576689
2-Iodo-4-nitroaniline
97%
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About This Item
Linear Formula:
IC6H3(NO2)NH2
CAS Number:
Molecular Weight:
264.02
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
Form:
solid
InChI
1S/C6H5IN2O2/c7-5-3-4(9(10)11)1-2-6(5)8/h1-3H,8H2
SMILES string
Nc1ccc(cc1I)[N+]([O-])=O
InChI key
LOLSEMNGXKAZBZ-UHFFFAOYSA-N
assay
97%
form
solid
mp
105-109 °C (lit.)
functional group
iodo, nitro
General description
2-Iodo-4-nitroaniline can be synthesized via reaction of 4-nitroaniline with iodine and silver acetate.
Application
2-iodo-4-nitroaniline may be used to synthesize the following:
- 2-iodo-4-nitrobenzonitrile via reaction with sodium nitrite to form a diazonium salt, which then reacts with a mixture of CuCN/KCN
- 2-iodo-p-phenylenediamine by reacting with tin(II)dihydrate in conc.HCl
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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"Preparation of 2-arylated-1, 4-phenylenediamines by palladium-catalyzed cross-coupling reactions"
Jensen EA, et al.
Journal of Organometallic Chemistry, 653(01), 122-128 (2002)
"Synthesis of optically active ring-A substituted tryptophans as IDO inhibitors"
Li X, et al.
Tetrahedron Letters, 45(46), 8569-8573 (2004)
"Identification and optimization of a novel series of [2.2. 1]-oxabicyclo imide-based androgen receptor antagonists"
Salvati.EM, et al.
Bioorganic & Medicinal Chemistry Letters, 18(06), 1910-1915 (2008)
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