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Home > Encyclopedia > 4-Methoxyaniline

4-Methoxyaniline

4-Methoxyaniline structure

4-Methoxyaniline 

structure
  • CAS No:

    104-94-9

  • Formula:

    C7H9NO

  • Chemical Name:

    4-Methoxyaniline

  • Synonyms:

    Benzenamine,4-methoxy-;p-Anisidine;4-Methoxybenzenamine;p-Aminoanisole;4-Aminoanisole;p-Methoxyphenylamine;p-Anisylamine;4-Methoxyaniline;p-Anisidine;p-Methoxyaniline;1-Amino-4-methoxybenzene;p-Aminomethoxybenzene;4-Methoxyphenylamine;1,4-Anisidine;4-Aminomethoxybenzene;4-Methoxylaniline;Methyl 4-aminophenyl ether;Anisidine;NSC 7921;4-Methoxy-1-aminobenzene;1619933-04-8

  • Categories:

    Organic Chemistry  >  Ethers and Derivatives

Description

4-Methoxyaniline, commonly referred to as p-methoxyaniline, is an aromatic amine characterized by the presence of a methoxy functional group that is bonded to the para position on the benzene ring of the aniline molecule. This compound is typically found in the form of a pale yellow crystalline solid, exhibiting a distinct coloration that can be attributed to its chemical structure.

4-Methoxyaniline Basic Attributes

123.15

123.15

471556

203-254-2

575917SNR4

0971

7921

2431

DTXSID7024532

White solid|Fused crystalline mass|Crystals, plates from aqueous solution|Yellow to brown, crystalline solid

29222200

Characteristics

35.2

0.95

dark gray to brown crystalline

1.071 g/cm3 @ Temp: 57 °C

57.2 °C

243 °C

122 °C

1.5559

H2O: 21 g/L (20 ºC)

2-8°C

Vapour pressure, Pa at 20°C: 2

4.25

Oral-rat LD50: 1320 mg/kg; Oral-Mouse LD50: 1410 mg/kg

Open flame is flammable; heat releases toxic aniline, nitrogen oxide gas

Finely dispersed particles form explosive mixtures in air.

Amine-like odor

6.60e-08 atm-m3/mole|Henry's Law constant = 6.60X10-8 atm-cu m/mol at 25 °C

pKa = 5.36 at 25 °C

Hydroxyl radical reaction rate constant = 9.39X10-11 cu cm/molec-sec at 25 °C (est)

Insoluble in water.

Ethers

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. (NTP, 1992)

515 °C

7.44 eV

Combustible Solid

As a result of flow, agitation, etc., electrostatic charges can be generated. Dust explosion possible if in powder or granular form, mixed with air.

Safety Information

III

6.1

UN 2811 6.1/PG 3

2

45-26/27/28-33-50

53-28-36/37-45-61-28A

BZ5450000

T+,N,Xi

The warehouse is ventilated, low temperature and dry; stored and transported separately from food materials

Stable under normal temperatures and pressures.

P201-P260-P273-P280-P284-P301 + P310

H301-H310-H330-H350-H373-H400

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/

Incompatible with strong oxidizers, with risk of fire or explosions. Attacks some coatings and some forms of plastic and rubber. /Anisidines/

DHEW/NCI; Bioassay of p-Anisidine hydrochloride for Possible Carcinogenicity (1978) Technical Rpt Series No. 116 DHEW Pub No. (NIH) 78-1371 /p-Anisidine hydrochloride/

UN 2431/2811

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.

|Danger|H300: Fatal if swallowed [Danger Acute toxicity, oral]|P260, P262, P264, P270, P271, P273, P280, P284, P301+P310, P302+P350, P304+P340, P310, P314, P320, P321, P322, P330, P361, P363, P391, P403+P233, P405, and P501|H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]|P201, P202, P260, P262, P264, P270, P271, P273, P280, P281, P284, P301+P310, P302+P350, P304+P340, P308+P313, P310, P314, P320, P321, P322, P330, P361, P363, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 268 companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Warning|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P260, P264, P270, P301+P312, P309+P311, P330, P405, and P501|P260, P264, P270, P301+P312, P307+P311, P312, P314, P321, P330, P405, and P501|H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]|P273, P391, and P501

