4-Chlorophthalonitrile

Base Information

• Chemical Name: 4-Chlorophthalonitrile
• CAS No.: 17654-68-1
• Molecular Formula: C8H3ClN2
• Molecular Weight: 162.578
• Hs Code.: 2926909090
• European Community (EC) Number: 241-635-5
• NSC Number: 27005
• UNII: CZ35RFZ33U
• DSSTox Substance ID: DTXSID40170150
• Nikkaji Number: J30.866H
• Wikidata: Q83040023
• Mol file: 17654-68-1.mol

Synonyms:4-chlorophthalonitrile;17654-68-1;4-Chloro-1,2-dicyanobenzene;4-chlorobenzene-1,2-dicarbonitrile;1,2-Benzenedicarbonitrile, 4-chloro-;CZ35RFZ33U;EINECS 241-635-5;NSC-27005;NSC27005;4-chlorophthalodinitrile;UNII-CZ35RFZ33U;SCHEMBL7050401;DTXSID40170150;PHTHALONITRILE, 4-CHLORO-;MFCD19689404;NSC 27005;AKOS022172763;AS-76203;4-CHLORO-1,2-BENZENEDICARBONITRILE;CS-0111665;D82283

Chemical Property of 4-Chlorophthalonitrile

Chemical Property:

• Vapor Pressure: 0.000775mmHg at 25°C
• Melting Point: 130-132 °C
• Refractive Index: 1.586
• Boiling Point: 306.4 °C at 760 mmHg
• Flash Point: 144 °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: 231

Purity/Quality:

99.0% min ^*data from raw suppliers

4-chlorophthalonitrile 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)C#N)C#N

Technology Process of 4-Chlorophthalonitrile

There total 7 articles about 4-Chlorophthalonitrile 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: 98.0%

1,6-dichlorophthalazine (124556-78-1) → 4-chloro-phthalonitrile (17654-68-1)

Guidance literature:

With zinc chloride-2,2,6,6-tetramethylpiperidin-1-ide lithium chloride complex; In tetrahydrofuran; at 25 ℃; for 0.0333333h; Inert atmosphere;

DOI:10.1055/s-0029-1219231

Reference yield: 85.0%

3,4-dicyanoaniline (56765-79-8) → 4-chloro-phthalonitrile (17654-68-1)

Guidance literature:

3,4-dicyanoaniline; With hydrogenchloride; sodium nitrite; In water; at 0 - 5 ℃; for 1h;

With hydrogenchloride; copper(l) chloride; In water; toluene; at 80 ℃; for 1h;

Reference yield:

4-chlorotetrahydrophthalonitrile → 4-chloro-phthalonitrile (17654-68-1)

Guidance literature:

With bromine; In chlorobenzene;

upstream raw materials:

4-chlorophthalamide

1,6-dichlorophthalazine

4-Nitrophthalonitrile

3,4-dicyanoaniline

Downstream raw materials:

4-[4'-(4-acetamidophenylazo)phenoxy]phthalonitrile

4-[4'-(2',4-dimethylphenylazo)phenoxy]phthalonitrile

4-[4'-(4-methylphenylazo)phenoxy]phthalonitrile

C₃₇H₄₁N₅O₁₈

Refernces

• 1、 Platonova, Yana B.,Tomilova, Larisa G.,Volov, Alexander N.. "Palladium(II) phthalocyanines efficiently promote phosphine-free Sonogashira cross-coupling reaction at room temperature". . p. 224 - 228. Retrieved 2020/09/17.
• 2、 -. "Metal organic framework material loaded with tetrakis-(N-methylallylamine)phthalocyanine compound, and preparation method and application thereof". Paragraph 0074; 0075; 0077; 0104-0106; 0119-0121. . Retrieved 2019/11/20.