ChemicalBook--->CAS DataBase List--->104-94-9

104-94-9

104-94-9 Structure

104-94-9 Structure
IdentificationMore
[Name]

p-Anisidine
[CAS]

104-94-9
[Synonyms]

1-AMINO-4-METHOXYBENZENE
4-AMINOANISOLE
4-AMINOPHENYL METHYL ETHER
4-ANISIDINE
4-METHOXYANILINE
4-METHOXY-BENZENAMINE
4-METHOXYBENZENEAMINE
AKOS BBS-00003546
LABOTEST-BB LTBB000468
P-AMINOANISOLE
P-AMINOPHENOL METHYL ETHER
P-ANISIDINE
PARA ANISIDINE
P-METHOXYANILINE
1-Methoxy-4-amino-benzen (p-anisidin)
1-Methoxy-4-amino-benzene/p-anisidine
4-Methoxy-1-aminobenzene
4-methoxy-anilin
4-methoxy-benzenamin
4-Methoxy-phenylamine
[EINECS(EC#)]

203-254-2
[Molecular Formula]

C7H9NO
[MDL Number]

MFCD00007864
[Molecular Weight]

123.15
[MOL File]

104-94-9.mol
Chemical PropertiesBack Directory
[Appearance]

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

2-8°C
[solubility ]

21g/l
[form ]

crystalline
[pka]

5.34(at 25℃)
[color ]

dark gray to brown
[Specific Gravity]

1.07
[PH]

7.7 (1g/l, H2O, 20℃)
[Water Solubility ]

21 g/L (20 ºC)
[Detection Methods]

GC,NMR
[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)
[Dielectric constant]

8.8399999999999999
[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).
[Stability:]

Hygroscopic, Material Darkens In Storage With No Loss In Purity
[LogP]

0.950
[Uses]

Azo dyestuffs, intermediate.
[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)
[Storage Precautions]

Store under nitrogen
[EPA Substance Registry System]

104-94-9(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

T+,N,Xi
[Risk Statements ]

R45:May cause cancer.
R26/27/28:Very Toxic by inhalation, in contact with skin and if swallowed .
R33:Danger of cumulative effects.
R50:Very Toxic to aquatic organisms.
[Safety Statements ]

S53:Avoid exposure-obtain special instruction before use .
S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) .
S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
[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
[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
[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).
[IDLA]

50 mg/m3
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sodium hydroxide-->Methanol-->Water-->Sodium sulfide-->4-Chloronitrobenzene-->4-Nitroanisole
[Preparation Products]

beta-Methyl vinyl phosphate (MAP)-->4-Aminopyrimidine-->Disperse Blue 79-->2-Cyano-6-methoxybenzothiazole-->6-Methoxyquinoline-->6-Hydroxyquinoline-->2-Amino-6-methoxybenzothiazole-->Azoic Diazo Component 1-->Butylated hydroxyanisole-->5-METHOXYBENZIMIDAZOLE-->5-Methoxy-3-indazolecarboxylic acid-->Basic Blue 54-->2-CARBOMETHOXY-6-METHOXYBENZOTHIAZOLE-->1-(4-Methoxyphenyl)piperazine dihydrochloride-->6-METHOXYBENZOTHIAZOLE-2-CARBOXYLIC ACID-->1-(4-Methoxyphenyl)piperazine-->5-Methoxyisatin-->6-Methoxyquinaldine-->4-METHOXYPHENYLTHIOUREA-->4-CHLORO-2-(4-METHOXY-PHENYLAMINO)-BENZOIC ACID-->cleaner LS-->4-chloro-1'-(4-methoxyphenyl)benzohydrazide-->Methacetin-->2-(4-METHOXYPHENYL)HYDRAZINESULFONIC ACID SODIUM SALT MONOHYDRATE-->VARIAMINE BLUE B DIAZONIUM SALT-->4-METHOXYBENZENEDIAZONIUM TETRAFLUOROBORATE-->Pigment Red 190-->Indometacin-->4-Methoxyphenyl isocyanate-->Catonic Yellow X-8GL-->2-Hydroxy-N-(4-methoxyphenyl)-11H-benzo[a]carbazole-3-carboxamide-->6-METHOXY-4-METHYLQUINOLINE-->Anisonitrile-->6-METHOXY-2-METHYLBENZOTHIAZOLE-->4-Amino-2,5-dichlorophenol-->BASIC YELLOW 28-->3-Hydroxy-4'-methoxy-2-naphthanilide-->Reactive Red Violet X-2R-->4-[(4-methoxyphenyl)amino]benzenediazonium-->Reactive Violet 8
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

4-Methoxybenzeneamine(104-94-9).msds
Questions And AnswerBack Directory
[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.
Hazard InformationBack Directory
[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.
[Application]

p-Anisidine(104-94-9) 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(CAS:104-94-9) 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(104-94-9) 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.
[Flammability and Explosibility]

Nonflammable
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

p-Anisidine(104-94-9)MS
p-Anisidine(104-94-9)1HNMR
p-Anisidine(104-94-9)13CNMR
p-Anisidine(104-94-9)IR1
p-Anisidine(104-94-9)IR2
p-Anisidine(104-94-9)IR3
p-Anisidine(104-94-9)IR
p-Anisidine(104-94-9)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

p-Anisidine, 99%(104-94-9)
[Alfa Aesar]

p-Anisidine, 99%(104-94-9)
[Sigma Aldrich]

104-94-9(sigmaaldrich)
[TCI AMERICA]

p-Anisidine,>98.0%(GC)(104-94-9)
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