2-Iodobenzonitrile

Base Information

• Chemical Name: 2-Iodobenzonitrile
• CAS No.: 4387-36-4
• Molecular Formula: C7H4IN
• Molecular Weight: 229.02
• Hs Code.: 29269090
• DSSTox Substance ID: DTXSID40374757
• Nikkaji Number: J456.471E
• Wikidata: Q72483395
• Mol file: 4387-36-4.mol

Synonyms:2-Iodobenzonitrile;4387-36-4;o-iodobenzonitrile;Benzonitrile, 2-iodo-;MFCD00079761;1-Cyano-2-iodobenzene;iodobenzonitrile;2-cyanoiodobenzene;o-Cyanophenyl iodide;2-Cyanophenyl iodide;2-Iodophenyl cyanide;Benzonitrile, o-iodo-;2-Iodobenzonitrile, 97%;SCHEMBL365279;DTXSID40374757;JDDAFHUEOVUDFJ-UHFFFAOYSA-N;AKOS015853870;AC-1185;CS-W010392;PS-7743;SY004938;A7018;AM20040480;FT-0612668;I0659;EN300-59601;AE-641/03255019;Z57899723

Chemical Property of 2-Iodobenzonitrile

Chemical Property:

• Appearance/Colour: Yellow solid
• Vapor Pressure: 0.00323mmHg at 25°C
• Melting Point: 52-54°C
• Refractive Index: 1.66
• Boiling Point: 283.1 °C at 760 mmHg
• Flash Point: 125 °C
• PSA: 23.79000
• Density: 1.91 g/cm³
• LogP: 2.16288
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 228.93885
• Heavy Atom Count: 9
• Complexity: 135

Purity/Quality:

98% ^*data from raw suppliers

2-Iodobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38-36-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C#N)I
• Uses: suzuki reaction 2-Iodobenzonitrile is a nitrile compound. Nitrile compounds are one of the most important organic synthesis intermediates in organic synthetic chemistry and are widely used in pesticides, pharmaceuticals, dyes and other fine chemicals. Moreover, because o-iodobenzonitrile compounds contain both cyano and aryl carbon-iodide bonds, and both of them are in the adjacent position of benzene ring, 2-iodobenzonitrile can have excellent reactivity when used as intermediates.

Technology Process of 2-Iodobenzonitrile

There total 20 articles about 2-Iodobenzonitrile 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: 100.0%

benzonitrile (100-47-0) → 2-iodobenzonitrile (4387-36-4)

Guidance literature:

benzonitrile; With Li(2,2,6,6-tetramethylpiperidide)*Al(ⁱBu)₃; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

With iodine; In tetrahydrofuran; hexane; at 0 ℃; for 1h;

DOI:10.1021/ja0473236

Reference yield: 90.0%

2-iodobenzyl alcohol (5159-41-1) → 2-iodobenzonitrile (4387-36-4)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; ammonium hydroxide; copper(II) sulfate; at 120 ℃; for 18h;

Reference yield: 88.0%

o-iodobenzamide (3930-83-4) → 2-iodobenzonitrile (4387-36-4)

Guidance literature:

With trichloromethyl chloroformate; In various solvent(s); 0-5 deg C then heated to 60 deg C, 5 min;

DOI:10.1016/S0040-4039(00)84487-1

upstream raw materials:

2-iodophenylamine

1,2-Diiodobenzene

o-iodobenzamide

benzonitrile

Downstream raw materials:

ethyl α-ethoxy-2-cyanocinnamate

biphenyl-2,2'-dicarbonitrile

decafluorobiphenyl

2-(phenylethynyl)benzonitrile

Refernces

• 1、 Ren, Shishuai,Wang, Yangyang,Yang, Fei,Sun, Hongjian,Li, Xiaoyan. "Dehydration of primary amides to nitriles catalyzed by [CNC]-pincer hydrido cobalt(III) complexes". . p. 72 - 75. Retrieved 2019/01/03.
• 2、 Kukhta, Nadzeya A.,Higginbotham, Heather F.,Matulaitis, Tomas,Danos, Andrew,Bismillah, Aisha N.,Haase, Nils,Etherington, Marc K.,Yufit, Dmitry S.,McGonigal, Paul R.,Gra?ulevi?ius, Juozas Vidas,Monkman, Andrew P.. "Revealing resonance effects and intramolecular dipole interactions in the positional isomers of benzonitrile-core thermally activated delayed fluorescence materials". supporting information. p. 9184 - 9194. Retrieved 2019/08/08.