4-Iodophthalonitrile

Base Information

• Chemical Name: 4-Iodophthalonitrile
• CAS No.: 69518-17-8
• Molecular Formula: C8H3IN2
• Molecular Weight: 254.03
• Hs Code.: 2926909090
• European Community (EC) Number: 626-151-8
• DSSTox Substance ID: DTXSID10399533
• Nikkaji Number: J758.206D
• Wikidata: Q82202155
• Mol file: 69518-17-8.mol

Synonyms:4-Iodophthalonitrile;69518-17-8;4-iodobenzene-1,2-dicarbonitrile;4-IODOPHTHALONITRILE 97;4 - iodophthalonitrile;1,2-dicyano-4-iodobenzene;4-iodo-1,2-dicyanobenzene;C8H3IN2;SCHEMBL769392;DTXSID10399533;OOHQHYJZUSXMFD-UHFFFAOYSA-N;4-IODOPHTHALONITRILE, 97%;MFCD01863730;AKOS015889231;AS-57387;CS-0160892;FT-0720968;I1050;C13345;EN300-130203;Z57966796;InChI=1/C8H3IN2/c9-8-2-1-6(4-10)7(3-8)5-11/h1-3

Chemical Property of 4-Iodophthalonitrile

Chemical Property:

• Vapor Pressure: 1.65E-05mmHg at 25°C
• Melting Point: 140-142 °C(lit.)
• Refractive Index: 1.675
• Boiling Point: 364.7°C at 760 mmHg
• Flash Point: 174.4°C
• PSA: 47.58000
• Density: 1.95g/cm³
• LogP: 2.03456
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 253.93410
• Heavy Atom Count: 11
• Complexity: 231

Purity/Quality:

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

4-Iodophthalonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1I)C#N)C#N

Technology Process of 4-Iodophthalonitrile

There total 3 articles about 4-Iodophthalonitrile 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: 87.0%

3,4-dicyanoaniline (56765-79-8) → 4-iodo-1,2-dicyanobenzene (69518-17-8)

Guidance literature:

3,4-dicyanoaniline; With hydrogenchloride; sodium nitrite; In ethanol; water; for 0.5h; Cooling with ice;

With potassium iodide; In water; at 20 ℃;

Reference yield:

4-Nitrophthalonitrile (31643-49-9) → 4-iodo-1,2-dicyanobenzene (69518-17-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 88 percent / H₂ / Pd/C / aq. ethanol / 48 h / 2850.23 Torr

2.1: NaNO₂ / aq. H₂SO₄ / 0.5 h / -5 °C

2.2: 50 percent / KI / aq. H₂SO₄ / 1.5 h / 0 - 20 °C

With hydrogen; sodium nitrite; palladium on activated charcoal; In ethanol; sulfuric acid; 1.1: Reduction / 2.1: Diazotization / 2.2: Iodination;

DOI:10.3891/acta.chem.scand.53-0714

Reference yield:

→ 4-iodo-1,2-dicyanobenzene (69518-17-8)

Guidance literature:

DOI:10.1016/S0022-1139(00)85169-6

upstream raw materials:

3,4-dicyanoaniline

4-Nitrophthalonitrile

Downstream raw materials:

4-(3,3-dimethyl-1-butynyl)phthalonitrile

1,8-bis(3,4-dicyanophenyl)naphthalene

3,3'-4,4'-tetracyanobiphenyl

1-iodo-8-(3,4-dicyanophenyl)naphthalene

Refernces

• 1、 Ding, Wei,Yan, Liying,Cao, Fei,Luo, Qianfu. "Axial and peripheral tetraarylethylene-modified subphthalocyanines with distinctive fluorescent performances". supporting information. . Retrieved 2021/05/06.
• 2、 Demuth, Jiri,Gallego, Lucia,Kozlikova, Magdalena,Kucera, Radim,Machacek, Miloslav,Martinez-Diaz, M. Victoria,Novakova, Veronika,Torres, Tomas. "Subphthalocyanines as Efficient Photosensitizers with Nanomolar Photodynamic Activity against Cancer Cells". . p. 17436 - 17447. Retrieved 2021/12/06.