2,3-Dicyanohydroquinone

Base Information

• Chemical Name: 2,3-Dicyanohydroquinone
• CAS No.: 4733-50-0
• Molecular Formula: C8H4N2O2
• Molecular Weight: 160.132
• Hs Code.: 29269090
• European Community (EC) Number: 225-241-0
• NSC Number: 43554
• UNII: TTR9Y6YSS8
• DSSTox Substance ID: DTXSID80197109
• Nikkaji Number: J30.864A
• Wikidata: Q72466963
• Mol file: 4733-50-0.mol

Synonyms:1,4-DHPN;1,4-dihydroxyphthalonitrile;2,3-DCHQ;2,3-dicyano-hydroquinone;2,3-dicyanohydroquinone

Chemical Property of 2,3-Dicyanohydroquinone

Chemical Property:

• Appearance/Colour: khaki-colored to brown crystalline powder
• Vapor Pressure: 1.77E-08mmHg at 25°C
• Melting Point: 245 °C
• Refractive Index: 1.668
• Boiling Point: 443.5 °C at 760 mmHg
• PKA: 6.21±0.23(Predicted)
• Flash Point: 222 °C
• PSA: 88.04000
• Density: 1.53 g/cm³
• LogP: 0.84116
• Storage Temp.: Store below +30°C.
• Water Solubility.: Soluble in hot water
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 160.027277375
• Heavy Atom Count: 12
• Complexity: 231

Purity/Quality:

99%, ^*data from raw suppliers

2,3-Dicyanohydroquinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-37/39-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1O)C#N)C#N)O
• Uses: 2,3-Dicyanohydroquinone was used in the synthesis of phthalonitrile-3,6-ditriflate. It is a fluorescent dye and was used in determination of intracellular pH and calcium in avian neural crest cells.

Technology Process of 2,3-Dicyanohydroquinone

There total 17 articles about 2,3-Dicyanohydroquinone 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: 91.0%

C15H10N2O2 → 2,3-dicyano-1,4-hydroquinone (4733-50-0)

Guidance literature:

With palladium diacetate; sodium hydride; In N,N-dimethyl acetamide; at 25 ℃; for 8h; Inert atmosphere;

DOI:10.1021/acscatal.8b00185

Reference yield: 73.0%

potassium cyanide (151-50-8) + p-benzoquinone (106-51-4) → 2,3-dicyano-1,4-hydroquinone (4733-50-0)

Guidance literature:

With sulfuric acid; In ethanol; water; at 20 ℃; for 3h;

DOI:10.1002/jccs.200100175

Reference yield:

hydrogen cyanide (74-90-8) + p-benzoquinone (106-51-4) → 2,3-dicyano-1,4-hydroquinone (4733-50-0) + 2,5-dihydroxyphenylcyanide (4640-29-3)

Guidance literature:

With potassium cyanide; In acetonitrile;

DOI:10.1016/0040-4020(82)80233-0

upstream raw materials:

ethanol

hydrogen cyanide

2-Chloro-1,4-benzoquinone

potassium cyanide

Downstream raw materials:

1,4-dimethoxy-2,3-dicyanobenzene

3-Heptyloxy-6-hydroxy-phthalonitrile

3,6-dibutoxy-1,2-benzene dicarbonitrile

4-butoxy-2,3-dicyano phenol

Refernces

• 1、 Allen,Wilson. "-". . p. 1756. Retrieved 1941.
• 2、 -. "Method for preparing p-benzoquinone through catalytic oxidation of 1, 4-benzenediol". Paragraph 0022. . Retrieved 2021/07/28.