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P-Anisidine

HCID 7732
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Basic information

CAS
104-94-9
Standard SMILES
COc1ccc(N)cc1
InChIKey
BHAAPTBBJKJZER-UHFFFAOYSA-N
Molecular formula
C7H9NO
Average molar mass
123.15 g/mol
Monoisotopic mass
123.06841391

Overview

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

Names & identifiers

Preferred name
P-Anisidine
IUPAC
4-methoxyaniline
English name
p-Anisidine
Molecular formula
C7H9NO
Molecular weight
123.15

Names & synonyms

p-Anisidine4-Methoxyaniline104-94-94-Methoxybenzenamine4-Anisidine4-Aminoanisolep-Methoxyanilinep-AminoanisoleBenzenamine, 4-methoxy-para-Anisidine4-Methoxybenzeneamine1-Amino-4-methoxybenzene
Show more names
PARA ANISIDINE4-Methoxy-phenylamine4-[4-(4-Aminophenyl)phenyl]anilinep-Anisylamine4-METHOXY-BENZENAMINE
p-MethoxyphenylamineAnisole, p-amino-p-DianisidineAniline, p-methoxy-4-Methoxy-1-aminobenzeneAniline, 4-methoxy-DTXSID7024532NSC 7921

Database identifiers

CAS
104-94-9、29191-52-4
PubChem CID
7732
DTXSID
DTXSID7024532
ChEMBL
CHEMBL295652
ChEBI
CHEBI:82388
UNII
575917SNR4
EC Number
203-254-2、249-496-2
Nikkaji
J4.027D

Properties

Computed structural properties

XLogP
0.9
Topological polar surface area
35.3 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
1
Heavy atoms
9
Formal charge
0
Complexity
77

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Amines, Aromatic
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP · 4 items

log Kow = 0.95

0.95

0.95

0.98

OdorAmine-like odor
Density · 6 items

1.071 at 135 °F (NTP, 1992) - Denser than water; will sink

1.071 at 57 °C/4 °C

1.07 g/cm³

Relative density of the vapour/air-mixture at 20 °C (air = 1): 1.00

1.071 @ 57°C

1.07

Color/Form · 4 items

White solid

Fused crystalline mass

Crystals, plates from aqueous solution

Yellow to brown, crystalline solid

Solubility · 6 items

less than 1 mg/mL at 68 °F (NTP, 1992)

Soluble in acetone, benzene; very soluble in ether, ethanol

In water, 2.10X10+4 mg/L at 20 °C

21 mg/mL at 20 °C

Solubility in water, g/100ml at 20 °C: 2.2 (moderate)

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 6 items

Danger

H300: Fatal if swallowed [Danger Acute toxicity, oral]

P260, P262, P264, P270, P271, P273, P280, P284, P301+P316, P302+P352, P304+P340, P316, P319, P320, P321, P330, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Danger

H300+H310+H330 (46.7%): Fatal if swallowed, in contact with skin or if inhaled [Danger Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]

P260, P262, P264, P264+P265, P270, P271, P273, P280, P284, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P319, P320, P321, P330, P337+P317, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Hazard information

Regulatory Information · 4 items

Chemical: Benzenamine, 4-methoxy-

REACH registered substance: p-anisidine (EC: 203-254-2)

4-Anisidine: Does not have an individual approval but may be used under an appropriate group standard

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationIMAP assessments - p-Anisidine and its hydrochloride: Human health tier II assessment
DOT LabelPoison
Fire Hazards · 2 items

This chemical is flammable. (NTP, 1992)

Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Finely dispersed particles form explosive mixtures in air.

Fire PotentialCombustible.
Health Hazards

Chemistry & industry

Pharmacology

Metabolism/MetabolitesP-METHOXYANILINE YIELDS P-AMINOPHENOL IN RABBIT ... & P-METHOXY-N-METHYLANILINE IN RABBIT. /FROM TABLE/
Absorption, Distribution and ExcretionThe substance can be absorbed into the body by inhalation of its vapor, through the skin and by ingestion.
Cellular LocationsCytoplasm

Uses & manufacturing

Uses · 3 items

Both ortho and para isomers are used to produce azo dyes, while only the ortho form is used to produce synthetic guaiacol; [ACGIH]

Azo dyestuffs, intermediate

CHEM INTERMED FOR VAT RED 29 (CI 71140), DISPERSE ORANGE 15 (CI 10350) & AZOIC COUPLING COMPONENT 13 (CI 37595)

U.S. ProductionProduction volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#3301]
Methods of Manufacturing · 5 items

Reduction of p-nitroanisole; methylation of p-nitrophenol followed by reduction; or the action of methanol and caustic on p-nitrochlorobenzene with subsequent reduction

p-Chloronitrobenzene and methanol ether formation and nitro reduction.

Reduction of p-nitroanisole with iron filings and hydrochloric acid or methylation of p-aminophenol.

Mn3+ - or Ce4+ -mediated oxidation of nitrobenzene.

For its industrial production 4-nitroanisole is reduced either with sodium sulfide or with hydrogen in the presence of precious-metal catalysts or Raney nickel.

General Manufacturing InformationBenzenamine, 4-methoxy-: ACTIVE

Applications

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

Related reactions

2,038 records
New reaction record
HRID 2237 reaction equation
HRID 2237As reactantuspto-grants-1998_03
HRID 2434 reaction equation
HRID 2434As reactantuspto-grants-1998_03
HRID 2435 reaction equation
HRID 2435As reactantuspto-grants-1998_03
HRID 2436 reaction equation
HRID 2436As reactantuspto-grants-1998_03
HRID 2964 reaction equation
HRID 2964As reactantuspto-grants-1998_03
HRID 3199 reaction equation
HRID 3199As reactantuspto-grants-1998_03
HRID 3204 reaction equation
HRID 3204As reactantuspto-grants-1998_03
HRID 4603 reaction equation
HRID 4603As reactantuspto-grants-1988_02
Page 1 of 255

Compound notes

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Moderate

Flash Point · 4 items

41 °F (NTP, 1992)

5 °C

122 °C (251.6 °F) (closed cup)

122 °C

Boiling Point · 6 items

469 °F at 760 mmHg (NTP, 1992)

243 °C

243.00 °C. @ 760.00 mm Hg

243 °C

243 °C @760 [mm Hg]

475 °F

DecompositionWhen heated to decomposition it emits toxic fumes of /nitrogen oxides./
Melting Point · 6 items

135 °F (NTP, 1992)

57.2 °C

57.2 °C

57 °C

57.2 °C

135 °F

Vapor Density · 3 items

4.25 (NTP, 1992) - Heavier than air; will sink (Relative to Air)

4.28 (Air = 1)

Relative vapor density (air = 1): 4.3

Physicochemical properties

Melting point
56 · 56-59 °C(lit.)
Boiling point
240 · 240-243 °C(lit.)
Density
1.06 · 1.06
bulk density
700 kg/m3 · 700kg/m3
vapor density
4.28 · 4.28
vapor pressure
0.02 hPa · 0.02 hPa (20 °C)
refractive index
1.5559 · 1.5559
Flash point
122 °C · 122 °C
storage temp.
30 °C · Store below +30°C.
solubility
21 g/l · 21g/l
pka
5.34 · 5.34(at 25℃)
form
crystalline
color
dark gray to brown
Specific Gravity
1.07 · 1.07
PH
7.7 · 7.7 (1g/l, H2O, 20℃)
Water Solubility
21 g/L · 21 g/L (20 ºC)
Merck
14 · 14,667
BRN
471556 · 471556
Henry's Law Constant
(x 10-8 atmm3/mol): 6.62 at 25 °C (thermodynamic method-GC/UV spectrophotometry, Altschuh et al., 1999)
Exposure limits
0.5 mg/m3 · ACGIH TLV-TWA:0.5 mg/m3 (0.1 ppm)OSHA PEL-TWA:0.5 mg/m3NIOSH REL-TWA:0.5 mg/m3;IDLH:50 mg/m3
Dielectric constant
8.84 · 8.8399999999999999
Stability
Hygroscopic, Material Darkens In Storage With No Loss In Purity
InChI
1S/C7H9NO/c1-9-7-4-2-6(8)3-5-7/h2-5H,8H2,1H3
InChIKey
BHAAPTBBJKJZER-UHFFFAOYSA-N
SMILES
COc1ccc(N)cc1
LogP
0.95 · 0.950
CAS DataBase Reference
104 · 104-94-9(CAS DataBase Reference)
EWG's Food Scores
2 · 2-3
FDA UNII
575917 SNR4 · 575917SNR4
IARC
3 · 3 (Vol. 27, Sup 7) 1987
NIST Chemistry Reference
4 · Benzenamine, 4-methoxy-(104-94-9)
EPA Substance Registry System
p-Anisidine (104-94-9)
UNSPSC Code
12352116 · 12352116
NACRES
22 · NA.22
Symbol(GHS)
6 · GHS06,GHS08,GHS09
Signal word
Danger
Hazard statements
301 · H301+H311+H331-H315-H319-H372-H370-H400-H412
Precautionary statements
501 · P501-P273-P260-P270-P271-P264-P280-P391-P337+P313-P305+P351+P338-P308+P311-P361+P364-P332+P313-P301+P310+P330-P302+P352+P312-P304+P340+P311-P403+P233-P405
Hazard Codes
T+,N,Xi
Risk Statements
45 · 45-26/27/28-33-50
Safety Statements
53 · 53-28-36/37-45-61-28A
OEB
C
OEL
0.5 mg/m3 · TWA: 0.5 mg/m3 [skin]
RIDADR
2811 · UN 2811 6.1/PG 3
WGK Germany
2 · 2
RTECS
5450000 · BZ5450000
F
8 · 8
Autoignition Temperature
959 °F · 959 °F
TSCA
TSCA listed
HazardClass
6.1 · 6.1
PackingGroup
III
HS Code
29222200 · 29222200
Storage Class
6.1 A · 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
Hazard Classifications
1 DermalAcute · Acute Tox. 1 DermalAcute Tox. 2 InhalationAcute Tox. 2 OralAquatic Acute 1Aquatic Chronic 3Carc. 1BSTOT RE 2
Hazardous Substances Data
104 · 104-94-9(Hazardous Substances Data)
Toxicity
50 for · 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 · 50 mg/m3
REACH Registrations
Active
Limited Quantities
5 L · 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Excerpt from NIOSH Pocket Guide for p-Anisidine:
Hazards Summary · 1 item

Bladder cancer in animals observed in chronic feeding studies; Methemoglobinemia has been reported in exposed workers. Listed in the table Examples of Industrial Chemicals for Which Methemoglobin Formation is NOT the Principal Cause of Toxicity; [ACGIH] IARC classifies p-Anisidine as 3 (Not classifiable as to carcinogenicity to humans) and o-Anisidine as 2B (possibly carcinogenic to humans). A skin, eye, and respiratory tract irritant; Can induce methemoglobinemia; [ICSC]

DOT ID and Guide2431 153
Reactive GroupEthers
EC ClassificationSymbol: T+, N; R: 26/27/28-33-50; S: (1/2)-28-36/37-45-61
UN ClassificationUN Hazard Class: 6.1; UN Pack Group: III
Special ReportsDHEW/NCI; Bioassay of p-Anisidine hydrochloride for Possible Carcinogenicity (1978) Technical Rpt Series No. 116 DHEW Pub No. (NIH) 78-1371 /p-Anisidine hydrochloride/

Safety & protection

Fire Fighting · 2 items

Fires involving this compound can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. A water spray may also be used. (NTP, 1992)

Use water spray, foam, powder, carbon dioxide.

First Aid Measures · 4 items

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

Rinse with plenty of water (remove contact lenses if easily possible).

Rinse mouth. Give one or two glasses of water to drink. Refer for medical attention .

