Product
Supplier
Encyclopedia
Inquiry
Home > Encyclopedia > N-Ethyl-m-toluidine

N-Ethyl-m-toluidine

N-Ethyl-m-toluidine structure

N-Ethyl-m-toluidine 

structure
  • CAS No:

    102-27-2

  • Formula:

    C9H13N

  • Chemical Name:

    N-Ethyl-m-toluidine

  • Synonyms:

    Benzenamine,N-ethyl-3-methyl-;m-Toluidine,N-ethyl-;N-Ethyl-3-methylbenzenamine;N-Ethyl-3-methylaniline;3-Methyl-N-ethylaniline;N-Ethyl-m-toluidine;NSC 8624;N-Ethyl(3-methylphenyl)amine

  • Categories:

    Organic Chemistry  >  Amides

Description

clear yellowish to brown liquidA light amber liquid. Flash point 193°F. Less dense than water and insoluble in water. Vapors heavier than air. Produces toxic oxides of nitrogen during combustion. Used to make other chemicals.


N-ethyl-m-toluidine appears as a light amber liquid. Less dense than water and insoluble in water. Vapors heavier than air. Produces toxic oxides of nitrogen during combustion. Used to make other chemicals.


N-ethyl-m-toluidine appears as a light amber liquid. Less dense than water and insoluble in water. Vapors heavier than air. Produces toxic oxides of nitrogen during combustion. Used to make other chemicals.

N-Ethyl-m-toluidine Basic Attributes

135.21

135.21

203-019-4

12K193MTCR

8624

2754

DTXSID4021848

Light-amber liquid|Yellow liquid

29214300

Characteristics

12

2.59

N-ethyl-m-toluidine appears as a light amber liquid. Less dense than water and insoluble in water. Vapors heavier than air. Produces toxic oxides of nitrogen during combustion. Used to make other chemicals.

0.957 g/mL at 25 °C(lit.)

-6.87°C (estimate)

221 °C

89 °C

n 20/D 1.546(lit.)

H2O: 1131 mg/L (20 ºC);Sol in ethanol and ethyl ether

Keep away from heat, sparks, and flame. Keep away from sources of ignition. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

0.094mmHg at 25°C

Oral-Rat  LD50 500  mg/kg; Oral-Mouse LD50: 200 mg/kg

Combustible; burning to decompose toxic nitrogen oxide gas

Insoluble in water.

Amines, Aromatic

N-ETHYL-M-TOLUIDINE neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Safety Information

II

6.1

UN 2754 6.1/PG 2

2

23/24/25-36/37/38-52/53

26-36/37/39-45-61-28A

CY0440000

T

Treasury is ventilated, low temperature and dry; stored and transported separately from oxidants, acids, and food

Stable under normal temperatures and pressures.

P210, P264, P270, P273, P280, P301+P312, P330, P370+P378, P403+P235, P501

H227

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: 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. (ERG, 2016)

|Danger|H301 (98.77%): Toxic if swallowed [Danger Acute toxicity, oral]|P261, P264, P270, P271, P273, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P311, P312, P321, P322, P330, P332+P313, P337+P313, P361, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 81 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Warning|H227: Combustible liquid [Warning Flammable liquids]|P210, P264, P270, P280, P301+P312, P330, P370+P378, P403+P235, and P501|P210, P260, P261, P264, P270, P271, P280, P301+P312, P304+P312, P304+P340, P312, P314, P330, P370+P378, P403+P235, and P501

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: SMALL FIRE: Dry chemical, CO2 or water spray. LARGE FIRE: Dry chemical, CO2, alcohol-resistant foam or water spray. Move containers from fire area if you can do it without risk. Dike fire-control water for later disposal; do not scatter the material. FIRE INVOLVING TANKS OR CAR/TRAILER LOADS: Fight fire from maximum distance or use unmanned hose holders or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks engulfed in fire. (ERG, 2016)

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)

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. DO NOT GET WATER INSIDE CONTAINERS. (ERG, 2016)

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: 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. (ERG, 2016)

/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. /N-Ethyltoluidines/|/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. /N-Ethyltoluidines/|/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. /N-Ethyltoluidines/|/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. /N-Ethyltoluidines/|For more DOT Emergency Guidelines (Complete) data for N-ETHYL-3-METHYLANILINE (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.

