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N,N-Diethylaniline

N,N-Diethylaniline structure

N,N-Diethylaniline 

structure
  • CAS No:

    91-66-7

  • Formula:

    C10H15N

  • Chemical Name:

    N,N-Diethylaniline

  • Synonyms:

    Benzenamine,N,N-diethyl-;Aniline,N,N-diethyl-;N,N-Diethylbenzenamine;N,N-Diethylaminobenzene;Diethylaniline;Diethylphenylamine;N,N-Diethylaniline;DEA;(Diethylamino)benzene;NSC 7205;NL 64-10P;N-Phenyldiethylamine

  • Categories:

    Organic Chemistry  >  Amides

Description

light yellow liquid N,N-Diethylaniline is a pale yellow liquid. It is slightly soluble in water (1.40 g/L at 12°C), and soluble in alcohol and ether.


N,n-diethylaniline appears as a colorless to yellow liquid with a fishlike odor, that is strongly corrosive. Irritating to skin, eyes and mucous membranes and moderately toxic by inhalation, absorption and ingestion. Flash point 185°F. Used in dyes and in the production of organic chemicals.|Liquid|COLOURLESS-TO-YELLOW LIQUID WITH CHARACTERISTIC ODOUR.


N,n-diethylaniline appears as a colorless to yellow liquid with a fishlike odor, that is strongly corrosive. Irritating to skin, eyes and mucous membranes and moderately toxic by inhalation, absorption and ingestion. Flash point 185°F. Used in dyes and in the production of organic chemicals.

N,N-Diethylaniline Basic Attributes

149.23

149.23

742483

202-088-8

1WR1HJ2PGW

1609

7205

2432

DTXSID8021800

Colorless to yellow liquid|BROWN OILY LIQUID

2921420090

Characteristics

3.2

3.31

Clear yellow Liquid

0.9307 g/cm3 @ Temp: 20 °C

-38.8 °C

216.3 °C

208 °F

1.533

H2O: 14 g/L (12 ºC)

Store below +30°C.

1 mm Hg ( 49.7 °C)

5.2 (vs air)

Inhalation-rat LC50: 1920 mg/m3/4 hours; Intraperitoneal injection-rat LD50: 420 mg/kg

Open flames are flammable; work with oxidants; burning produces toxic nitrogen oxide fumes

1.1-5.3%(V)

pKa= 6.57 (conjugate acid)

Insoluble in water.

Amines, Aromatic

N,N-DIETHYLANILINE 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.

1166 °F(630 °C)|630 °C

Safety Information

III

6.1

UN 2432 6.1/PG 3

2

23/24/25-33-51/53

28-37-45-61-28A

BX3400000

T,N

Storehouse ventilated at low temperature and dry; stored separately from acids, oxidants, food additives

Toxic

Stable. Combustible. Incompatible with strong oxidizing agents, strong acids.

P261-P273-P280-P301 + P310-P311

H301 + H311 + H331-H373-H411

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.

Special Hazards of Combustion Products: Emits toxic fumes under fire conditions. (USCG, 1999)|Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Above 79 °C explosive vapour/air mixtures may be formed.|Flammable - 2nd degree

|Danger|H301: Toxic if swallowed [Danger Acute toxicity, oral]|P260, P261, P264, P270, P271, P273, P280, P301+P310, P302+P352, P304+P340, P311, P312, P314, P321, P322, P330, P361, P363, P391, P403+P233, P405, and P501|H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]|Aggregated GHS information provided by 428 companies from 17 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Warning|H227: Combustible liquid [Warning Flammable liquids]|P210, P260, P261, P264, P270, P271, P280, P301+P312, P304+P312, P304+P340, P309+P311, P312, P314, P330, P370+P378, P403+P235, P405, 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)

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)

Self-contained breathing apparatus, rubber boots, heavy rubber gloves and protective clothing. (USCG, 1999)

If material 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.

If material not on fire and not involved in fire: Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Attempt to stop leak if without undue personnel hazard.|Personnel protection: Keep upwind. Avoid breathing vapors. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Avoid bodily contact with the material.

/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 N,N-DIETHYLANILINE (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.

Personal protection: complete protective clothing including self-contained breathing apparatus. Do NOT let this chemical enter the environment. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.

Store in an area without drain or sewer access. Well closed. Separated from food and feedstuffs.

No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.

The substance is irritating to the skin and eyes. The substance may cause effects on the blood. This may result in the formation of methaemoglobin. Medical observation is indicated. The effects may be delayed.