First Aid · 2 items

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

(General first aid procedures)

Safe StorageSeparated from strong oxidants, strong bases, acids, chloroformates and food and feedstuffs. Provision to contain effluent from fire extinguishing. Store in an area without drain or sewer access.
Firefighting HazardsProvision to contain effluent from fire extinguishing.
Exposure Control and Personal ProtectionBiological Exposure Indices (BEI) [ACGIH] - Methemoglobin in blood = 1.5% of hemoglobin during or at end of shift. [ACGIH]
Fire Fighting Procedures · 2 items

Use dry chemical, carbon dioxide, or alcohol foam extinguishers. Vapors are heavier than air and will collect in low areas. Vapors may travel long distances to ignition sources and flashback. Vapors in confined areas may explode when exposed to fire. Storage containers and parts of containers may rocket great distances, in many directions. If material or contaminated runoff enters waterways, notify downstream users of potentially contaminated waters. Notify local health and fire officials and pollution control agencies. From a secure, explosion-proof location, use water spray to cool exposed containers. If cooling streams are ineffective (venting sound increases in volume and pitch, tank discolors or shows any signs of deforming), withdraw immediately to a secure position ... The only respirators recommended for fire fighting are self-contained breathing apparatuses that have full facepieces and are operated in a pressure-demand or other positive-pressure mode. /Anisidines/

If material is involved in fire: Extinguish fire using agent suitable for type of surrounding fire. (Material itself does not burn or burns with difficulty.) Keep run-off water out of sewers and water sources. /Anisidines/

Storage Conditions · 1 item

Store in tightly closed containers in a cool, dark, well-ventilated area. Protect against sunlight and strong oxidizers. Metal containers involving the transfer of this chemical should be grounded and bonded. Where possible, automatically pump liquid from drums or other storage containers to process containers. Drums must be equipped with self-closing valves, pressure vacuum bungs, and flame arresters. Use only non-sparking tools and equipment, especially when opening and closing containers of this chemical. Sources of ignition, such as smoking and open flames, are prohibited where this chemical is used, handled, or stored in a manner that could create a potential fire or explosion hazard. A regulated, marked area should be established where this chemical is handled, used, or stored ... /Anisidines/

Cleanup Methods · 5 items

Spill handling: Evacuate persons not wearing protective equipment from area of spill or leak until clean-up is complete. Remove all ignition sources. Collect powdered material in the most convenient and safe manner and deposit in sealed containers. Ventilate area after clean-up is complete. If material or contaminated runoff enters waterways, notify downstream users of potentially contaminated waters. It may be necessary to contain and dispose of this chemical as a hazardous waste. Contact your Department of Environmental Protection or your regional office of the federal EPA for specific recommendations. /Anisidines/

Do NOT let this chemical enter the environment. Sweep spilled substance into containers; if appropriate, moisten first to prevent dusting then remove to safe place.

Environmental considerations - land spill: Dig a pit, pond, lagoon, holding area to contain fluid or solid material. /SRP: If time permits, pits, ponds, lagoons, soak holes, or holding areas should be sealed with an impermeable flexible membrane liner./ Cover solids with a plastic sheet to prevent dissolving in rain or fire fighting water. Dike surface flow using soil, sand bags, foamed polyurethane, or foamed concrete. Absorb bulk liquid with fly ash, cement powder or commercial respondents. /Anisidines/

Environmental considerations - water spill: Use natural barriers or oil spill control booms to limit spill travel. Use natural deep water pockets, excavated lagoons, or sand bag barriers to trap material at bottom. Remove trapped material with suction hoses. /Anisidines/

For more Cleanup Methods (Complete) data for p-Anisidine (6 total), please visit the HSDB record page.

Nonfire Spill Response · 1 item

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Disposal Methods · 2 items

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

Dissolve in combustible solvent (alcohols, benzene, tec.) and spray solution into furnace equipped with afterburner and scrubber, or burn spill residue on sand and soda ash absorbent in a furnace. /Anisidines/

Spillage Disposal · 1 item

Personal protection: filter respirator for organic gases and particulates adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Then store and dispose of according to local regulations.

