P-Anisidine

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]

p-Anisidine

Names
Preferred IUPAC name 4-Methoxyaniline[1]
Other names para-Anisidine; 4-Aminoanisole; p-Aminoanisole
Identifiers
CAS Number	104-94-9 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:82388
ChEMBL	ChEMBL295652 Y
ChemSpider	13869414 Y
ECHA InfoCard	100.002.959
EC Number	203-254-2
KEGG	C19326 Y
PubChem CID	7732
RTECS number	BZ5450000
UNII	575917SNR4 Y
UN number	2431
CompTox Dashboard (EPA)	DTXSID7024532
InChI InChI=1S/C7H9NO/c1-9-7-4-2-6(8)3-5-7/h2-5H,8H2,1H3 Y Key: BHAAPTBBJKJZER-UHFFFAOYSA-N Y InChI=1/C7H9NO/c1-9-7-4-2-6(8)3-5-7/h2-5H,8H2,1H3
SMILES COc1ccc(cc1)N
Properties[2]
Chemical formula	C7H9NO
Molar mass	123.155 g·mol−1
Appearance	Light reddish brown solid[3]
Odor	Fishy[3]
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)
Solubility in water	Sparingly soluble[3]
Solubility in other solvents	Soluble in ethanol, diethyl ether, acetone, benzene
Vapor pressure	0.006 mmHg (25 °C)[4]
Magnetic susceptibility (χ)	−80.56·10−6 cm3/mol
Refractive index (nD)	1.5559
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	Carcinogen
GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H300, H310, H330, H350, H373, H400[5]
Precautionary statements	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)
Autoignition temperature	515 °C (959 °F; 788 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose)	145 mg/kg (rabbit, oral)[6] 130 mg/kg (mouse, oral) 140 mg/kg (rat, oral)[7]
LDLo (lowest published)	100 mg/kg (mouse, oral)[7]
NIOSH (US health exposure limits):
PEL (Permissible)	TWA 0.5 mg/m3 [skin][4]
REL (Recommended)	TWA 0.5 mg/m3 [skin][4]
IDLH (Immediate danger)	50 mg/m3[4]
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 YN ?) Infobox references

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.^[9] 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.^[10][11]

Safety

p-Anisidine is a relatively toxic compound with a permissible exposure limit of 0.5 mg/m³.^[3]