynyl)benzothiophen-2-ylmethanimine; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 16h;

With ammonium chloride; In tetrahydrofuran; hexane; water; Further stages.;

DOI:10.1055/s-2007-983752

Reference yield: 90.0%

zinc(II) cyanide (557-21-1) + tert-butyl(3,4-dibromophenoxy)dimethylsilane (1086964-79-5) → 4-hydroxy-1,2-benzenedicarbonitrile (30757-50-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; polymethylhydroxysilane; In N,N-dimethyl acetamide; at 100 ℃; for 2h;

DOI:10.1055/s-2008-1078269

Reference yield: 89.0%

zinc(II) cyanide (557-21-1) + 3,4-dibromophenol (615-56-5) → 4-hydroxy-1,2-benzenedicarbonitrile (30757-50-7)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; polymethylhydroxysilane; In N,N-dimethyl acetamide; at 110 ℃; for 1.5h;

DOI:10.1055/s-2008-1078269

upstream raw materials:

2-methyl-propan-1-ol

4-Nitrophthalonitrile

2-ethyl-2-methyl-1,3-propanediol

3,4-dibromophenol

Downstream raw materials:

4-hydroxy-5-nitrophthalodinitrile

Refernces

• 1、 Abramov, I. G.,Koifman, O. I.,Kostrova, E. A.,Maizlish, V. E.,Malyasova, A. S.. "Synthesis, acid-base interactions, and photostability of copper(ii) tetrakis(3,5-di-tert-butylbenzoyloxy)phthalocyanine". . p. 2405 - 2415. Retrieved 2022/02/01.
• 2、 -. "A hydroxy benzoic anhydride preparation method". Paragraph 0041-0042; 0045-0046. . Retrieved 2017/08/25.