ChemicalBook--->CAS DataBase List--->533-70-0

533-70-0

533-70-0 Structure

533-70-0 Structure
IdentificationBack Directory
[Name]

2,4-Diiodoaniline
[CAS]

533-70-0
[Synonyms]

2,4-DIIODOANILINE
2,4-Diiodobenzene
(2,4-diiodophenyl)amine
[Molecular Formula]

C6H5I2N
[MDL Number]

MFCD01851096
[MOL File]

533-70-0.mol
[Molecular Weight]

344.92
Chemical PropertiesBack Directory
[Melting point ]

94-95°C
[Boiling point ]

346.0±32.0 °C(Predicted)
[density ]

2.7480
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[pka]

1.74±0.10(Predicted)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P280-P301+P312-P302+P352-P305+P351+P338
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Aniline-->Iodate(1-), dichloro-, potassium (9CI)-->Hydrochloric acid
Hazard InformationBack Directory
[Uses]

2,4-Diiodoaniline is an aromatic hydrocarbon derivative and is used as an intermediate in pharmaceutical synthesis. It is used to synthesis of 5-Iodo-2-phenyl-benzimidazole.
[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).
Spectrum DetailBack Directory
[Spectrum Detail]

2,4-Diiodoaniline(533-70-0)1HNMR
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