| Identification | More | [Name]
2-Iodoaniline | [CAS]
615-43-0 | [Synonyms]
2-IODOANILINE
BENZENAMINE, 2-IODO-
LABOTEST-BB LTBB000671
O-IODOANILINE
OTAVA-BB BB7020410063
2-iodo-benzenamin
2-Iodo-phenylamine
Aniline, 2-iodo-
Aniline, o-iodo-
o-Aminoiodobenzene
2-Iodoaniline o-Iodoaniline
2-lodoaniline
2-IODOANILINE 98%
2-Iodoaniline, 98+%
2-iodo-benzenamine
1-Amino-2-iodobenzene | [EINECS(EC#)]
210-426-0 | [Molecular Formula]
C6H6IN | [MDL Number]
MFCD00007680 | [Molecular Weight]
219.02 | [MOL File]
615-43-0.mol |
| Chemical Properties | Back Directory | [Appearance]
YELLOW TO BROWN CRYSTALLINE NEEDLES | [Melting point ]
55-58 °C (lit.) | [Boiling point ]
262.0±23.0 °C(Predicted) | [density ]
1.8155 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
soluble in Chloroform, DCM, Ethyl Acetate, Toluene | [form ]
Crystalline Needles | [pka]
2.6(at 25℃) | [color ]
Yellow to brown | [Water Solubility ]
Insoluble in water. | [Sensitive ]
Light Sensitive | [BRN ]
2204899 | [InChI]
1S/C6H6IN/c7-5-3-1-2-4-6(5)8/h1-4H,8H2 | [InChIKey]
UBPDKIDWEADHPP-UHFFFAOYSA-N | [SMILES]
Nc1ccccc1I | [CAS DataBase Reference]
615-43-0(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzenamine, 2-iodo-(615-43-0) | [EPA Substance Registry System]
615-43-0(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P264-P271-P280-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R37/38:Irritating to respiratory system and skin .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S36/37:Wear suitable protective clothing and gloves .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
2811 | [WGK Germany ]
3
| [F ]
8 | [Hazard Note ]
Irritant | [TSCA ]
T | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
29214210 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
YELLOW TO BROWN CRYSTALLINE NEEDLES | [Uses]
2-Iodobenzenamine is an synthetic intermediate for the synthesis of complex organic compounds and pharmaceuticals. | [Preparation]
2-iodoaniline and its derivatives are commonly used for the preparation of indole-based anticancer drugs, which have high market value, and further synthesis can lead to high-end synthetic intermediates with complex structures.
Take a reaction tube, add 50mg of sodium azide, 75mg of 1-(2-iodophenyl)ethanol, 300uL of trifluoroacetic acid, 150uL of methanesulfonic acid and 1.0mL of hexane, and stir for 24 hours at 40℃. After the reaction, 10 mL of sodium hydroxide solution was added to quench the reaction. The organic phase was washed with 5 mL of brine, and the organic phase was combined and separated by column chromatography to obtain 58.4 mg of 2-iodoaniline in 89% yield.
Synthesis of 2-iodoaniline | [Purification Methods]
Distil 2-iodoaniline with steam and crystallise it from *benzene/pet ether. The N-acetyl derivative has m 110o. [Beilstein 12 IV 1542.] |
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