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4-Iodo-N,N-dimethylaniline

| NFPA-H = 3 | NFPA-F = 2 | NFPA-R = 0

4-Iodo-N,N-dimethylaniline, usually called 4-iododimethylaniline, is an organic compound with the formula IC6H4N(CH3)2. It is a dark blue to purple solid. The compound is used to attach the dimethylanilinyl group to other substrates.

Synthesis

4-Iodo-dimethylaniline is prepared by iodination of dimethylaniline. :C6H5NMe2 + I2 → I:C6H4NMe2 + HI

The iodination is so efficient that it has been recommended for quantifying the presence of iodine.

References

SDS from LGC Standards https://www.lgcstandards.com/DE/de/4-Iodo-N-N-dimethylaniline/p/TRC-I719595-100MG last checked 24.11.2023
ACDLabs. "N,N-Dimethyl-4-iodoaniline". ChemSpider.
(1986). "The iodination of aromatic substrates on alumina". Tetrahedron Letters.
Mishra S, Singh V, Jain A, Verma K. K. "Determination of iodide by derivatization to 4-iodo-N,N-dimethylaniline and gas chromatography-mass spectrometry" Analyst. 2000, vol. 125, p. 459-64.

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anilines 4-iodophenyl-compounds

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