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

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. STORAGE PRECAUTIONS: You should protect this chemical from exposure to light. Keep the container tightly closed under an inert atmosphere, and store it in an explosion-proof refrigerator. STORE AWAY FROM SOURCES OF IGNITION. (NTP, 1992)

Skin: Wear appropriate personal protective clothing to prevent skin contact. Eyes: Wear appropriate eye protection to prevent eye contact. Wash skin: The worker should immediately wash the skin when it becomes contaminated. Remove: Work clothing that becomes wet or significantly contaminated should be removed and replaced. Change: Workers whose clothing may have become contaminated should change into uncontaminated clothing before leaving the work premise. Provide: Facilities for quickly drenching the body should be provided within the immediate work area for emergency use where there is a possibility of exposure. [Note: It is intended that these facilities provide a sufficient quantity or flow of water to quickly remove the substance from any body areas likely to be exposed. The actual determination of what constitutes an adequate quick drench facility depends on the specific circumstances. In certain instances, a deluge shower should be readily available, whereas in others, the availability of water from a sink or hose could be considered adequate.] (NIOSH, 2016)|PROVISION OF ... PROTECTIVE CLOTHING & BARRIER CREAMS. /o-ANISIDINE/|Wear butyl rubber gloves, plastic coveralls, and self-contained breathing apparatus. /o-Anisidine/|Respirator selection: 2.5 mg/cu m or less: Any dust and mist respirator, except single use. 5 mg/cu m or less: Any dust and mist respirator, except single use or quarter mask respirator. Any supplied air respirator or any self contained breathing apparatus. 25 mg/cu m or less: Any high efficiency particulate filter respirator with full facepiece. Any supplied air respirator with a full facepiece, helmet, or hood or any self contained breathing apparatus with full facepiece. 50 mg/cu m or less: A powered air purifying respirator with high efficiency particulate filter or a Type C supplied air respirator operated in pressure demand or other positive pressure or continuous flow mode. Greater than 50 mg/cu m or entry and escape from unknown concentrations: Self contained breathing apparatus with full facepiece operated in pressure demand or other positive pressure mode or a combination respirator which includes a Type C supplied air respirator with a full facepiece operated in pressure demand or other positive pressure or continuous flow mode and an auxiliary self contained breathing apparatus operated in pressure demand or other positive pressure mode. /o-Anisidine/|Employees should be provided with and required to use dust- and splash-proof safety goggles where solid or liquid anisidine or liquids containing anisidine may contact the eyes. /o-Anisidine/|For more Personal Protective Equipment (PPE) (Complete) data for p-Anisidine (14 total), please visit the HSDB record page.|(See protection codes)

Combustible.

Finely dispersed particles form explosive mixtures in air.

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/

Provision to contain effluent from fire extinguishing.

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.

Prevent deposition of dust; closed system, dust explosion-proof electrical equipment and lighting.|The basic ventilation methods are local exhaust ventilation and dilution or general ventilation. /o-Anisidine/|SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.|SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.|For more Preventive Measures (Complete) data for p-Anisidine (13 total), please visit the HSDB record page.

/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Health: TOXIC; inhalation, ingestion, or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. /Anisidines; Anisidines, liquid; Anisidines, solid/|/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Fire or Explosion: Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors, and sewers explosion hazards. Those substances designated with a "P" may polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form. /Anisidines; Anisidines, liquid; Anisidines, solid/|/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Public Safety: CALL Emergency Response Telephone Number ... As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas. /Anisidines; Anisidines, liquid; Anisidines, solid/|/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. /Anisidines; Anisidines, liquid; Anisidines, solid/|For more DOT Emergency Guidelines (Complete) data for p-Anisidine (8 total), please visit the HSDB record page.

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

Very irritating to skin, eyes, and mucous membranes. /Anisidines/

Permissible Exposure Limit: Table Z-1 8-hr Time-Weighted Avg: 0.5 mg/cu m. Skin Designation. /Anisidine (o- & p-isomers)/

Recommended Exposure Limit: 10-hour Time-Weighted Average: 0.5 mg/cu m, skin.

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.

Separated 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.

A harmful contamination of the air will be reached rather slowly on evaporation of this substance at 20 °C; on spraying or dispersing, however, much faster.

The aerosol is irritating to the eyes and respiratory tract. The substance may cause effects on the blood. This may result in the formation of methaemoglobin. Medical observation is indicated.

