2-Iodo-4-nitroaniline

Product Name: 2-Iodo-4-nitroaniline
CAS No.: 6293-83-0
Chemical Name: 2-Iodo-4-nitroaniline
Synonyms: 2-Iodo-4-nitroaniline;2-Iodo-4-nitroaniline>2-Iodo-4-nitrophenylaMine;2-Iodo-4-nitrobenzenamine;2-IODO-4-NITROANILINE 97;4-Amino-3-iodonitrobenzene;Benzenamine, 2-iodo-4-nitro-;2-IODO-4-NITROANILINE(CAS:6293-83-0);2-Iodo-4-nitroaniline ISO 9001：2015 REACH;3-phenylmethoxy-N-[3-(trifluoromethoxy)phenyl]benzamide
CBNumber: CB4499998
Molecular Formula: C6H5IN2O2
Formula Weight: 264.02
MOL File: 6293-83-0.mol

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2-Iodo-4-nitroaniline Property

Melting point:: 105-109 °C (lit.)
Boiling point:: 377.6±27.0 °C(Predicted)
Density: 2.278 g/cm3
storage temp.: Keep in dark place,Inert atmosphere,2-8°C
solubility: Methanol
pka: -1.18±0.10(Predicted)
form: Solid
color: Yellow
λmax: 360nm(MeOH)(lit.)
Stability:: Light Sensitive
InChI: InChI=1S/C6H5IN2O2/c7-5-3-4(9(10)11)1-2-6(5)8/h1-3H,8H2
InChIKey: LOLSEMNGXKAZBZ-UHFFFAOYSA-N
SMILES: C1(N)=CC=C([N+]([O-])=O)C=C1I

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
RIDADR: Not available
WGK Germany: 3
HS Code: 29214200

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 576689
Product name: 2-Iodo-4-nitroaniline
Purity: 97%
Packaging: 1g
Price: $85
Updated: 2023/06/20

Sigma-Aldrich

Product number: 576689
Product name: 2-Iodo-4-nitroaniline
Purity: 97%
Packaging: 5g
Price: $198
Updated: 2023/06/20

TCI Chemical

Product number: I0878
Product name: 2-Iodo-4-nitroaniline
Purity: >98.0%(GC)
Packaging: 1g
Price: $47
Updated: 2025/07/31

TCI Chemical

Product number: I0878
Product name: 2-Iodo-4-nitroaniline
Purity: >98.0%(GC)
Packaging: 5g
Price: $185
Updated: 2025/07/31

TRC

Product number: I715705
Product name: 2-Iodo-4-nitroaniline
Packaging: 1g
Price: $75
Updated: 2021/12/16

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2-Iodo-4-nitroaniline Chemical Properties,Usage,Production

Chemical Properties

Yellow-red cryst

Uses

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

Synthesis Reference(s)

Synthetic Communications, 22, p. 3215, 1992 DOI: 10.1080/00397919208021135

General Description

2-Iodo-4-nitroaniline can be synthesized via reaction of 4-nitroaniline with iodine and silver acetate.

Synthesis

100-01-6

6293-83-0

General procedure for the synthesis of 2-iodo-4-nitroaniline from 4-nitroaniline: 4-nitroaniline (298.2 mg, 2.16 mmol, 1.0 eq.) was dissolved in acetonitrile (3.0 mL) at room temperature, and N-iodosuccinimide (NIS, 579.1 mg, 2.36 mmol, 1.1 eq.) and trimeshylchlorosilane ( TMSCl, 27 μL, 23.1 mg, 0.21 mmol, 0.1 equiv) and the reaction was stirred at room temperature. The progress of the reaction was monitored by thin layer chromatography (TLC) and the reaction was completed after about 20 min. Water was added to the reaction mixture and the aqueous phase was extracted three times with ethyl acetate (EtOAc). The organic phases were combined, washed sequentially with saturated aqueous sodium bicarbonate (NaHCO3) and saturated aqueous sodium chloride (NaCl), dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure. The crude product was purified by column chromatography on silica gel (SiO2) with 50% ethyl acetate-hexane mixed solvent as eluent to give 545.6 mg (96% yield) of 2-iodo-4-nitroaniline as yellow crystals.

References

[1] Journal of Organic Chemistry, 2016, vol. 81, # 3, p. 772 - 780
[2] Synthesis, 2004, # 11, p. 1869 - 1873
[3] Russian Journal of Organic Chemistry, 2016, vol. 52, # 3, p. 433 - 436
[4] Zh. Org. Khim., 2016, vol. 52, # 3, p. 433 - 436,4
[5] Journal of Medicinal Chemistry, 2007, vol. 50, # 6, p. 1380 - 1400

2-Iodo-4-nitroaniline Preparation Products And Raw materials

Raw materials

Preparation Products

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2-Iodo-4-nitroaniline Suppliers

Americas 1 China 152 Europe 1 Germany 1 India 5 Japan 1 Switzerland 1 Ukraine 1 United Kingdom 3 United States 11 Global 177

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View Lastest Price from 2-Iodo-4-nitroaniline manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: 2-Iodo-4-nitroaniline 6293-83-0
Price: US $1.10-9.90/KG
Min. Order: 1KG
Purity: 99% min
Supply Ability: 100kg
Release date: 2025-08-18

Career Henan Chemical Co

Product: 2-Iodo-4-nitroaniline 6293-83-0
Price: US $7.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: JD 792
Release date: 2019-09-02

6293-83-0, 2-Iodo-4-nitroanilineRelated Search:

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2-IODO-4-NITROANILINE 97

2-Iodo-4-nitroaniline

2-Iodo-4-nitrobenzenamine

2-Iodo-4-nitrophenylaMine

4-Amino-3-iodonitrobenzene

2-Iodo-4-nitroaniline&gt

Benzenamine, 2-iodo-4-nitro-

2-IODO-4-NITROANILINE(CAS:6293-83-0)

2-Iodo-4-nitroaniline ISO 9001：2015 REACH

6293-83-0

6293-83

Anilines, Aromatic Amines and Nitro Compounds

Amines

C2 to C6

Nitrogen Compounds