4-Chloroaniline
Names | |
---|---|
Preferred IUPAC name
4-Chloroaniline[1] | |
Systematic IUPAC name
4-Chlorobenzenamine[1] | |
Other names
p-Chloroaniline
| |
Identifiers | |
3D model (JSmol)
|
|
471359 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.003.093 |
KEGG | |
PubChem CID
|
|
RTECS number |
|
UNII | |
UN number | 2018 |
CompTox Dashboard (EPA)
|
|
| |
| |
Properties | |
ClC6H4NH2 | |
Appearance | Pale yellow solid |
Density | 1.43 g/cm3 |
Melting point | 72.5 °C (162.5 °F; 345.6 K) |
Boiling point | 232 °C (450 °F; 505 K) |
2.6 g/L at 20 °C[2] | |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Main hazards
|
Very toxic, possible carcinogen. Absorbed through skin.[3] |
GHS labelling: | |
Danger | |
H301, H311, H317, H331, H350, H400 | |
P201, P202, P261, P264, P270, P271, P272, P273, P280, P281, P301+P310, P302+P352, P304+P340, P308+P313, P311, P312, P321, P322, P330, P333+P313, P361, P363, P391, P403+P233, P405, P501 | |
Flash point | 113 °C (235 °F; 386 K) |
Safety data sheet (SDS) | External MSDS |
Related compounds | |
Related compounds
|
2,4,6-Trichloroaniline |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
|
4-Chloroaniline is an organochlorine compound with the formula ClC6H4NH2. This pale yellow solid is one of the three isomers of chloroaniline.
Preparation
4-Chloroaniline is not prepared from aniline, which tends to overchlorinate. Instead, it is prepared by reduction of 4-nitrochlorobenzene, which in turn is prepared by nitration of chlorobenzene.[4]
Uses
4-Chloroaniline is used in the industrial production of pesticides, drugs, and dyestuffs. It is a precursor to the widely used antimicrobial and bacteriocide chlorhexidine and is used in the manufacture of pesticides, including pyraclostrobin, anilofos, monolinuron, and chlorphthalim.[5]
4-Chloroaniline exhibits antimicrobial action against some bacteria and molds.[4]
References
- ^ a b Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 669. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
- ^ Scheunert, 1981 [full citation needed]
- ^ "Safety data for 4-chloroaniline". Oxford University. Archived from the original on 2012-04-23. Retrieved 2008-03-11.
- ^ a b Gerald Booth (2007). "Nitro Compounds, Aromatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a17_411. ISBN 9783527303854.
- ^ Ashford's Dictionary of Industrial Chemicals (3rd ed.). 2011. p. 1998.
See what we do next...
OR
By submitting your email or phone number, you're giving mschf permission to send you email and/or recurring marketing texts. Data rates may apply. Text stop to cancel, help for help.
Success: You're subscribed now !