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N-Ethyl-N-(2-chloroethyl)aniline

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N-Ethyl-N-(2-chloroethyl)aniline
Names
Preferred IUPAC name N-(2-Chloroethyl)-N-ethylaniline
Other names Ethyl(chloroethyl)aniline
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.001.964 Edit this at Wikidata
EC Number
  • 202-159-3
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C10H14ClN/c1-2-12(9-8-11)10-6-4-3-5-7-10/h3-7H,2,8-9H2,1H3Key: DBDNQNARCHWMSP-UHFFFAOYSA-N
SMILES
  • CCN(CCCl)C1=CC=CC=C1
Properties
Chemical formula C10H14ClN
Molar mass 183.68 g·mol
Appearance Colorless or white solid
Melting point 45.5–46.5 °C (113.9–115.7 °F; 318.6–319.6 K)
Hazards
GHS labelling:
Pictograms GHS06: Toxic
Signal word Danger
Hazard statements H301, H311
Precautionary statements P264, P270, P280, P301+P310, P302+P352, P312, P321, P322, P330, P361, P363, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

N-Ethyl-N-(2-chloroethyl)aniline is the organic compound with the formula C6H5N(Et)(CH2CH2Cl) (Et = ethyl). It is a low-melting colorless solid that is an alkylating agent. The compound is a precursor to several cationic azo dyes via reaction of the chloroethyl group with tertiary amines or pyridine followed by azo coupling. Examples of derived dyes include C. I. Basic Red 18, Maxilon Red 2GL, and Yoracryl Red 2G.

References

  1. Klaus Hunger; Peter Mischke; Wolfgang Rieper; et al. (2005). "Azo Dyes". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a03_245. ISBN 3-527-30673-0..


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