2-Ethylaniline
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2-Ethylaniline
structure -
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CAS No:
578-54-1
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Formula:
C8H11N
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Chemical Name:
2-Ethylaniline
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Synonyms:
Benzenamine,2-ethyl-;Aniline,o-ethyl-;2-Ethylbenzenamine;o-Ethylaniline;2-Ethylaniline;o-Aminoethylbenzene;2-Ethylphenylamine;NSC 62014
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CAS No:
Description
clear yellow to red-brownish liquid 2-Ethylaniline is a yellow liquid that turns brown on standing in air
2-ethylaniline appears as a brown liquid. Insoluble in water and less dense than water. Hence floats on water. May irritate skin, eyes and mucous membranes. Toxic by ingestion, inhalation or skin absorption.
2-ethylaniline appears as a brown liquid. Insoluble in water and less dense than water. Hence floats on water. May irritate skin, eyes and mucous membranes. Toxic by ingestion, inhalation or skin absorption.
2-Ethylaniline Basic Attributes
121.18
121.18
1841268
209-424-2
GR557N47K6
62014
2273
DTXSID0042242
Brown liquid
29214980
Characteristics
26
1.74
Clear yellow to red-brownish Liquid
0.982 g/cm3 @ Temp: 20 °C
-46.5 °C
209.65 °C
196 °F
1.556
H2O: insoluble ;Slightly soluble in chloroform and water; very soluble in ethanol and ethyl ether
−20°C
0.11 mm Hg ( 20 °C)
4.2 (vs air)
Oral-rat LD50: 1260 mg/kg; Oral-Wild Bird LD50: 750 mg/kg
Open flame combustible; decomposed by heat; burning produces toxic nitrogen oxide fumes
pKa= 4.30 (conjugate acid)
UV: 11849 (Sadtler Research Laboratories Spectral Collection) /4-Ethylaniline/
Insoluble in water.
Amines, Aromatic
2-ETHYLANILINE neutralizes acids in exothermic reactions to form salts plus water. The liquid may react with acids to release toxic fumes of aniline and oxides of nitrogen. Reacts violently with oxidizing materials. 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.
6.257X10+7 J/kmol @ -46.5 °C
Critical temperature: 431 °C; critical pressure: 3.74X10+6 Pa
Safety Information
III
6.1
UN 2273 6.1/PG 3
3
36/37/38-33-23/24/25
36/37/39-45-36/37-28A
BX9800000
T
The warehouse is ventilated at low temperature and dry; stored separately from oxidants, acids and food additives
Stable under normal temperatures and pressures.
P261-P280-P311
H311 + H331-H373
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.
... Can react with oxidizing materials.
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)|Flammable - 2nd degree
|Danger|H301 (12.09%): Toxic if swallowed [Danger Acute toxicity, oral]|P260, P261, P264, P270, P271, P280, P284, P301+P310, P301+P312, P302+P352, P304+P340, P305+P351+P338, P310, P311, P312, P314, P320, P321, P322, P330, P337+P313, P361, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 91 companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
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)
Flammable when exposed to heat or flame ...
To fight fire, use foam, carbon dioxide, dry chemical.
/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.|/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.|/GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. 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.|/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.|For more DOT Emergency Guidelines (Complete) data for 2-ETHYLANILINE (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
moderately toxic
LD50 Rat oral 1260 mg/kg
2-Ethylaniline's production and use in the manufacturing of pharmaceuticals, dyestuffs, and pesticides(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 143(SRC), determined from a structure estimation method(2), indicates that 2-ethylaniline is expected to have high mobility in soil(SRC). However, aromatic amines (including anilines) bind to humic material found in soil in two phases(3). Initially, a rapid, reversible equilibrium is established, which may represent formation of imine linkages with the humic carbonyls(3). Subsequently, there is a slow reaction that is not readily reversed(3). Also, a pKa value of 4.3(4) suggests that 2-ethylaniline will exist partially in the protonated form in moist soils and the protonated form of 2-ethylaniline is expected to bind strongly to soil surfaces and not volatilize. Volatilization of the neutral species from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.6X10-6 atm-cu m/mole(SRC), using a fragment constant estimation method(5). 2-Ethylaniline is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.170 mm Hg(6).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 143(SRC), determined from an estimation method(2), indicates that 2-ethylaniline is not expected to adsorb to sediment and suspended solids in water(SRC). However, aromatic amines(including anilines) bind to humic material found in water in two phases(3). Initially, a rapid, reversible equilibrium is established, which may represent formation of imine linkages with the humic carbonyls(3). Subsequently, there is a slow reaction that is not readily reversed(3). Volatilization of the neutral species from water surfaces is expected(4) based upon an estimated Henry's Law constant of 3.6X10-6 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 7.5 and 85 days, respectively(SRC). However, volatilization from water surfaces may be attenuated by adsorption to humic material in the water column(3). A pKa value of 4.30(6), suggests that 2-ethylaniline will exist partially in the protonated form in aqueous environments and the protonated form of 2-ethylaniline is not expected to volatilize from water. According to a classification scheme(7), an estimated BCF of 4.4(SRC), from a log Kow of 1.79(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), 2-ethylaniline, which has a vapor pressure of 0.170 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2-ethylaniline 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 hrs(SRC), calculated from its rate constant of 1.3X10-10 cu cm/molecule-sec at 25 °C determined using a structure estimation method(3).
