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531464 Sigma-Aldrich

2-Iodophenylacetonitrile

97%

Synonym: 2-Iodobenzyl cyanide

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Properties

Related Categories Building Blocks, C8 to C9, Chemical Synthesis, Cyanides/Nitriles, Nitrogen Compounds - Organic Building Blocks,
assay   97%
refractive index   n20/D 1.618 (lit.)
bp   113-120 °C/0.5 mmHg (lit.)
density   1.75 g/mL at 25 °C (lit.)
SMILES string   Ic1ccccc1CC#N
InChI   1S/C8H6IN/c9-8-4-2-1-3-7(8)5-6-10/h1-4H,5H2
InChI key   FPSGTRJUQLYLHE-UHFFFAOYSA-N

Description

General description

2-Iodophenylacetonitrile is a 2-aryl substituted nitrile. It reacts with lactams to form ring-fused isoquinolinones via palladium-catalyzed carboxamidation in tandem with aldol condensation.

Application

2-Iodophenylacetonitrile may be used in the preparation of:
• 2?-aminobiphen-2-ylacetonitrile
• ethyl (2-iodophenyl)iminoacetate hydrochloride
• 3,4-disubstituted 2-naphthalenamines

It may also be used in the preparation of the following nitriles:
• 2-(2-iodophenyl)-2-methylpropanenitrile
• 1-(2-iodophenyl)cyclopentanecarbonitrile
• 5-bromo-2-(2-iodophenyl)pentanenitrile
• 2-(2-iodophenyl)-2-propylpentanenitrile
• 1-(2-iodophenyl)cyclohexanecarbonitrile
• 1-(2-Iodophenyl)cyclopropanecarbonitrile

Packaging

10 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Target organs 
Respiratory system
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
230.0 °F - closed cup
Flash Point(C) 
110 °C - closed cup

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Peer-Reviewed Papers
15

References

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