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657123

Sigma-Aldrich

4-Amino-3-iodobenzonitrile

98%

Synonym(s):

1-Amino-2-iodo-4-cyanobenzene, 4-Cyano-2-iodoaniline

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About This Item

Linear Formula:
IC6H3(NH2)CN
CAS Number:
Molecular Weight:
244.03
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

98%

mp

112-115 °C (lit.)

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

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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.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Tetrahedron, 62, 12051-12051 (2006)

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