The rate constant for the vapor-phase reaction of 2-ethylaniline with photochemically-produced hydroxyl radicals has been estimated as 1.3X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 3 hrs at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 2-Ethylaniline 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, 2-ethylaniline is expected to absorb light and may potentially undergo direct photolysis(SRC).
An estimated BCF of 4.4 was calculated for 2-ethylaniline(SRC), using a log Kow of 1.74(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.
A pKa value of 4.30(1) suggests that 2-ethylaniline will exist partially in the protonated form in moist soils and the protonated form of 2-ethylaniline is expected to bind strongly to soil surfaces(SRC). Using a structure estimation method based on molecular connectivity indices(2), the Koc for 2-ethylaniline can be estimated to be 143(SRC). According to a classification scheme(3), this estimated Koc value suggests that 2-ethylaniline is expected to have high mobility in soil. However, aromatic amines (including anilines) bind to humic material found in soil in two phases(4). Initially, a rapid, reversible equilibrium is established, which may represent formation of imine linkages with the humic carbonyls(4). Subsequently, there is a slow reaction that is not readily reversed(4).
The Henry's Law constant for the 2-ethylaniline neutral species is estimated as 3.6X10-6 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that the neutral species 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 7.5 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 85 days(SRC). However, volatilization from water surfaces may be attenuated by adsorption to humic material in the water column(3). Aromatic amines (including anilines) bind to humic material found in water in two phases(3). Initially, a rapid, reversible equilibrium is established, which may represent formation of imine linkages with the humic carbonyls(3). Subsequently, there is a slow reaction that is not readily reversed(3). 2-Ethylaniline's Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur(SRC). 2-Ethylaniline is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.170 mm Hg(4). A pKa value of 4.3(5), suggests that 2-ethylanilne will exist partially in the protonated form in aqueous environments and the protonated form of 2-ethylaniline is not expected to volatilize from water or moist soil surfaces(SRC).
Occupational exposure to 2-ethylaniline may occur through inhalation and dermal contact with this compound at workplaces where 2-ethylaniline is produced or used. (SRC)
Drug Information
2-ethylaniline has known human metabolites that include 2-Ethylacetanilide.
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/
TOXIC BY INGESTION, INHALATION, SKIN ABSORPTION.
2-ethylaniline
2-Ethylaniline Use and Manufacturing
It is obtained by reduction of o-nitroethylbenzene. 1. The iron powder reduction method uses this method to produce 1t product raw material consumption: o-nitroethylbenzene (100%) 1.66t, ammonium chloride (industrial product) 350kg, caustic soda (100%) 160kg, iron powder (industrial product) ) 1.65t, refined salt (industrial product) 1.4t. 2. Sodium sulfide reduction method Sodium sulfide and o-nitroethylbenzene are reacted at 120-130℃, and the reaction mixture is separated to obtain the product. The product yield is 95%.
Used in organic synthesis.
Benzenamine, 2-ethyl-: ACTIVE
Fire Hazards -> Flammable - 2nd degree
Computed Properties
Molecular Weight:121.18
XLogP3:1.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:121.089149355
Monoisotopic Mass:121.089149355
Topological Polar Surface Area:26
Heavy Atom Count:9
Complexity:80.6
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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