533-70-0

Basic information

• Product Name: 2,4-Diiodoaniline
• Synonyms: 2,4-DIIODOANILINE;2,4-Diiodobenzene;(2,4-diiodophenyl)amine
• CAS NO: 533-70-0
• Molecular Formula: C₆H₅I₂N
• Molecular Weight: 344.92
• Mol File: 533-70-0.mol

Chemical Properties

• Melting Point: 94-95°C
• Boiling Point: 346 °C at 760 mmHg
• Flash Point: 163 °C
• Appearance: /
• Density: 2.7480
• Vapor Pressure: 5.94E-05mmHg at 25°C
• Refractive Index: 1.767
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 1.74±0.10(Predicted)
• CAS DataBase Reference: 2,4-Diiodoaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Diiodoaniline(533-70-0)
• EPA Substance Registry System: 2,4-Diiodoaniline(533-70-0)

Safety Data

• Hazardous Substances Data: 533-70-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
2,4-Diiodoaniline is used as an intermediate in the pharmaceutical industry for the synthesis of various drugs and medicinal compounds. Its unique chemical structure allows it to be a key component in the development of new pharmaceuticals with potential therapeutic benefits.
Used in the Synthesis of 5-Iodo-2-Phenyl-Benzimidazole:
Specifically, 2,4-Diiodoaniline is utilized in the production of 5-Iodo-2-Phenyl-Benzimidazole, a compound with potential applications in the medical field. The synthesis of 2,4-Diiodoaniline leverages the reactivity and properties of 2,4-Diiodoaniline, highlighting its importance in the development of novel pharmaceutical agents.

Synthesis

2,4-Diiodoaniline is generally prepared by the reactions of aniline with iodine in the presence of oxidants, with ICl vapor.Step: Freshly distilled aniline (1mL, 11mmol) was dissolved in concentrated HCl (50 mL) and diluted with water to 0.5 L. Then KICl2 (5.2 g, 22 mmol) was added portionwise with vigorous stirring at ≈20 °C, this being followed by the gradual formation of a grayish precipitate. After completion of the reaction (3h), the precipitate was filtered off and recrystallized from benzene with addition of activated carbon. The yield of diiodoaniline was 2.14g (57%), m.p. 95 °C.1H NMR (CDCl3), δ: 3.74 (br.s, 2 H, NH2); 6.49 (d, 1 H, C(6)H, J = 8.2 Hz); 7.36 (dd, 1 H, C(5)H, J1 = 1.0 Hz; J2 = 8.2 Hz); 7.87 (d, 1 H, C(3)H, J = 1 Hz).

InChI:InChI=1/C6H5I2N/c7-4-1-2-6(9)5(8)3-4/h1-3H,9H2

Upstream product

• 615-43-0 2-iodophenylamine 
• 7790-99-0 Iodine monochloride 
• 64-19-7 acetic acid 
• 62-53-3 aniline 
• 540-37-4 p-aminoiodobenzene 
• 116529-48-7 2,6-diiodo-3-nitro-aniline 
• 609-73-4 o-nitroiodobenzene 
• 7553-56-2 iodine 
• 7647-01-0 hydrogenchloride 
• 6303-60-2 2,4-diiodo-1-nitro-benzene 

Downstream Products

• 57279-79-5 (2,4-diiodo-phenyl)-hydrazine 
• 2012-29-5 2,4-diiodophenol 
• 626-00-6 1,3-Diiodobenzene 
• 89280-76-2 2-bromo-4,6-diiodoaniline 
• 861613-82-3 N-(2-iodo-4-iodophenyl)acetamide 
• 860745-44-4 chloro-acetic acid-(2,4-diiodo-anilide) 
• 878133-06-3 N-(2,4-diiodo-phenyl)-2,2,2-trifluoro-acetamide 
• 132131-24-9 5-iodoanthranilonitrile 
• 74173-76-5 2,4-dichloro-6-iodoquinazoline 
• 915231-53-7 N-(2,4-diiodophenyl)-N-methyl-2-heptynamide 

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