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p-Anisidine

CAS No.
104-94-9
Chemical Name:
p-Anisidine
Synonyms
4-METHOXYANILINE;PARA ANISIDINE;P-METHOXYANILINE;4-ANISIDINE;P-AMINOANISOLE;4-Methoxy-phenylamine;p-Anisylamine;4-AMINOANISOLE;4-METHOXY-BENZENAMINE;4-[4-(4-Aminophenyl)phenyl]aniline
CBNumber:
CB6852649
Molecular Formula:
C7H9NO
Molecular Weight:
123.15
MDL Number:
MFCD00007864
MOL File:
104-94-9.mol
MSDS File:
SDS
Last updated:2023-12-18 08:53:37

p-Anisidine 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. Store below +30°C.
solubility 21g/l
pka 5.34(at 25℃)
form crystalline
color dark gray to brown
Specific Gravity 1.07
PH 7.7 (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 limits NIOSH 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 constant 8.8399999999999999
Stability Hygroscopic, Material Darkens In Storage With No Loss In Purity
LogP 0.950
CAS DataBase Reference 104-94-9(CAS DataBase Reference)
EWG's Food Scores 2-3
FDA UNII 575917SNR4
NIST Chemistry Reference Benzenamine, 4-methoxy-(104-94-9)
IARC 3 (Vol. 27, Sup 7) 1987
EPA Substance Registry System p-Anisidine (104-94-9)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS06,GHS08,GHS09
Signal word  Danger
Hazard statements  H300+H310+H330-H350-H373-H400
Precautionary statements  P201-P202-P273-P280-P302+P352+P310-P304+P340+P310
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 Temperature 959 °F
TSCA  Yes
HazardClass  6.1
PackingGroup  III
HS Code  29222200
Toxicity Acute oral LD50 for rats 1,400 mg/kg, mice 810 mg/kg, rabbits 2,900 mg/kg (quoted, RTECS, 1985).
IDLA 50 mg/m3
NFPA 704
1
3 0

p-Anisidine price More Price(31)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A88255 p-Anisidine ≥99% 104-94-9 5g $22.8 2024-03-01 Buy
Sigma-Aldrich A88255 p-Anisidine ≥99% 104-94-9 1kg $161 2024-03-01 Buy
Sigma-Aldrich 8.00458 p-Anisidine for synthesis 104-94-9 100g $41.5 2024-03-01 Buy
Sigma-Aldrich 8.00458 p-Anisidine for synthesis 104-94-9 500g $142 2024-03-01 Buy
TCI Chemical A0487 p-Anisidine >98.0%(GC)(T) 104-94-9 25g $28 2024-03-01 Buy
Product number Packaging Price Buy
A88255 5g $22.8 Buy
A88255 1kg $161 Buy
8.00458 100g $41.5 Buy
8.00458 500g $142 Buy
A0487 25g $28 Buy

p-Anisidine Chemical Properties,Uses,Production

Anisidine value

Anisidine 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 Properties

Anisidine 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 properties

Yellow to light brown powder, leaflets, solid or crystals with a characteristic amine or ammonialike odor. soluble in ethanol and ether, slightly soluble in water.

Uses

p-Anisidine is used mostly for producing dyes, and some smaller quantities are employed in making pharmaceuticals and liquid crystals.

Application

p-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

Definition

ChEBI: 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.

Preparation

p-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 Description

P-anisidine appears as brown crystals or dark brown solid. Characteristic amine odor. (NTP, 1992)

Air & Water Reactions

Insoluble in water.

Reactivity Profile

p-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.

Hazard

Strong irritant. Toxic when absorbed through the skin. Questionable carcinogen.

Fire Hazard

p-Anisidine is flammable.

Safety Profile

Moderately 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 Exposure

Anisidines 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.

Carcinogenicity

Available data were inadequate to evaluate the carcinogenicity of p-anisidine.

Shipping

UN2431 Anisidines, Hazard Class: 6.1; Labels: 6.1-Poisonous materials

Purification Methods

Crystallise 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 Disposal

Dissolve 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.

104-92-7
104-94-9
Synthesis of p-Anisidine from 4-Bromoanisole
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View Lastest Price from p-Anisidine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
p-Anisidine pictures 2024-04-12 p-Anisidine
104-94-9
US $0.00-0.00 / KG 1KG 99% 200kg Per Drum Shaanxi Haibo Biotechnology Co., Ltd
p-Anisidine pictures 2023-10-08 p-Anisidine
104-94-9
US $30.00 / KG 1KG 99% 20T Firsky International Trade (Wuhan) Co., Ltd
p-Anisidine pictures 2023-09-12 p-Anisidine
104-94-9
US $0.00 / kg 1kg 99% 20tons Hebei Yanxi Chemical Co., Ltd.
  • p-Anisidine pictures
  • p-Anisidine
    104-94-9
  • US $0.00-0.00 / KG
  • 99%
  • Shaanxi Haibo Biotechnology Co., Ltd
  • p-Anisidine pictures
  • p-Anisidine
    104-94-9
  • US $30.00 / KG
  • 99%
  • Firsky International Trade (Wuhan) Co., Ltd
  • p-Anisidine pictures
  • p-Anisidine
    104-94-9
  • US $0.00 / kg
  • 99%
  • Hebei Yanxi Chemical Co., Ltd.
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