4,5-Dichloro-3,6-dihydroxy-phthalonitrile

Base Information

• Chemical Name: 4,5-Dichloro-3,6-dihydroxy-phthalonitrile
• CAS No.: 4640-41-9
• Molecular Formula: C8H2Cl2N2O2
• Molecular Weight: 229.022
• European Community (EC) Number: 610-300-9
• NSC Number: 172566
• DSSTox Substance ID: DTXSID80305904
• Nikkaji Number: J261.928H
• Wikidata: Q82052712
• Mol file: 4640-41-9.mol

Synonyms:4640-41-9;4,5-Dichloro-3,6-dihydroxy-phthalonitrile;4,5-dichloro-3,6-dihydroxybenzene-1,2-dicarbonitrile;4,5-Dichloro-3,6-dihydroxyphthalonitrile;2,3-dichloro-5,6-dicyanohydroquinone;NSC172566;SCHEMBL1573448;QNDGAROPZNKYNK-UHFFFAOYSA-;DTXSID80305904;2,3-Dicyano-1,4-dihydroxybenzene;NSC 172566;NSC-172566;2,3-dichloro-5,6-dicyano-hydroquinone;CS-0166008;2,3-dichloro-5,6-dicyano-1,4-dihydroxybenzene;4,5-dichloro-3,6-dihydroxyphthalonitrile? (Brexpiprazole Impurity pound(c)

Chemical Property of 4,5-Dichloro-3,6-dihydroxy-phthalonitrile

Chemical Property:

• Vapor Pressure: 7.29E-06mmHg at 25°C
• Refractive Index: 1.693
• Boiling Point: 365.8°Cat760mmHg
• Flash Point: 175°C
• PSA: 88.04000
• Density: 1.8g/cm³
• LogP: 2.14796
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 227.9493327
• Heavy Atom Count: 14
• Complexity: 286

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(#N)C1=C(C(=C(C(=C1O)Cl)Cl)O)C#N
• Use Description: Dichloro-3,6-dihydroxybenzene-1,2-dicarbonitrile, a specific chemical compound, serves diverse roles in various fields. In agrochemicals, it plays a vital role as a precursor in the synthesis of herbicides and pesticides, contributing to effective weed control and pest management in agriculture. In organic synthesis, the compound serves as a building block for the creation of complex molecules, aiding in the development of new materials and pharmaceutical compounds. Additionally, in analytical chemistry, it can serve as a reference standard or reagent for identifying and quantifying specific compounds. The compound's versatile applications in agrochemicals, organic synthesis, and analytical chemistry highlight its significance in driving advancements, innovation, and practical solutions across these critical scientific domains.

Technology Process of 4,5-Dichloro-3,6-dihydroxy-phthalonitrile

There total 55 articles about 4,5-Dichloro-3,6-dihydroxy-phthalonitrile 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: 97.0%

2,3-dicyano-5,6-dichloro-p-benzoquinone (84-58-2) → 2,3-dichloro-5,6-dicyanohydroquinone (4640-41-9)

Guidance literature:

With sodium disulfite;

Reference yield: 97.0%

3,4-dihydro-2H-pyran (110-87-2) + 2,3-dicyano-5,6-dichloro-p-benzoquinone (84-58-2) → 2,3-dichloro-5,6-dicyanohydroquinone (4640-41-9)

Guidance literature:

With oxygen; toluene-4-sulfonic acid; In 1,2-dichloro-ethane; at 83 ℃; for 0.5h; under 760.051 Torr; Reflux;

DOI:10.1039/C6OB02006B

Reference yield: 97.0%

1,1-di(thiophen-2-yl)ethan-1-ol (131323-89-2) + 2,3-dicyano-5,6-dichloro-p-benzoquinone (84-58-2) → 2,3-dichloro-5,6-dicyanohydroquinone (4640-41-9) + 7,8-Dichloro-6,9-dioxo-4-thiophen-2-yl-6,9-dihydro-naphtho[2,1-b]thiophene-5a,9a-dicarbonitrile (132609-53-1)

Guidance literature:

In dichloromethane; for 0.25h; Ambient temperature;

upstream raw materials:

5-chloro-2,3-dicyano-p-benzoquinone

methanol

potassium cyanide

chloranil

Downstream raw materials:

3,6-dibutoxy-4,5-dichlorophthalonitrile

4,5-dichloro-3,6-dipentyloxyphthalonitrile

4,5-Dichloro-3,6-diethoxy-phthalonitrile

11β-hydroxy-17α,21-diacetoxy-6α-fluoro-pregna-1,4-diene-3,20-dione

Refernces

• 1、 Reddy, D. Shekhar,Panneerselvam, Kaliyamoorthy,Pilati, Tullio,Desiraju, Gautam R.. "Molecular Tapes based on CN...Cl Interactions". . p. 661 - 662. Retrieved 1993.
• 2、 Hassan,Mohamed,Aly,Mourad. "A Novel Synthesis of Heterocycles from Thiocarbohydrazides". . p. 61 - 70. Retrieved 1997.
• 3、 -. "COMPOUND, PHOTOSENSITIVE RESIN COMPOSITION COMPRISING THE SAME, PHOTORESIST, COLOR FILTER AND DISPLAY DEVICE". Paragraph 0349-0350. . Retrieved 2020/12/30.
• 4、 -. "HIGH-AND LOW-POTENTIAL, WATER-SOLUBLE, ROBUST QUINONES". Paragraph 00141. . Retrieved 2018/09/21.