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p-Anisidine

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CAS:104-94-9
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Related articles

p-Anisidine Basic information
Anisidine value
Product Name:p-Anisidine
Synonyms:p,p'-Diaminoterphenyl;1,4-Anisidine;p-Anisidine,95%,pract.;1-Methoxy-4-amino-benzen (p-anisidin);1-Methoxy-4-amino-benzene / p-anisidine;4-Methoxy-1-aminobenzene;anisidine(non-specificname);Anisole, p-amino-
CAS:104-94-9
MF:C7H9NO
MW:123.15
EINECS:203-254-2
Product Categories:Thiophenes;amine;Intermediates;Intermediates of Dyes and Pigments;Anilines (Building Blocks for Liquid Crystals);Building Blocks for Liquid Crystals;Functional Materials;104-94-9;bc0001;K00001
Mol File:104-94-9.mol
p-Anisidine Structure
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
Fp 122 °C
storage temp. Store below +30°C.
solubility 21g/l
pka5.34(at 25℃)
form crystalline
color dark gray to brown
Specific Gravity1.07
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).
Dielectric constant8.8399999999999999
Stability:Hygroscopic, Material Darkens In Storage With No Loss In Purity
LogP0.950
CAS DataBase Reference104-94-9(CAS DataBase Reference)
NIST Chemistry ReferenceBenzenamine, 4-methoxy-(104-94-9)
IARC3 (Vol. 27, Sup 7) 1987
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).
IDLA50 mg/m3
MSDS Information
ProviderLanguage
4-Methoxybenzeneamine English
SigmaAldrich English
ACROS English
ALFA English
p-Anisidine Usage And Synthesis
Anisidine valueAnisidine value (AV) is a measure of the aldehyde levels in an oil or fat, in particular those that are unsaturated (and principally the 2–alkenals). To determine AV, a solution of the oil or fat in iso-octane is reacted with p-anisidine in glacial acetic acid to form yellowish reaction proucts. The AV is then determined from the absorbance measured at 350 nm, both before and after reaction.
Chemical PropertiesAnisidine exists as ortho-, meta-, and paraisomers. They have characteristic amine (fishy) odors. releases toxic nitrogen oxides when heated to decomposition (Sax and Lewis, 1987).
Physical propertiesYellow to light brown powder, leaflets, solid or crystals with a characteristic amine or ammonialike odor. soluble in ethanol and ether, slightly soluble in water.
Usesp-Anisidine is used mostly for producing dyes, and some smaller quantities are employed in making pharmaceuticals and liquid crystals.
Applicationp-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
DefinitionChEBI: P-anisidine is a substituted aniline that is aniline in which the hydrogen para to the amino group has been replaced by a methoxy group. It is used as a reagent for the detection of oxidation products such as aldehydes and ketones in fats and oils. It has a role as a reagent and a genotoxin. It is a member of methoxybenzenes, a substituted aniline and a primary amino compound.
Preparationp-Anisidine is an important intermediate for synthesis of dye, medicine and perfume. Traditional preparation of p-Anisidine uses iron powder or sodium sulfide as reductant, which produces a large amount of waste and results in serious environment pollution problem. Liquid phase catalytic hydrogenation is not only an environmentally benign technique but also of high yield.
Synthesis of p-Anisidine by Hydrogenation with Raney-RuNiC as Catalyst
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 DOI: 10.1021/jo00182a023
Tetrahedron Letters, 21, p. 2603, 1980 DOI: 10.1016/S0040-4039(00)92816-8
General DescriptionP-anisidine appears as brown crystals or dark brown solid. Characteristic amine odor. (NTP, 1992)
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.
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.
Tag:p-Anisidine(104-94-9) Related Product Information
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