657123

4-Amino-3-iodobenzonitrile

98%

• Synonym(s): 1-Amino-2-iodo-4-cyanobenzene, 4-Cyano-2-iodoaniline
• Linear Formula: IC₆H₃(NH₂)CN
• CAS Number: 33348-34-4
• Molecular Weight: 244.03
• MDL number: MFCD04039964
• UNSPSC Code: 12352100
• PubChem Substance ID: 24884265
• NACRES: NA.22

Properties

• Assay: 98%
• mp: 112-115 °C (lit.)
• functional group: iodo; nitrile
• SMILES string: Nc1ccc(cc1I)C#N
• InChI: 1S/C7H5IN2/c8-6-3-5(4-9)1-2-7(6)10/h1-3H,10H2
• InChI key: UOWVTQFTEAYDLM-UHFFFAOYSA-N

Description

Application

Reactant involved in:

• Hydroamination-double hydroarylation for synthesis of fuzed carbazoles
• Cycloisomerizations of aromatic homo- and bis-homopropargylic amine / amide intermediates
• Asymmetric organocatalytic condensation and cycloaddition
• Regioselective aryl C-H bond functionalization
• Synthesis of [(triisopropylsilyl)ethynyl]indole derivatives
• Domino condensation / S-arylation / heterocyclization reactions

Palladium-catalyzed carbonylation of iodoanilines provides ketoamides in the presence of primary and secondary amines.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves