490039-73-1

Basic information

• Product Name: 2-IODONICOTINONITRILE 98
• Synonyms: 2-IODONICOTINONITRILE 98;2-Iodopyridine-3-carbonitrile;2-Iodonicotinonitrile 98%;2-Iodopyridine-3-carbonitrile, 3-Cyano-2-iodopyridine
• CAS NO: 490039-73-1
• Molecular Formula: C6H3IN2
• Molecular Weight: 230.00589
• Product Categories: blocks;Carboxes;Iodides;Pyridines
• Mol File: 490039-73-1.mol
• Article Data: 2

Chemical Properties

• Melting Point: 187-189
• Boiling Point: 309.5 °C at 760 mmHg
• Flash Point: 141 °C
• Appearance: /
• Density: 2.04 g/cm³
• Vapor Pressure: 0.000637mmHg at 25°C
• Refractive Index: 1.669
• Storage Temp.: Keep Cold
• PKA: -1.60±0.10(Predicted)
• CAS DataBase Reference: 2-IODONICOTINONITRILE 98(CAS DataBase Reference)
• NIST Chemistry Reference: 2-IODONICOTINONITRILE 98(490039-73-1)
• EPA Substance Registry System: 2-IODONICOTINONITRILE 98(490039-73-1)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 490039-73-1(Hazardous Substances Data)

Usage

General Description

2-Iodoniconoticotinonitrile 98 is a chemical compound with the molecular formula C6H3IN2. It is a white to off-white crystalline powder with a purity of 98%. 2-IODONICOTINONITRILE 98 is primarily used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. It is also employed as a chemical reagent in organic synthesis. 2-Iodoniconoticotinonitrile 98 is known for its high reactivity and is used in various chemical reactions to introduce the iodo group into organic molecules. It is important to handle this compound with caution, as it can be toxic if ingested or inhaled, and it may cause skin and eye irritation upon contact.

InChI:InChI=1/C6H3IN2/c7-6-5(4-8)2-1-3-9-6/h1-3H

Upstream product

• 100-54-9 pyridine-3-carbonitrile 

Relevant articles and documents

Direct metalation of heteroaromatic esters and nitriles using a mixed lithium-cadmium base. Subsequent conversion to dipyridopyrimidinones

(Chemical Equation Presented) All pyridine nitriles and esters were metalated at the position next to the directing group using (TMP) 3CdLi in tetrahydrofuran at room temperature. The 2-, 3-, and 4-cyanopyridines were treated with 0.5 equiv of base for 2 h to afford, after subsequent trapping with iodine, the corresponding 3-iodo, 2-iodo, and 3-iodo derivatives, respectively, in yields ranging from 30 to 61%. Cyanopyrazine was similarly functionalized at the 3 position in 43% yield. Ethyl 3-iodopicolinate and -isonicotinate were synthesized from the corresponding pyridine esters in 58 and 65% yield. Less stable ethyl 4-iodonicotinate also formed under the same conditions and was directly converted to ethyl 4-(pyrazol-1-yl)nicotinate in a two-step 38% yield. All three ethyl iodopyridinecarboxylates were involved in a one-pot palladium-catalyzed cross-coupling reaction/cyclization using 2-aminopyridine to afford new dipyrido[1,2-a:3′,2′-d]pyrimidin-11- one, dipyrido[1,2-a:4′,3′-d]pyrimidin-11-one, and dipyrido[1,2-a:3′,4′-d]pyrimidin-5-one in yields ranging from 50 to 62%. A similar crosscoupling/ cyclization sequence was applied to methyl 2-chloronicotinate using 2-aminopyridine, 2-amino-5-methylpyridine, and 1-aminoisoquinoline to give the corresponding tricyclic or tetracyclic compounds in 43-79% yield. Dipyrido[1,2-a:4′,3′-d]pyrimidin-11-one and dipyrido[1,2-a:3′,4′-d]pyrimidin-5-one showed a good bactericidal activity against Pseudomonas aeroginosa. Dipyrido-[1,2-a:2′,3′-d] pyrimidin-5-one and pyrido[2′,3′:4,5]pyrimidino[2,1-a]isoquinolin-8- one showed a fungicidal activity against Fusarium and dipyrido[1,2-a:4′, 3′-d]pyrimidin-11-one against Candida albicans. Ethyl 4-(pyrazol-1-yl) nicotinate and dipyrido[1,2-a:2′,3′-d]pyrimidin-5-one have promising cytotoxic activities, the former toward a liver carcinoma cell line (HEPG2) and the latter toward a human breast carcinoma cell line (MCF7).