The substance may have effects on the blood. This may result in the formation of methaemoglobin and anaemia.

NO open flames. Prevent deposition of dust. Closed system, dust explosion-proof electrical equipment and lighting.

PREVENT DISPERSION OF DUST! STRICT HYGIENE! IN ALL CASES CONSULT A DOCTOR!

Use ventilation, local exhaust or breathing protection.

Protective gloves. Protective clothing.

Wear face shield or eye protection in combination with breathing protection.

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/

| 3 - Materials that, under emergency conditions, can cause serious or permanent injury.| 1 - Materials that must be preheated before ignition can occur. Materials require considerable preheating, under all ambient temperature conditions, before ignition and combustion can occur.| 0 - Materials that in themselves are normally stable, even under fire conditions.| 2 - Materials that, under emergency conditions, can cause temporary incapacitation or residual injury.

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).

Toxicity

moderately toxic

LD50 Rat oral 1400 mg/kg|LD50 Rat skin 3200 mg/kg|LD50 Rat ip 1400 mg/kg|LD50 Mouse oral 1410 mg/kg|For more Non-Human Toxicity Values (Complete) data for p-Anisidine (6 total), please visit the HSDB record page.

A bioassay for possible carcinogenicity of p-anisidine hydrochloride was conducted using Fischer 344 rats and B6C3F1 mice. p-Anisidine hydrochloride was administered in the feed, at either of two concentrations, to groups of 55 male and 55 female animals of each species. Fifty-five animals of each sex and species were placed on test as controls. The high and low dietary concentrations of p-anisidine hydrochloride were, respectively, 0.6 and 0.3% for rats and 1.0 and 0.5% for mice. The cmpd was administered in the diet for 103 wk, followed by an observation period of 2 or 3 wk for rats and 2 wk for mice. ... There was insufficient evidence in the low dose bioassay and no evidence in the group receiving the high dose, to establish carcinogenicity of p-anisidine hydrochloride in Fischer 344 male rats. The cmpd was not carcinogenic in B6C3F1 mice. /p-Anisidine hydrochloride/

p-Anisidine is not known to occur as a natural product(1).

p-Anisidine's production and use as a chemical intermediate and in azo dyestuffs(1) may result in its release to the environment through various waste streams(SRC).

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).

The rate constant for the vapor-phase reaction of p-anisidine with photochemically-produced hydroxyl radicals has been estimated as 9.4X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 4.1 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). p-Anisidine is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(2). p-Anisidine absorbs light at 300 nm(3) and therefore it may undergo direct photolysis by sunlight(SRC).

An estimated BCF of 3.2 was calculated for p-anisidine(SRC), using a log Kow of 0.95(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

85.11 L/kg|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).

The Henry's Law constant for p-anisidine is 6.60X10-8 atm-cu m/mole(1). This Henry's Law constant indicates that p-anisidine is expected to be essentially nonvolatile from water surfaces(2). p-Anisidine's Henry's Law constant indicates that volatilization from moist soil surfaces is not expected to occur for the neutral species(SRC). p-Anisidine is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 3.00X10-2 mm Hg(3).

Occupational exposure to p-anisidine may occur via inhalation and through dermal contact with this compound at workplaces where p-anisidine is produced or used. (SRC)

Drug Information

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

P-METHOXYANILINE YIELDS P-AMINOPHENOL IN RABBIT ... & P-METHOXY-N-METHYLANILINE IN RABBIT. /FROM TABLE/

Exposure Routes: inhalation, skin absorption, ingestion, skin and/or eye contact Symptoms: Headache, dizziness; cyanosis; red blood cell Heinz bodies Target Organs: Blood, kidneys, liver, cardiovascular system, central nervous system (NIOSH, 2016)

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. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)|(See procedures)


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).