The substance may have effects on the blood. This may result in anaemia.

NO open flames. NO contact with oxidizing agents. Above 79 °C use a closed system and ventilation.

PREVENT GENERATION OF MISTS!

Use ventilation, local exhaust or breathing protection.

Protective gloves. Protective clothing.

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

| 3 - Materials that, under emergency conditions, can cause serious or permanent injury.| 2 - Materials that must be moderately heated or exposed to relatively high ambient temperatures before ignition can occur. Materials would not under normal conditions form hazardous atmospheres with air, but under high ambient temperatures or under moderate heating could release vapor in sufficient quantities to produce hazardous atmospheres with air.| 0 - Materials that in themselves are normally stable, even under fire conditions.

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 1000 lb or 454 kg. The toll free number of the NRC is (800) 424-8802; In the Washington D.C. metropolitan area (202) 426-2675. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

N,N-Diethylaniline was detected in the effluent of a publicly owned treatment works in NJ at a concn of 3 ppb(1) and at 2 mg/l in the retort water fraction from a shale oil facility(2).

Toxicity

highly toxic

LD50 Rat oral 782 mg/kg|LD50 Rat ip 420 mg/kg

N,N-Diethylaniline's production and use in the synthesis of dyes(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 1,500(SRC), determined from a log Kow of 3.31(2) and a regression-derived equation(3), indicates that N,N-diethylaniline is expected to have low mobility in soil(SRC). A pKa value of 6.57(4) suggests that N,N-diethylaniline will exist partially in the protonated form in moist soils and the protonated form of N,N-diethylaniline is expected to bind strongly to soil surfaces(SRC). Volatilization of N,N-diethylaniline from moist soil surfaces is expected to be an important fate process for the neutral species(SRC) given an estimated Henry's Law constant of 1.9X10-4 atm-cu m/mole(SRC), derived from its vapor pressure of 0.14 mm Hg(5) and water solubility of 139 mg/l(6) at 25 °C. N,N-Diethylaniline is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(5). N,N-Diethylaniline achieved 0% of the theoretical BOD in a sewage sludge test during a 5 day incubation period and was considered persistent(7).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1,500(SRC), determined from a log Kow of 3.31(2) and a regression-derived equation(3), indicates that N,N-diethylaniline is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 1.9X10-4 atm-cu m/mole(SRC), derived from its vapor pressure of 0.14 mm Hg(4) and water solubility of 139 mg/l(5) at 25 °C. Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 5 hours and 6.5 days, respectively(SRC). A pKa of 6.57(6) suggests that N,N-diethylaniline will exist partially in the protonated form in aqueous environments and the protonated form of N,N-diethylaniline is not expected to volatilize from water. According to a classification scheme(7), BCF values of 17-161 measured in carp(8) suggest bioconcentration in aquatic organisms is low to high. N,N-Diethylaniline achieved 0% of the theoretical BOD in a sewage sludge during a 5 day incubation period and was considered persistent(9). Using the Japanese MITI test, N,N-diethylaniline achieved 0% of theoretical BOD in an acclimated study during a 4 week incubation(8).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), N,N-diethylaniline, which has a vapor pressure of 0.14 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase N,N-diethylaniline 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 2 hours(SRC), calculated from its estimated rate constant of 1.6X10-10 cu cm/molecule-sec at 25 °C(3) determined using a structure estimation method(3).

The rate constant for the vapor-phase reaction of N,N-diethylaniline with photochemically-produced hydroxyl radicals has been estimated as 1.6X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 2 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). N,N-Diethylaniline has UV absorption which extends beyond 290 nm(3) and may potentially undergo direct photolysis in the environment although the kinetics of this reaction are unknown(SRC). A pKa value of 6.57(3) suggests that N,N-diethylaniline will partially exist in the protonated form in moist soil and water(SRC).

102.33|BCF values of 44-161 were measured for carp exposed to 0.2 mg/l of N,N-diethylaniline for 8 weeks and BCF values of 17-125 were measured for carp exposed to 0.02 mg/l(1). According to a classification scheme(2), this BCF data suggests the potential for bioconcentration in aquatic organisms is low to high.

