2-Chloroisophthalonitrile

Base Information

• Chemical Name: 2-Chloroisophthalonitrile
• CAS No.: 28442-78-6
• Molecular Formula: C8H3ClN2
• Molecular Weight: 162.578
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID90182642
• Nikkaji Number: J149.272A
• Wikidata: Q72518245
• ChEMBL ID: CHEMBL3248166
• Mol file: 28442-78-6.mol

Synonyms:2-Chloroisophthalonitrile;28442-78-6;2-Chloro-1,3-dicyanobenzene;2-chlorobenzene-1,3-dicarbonitrile;1,3-Benzenedicarbonitrile, 2-chloro-;2-Chloro-1,3-benzenedicarbonitrile;BRN 2253494;1,3-Benzenedicarbonitrile, chloro-;1-Chloro-2,6-Dicyanobenzene;C8H3ClN2;chloroisophthalonitrile;SCHEMBL3237062;CHEMBL3248166;DTXSID90182642;MFCD01657061;AKOS006278992;AC-9681;AM61884;DS-2637;LS-29677;CS-0188273;FT-0658907;A20474

Chemical Property of 2-Chloroisophthalonitrile

Chemical Property:

• Vapor Pressure: 0.00163mmHg at 25°C
• Melting Point: 154-156 °C
• Refractive Index: 1.586
• Boiling Point: 294.4 °C at 760 mmHg
• Flash Point: 135.63 °C
• PSA: 47.58000
• Density: 1.34 g/cm³
• LogP: 2.08336
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 161.9984758
• Heavy Atom Count: 11
• Complexity: 207

Purity/Quality:

98%min ^*data from raw suppliers

2-Chloroisophthalonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Chloroisophthalonitrile

There total 3 articles about 2-Chloroisophthalonitrile 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: 88.0%

benzene-1,3-dicarbonitrile (626-17-5) → 2-chloro-1,3-dicyanobenzene (28442-78-6)

Guidance literature:

With hexachloroethane; lithium diisopropyl amide; In tetrahydrofuran; hexane; at -95 - 20 ℃; for 17h;

DOI:10.1002/anie.200601866

Reference yield: 60.0%

Benzene-1-nitro-2,6-dicyano (51762-72-2) → 2-chloro-1,3-dicyanobenzene (28442-78-6)

Guidance literature:

With lithium chloride; In dimethyl sulfoxide; at 110 ℃; for 2.5h;

Reference yield:

→ 2-chloro-1,3-dicyanobenzene (28442-78-6)

Guidance literature:

2-Nitroisophthalonitril, LiCl, Me2SO;

DOI:10.1039/c39760000972

upstream raw materials:

benzene-1,3-dicarbonitrile

Benzene-1-nitro-2,6-dicyano

Downstream raw materials:

9,9'-bis(2,6-dicyanophenyl)-3,3'-bicarbazolyl

1-[2-(2,6-diisopropylphenoxy)-3-(2'S,4'S,5'R)-(3',4'-dimethyl-5'-phenyloxazolidin-2-yl)phenyl]ethan-1-one

1-[2-(2,4,6-trimethylphenoxy)-3-(2'S,4'S,5'R)-(3',4'-dimethyl-5'-phenyloxazolidin-2-yl)phenyl]ethan-1-one

1-[2-(2-tert-butylphenoxy)-3-(2'S,4'S,5'R)-(3',4'-dimethyl-5'-phenyloxazolidin-2-yl)phenyl]ethan-1-one

Refernces

• 1、 Gorvin, John H.. "Aromatic Nitro-group Displacement Reactions. Part 4. The Action of Cyanide and Halide Ions on Compounds containing Strongly Activated Nitro-groups". . p. 1831 - 1851. Retrieved 2007/10/02.