4-Chloroaniline

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4-Chloroaniline
File:4-Chloranilin.svg
style="background: #F8EABA; text-align: center;" colspan="2" | Identifiers
CAS number 106-47-8 YesY
PubChem 7812
ChemSpider 7524
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style="background: #F8EABA; text-align: center;" colspan="2" | Properties
Molecular formula C6H6ClN
Molar mass 127.57154 g/mol
Appearance pale yellow solid
Density 1.43 g·cm−3
Melting point

72.5 °C

Boiling point

232 °C

Solubility in water Negligible
style="background: #F8EABA; text-align: center;" colspan="2" | Hazards
MSDS External MSDS
Main hazards Very toxic, possible carcinogen. Absorbed through skin.[1]
Flash point 113 °C
 YesY (what is this?)  (verify)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

4-Chloroaniline is a organochlorine compound with the formula ClC6H4NH2. This pale yellow solid is one of several known chloroanilines.

Preparation

4-Chloroaniline is not prepared from aniline, which tends to overchlorinate. Instead, it is prepared by hydrogenation of 4-nitrochlorobenzene, which in turn is prepared by nitration of chlorobenzene.[2]

4-Chloroaniline is a precursor to the widely used antimicrobial and bacteriocide Chlorhexidine.

References

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de:Chloraniline nl:4-chlooraniline
  1. "Safety data for 4-chloroaniline". Oxford University. 
  2. Gerald Booth (2007). "Nitro Compounds, Aromatic". In: Ullmann's Encyclopedia of Industrial Chemistry. John Wiley & Sons: New York. doi:10.1002/14356007.a17_411