120.23 L/kg|A pKa value of 6.57(1) suggests that N,N-diethylaniline will exist partially in the protonated form in moist soils and the protonated form of N,N-diethylaniline is expected to bind strongly to soil surfaces(SRC). The Koc of N,N-diethylaniline is estimated as 1,500(SRC), using a log Kow of 3.31(2) and a regression-derived equation(3). According to a classification scheme(4), this estimated Koc value suggests that N,N-diethylaniline is expected to have low mobility in soil.

The Henry's Law constant for N,N-diethylaniline is estimated as 1.9X10-4 atm-cu m/mole(SRC), derived from its vapor pressure of 0.14 mm Hg(1) and water solubility of 139 mg/l at 25 °C(2). This Henry's Law constant indicates that N,N-diethylaniline is expected to volatilize from water surfaces(3). 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)(3) is estimated as 5 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 6.5 days(SRC). N,N-Diethylaniline's Henry's Law constant(1,2) indicates that volatilization from moist soil surfaces may occur(SRC). N,N-Diethylaniline is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(1). A pKa value of 6.57(4), suggests that N,N-diethylaniline will exist partially in the protonated form in aqueous environments and the protonated form of N,N-diethylaniline is not expected to volatilize from water or moist soil surfaces(SRC).

N,N-Diethylaniline was identified, not quantified, in 1 of 204 surface water samples from 14 heavily industrialized river basins in the United States(1). N,N-Diethylaniline was detected in the Rhine River, Netherlands at a concn of 1 ug/l(2). N,N-Diethylaniline was identified, not quantified, in drinking water in a survey of cities in the US(3).

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

Drug Information

IT IS READILY ABSORBED THROUGH INTACT SKIN ...|... Readily absorbed ... by inhalation of vapors.

IN RAT LIVER MICROSOMES N-DEALKYLATION OCCURRED DURING MICROSOMAL METABOLISM OF N,N-DIALKYLANILINES. N-OXIDATION WAS FOUND WITH N,N-DIETHYLANILINE ONLY.

May be fatal if inhaled, swallowed or absorbed through the skin. Vapor or mist is irritant to the eyes, mucous membranes, upper respiratory tract; causes skin irritation. Absorption into the body leads to the formation of methemoglobin which, in sufficient concentration, may cause cyanosis. Onset may be delayed 2-4 hours or longer. Exposure can cause nausea, dizziness, headache, damage to the eyes, and blood effects. (USCG, 1999)

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)


Fresh air, rest. Refer for medical attention.


Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention .


First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

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/

POISONING MAY ... OCCUR THROUGH INHALATION OF VAPORS. ... HAZARDS MAY BE CONSIDERED AS SIMILAR TO THOSE OF ANILINE.

N,N-DEA

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

Blue lips, fingernails and skin. Convulsions. Dizziness. Laboured breathing. Vomiting. Symptoms may be delayed.


Redness. MAY BE ABSORBED! Further see Inhalation.


Redness. Pain.

N,N-Diethylaniline Use and Manufacturing

Methods of Manufacturing

From the reaction of aniline and ethyl chloride. Raw material consumption quota: aniline 645kg/t, ethyl chloride (95%) 1473kg/t, caustic soda (42%) 1230kg/t, phthalic anhydride 29kg/t.

Uses

As dyestuff intermediate, in organic syntheses.


Dyes


Ink, toner, and colorant products

Production

100,000 - 500,000 lb|(1977) 9.62X10+8 GRAMS|(1979) 1.16X10+9 GRAMS

Grade: Technical

Plastic material and resin manufacturing|Benzenamine, N,N-diethyl-: ACTIVE|INSECT REPELLING SUBSTANCE, N,N-DIETHYLANILINE WAS WORKED UP WITH POLYETHYLENE GLYCOL, POLYVINYL ALCOHOL, ETHOXYLATED ALCOHOLS, & CELLULOSE DERIVATIVES TO LOTIONS OR OINTMENTS APPLICABLE TO SKIN. THE COMPOSITION IS READILY WASHED OFF AFTER USE.

Fire Hazards -> Flammable - 2nd degree

Computed Properties

Molecular Weight:149.23
XLogP3:3.3
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:3
Exact Mass:149.120449483
Monoisotopic Mass:149.120449483
Topological Polar Surface Area:3.2
Heavy Atom Count:11
Complexity:91
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Price Analysis

Make your N,N-Diethylaniline purchase based on the price and market insights! ECHEMI provides professional market insights with prices for you to make a better choice. Learn more on N,N-Diethylaniline prices .
  • Data: 2026-07-23
  • Price: 18000.00Yuan/ton
  • Change: 0

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