Toxicology

Target OrgansBlood, kidneys, liver, cardiovascular system, central nervous system
Health EffectsP-Anisidine is the most toxic of the three isomers of anisidine and causes blood damage upon oral ingestion, inhalation or skin contact. If heated strongly, it may release very toxic fumes of nitrogen oxides. (Wikipedia)
Ecotoxicity Values · 5 items

EC50; Species: Daphnia magna (water flea); Conditions: freshwater, static; Concentration: 180 ug/L for 48 hr; Effect: intoxication, immobilization /formulated product/

EC50; Species: Daphnia magna (water flea, age 6-24 hr); Conditions: freshwater, static, 20 °C, pH > or =7.0; Concentration: 52000 ug/L (25000-109000 ug/L) for 24 hr; Effect: intoxication, immobilization /formulated product/

EC50; Species: Daphnia magna (water flea, age 6-24 hr); Conditions: freshwater, static, 20 °C, pH > or =7.0; Concentration: 1900 ug/L (1300-2800 ug/L) for 48 hr; Effect: intoxication, immobilization /formulated product/

LC50; Species: Daphnia magna (water flea); Conditions: freshwater, static; Concentration: 330 ug/L for 48 hr /formulated product/

For more Ecotoxicity Values (Complete) data for p-Anisidine (6 total), please visit the HSDB record page.

Environmental Fate · 3 items

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 45(SRC), determined from a log Kow of 0.95(2) and a regression-derived equation(3), indicates that p-anisidine is expected to have very high mobility in soil(SRC). The pKa of p-anisidine is 5.36(4), indicating that it will partially exist in the cation form in the environment and cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(5). Volatilization of the neutral form of p-anisidine from moist soil surfaces is not expected to be an important fate process(SRC) given a Henry's Law constant of 6.60X10-8 atm-cu m/mole(6). Volatilization from moist soil is not expected for the cationic form of p-anisidine because cations do not volatilize(SRC). p-Anisidine is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 3.00X10-2 mm Hg at 20 °C(7). p-Anisidine readily biodegrades in aerobic activated sludge as indicated by screening tests with 65.3% degradation after 2 weeks(8) and 100% after 4 weeks using 60 mg/L test concn(9). In a mixed-culture of soil microorganisms, p-anisidine degraded completely after 64 days(10).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 45(SRC), determined from a log Kow of 0.95(2) and a regression-derived equation(3), indicates that p-anisidine is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected for the neutral species(4) based upon a Henry's Law constant of 6.60X10-8 atm-cu m/mole(5). According to a classification scheme(6), an estimated BCF of 3.2(SRC), from its log Kow(2) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC). p-Anisidine degraded the 82% in river water and 2% in seawater after 3 days during Cultivation Method screening tests(7-8).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), p-anisidine, which has a vapor pressure of 3.00X10-2 mm Hg at 20 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase p-anisidine is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 4.1 hours(SRC), calculated from its rate constant of 9.4X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). p-Anisidine absorbs light at 300 nm(4) and therefore it may undergo direct photolysis by sunlight(SRC).

Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect
Exposure Routes · 3 items

The substance can be absorbed into the body by inhalation of its vapour, through the skin and by ingestion.

inhalation, skin absorption, ingestion, skin and/or eye contact

oral ingestion, inhalation or skin contact

Toxicity Summaryp-Anisidine reacts with secondary oxidation products such as aldehydes and ketones in fats and oils. (Wikipedia)
Signs and Symptoms · 5 items

Cough. Blue lips, fingernails and skin. Dizziness. Headache.

MAY BE ABSORBED! Further see Inhalation.

Redness.

Nausea. Further see Inhalation.

headache, dizziness; cyanosis; red blood cell Heinz bodies

Ongoing Test Status · 1 item

The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. /p-Anisidine hydrochloride/[Available from: http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=20265-97-8]

Effluent Concentrations · 1 item

Anisidine (isomer not specified) has been identified in the effluent from chemical industries located in Kingsport, TN (Sept 1974), Morristown, TN (Sept 1974) and on the Upper Catawba River, TN (Aug 1974)(1). p-Anisidine has been identified in the effluent from a chemical industry located on the Upper Catawba River, TN (Aug 1973)(1). p-Anisidine has been identified in the effluent from an organics and plastics industry(2) and from oil refineries in the US(3).

