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2-Iodoaniline

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2-Iodoaniline Basic information

Product Name:
2-Iodoaniline
Synonyms:
  • LABOTEST-BB LTBB000671
  • BENZENAMINE, 2-IODO-
  • 2-Iodoaniline o-Iodoaniline
  • 2-lodoaniline
  • 2-IODOANILINE 98%
  • 2-Iodoaniline, 98+%
  • 1-Amino-2-iodobenzene
  • Aniline o-iodine
CAS:
615-43-0
MF:
C6H6IN
MW:
219.02
EINECS:
210-426-0
Product Categories:
  • Anilines, Aromatic Amines and Nitro Compounds
  • Amines
  • Phenyls & Phenyl-Het
  • Anilines, Amides & Amines
  • Iodine Compounds
  • Phenyls & Phenyl-Het
  • C2 to C6
  • Nitrogen Compounds
  • Pharmaceutical Intermediates
  • bc0001
Mol File:
615-43-0.mol
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2-Iodoaniline Chemical Properties

Melting point:
55-58 °C (lit.)
Boiling point:
262.0±23.0 °C(Predicted)
Density 
1.8155 (estimate)
Flash point:
>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
InChIKey
UBPDKIDWEADHPP-UHFFFAOYSA-N
CAS DataBase Reference
615-43-0(CAS DataBase Reference)
NIST Chemistry Reference
Benzenamine, 2-iodo-(615-43-0)
EPA Substance Registry System
o-Iodoaniline (615-43-0)
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Safety Information

Hazard Codes 
Xn,Xi
Risk Statements 
20/21/22-37/38-36/37/38
Safety Statements 
36/37-36/37/39-26-36
RIDADR 
2811
WGK Germany 
3
8
Hazard Note 
Irritant
TSCA 
T
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29214210

MSDS

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2-Iodoaniline Usage And Synthesis

Chemical Properties

YELLOW TO BROWN CRYSTALLINE NEEDLES

Uses

2-Iodoaniline is used as an intermediate in organic synthesis.

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.]

2-Iodoaniline Preparation Products And Raw materials

Preparation Products

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