4,5-Dichlorophthalonitrile

Base Information

• Chemical Name: 4,5-Dichlorophthalonitrile
• CAS No.: 139152-08-2
• Molecular Formula: C8H2Cl2N2
• Molecular Weight: 197.023
• Hs Code.: 29269090
• European Community (EC) Number: 627-828-0
• DSSTox Substance ID: DTXSID00357485
• Nikkaji Number: J30.657F
• Wikidata: Q82137411
• Mol file: 139152-08-2.mol

Synonyms:4,5-Dichlorophthalonitrile;139152-08-2;4,5-dichlorobenzene-1,2-dicarbonitrile;1,2-Dichloro-4,5-dicyanobenzene;C8H2Cl2N2;MFCD00191408;SCHEMBL522162;DTXSID00357485;SRIJSZQFAMLVQV-UHFFFAOYSA-N;4,5-Dichlorophthalonitrile, 99%;AMY18720;AKOS003647814;PS-3356;SY050895;1,2-Benzenedicarbonitrile, 4,5-dichloro-;4,5-DICHLORO-2-CYANOPHENYL CYANIDE;CS-0110012;D2189;FT-0687054;A856842;AK-918/13500067;J-007244;InChI=1/C8H2Cl2N2/c9-7-1-5(3-11)6(4-12)2-8(7)10/h1-2

Chemical Property of 4,5-Dichlorophthalonitrile

Chemical Property:

• Vapor Pressure: 0.000529mmHg at 25°C
• Melting Point: 180-184 °C(lit.)
• Refractive Index: 1.603
• Boiling Point: 312.4 °C at 760 mmHg
• Flash Point: 141.1 °C
• PSA: 47.58000
• Density: 1.48g/cm³
• LogP: 2.73676
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: almost transparency in hot Methanol
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 195.9595035
• Heavy Atom Count: 12
• Complexity: 231

Purity/Quality:

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

4,5-Dichlorophthalonitrile ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1Cl)Cl)C#N)C#N
• Uses: 4,5-Dichlorophthalonitrile is suitable as a reactant in the synthesis of 4,5-bis(3,4-dimethoxyphenyl) phthalonitrile and 4,5-bis(2,6-dimethoxyphenoxy) phthalonitrile. It may be used in the synthesis of 4,5-diphenoxyphthalonitrile.

Technology Process of 4,5-Dichlorophthalonitrile

There total 6 articles about 4,5-Dichlorophthalonitrile 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: 86.0%

4,5-dichloro-1,2-benzenedicarboxamide (147699-62-5) → 4,5-dichlorophthalonitrile (139152-08-2)

Guidance literature:

With trichlorophosphate; In pyridine; methanol; water;

Reference yield:

4,5-dichlorophthalic acid (56962-08-4) → 4,5-dichlorophthalonitrile (139152-08-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 93 percent / acetic anhydride / 5 h / Heating

2: 98 percent / formamide / 3 h / Heating

3: 72 percent / 25-33percent NH₄OH / 48 h / Ambient temperature

4: 75 percent / SOCl₂, DMF / 1) 0 - 5 deg C, 5 h, 2) r.t., 24 h

With ammonium hydroxide; thionyl chloride; acetic anhydride; formamide; N,N-dimethyl-formamide;

Reference yield:

4,5-dichlorophthalimide (15997-89-4) → 4,5-dichlorophthalonitrile (139152-08-2)

Guidance literature:

Multi-step reaction with 2 steps

1: ammonium hydroxide / 48 h / 20 °C

2: thionyl chloride / N,N-dimethyl-formamide / 29 h / 0 - 20 °C

With ammonium hydroxide; thionyl chloride; In N,N-dimethyl-formamide;

DOI:10.1246/cl.2010.1194

upstream raw materials:

4,5-dichloro-1,2-benzenedicarboxamide

phosgene

4,5-dichlorophthalic anhydride

4,5-dichlorophthalimide

Downstream raw materials:

4,5-bis(propylthio)benzene-1,2-dinitrile

1,2-dicyano-4,5-bis(hexylthio)benzene

4,5-bis(phenylthio)-1,2-dicyanobenzene

4,5-bis(4-methoxyphenoxy)phthalonitrile

Refernces

• 1、 Roy, Indranil,Shetty, Dinesh,Hota, Raghunandan,Baek, Kangkyun,Kim, Jeesu,Kim, Chulhong,Kappert, Sandro,Kim, Kimoon. "A Multifunctional Subphthalocyanine Nanosphere for Targeting, Labeling, and Killing of Antibiotic-Resistant Bacteria". . p. 15152 - 15155. Retrieved 2015.
• 2、 -. "Phthalocyanines". . . Retrieved 2008/06/13.