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p-Anisidine

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p-Anisidine Basic information
p-Anisidine Chemical Properties
  • Melting point:56-59 °C(lit.)
  • Boiling point:240-243 °C(lit.)
  • Density 1.06
  • vapor density 4.28
  • vapor pressure 0.02 hPa (20 °C)
  • refractive index 1.5559
  • Flash point:122 °C
  • storage temp. 2-8°C
  • solubility 21g/l
  • pka5.34(at 25℃)
  • form crystalline
  • Specific Gravity1.07
  • color dark gray to brown
  • PH7.7 (1g/l, H2O, 20℃)
  • Water Solubility 21 g/L (20 ºC)
  • Merck 14,667
  • BRN 471556
  • Henry's Law Constant(x 10-8 atm?m3/mol): 6.62 at 25 °C (thermodynamic method-GC/UV spectrophotometry, Altschuh et al., 1999)
  • Exposure limitsNIOSH REL: TWA 0.5 mg/m3, IDLH 50 mg/m3; OSHA PEL: TWA 0.5 mg/m3; ACGIH TLV: TWA 0.1 ppm (adopted).
  • CAS DataBase Reference104-94-9(CAS DataBase Reference)
  • IARC3 (Vol. 27, Sup 7) 1987
  • NIST Chemistry ReferenceBenzenamine, 4-methoxy-(104-94-9)
  • EPA Substance Registry Systemp-Anisidine (104-94-9)
Safety Information
  • Hazard Codes T+,N,Xi
  • Risk Statements 45-26/27/28-33-50
  • Safety Statements 53-28-36/37-45-61-28A
  • RIDADR UN 2811 6.1/PG 3
  • WGK Germany 2
  • RTECS BZ5450000
  • 8
  • Autoignition Temperature959 °F
  • TSCA Yes
  • HazardClass 6.1
  • PackingGroup III
  • HS Code 29222200
  • Hazardous Substances Data104-94-9(Hazardous Substances Data)
  • ToxicityAcute oral LD50 for rats 1,400 mg/kg, mice 810 mg/kg, rabbits 2,900 mg/kg (quoted, RTECS, 1985).
MSDS
p-Anisidine Usage And Synthesis
  • Chemical PropertiesAnisidine exists as ortho-, meta-, and paraisomers. They have characteristic amine (fishy) odors.
  • Chemical Propertiesgrey to brown crystalline powder, granules
  • Physical propertiesYellow to light brown powder, leaflets, solid or crystals with a characteristic amine or ammonialike odor
  • Usesp-Anisidine is used mostly for producing dyes, and some smaller quantities are employed in making pharmaceuticals and liquid crystals.
  • UsesIn the preparation of azo dyes; corrosion inhibitor; chemical intermediate
  • Usesp-Anisidine is used as a reagent to indicate the secondary stage of the oxidation, it is one of the three possible isomers of the Anisidine or methoxyaniline. The other two isomers are o-Anisidine (2-methoxyaniline) and m-Anisidine (3-methoxyaniline).
    The p-anisidine is widely used as an intermediate in the production of numerous azo and triphenylmethane dyes, and pigments. It is also used in the production of pharmaceuticals including the guaiacol expectorant, as an antioxidant for polymercaptan resins, and as a corrosion inhibitor for steel. Apart from the beneficial use of p-anisidine, it is toxic for human beings. The acute exposure may cause skin irritation, whereas the chronic exposure may cause headaches, vertigo, and blood complications like sulfhemoglobin, and methemoglobin. The oral exposure to anisidine hydrochloride resulted in cancer of the urinary bladder in male and female rats.
    https://www.longdom.org/open-access/physicochemical-and-spectroscopic-characterization-of-biofield-energytreated-panisidine-paco-1000102.pdf
  • Synthesis Reference(s)Journal of the American Chemical Society, 99, p. 98, 1977 DOI: 10.1021/ja00443a018
    The Journal of Organic Chemistry, 49, p. 1434, 1984
    Tetrahedron Letters, 21, p. 2603, 1980
  • General DescriptionBrown crystals or dark brown solid. Characteristic amine odor.
  • Air & Water ReactionsInsoluble in water.
  • Reactivity Profilep-Anisidine may be sensitive to heat, light and moisture. Reacts with acids, acid chlorides, acid anhydrides, chloroformates and strong oxidizing agents. Incompatible with alkaline materials. Incompatible with aldehydes, ketones and nitrates.
  • HazardStrong irritant. Toxic when absorbed through the skin. Questionable carcinogen.
  • Fire Hazardp-Anisidine is flammable.
  • Safety ProfileModerately toxic by several routes. A mild sensitizer. May cause a contact dermatitis. Mutation data reported. Questionable carcinogen. See also ANILINE. When heated to decomposition it emits toxic fumes of Nox
  • Potential ExposureAnisidines are used in the manufacture of azo dyes; pharmaceuticals; textile-processing chemicals Incompatibilities: Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine,bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Attacks some coatings and some forms of plastic and rubber.
  • CarcinogenicityAvailable data were inadequate to evaluate the carcinogenicity of p-anisidine.
  • Environmental FateChemical/Physical. Releases toxic nitrogen oxides when heated to decomposition (Sax and Lewis, 1987).
  • ShippingUN2431 Anisidines, Hazard Class: 6.1; Labels: 6.1-Poisonous materials
  • Purification MethodsCrystallise p-anisidine from H2O or aqueous EtOH. Dry it in a vacuum oven at 35o for 6hours and store it in a dry box. [More et al. J Am Chem Soc 108 2257 1986.] Purify it also by vacuum sublimation [Guarr et al. J Am Chem Soc 107 5104 1985]. [Beilstein 13 IV 1015.]
  • Waste DisposalDissolve in combustible solvent (alcohols, benzene, etc.) and spray solution into furnace equipped with afterburner and scrubber, or burn spill residue on sand and soda ash absorbent in a furnace.
p-Anisidine Preparation Products And Raw materials
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