Toxicity

highly toxic

N-Ethyl-3-methylaniline's production and use in the manufacture of dyes and photographic chemicals(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 194(SRC), determined from a structure estimation method(2), indicates that N-ethyl-3-methylaniline is expected to have moderate mobility in soil(SRC). However, aromatic amines(including anilines) bind to humate found in soil in two phases(3). Initially, a rapid, reversible equilibrium is established, which may represent formation of imine linkages with humate carbonyls(3). Subsequently, there is a slow reaction that is not readily reversible(3). Also, the pKa value for N-ethyl-3-methylaniline is expected to range between 4.96 and 5.72 based on its structural similarity with N-ethyl-2-methylaniline and N-ethyl-4-methylaniline(4). This suggests that N-ethyl-3-methylaniline will exist partially in the protonated form in moist soils and the protonated form of N-ethyl-3-methylaniline is expected to bind strongly to soil surfaces(SRC). Volatilization of N-ethyl-3-methylaniline from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 6.1X10-6 atm-cu m/mole(SRC), using a fragment constant estimation method(5). N-Ethyl-3-methylaniline is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.13 mm Hg(SRC), determined from a fragment constant method(6).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 194(SRC), determined from an estimation method(2), indicates that N-ethyl-3-methylaniline is not expected to adsorb to sediment and suspended solids in water(SRC). The pKa value for N-ethyl-3-methylaniline is expected to range between 4.96 and 5.72 based on its structural similarity with N-ethyl-2-methylaniline and N-ethyl-4-methylaniline(3). This pKa value suggests that N-ethyl-3-methylaniline will exist partially in the protonated form in aqueous environments and the protonated form of N-ethyl-3-methylaniline is expected to bind strongly to sediment and suspended solids in water(SRC). Volatilization from water surfaces is expected(4) based upon an estimated Henry's Law constant of 6.1X10-6 atm-cu m/mole(SRC), developed using a fragment constant estimation method(5). Using this Henry's Law constant and an estimation method(4), volatilization half-lives for a model river and model lake are 4.7 and 55 days, respectively(SRC). However, volatilization from water surfaces may be attenuated by adsorption to humate material in the water column(6). The protonated form of N-ethyl-3-methylaniline is not expected to volatilize from water(3). According to a classification scheme(7), an estimated BCF of 22(SRC), from an estimated log Kow of 2.6(8) and a regression-derived equation(9), suggests the potential for bioconcentration in aquatic organisms is low.|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), N-ethyl-3-methylaniline, which has an estimated vapor pressure of 0.13 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase N-ethyl-3-methylaniline 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 3.2 hrs(SRC), from its rate constant of 1.2X10-10 cu cm/molecule-sec at 25 °C determined using a structure estimation method(3).

The rate constant for the vapor-phase reaction of N-ethyl-3-methylaniline with photochemically-produced hydroxyl radicals has been estimated as 1.2X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 3.2 hrs at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). N-Ethyl-3-methylaniline is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2). In general, anilines absorb light in the environmental UV spectrum(>290 nm)(3). Based on this, N-ethyl-3-methylaniline is expected to absorb light and may potentially undergo direct photolysis(SRC).

An estimated BCF of 22 was calculated for N-ethyl-3-methylaniline(SRC), using an estimated log Kow of 2.6(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low.

Using a structure estimation method based on molecular connectivity indices(1), the Koc for N-ethyl-3-methylaniline can be estimated to be 194(SRC). According to a classification scheme(2), this estimated Koc value suggests that N-ethyl-3-methylaniline is expected to have moderate mobility in soil. However, aromatic amines(including anilines) bind to humate found in soil in two phases(3). Initially, a rapid, reversible equilibrium is established, which may represent formation of imine linkages with humate carbonyls(3). Subsequently, there is a slow reaction that is not readily reversible(3). Also, the pKa value for N-ethyl-3-methylaniline is expected to range between 4.96 and 5.72 based on its structural similarity with N-ethyl-2-methylaniline and N-ethyl-4-methylaniline(4). This suggests that N-ethyl-3-methylaniline will exist partially in the protonated form in moist soils and the protonated form of N-ethyl-3-methylaniline is expected to bind strongly to soil surfaces(SRC).

The Henry's Law constant for N-ethyl-3-methylaniline is estimated as 6.1X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that N-ethyl-3-methylaniline is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 4.7 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 55 days(SRC). N-Ethyl-3-methylaniline's Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur(SRC). However, volatilization from water surfaces may be attenuated by adsorption to humate material in the water column(3). N-Ethyl-3-methylaniline is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 0.13 mm Hg (SRC), determined from a fragment constant method(4). The pKa value for N-ethyl-3-methylaniline is expected to exist between 4.96 and 5.72 based on its structural similarity with N-ethyl-2-methylaniline and N-ethyl-4-methylaniline(5). This suggests that N-ethyl-3-methylaniline will exist partially in the protonated form in aqueous environments which is not expected to volatilize from water.

SURFACE WATER: Water samples collected from the Rhine River near Lobith, Netherlands from Mar-Sept 1989 contained N-ethyl-3-methylaniline at a concentration of 0.02 ug/l(1).

Occupational exposure to N-ethyl-3-methylaniline may occur through inhalation and dermal contact with this compound at workplaces where N-ethyl-3-methylaniline is produced or used. (SRC)

Drug Information

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: 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. (ERG, 2016)

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. For minor skin contact, avoid spreading material on unaffected skin. Keep victim calm and warm. Effects of exposure (inhalation, ingestion or skin contact) to substance may be delayed. (ERG, 2016)

Basic treatment: Establish a patent airway. 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 normal saline 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/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious. Monitor cardiac rhythm and treat arrhythmias as necessary... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. 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. ... . For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors if hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation... . /Aniline and related compounds/

N-Ethyl-m-toluidine Use and Manufacturing

Methods of Manufacturing

Using m-toluidine as the raw material, it is heated in a reaction kettle, and the bromoethane solution is added dropwise at a certain temperature. After refluxing for a few hours, the alkaline solution is added to neutralize, after separation, the finished product is obtained by rectification.

Uses

Chemical intermediate.

Liquid, technical grades

Benzenamine, N-ethyl-3-methyl-: ACTIVE

Computed Properties

Molecular Weight:135.21
XLogP3:3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:135.104799419
Monoisotopic Mass:135.104799419
Topological Polar Surface Area:12
Heavy Atom Count:10
Complexity:90.7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Recommended Suppliers of N-Ethyl-m-toluidine

Scan the QR Code to Share

Feedback & Suggestions
Send Message

Thank you for your feedback. If you require further assistance, please contact us by email at info@echemi.com or call us at +86-532-55729510.