p-Anisidine
Appearance
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Names | |||
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IUPAC name
4-Methoxyaniline
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Identifiers | |||
3D model (JSmol)
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ChEMBL | |||
ChemSpider | |||
ECHA InfoCard | 100.002.959 | ||
EC Number |
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KEGG | |||
UN number | 2431 | ||
CompTox Dashboard (EPA)
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Properties[2] | |||
C7H9NO | |||
Molar mass | 123.15 g/mol | ||
Density | 1.071 (57 °C) | ||
Melting point | 56 to 59 °C (133 to 138 °F; 329 to 332 K) | ||
Boiling point | 243 °C (469 °F; 516 K) | ||
soluble | |||
Solubility | soluble in ethanol, diethyl ether, acetone, benzene | ||
Vapor pressure | 0.006 mmHg (25 °C)[1] | ||
Refractive index (nD)
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1.5559 | ||
Hazards | |||
Flash point | 122 °C (252 °F; 395 K) | ||
515 °C (959 °F; 788 K) | |||
Lethal dose or concentration (LD, LC): | |||
LD50 (median dose)
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2900 mg/kg (rabbit, oral) 1300 mg/kg (mouse, oral) 1400 mg/kg (rat, oral)[3] | ||
LDLo (lowest published)
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1000 mg/kg (mouse, oral)[3] | ||
NIOSH (US health exposure limits): | |||
PEL (Permissible)
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TWA 0.5 mg/m3 [skin][1] | ||
REL (Recommended)
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TWA 0.5 mg/m3 [skin][1] | ||
IDLH (Immediate danger)
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50 mg/m3[1] | ||
Related compounds | |||
Related compounds
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o-Anisidine m-Anisidine | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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para-Anisidine (p-anisidine), a grey-brown solid, is the most toxic[4] of the three isomers of anisidine and causes blood damage upon oral ingestion, inhalation or skin contact. If heated strongly, it may release very toxic fumes of nitrogen oxides.
p-Anisidine reacts with secondary oxidation products such as aldehydes and ketones in fats and oils to form products that absorb at 350 nm wavelength of light; therefore, it is used as an official method for detecting them by the American Oil Chemists' Society.[5] 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.[6]
References
- ^ a b c d NIOSH Pocket Guide to Chemical Hazards. "#0035". National Institute for Occupational Safety and Health (NIOSH).
- ^ 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..
- ^ a b "p-Anisidine". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
- ^ http://www.sigmaaldrich.com/catalog/product/aldrich/a88255?lang=de®ion=DE
- ^ "AOCS Official Method Cd 18-90". American Oil Chemists' Society. Retrieved 26 February 2013.
- ^ Steele, Robert (2004). Understanding and Measuring the Shelf-Life of Food. Woodhead Publishing in Food Science and Technology Series. Woodhead Publishing. p. 136. ISBN 1855737329.
External links
- International Chemical Safety Card 0971
- NIOSH Pocket Guide to Chemical Hazards. "#0035". National Institute for Occupational Safety and Health (NIOSH).