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136190

Sigma-Aldrich

1-Iodo-2-nitrobenzene

97%

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About This Item

Linear Formula:
IC6H4NO2
CAS Number:
609-73-4
Molecular Weight:
249.01
EC Number:
210-200-1
MDL number:
MFCD00007088
UNSPSC Code:
12352100
PubChem Substance ID:
24848264
NACRES:
NA.22

Assay

97%

form

solid

bp

288-289 °C (lit.)

mp

49-51 °C (lit.)

SMILES string

[O-][N+](=O)c1ccccc1I

InChI

1S/C6H4INO2/c7-5-3-1-2-4-6(5)8(9)10/h1-4H

InChI key

JXMZUNPWVXQADG-UHFFFAOYSA-N

Application

1-Iodo-2-nitrobenzene was used in one step synthesis of 2-(2-Pyridyl)-3H-indol-3-one N-Oxide. 1-Iodo-2-nitrobenzene was used in the synthesis of 1-(2-Nitrophenyl)-1H-indole in the presence of PEG3400 (poly(ethylene glycol))–Cs2CO3–copper pre-catalyst under microwave activation.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - 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)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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A one-step synthesis of 2-(2-Pyridyl)-3H-indol-3-one N-oxide: is it an efficient spin trap for hydroxyl radical?
G M Rosen et al.
The Journal of organic chemistry, 65(14), 4460-4463 (2000-07-13)
Dardan Hetemi et al.
Acta chimica Slovenica, dec(4), 818-824 (2018-01-11)
An efficient, versatile and non-destructive in situ method in reaction monitoring using vibrational spectroscopy is described. A Suzuki cross-coupling reaction was monitored in which the substrate 1-iodo-2-nitrobenzene reacted with the electrophile phenylboronic acid to form the product 2-nitrobiphenyl. To hasten
PEG3400-Cs2CO3: an efficient and recyclable microwave-enhanced catalytic system for ligand-free Ullmann arylation of indole and benzimidazole.
Colacino E, et al.
Tetrahedron, 66(21), 3730-3735 (2010)

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