4-Iodo-N,N-dimethylaniline
Appearance
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Names | |
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Preferred IUPAC name
4-Iodo-N,N-dimethylaniline | |
Other names
N,N-Dimethyl-4-iodoaniline
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Identifiers | |
3D model (JSmol)
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ChemSpider | |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C8H10IN | |
Molar mass | 247.079 g·mol−1 |
Appearance | dark blue to purple solid [1] |
Density | 1.652 g/cm3[2] |
Boiling point | 263.7 °C (506.7 °F; 536.8 K) |
34.64 mg/L | |
Vapor pressure | 2 mmHg |
Hazards | |
GHS labelling: | |
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NFPA 704 (fire diamond) | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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
[edit]4-Iodo-dimethylaniline is prepared by iodination of dimethylaniline.[3]
- C6H5NMe2 + I2 → I:C6H4NMe2 + HI
The iodination is so efficient that it has been recommended for quantifying the presence of iodine.[4]
References
[edit]- ^ 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.
- ^ Boothe, Richard; Dial, Christopher; Conaway, Richard; Pagnl, Richard M.; Kabalka, George W. (1986). "The iodination of aromatic substrates on alumina". Tetrahedron Letters. 27 (20): 2207–10. doi:10.1016/S0040-4039(00)84488-3.
- ^ 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.