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P-Anisidine

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p-Anisidine
Skeletal formula of p-anisidine
Ball-and-stick model of p-anisidine
Names
Preferred IUPAC name
4-Methoxyaniline
Other names
para-Anisidine; 4-Aminoanisole; p-Aminoanisole
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.959
EC Number
  • 203-254-2
KEGG
PubChem CID
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
C7H9NO
Molar mass 123.155 g·mol−1
Appearance Light reddish brown solid
Odor Fishy
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
Solubility in other solvents Soluble in ethanol, diethyl ether, acetone, benzene
Vapor pressure 0.006 mmHg (25 °C)
-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
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)
130 mg/kg (mouse, oral)
140 mg/kg (rat, oral)
100 mg/kg (mouse, oral)
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 0.5 mg/m3 [skin]
REL (Recommended)
TWA 0.5 mg/m3 [skin]
IDLH (Immediate danger)
50 mg/m3
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.

Anisidine value

p-Anisidine condenses readily with aldehydes and ketones to form Schiff bases, which absorb at 350 nm. This colorimetric reaction is used to test for the presence of oxidation products in fats and oils, an official method for detecting them by the American Oil Chemists' Society. It is particularly good at detecting unsaturated aldehydes, which are the ones that are most likely to generate unacceptable flavors, making it particularly useful in food quality testing.

Safety

p-Anisidine is a relatively toxic compound with a permissible exposure limit of 0.5 mg/m3.

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