40400-15-5

Basic information

• Product Name: 2-IODOPHENYLACETONITRILE
• Synonyms: O-IODOPHENYLACETONITRILE;2-IODOPHENYLACETONITRILE;2-IODOBENZYL CYANIDE;2-Iodophenylacetonitrile,96%;2-Iodobenzeneacetonitrile;2-(2-iodophenyl)acetonitrile;o-Iodobenzyl cyanide;2-Iodophenylacetonitrile 97%
• CAS NO: 40400-15-5
• Molecular Formula: C₈H₆IN
• Molecular Weight: 243.04
• Mol File: 40400-15-5.mol
• Article Data: 17

Chemical Properties

• Boiling Point: 113-120 °C0.5 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.75 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000795mmHg at 25°C
• Refractive Index: n20/D 1.618(lit.)
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive: Light Sensitive
• BRN: 2083106
• CAS DataBase Reference: 2-IODOPHENYLACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-IODOPHENYLACETONITRILE(40400-15-5)
• EPA Substance Registry System: 2-IODOPHENYLACETONITRILE(40400-15-5)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 23-26-36
• RIDADR: 3276
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 40400-15-5(Hazardous Substances Data)

Usage

Uses

2-Iodophenylacetonitrile may be used in the preparation of:2?-aminobiphen-2-ylacetonitrileethyl (2-iodophenyl)iminoacetate hydrochloride3,4-disubstituted 2-naphthalenaminesIt may also be used in the preparation of the following nitriles:2-(2-iodophenyl)-2-methylpropanenitrile1-(2-iodophenyl)cyclopentanecarbonitrile5-bromo-2-(2-iodophenyl)pentanenitrile2-(2-iodophenyl)-2-propylpentanenitrile 1-(2-iodophenyl)cyclohexanecarbonitrile1-(2-Iodophenyl)cyclopropanecarbonitrile

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.

InChI:InChI=1/C8H6IN/c9-8-4-2-1-3-7(8)5-6-10/h1-4H,5H2

Upstream product

• 40400-13-3 2-Iodobenzyl bromide 
• 151-50-8 potassium cyanide 
• 143-33-9 sodium cyanide 
• 59473-45-9 2-(chloromethyl)iodobenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 4622-38-2 2-iodobenzyliodide 
• 591-50-4 iodobenzene 
• 75-05-8 acetonitrile 
• 164594-13-2 Phenyl[2-(trimethylsilyl)phenyl]iodonium trifluoromethanesulfonate 
• 183789-20-0 2-iodobenzyl methanesulfonate 
• 5159-41-1 2-iodobenzyl alcohol 
• 615-37-2 ortho-methylphenyl iodide 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 17729-59-8 tri-n-butyl(cyanomethyl)stannane 

Downstream Products

• 201035-87-2 1-[5-'-(3''-tert-butyldiphenylsilyloxy-propan-1''-yl)-2'-furanyl]-2-methylcyanobenzene 
• 140-29-4 phenylacetonitrile 
• 325141-71-7 [2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetonitrile 
• 927675-23-8 {2-[7-(2-thienyl)-1,6-heptadiynyl]phenyl}acetonitrile 
• 927675-26-1 {2-[7-(trimethylsilyl)hepta-1,6-diyn-1-yl]phenyl}acetonitrile 
• 927675-27-2 [2-(3-{[3-(trimethylsilyl)prop-2-yn-1-yl]oxy}prop-1-yn-1-yl)phenyl]acetonitrile 
• 1027602-12-5 C₁₅H₁₅BrO₂ 
• 944382-73-4 1-[5'-(3''-hydroxy-propan-1''-yl)-2'-furanyl]-2-methylcyano-benzene 
• 944382-56-3 1-[5'-(3''-bromo-propan-1''-yl)-2'-furanyl]-2-methylcyano-benzene 
• 944382-58-5 1-[5'-(3''-bromo-propan-1''-yl)-2'-furanyl]-2-(2'''-oxo-but-3'''-yn-1'''-yl)benzene 
• 201035-88-3 1-[5'-(3''-iodo-propan-1''-yl)-2'-furanyl]-2-(2'''-oxo-but-3'''-yn-1'''-yl)benzene 
• 944382-57-4 1-[5'-(3''-bromo-propan-1''-yl)-2'-furanyl]-2-(2'''-hydroxybut-3'''-yn-1'''-yl)benzene 
• 19819-95-5 2-(2-chlorophenyl)-1-ethanol 
• 1151654-22-6 2-(2-iodophenyl)-2,3-dihydro-1H-indene-2-carbonitrile 

Relevant articles and documents

Long-Lived, Strongly Emissive, and Highly Reducing Excited States in Mo(0) Complexes with Chelating Isocyanides

Newly discovered tris(diisocyanide)molybdenum(0) complexes are Earth-abundant isoelectronic analogues of the well-known class of [Ru(α-diimine)3]2+ compounds with long-lived 3MLCT (metal-to-ligand charge transfer) excited

Palladium-Catalyzed, ortho-Selective C-H Halogenation of Benzyl Nitriles, Aryl Weinreb Amides, and Anilides

A palladium-catalyzed, ortho-selective C-H halogenation methodology is reported herein. The highlight of the work is the highly selective C(sp2)-H functionalization of benzyl nitriles in the presence of activated C(sp3)-H bond, which results in good yields of the halogenated products with excellent regioselectivity. Along with benzyl nitriles, aryl Weinreb amides and anilides have been evaluated for the transformation using aprotic conditions. Mechanistic studies yield interesting aspects with respect to the pathway of the reaction and the directing group abilities.