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

pka

5.34(at 25℃)

form 

crystalline

Specific Gravity

1.07

color 

dark gray to brown

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).

CAS DataBase Reference

104-94-9(CAS DataBase Reference)

IARC

3 (Vol. 27, Sup 7) 1987

NIST Chemistry Reference

Benzenamine, 4-methoxy-(104-94-9)

EPA Substance Registry System

p-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

F 

8

Autoignition Temperature

959 °F

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

III

HS Code 

29222200

Hazardous Substances Data

104-94-9(Hazardous Substances Data)

Toxicity

Acute oral LD₅₀ for rats 1,400 mg/kg, mice 810 mg/kg, rabbits 2,900 mg/kg (quoted, RTECS, 1985).

MSDS

• Language:English Provider:4-Methoxybenzeneamine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

p-Anisidine Usage And Synthesis

Chemical Properties

Anisidine exists as ortho-, meta-, and paraisomers. They have characteristic amine (fishy) odors.

Chemical Properties

grey to brown crystalline powder, granules

Physical properties

Yellow to light brown powder, leaflets, solid or crystals with a characteristic amine or ammonialike odor

Uses

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

Uses

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

Uses

In the preparation of azo dyes; corrosion inhibitor; chemical intermediate

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

Brown crystals or dark brown solid. Characteristic amine odor.

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.

Environmental Fate

Chemical/Physical. Releases toxic nitrogen oxides when heated to decomposition (Sax and Lewis, 1987).

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.

p-Anisidine(104-94-9)Related Product Information

• 4-Aminobenzoic acid
• Anisole
• 4-Aminoveratrole
• o-Dianisidine
• Azoic Diazo Component 1
• 2,4-DIMETHOXYPHENYL ISOCYANATE
• 4-Methoxyphenyl isocyanate
• 1-METHOXY-4-NITRONAPHTHALENE
• 4-METHOXYPHENYLTHIOUREA
• Anise oil
• 4-Amino-benzenesulfonic acid monosodium salt
• 4-(Trifluoromethoxy)aniline
• 4-Methoxyphenylacetic acid
• 4-Aminophenylacetic acid
• Anisic acid
• anisidine
• Sulfanilic acid
• Benzocaine