2-IODOBENZOYLACETONITRILE

Base Information

• Chemical Name: 2-IODOBENZOYLACETONITRILE
• CAS No.: 158387-19-0
• Molecular Formula: C9H6 I N O
• Molecular Weight: 271.057
• Mol file: 158387-19-0.mol

Synonyms:a-Cyano-o-iodoacetophenone

Chemical Property of 2-IODOBENZOYLACETONITRILE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 86-88 °C(Solv: hexane (110-54-3); dichloromethane (75-09-2))
• Refractive Index: 1.62
• Boiling Point: 373.607°C at 760 mmHg
• PKA: 6?+-.0.10(Predicted)
• Flash Point: 179.751°C
• PSA: 40.86000
• Density: 1.772g/cm³
• LogP: 2.38758

Purity/Quality:

98%min ^*data from raw suppliers

3-(2-Iodophenyl)-3-oxopropanenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-IODOBENZOYLACETONITRILE

There total 2 articles about 2-IODOBENZOYLACETONITRILE 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: 79.0%

o-iodo-methyl-benzoic acid (610-97-9) + acetonitrile (75-05-8,26809-02-9) → 3-(2-iodophenyl)-3-oxopropanenitrile (158387-19-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; for 2h; Reflux;

DOI:10.1021/acs.orglett.0c02593

Reference yield: 57.0%

ethyl 2-iodobenzoate (1829-28-3) + acetonitrile (75-05-8,26809-02-9) → 3-(2-iodophenyl)-3-oxopropanenitrile (158387-19-0)

Guidance literature:

acetonitrile; With n-butyllithium; In tetrahydrofuran; at -78 ℃;

ethyl 2-iodobenzoate; for 0.25h; Further stages.;

DOI:10.1055/s-2008-1032120

Reference yield: 80.0%

3-(2-iodophenyl)-3-oxopropanenitrile (158387-19-0) + C8H9NO3 → C14H10INO2

Guidance literature:

With cesiumhydroxide monohydrate; In dichloromethane; at 30 ℃; for 12h;

DOI:10.1039/d0ra10686k

upstream raw materials:

ethyl 2-iodobenzoate

acetonitrile

o-iodo-methyl-benzoic acid

Downstream raw materials:

(Z)-2-{(Z)-3-[(1-hydroxycyclohexyl)methylene]isobenzofuran-1(3H)-ylidene}acetonitrile

(Z)-2-[(Z)-3-benzylideneisobenzofuran-1(3H)-ylidene]acetonitrile

(S)-3-hydroxy-3-(2-iodophenyl)propanenitrile

2,2-dichloro-1-(2-iodophenyl)ethan-1-one

Refernces

• 1、 Yuan, Zhenbo,Feng, Ziwen,Zeng, Yuye,Zhao, Xiaobin,Lin, Aijun,Yao, Hequan. "Palladium-Catalyzed Asymmetric Intramolecular Reductive Heck Desymmetrization of Cyclopentenes: Access to Chiral Bicyclo[3.2.1]octanes". supporting information. p. 2884 - 2888. Retrieved 2019/02/16.
• 2、 Vazquez-Villa, Henar,Reber, Stefan,Ariger, Martin A.,Carreira, Erick M.. "Iridium diamine catalyst for the asymmetric transfer hydrogenation of ketones". supporting information; experimental part. p. 8979 - 8981. Retrieved 2011/11/30.