P-Anisidine

p-Anisidine
Skeletal formula of p-anisidine
Ball-and-stick model of p-anisidine
Names
Preferred IUPAC name
4-Methoxyaniline[1]
Other names
para-Anisidine; 4-Aminoanisole; p-Aminoanisole
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.959 Edit this at Wikidata
EC Number
  • 203-254-2
KEGG
RTECS number
  • BZ5450000
UNII
UN number 2431
  • InChI=1S/C7H9NO/c1-9-7-4-2-6(8)3-5-7/h2-5H,8H2,1H3 checkY
    Key: BHAAPTBBJKJZER-UHFFFAOYSA-N checkY
  • InChI=1/C7H9NO/c1-9-7-4-2-6(8)3-5-7/h2-5H,8H2,1H3
  • COc1ccc(cc1)N
Properties[4]
C7H9NO
Molar mass 123.155 g·mol−1
Appearance Light reddish brown solid[2]
Odor Fishy[2]
Density 1.071 (at 57 °C)
Melting point 56 to 59 °C (133 to 138 °F; 329 to 332 K)
Boiling point 243 °C (469 °F; 516 K)
Sparingly soluble[2]
Solubility in other solvents Soluble in ethanol, diethyl ether, acetone, benzene
Vapor pressure 0.006 mmHg (25 °C)[3]
-80.56·10−6 cm3/mol
1.5559
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
Carcinogen
GHS labelling:
GHS06: ToxicGHS08: Health hazardGHS09: Environmental hazard
Warning
H300, H310, H330, H350, H373, H400[5]
P201, P202, P260, P262, P264, P270, P271, P273, P280, P281, P284, P301+P310, P302+P350, P304+P340, P308+P313, P310, P314, P320, P321, P322, P330, P361, P363, P391, P403+P233, P405, P501
Flash point 122 °C (252 °F; 395 K)
515 °C (959 °F; 788 K)
Lethal dose or concentration (LD, LC):
145 mg/kg (rabbit, oral)[6]
130 mg/kg (mouse, oral)
140 mg/kg (rat, oral)[7]
100 mg/kg (mouse, oral)[7]
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 0.5 mg/m3 [skin][3]
REL (Recommended)
TWA 0.5 mg/m3 [skin][3]
IDLH (Immediate danger)
50 mg/m3[3]
Related compounds
Related compounds
o-Anisidine
m-Anisidine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

p-Anisidine (or para-anisidine) is an organic compound with the formula CH3OC6H4NH2. A white solid, commercial samples can appear grey-brown owing to air oxidation. It is one of three isomers of anisidine, methoxy-containing anilines. It is prepared by reduction of 4-nitroanisole.[8]

  1. ^ Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 669. doi:10.1039/9781849733069-00648. ISBN 978-0-85404-182-4. The names 'toluidine', 'anisidine', and 'phenetidine' for which o-, m-, and p- have been used to distinguish isomers, and 'xylidine' for which numerical locants, such as 2,3-, have been used, are no longer recommended, nor are the corresponding prefixes 'toluidine', 'anisidino', 'phenetidine', and 'xylidino'.
  2. ^ a b c Cite error: The named reference cdc was invoked but never defined (see the help page).
  3. ^ a b c d NIOSH Pocket Guide to Chemical Hazards. "#0035". National Institute for Occupational Safety and Health (NIOSH).
  4. ^ Weast, Robert C., ed. (1981). CRC Handbook of Chemistry and Physics (62nd ed.). Boca Raton, FL: CRC Press. p. C-98. ISBN 0-8493-0462-8.
  5. ^ "p-Anisidine safety and hazards". pubchem.ncbi.nlm.nih.gov. Retrieved 2022-12-02.
  6. ^ p-Anisidine toxicity
  7. ^ a b "p-Anisidine". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  8. ^ Mitchell, Stephen C.; Waring, Rosemary H. (2000). "Aminophenols". Ullmann's Encyclopedia of Industrial Chemistry. Wiley-VCH. doi:10.1002/14356007.a02_099. ISBN 3527306730.