ICSC Environmental DataThe substance is toxic to aquatic organisms. It is strongly advised not to let the chemical enter into the environment.
Soil Adsorption/Mobility · 1 item

The Koc of p-anisidine is estimated as 45(SRC), using a log Kow of 0.95(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that p-anisidine is expected to have very high mobility in soil. The pKa of p-anisidine is 5.36(4), indicating that this compound will partially exist in the cation form in the environment and cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(5).

Regulatory information

Atmospheric Standards · 1 item

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, & reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health & environmental impact & energy requirements. Anisidine is produced, as an intermediate or a final product, by process units covered under this subpart. /Anisidine/

Safety data

F
8
OEB
C
OEL
TWA: 0.5 mg/m3 [skin]
wgk
2
IDLA
50 mg/m3
tsca
TSCA listed
rtecs
BZ5450000
ridadr
UN 2811 6.1/PG 3
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).
risk_code
45-26/27/28-33-50
Signal word
Danger
Symbol(GHS)
GHS06,GHS08,GHS09
hazard_code
T+,N,Xi
safety_code
53-28-36/37-45-61-28A
hazard_class
6.1
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
packing_group
III
Hazard statements
H301+H311+H331-H315-H319-H372-H370-H400-H412
Limited Quantities
5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities
Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations
Active
Hazard Classifications
Acute Tox. 1 DermalAcute Tox. 2 InhalationAcute Tox. 2 OralAquatic Acute 1Aquatic Chronic 3Carc. 1BSTOT RE 2
Autoignition Temperature
959 °F
Precautionary statements
P501-P273-P260-P270-P271-P264-P280-P391-P337+P313-P305+P351+P338-P308+P311-P361+P364-P332+P313-P301+P310+P330-P302+P352+P312-P304+P340+P311-P403+P233-P405
Hazardous Substances Data
104-94-9(Hazardous Substances Data)

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

Preparation methods · 1 item

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

Upstream & downstream products

Upstream raw materials

4-Nitroanisole4-ChloronitrobenzeneSodium sulfideWaterMethanolSodium hydroxide

Downstream products

2-Amino-6-methoxybenzothiazolecleaner LSbeta-Methyl vinyl phosphate (MAP)Anisonitrile1-(4-Methoxyphenyl)piperazine dihydrochlorideBasic Blue 54Disperse Blue 79IndometacinButylated hydroxyanisole1-(4-Methoxyphenyl)piperazine5-Methoxy-3-indazolecarboxylic acidReactive Red Violet X-2R3-Hydroxy-4'-methoxy-2-naphthanilide2-Hydroxy-N-(4-methoxyphenyl)-11H-benzo[a]carbazole-3-carboxamide4-Methoxybenzenediazonium tetrafluoroborate6-Methoxyquinaldine4-Methoxyphenyl isocyanateVariamine blue B diazonium saltMethacetinAzoic Diazo Component 14-chloro-1'-(4-methoxyphenyl)benzohydrazide6-Methoxybenzothiazole-2-carboxylic acid2-(4-Methoxyphenyl)hydrazinesulfonic acid sodium salt monohydrate4-Methoxyphenylthiourea4-Amino-2,5-dichlorophenol6-Quinolinol6-Methoxyquinoline6-Methoxy-4-methylquinoline5-MethoxyisatinBASIC YELLOW 282-Cyano-6-methoxybenzothiazole4-Aminopyrimidine6-Methoxy-2-methylbenzothiazole2-Carbomethoxy-6-methoxybenzothiazole4-Chloro-2-(4-methoxy-phenylamino)-benzoic acidReactive Violet 84-[(4-methoxyphenyl)amino]benzenediazoniumPigment Red 1905-MethoxybenzimidazoleCatonic Yellow X-8GL
Additional notes · 1 item

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.