158387-19-0

Basic information

• Product Name: 2-IODOBENZOYLACETONITRILE
• Synonyms: 2-IODOBENZOYLACETONITRILE;2-Iodo-b-oxo-benzenepropanenitrile
• CAS NO: 158387-19-0
• Molecular Formula: C₉H₆INO
• Molecular Weight: 271.05
• Mol File: 158387-19-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 86-88 °C(Solv: hexane (110-54-3); dichloromethane (75-09-2))
• Boiling Point: 373.607°C at 760 mmHg
• Flash Point: 179.751°C
• Appearance: /
• Density: 1.772g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.62
• PKA: 6?+-.0.10(Predicted)
• CAS DataBase Reference: 2-IODOBENZOYLACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-IODOBENZOYLACETONITRILE(158387-19-0)
• EPA Substance Registry System: 2-IODOBENZOYLACETONITRILE(158387-19-0)

Safety Data

• Hazardous Substances Data: 158387-19-0(Hazardous Substances Data)

Usage

General Description

2-Iodobenzoylacetonitrile is a chemical compound with the molecular formula C10H6INO. It is a white to light brown solid that is commonly used as a reagent in organic synthesis. 2-IODOBENZOYLACETONITRILE is often utilized in the preparation of various heterocyclic compounds and pharmacologically active molecules. It is also a useful building block in the synthesis of pharmaceuticals and agrochemicals. 2-Iodobenzoylacetonitrile is known for its high reactivity and selectivity in certain chemical reactions, making it a valuable tool for researchers and professionals in the field of chemistry and drug discovery.

InChI:InChI=1/C9H6INO/c10-8-4-2-1-3-7(8)9(12)5-6-11/h1-4H,5H2

Upstream product

• 610-97-9 o-iodo-methyl-benzoic acid 
• 75-05-8 acetonitrile 
• 1829-28-3 ethyl 2-iodobenzoate 

Downstream Products

• 1040283-48-4 (Z)-2-{(Z)-3-[(1-hydroxycyclohexyl)methylene]isobenzofuran-1(3H)-ylidene}acetonitrile 
• 1040283-50-8 (Z)-2-[(Z)-3-benzylideneisobenzofuran-1(3H)-ylidene]acetonitrile 
• 141259-11-2 4-oxo-2-phenyl-1,4-dihydroquinoline-3-carbonitrile 
• 20914-06-1 2,2-dichloro-1-(2-iodophenyl)ethan-1-one 
• 1044833-24-0 (S)-3-hydroxy-3-(2-iodophenyl)propanenitrile 

Relevant articles and documents

Iodolopyrazolium Salts: Synthesis, Derivatizations, and Applications

The synthesis of iodolopyrazolium triflates via an oxidative cyclization of 3-(2-iodophenyl)-1H-pyrazoles is described. The reaction is characterized by a broad substrate scope, and various applications of these novel cyclic iodolium salts acting as useful synthetic intermediates are demonstrated, in particular in site-selective ring openings. This was finally applied to generate derivatives of the anti-inflammatory drug celecoxib. Their application as highly active halogen-bond donors is shown as well.

One-pot dichlorinative deamidation of primary β-ketoamides

An approach to the dichlorinative deamidation of primary β-ketoamides through ketonic cleavage is described, and a series of α,α-dichloroketones were furnished mostly in the presence of TEMPO. Based on control experiments, a mechanism involving tandem dichlorination and deamidation is proposed to interpret the observed reactivity.

Synthesis of (Z)-2-[(Z)-3-alkylideneisobenzofuran-1(3H)-ylidene]acetic acid derivatives by sequential coupling-cyclization between 3-(2-iodophenyl)-3- oxopropanoic acid derivatives and terminal alkynes

3-(2-Iodophenyl)-3-oxopropanoic acid derivatives reacted efficiently with various terminal alkynes in the presence of catalytic amounts of dichlorobis(triphenylphosphine)palladium and copper(I) iodide and two molar amounts of triethylamine in N,N-dimethyl