3-Iodobenzonitrile

Base Information

• Chemical Name: 3-Iodobenzonitrile
• CAS No.: 69113-59-3
• Molecular Formula: C7H4IN
• Molecular Weight: 229.02
• Hs Code.: 2926909090
• European Community (EC) Number: 675-841-5
• DSSTox Substance ID: DTXSID20219177
• Nikkaji Number: J337.236G
• Wikidata: Q72483389
• Mol file: 69113-59-3.mol

Synonyms:3-Iodobenzonitrile;69113-59-3;m-iodobenzonitrile;1-Cyano-3-iodobenzene;Benzonitrile, 3-iodo-;3-iodo-benzonitrile;MFCD00079762;3-iodobenzenecyanide;3-Iodobenzonitrile, 98%;SCHEMBL80043;DTXSID20219177;CK2137;AKOS015853733;AC-4098;CS-W010393;PS-7741;SY016351;A9159;AM20041017;FT-0615897;I0660;EN300-67481;J-512698;Z57899724

Chemical Property of 3-Iodobenzonitrile

Chemical Property:

• Appearance/Colour: light brown to red crystal
• Vapor Pressure: 0.0125mmHg at 25°C
• Melting Point: 40-42 ºC
• Boiling Point: 260.1 °C at 760 mmHg
• Flash Point: 111.1 °C
• PSA: 23.79000
• Density: 1.91 g/cm³
• LogP: 2.16288
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• Solubility.: soluble in Methanol
• XLogP3: 3
• 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

3-Iodobenzonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,Xi
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26-37/39-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)I)C#N
• Uses: suzuki reaction 3-Iodobenzonitrile may be used as a starting reagent in the synthesis of tetrachloroisophthalo-[14C]-nitrile (TCIN). It may also be used in the preparation of:1-(3-iodophenyl)-3-{2-[4-(trifluoromethyl)-1-piperidinyl]ethyl}-2-imidazolidinonepiperidine derivativechiral amino acid anilide

Technology Process of 3-Iodobenzonitrile

There total 13 articles about 3-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: 89.0%

3-iodobenzylamine (696-40-2) → 3-iodobenzonitrile (69113-59-3)

Guidance literature:

With dmap; copper(l) iodide; 9-azabicyclo[3.3.1]nonane N-oxyl; oxygen; 4,4'-di-tert-butyl-2,2'-bipyridine; In acetonitrile; at 20 ℃; for 15h; under 760.051 Torr; Reagent/catalyst;

DOI:10.1021/cs400360e

Reference yield: 81.0%

m-cyanoaniline (2237-30-1) → 3-iodobenzonitrile (69113-59-3)

Guidance literature:

With tert.-butylnitrite; iodine; In acetonitrile; at 60 ℃; for 0.416667h; under 5171.62 Torr; Continuous flow reactor;

DOI:10.1016/j.tetlet.2009.10.007

Reference yield: 76.0%

3-cyanobromobenzene (6952-59-6) → 3-iodobenzonitrile (69113-59-3)

Guidance literature:

With iodine; sodium iodide; In acetonitrile; at 20 ℃; for 36h; Inert atmosphere; UV-irradiation; Green chemistry;

DOI:10.1021/jacs.5b03220

upstream raw materials:

sodium phenoxide

m-cyanodiphenyliodonium iodide

benzonitrile

phenol

Downstream raw materials:

3-(hydroxy(phenyl)methyl)benzonitrile

benzonitrile

3-(1H-pyrazol-1-yl)benzonitrile

3-n-butoxybenzonitrile

Refernces

• 1、 Leas, Derek A.,Dong, Yuxiang,Vennerstrom, Jonathan L.,Stack, Douglas E.. "One-Pot, Metal-Free Conversion of Anilines to Aryl Bromides and Iodides". supporting information. p. 2518 - 2521. Retrieved 2017/05/24.
• 2、 Li, Lu,Liu, Wenbo,Zeng, Huiying,Mu, Xiaoyue,Cosa, Gonzalo,Mi, Zetian,Li, Chao-Jun. "Photo-induced Metal-Catalyst-Free Aromatic Finkelstein Reaction". supporting information. p. 8328 - 8331. Retrieved 2015/07/15.