/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Aniline and related compounds/|/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patent can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . /Aniline and related compounds/|/SRP:/ Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors if hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Administer 1% solution methylene blue if patient is symptomatic with severe hypoxia, cyanosis, and cardiac compromise not responding to oxygen. ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Aniline and related compounds/

/SIGNS AND SYMPTOMS/ Short term exposure: ... can be absorbed through the skin, eyes, or mucous membranes, thereby increasing exposure. Contact with anisidines can irritate the eyes, skin, and respiratory tract, can cause a burning sensation and skin rash. Inhalation of p-anisidine can cause shortness of breath and coughing. Exposure can interfere with the blood's ability to carry hemoglobin (methemaglobinemia). This can cause headache, dizziness, cyanosis of the skin and lips. Higher levels can cause difficult breathing, collapse, and death. Long term exposure: Related aromatic amines are carcinogens, and p-anisidine may be carcinogenic as well. Repeated exposure to these isomers may cause anemia, skin allergy, lung irritation, and bronchitis; nerve and kidney damage. /Anisidines/|/SURVEILLANCE/ Workmen exposed to air concentrations of 0.4 ppm for 3.5 hr/day for 6 months developed no anemia or chronic poisoning. There were, however, some complaints of headache and vertigo from the exposed subjects, increased sulfhemoglobin and methemoglobin, and frequent occurrence of erythrocytic inclusion bodies (Heinz bodies).

4-anisidine

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

headache, dizziness; cyanosis; red blood cell Heinz bodies


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


MAY BE ABSORBED! Further see Inhalation.


Redness.

Blood, kidneys, liver, cardiovascular system, central nervous system

4-Methoxyaniline Use and Manufacturing

Methods of Manufacturing

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.

Uses

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

Production

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#3303]

Benzenamine, 4-methoxy-: ACTIVE

Method: NIOSH 2514, Issue 2; Procedure: high performance liquid chromatography with ultraviolet detection; Analyte: p-anisidine; Matrix: air; Detection Limit: 0.35 ug/sample.|GAS CHROMATOGRAPHIC DETERMINATION OF ORGANIC CMPD IN WASTE WATER. THE METHODS ARE PRECISE & SENSITIVE TO THE LOW PPB RANGE.|ADSORPTION STUDIES USING GAS-LIQUID CHROMATOGRAPHY.|Analyte: P-anisidine. Sample Matrix: Amine mixtures. Procedure: Thin layer chromatography. Detection limit: 1-2 mg.|For more Analytic Laboratory Methods (Complete) data for p-Anisidine (6 total), please visit the HSDB record page.

P-AMINOPHENOL & P-CHLORANILINE EXHIBITED CHEM &/OR METABOLIC INSTABILITY UNDER REACTION CONDITIONS COMMONLY USED FOR DRUG METAB STUDIES USING COLORIMETRIC ANALYSIS.

Analysis Methods

Name Column Shape Active Phase(℃) Retention index Temperature Control Method Comments Reference
Kovats' RI, non-polar column, isothermal Packed SE-30 1199. 180. isothermal N2, Chromosorb A AW; Column length: 3. m Oszczapowicz, J.Osek, J.Ciszkowski, K.Krawczyk, W.Ostrowski, M.Retention Indices of Dimethylbenzamidines and Benzylideneamines on a Non-Polar ColumnJ. Chromatogr.1985, 330, 79-85.
Kovats' RI, non-polar column, isothermal Packed SE-30 1199. 180. isothermal N2, Chromosorb W AW; Column length: 3. m Oszczapowicz, J.Osek, J.Dolecka, E.Retention indices of dimethylformamidines, dimethylacetamidines and tetramethylguanidines on a non-polar columnJ. Chromatogr.1984, 315, 95-100.
Kovats' RI, non-polar column, isothermal Packed SE-30 1174. temperature ramp He, Supelcoport and Chromosorb, 40. C @ 4. min, 10. K/min, 250. C @ 60. min; Column length: 3.05 m Peng, C.T.Ding, S.F.Hua, R.L.Yang, Z.C.Prediction of Retention Indexes I. Structure-Retention Index Relationship on Apolar ColumnsJ. Chromatogr.1988, 436, 137-172.
Kovats' RI, non-polar column, isothermal Capillary Ultra-1 1174. temperature ramp 25. m/0.32 mm/0.25 μm, He, 3. K/min; Tstart: 80. C; Tend: 260. C Okumura, T.retention indices of environmental chemicals on methyl silicone capillary columnJournal of Environmental Chemistry (Japan)1991, 1, 2, 333-358.

Computed Properties

Molecular Weight:123.15
XLogP3:0.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:123.068413911
Monoisotopic Mass:123.068413911
Topological Polar Surface Area:35.2
Heavy Atom Count:9
Complexity:77
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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