结构:CN(C)c1ccccc1
HCID949

N,N-Dimethylaniline

C8H11N121.18 g/molCAS 101357-19-1

IDENTITY

结构与身份

标准 SMILES
CN(C)c1ccccc1
InChIKey
JLTDJTHDQAWBAV-UHFFFAOYSA-N
分子式
C8H11N
平均分子量
121.18 g/mol
单同位素质量
121.08914936

COMPUTED

结构计算性质

已同步
XLogP
2.3
极性表面积
3.2 Ų
氢键供体
0
氢键受体
1
可旋转键
1
重原子
9
形式电荷
0
复杂度
72

PROPERTIES

实验与物化性质

来源:PubChem
LogP

log Kow = 2.31

2.31

2.3

Odor

Amine-like odor

Density

0.9557 at 68 °F (NTP, 1992) - Less dense than water; will float

0.9537 g/cu cm at 20 °C

Relative density (water = 1): 0.96

0.96

0.9557 @ 20°C

0.96

Viscosity

1.300 mPa.s at 25 °C

Color/Form

Pale-yellow, oily liquid [Note: A solid below 36 degrees F]

Yellowish to brownish, oily liquid

Solubility

less than 1 mg/mL at 70 °F (NTP, 1992)

In water, 1,454 mg/L at 25 °C

Freely soluble in alcohol, chloroform, ether

Soluble in acetone, benzene, organic solvents

Soluble in oxygenated and chlorinated solvents

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

Flash Point

145 °F (NTP, 1992)

63 °C

145 °F (63 °C) (closed cup)

62 °C

142 °F

142 °F

Boiling Point

381 °F at 760 mmHg (NTP, 1992)

193 °C

192-194 °C

378 °F

193.1 °C @760 [mm Hg]

378 °F

Decomposition

When heated to decomposition it emits highly toxic fumes of aniline and NOx.

Melting Point

36.4 °F (NTP, 1992)

2.1 °C

2.5 °C

2.5 °C

36 °F

2.5 °C

Vapor Density

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

4.17 (Air = 1)

Relative vapor density (air = 1): 4.2

4.17

Odor Threshold

Odor Threshold Low: 0.001 [ppm];Odor Threshold High: 0.2 [ppm];Odor threshold from AIHA

GHS

GHS 分类

来源:PubChem
GHS Classification

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral];H311: Toxic in contact with skin [Danger Acute toxicity, dermal];H331: Toxic if inhaled [Danger Acute toxicity, inhalation];H351: Suspected of causing cancer [Warning Carcinogenicity];H411: Toxic to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]

P203, P261, P262, P264, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P316, P318, P321, P330, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Danger

HAZARDS

危害信息

来源:PubChem
Regulatory Information

Chemical: Benzenamine, N,N-dimethyl-

Benzenamine, N,N-dimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenamine, N,N-dimethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.

Status: Active Update: 11-08-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/5396;Status: Cease Manufacture Update: 26-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23245

Status: Active Update: 07-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/24634

Benzenamine, N,N-dimethyl-, oxidized, molybdatetungstatephosphates: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Other Safety Information

IMAP assessments - Benzenamine, N,N-dimethyl-: Human health tier II assessment;IMAP assessments - Benzenamine, N,N-dimethyl-: Environment tier I assessment

DOT Label

Poison

Fire Hazards

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. Corrosives in 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, 2024)

· 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.;· Corrosives in 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.

Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Above 62 °C explosive vapour/air mixtures may be formed.

Fire Potential

Flammable liquid when exposed to heat, flame, or oxidizers.

Health Hazards

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:;TOXIC and/or CORROSIVE; inhalation, ingestion or skin contact with material may cause severe injury or death. Methyl bromoacetate (UN2643) is an eye irritant/lachrymator (causes flow of tears). Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause environmental contamination. (ERG, 2024)

· TOXIC and/or CORROSIVE; inhalation, ingestion or skin contact with material may cause severe injury or death.;· Methyl bromoacetate (UN2643) is an eye irritant/lachrymator (causes flow of tears).;· Contact with molten substance may cause severe burns to skin and eyes.;· Avoid any skin contact.;· Fire may produce irritating, corrosive and/or toxic gases.;· Runoff from fire control or dilution water may be corrosive and/or toxic and cause environmental contamination.

Hazards Summary

N,N-Dimethylaniline is used as an intermediate in the manufacture of dyes and other substances. Acute (short-term) inhalation exposure to N,N-dimethylaniline has resulted in effects on the central nervous system (CNS) and circulatory system, with headache, cyanosis, and dizziness in humans. Effects on the blood have been reported in exposed workers. Chronic (long-term) inhalation exposure of animals resulted in effects on the CNS, blood, and liver. No information is available on the reproductive, developmental, or carcinogenic effects of N,N-dimethylaniline in humans. In a National Toxicology Program (NTP) study of rats and mice exposed via gavage, increased incidences of tumors of the spleen and forestomach were observed. EPA has not classified N,N-dimethylaniline for potential carcinogenicity.

N,N-diethylaniline and N,N-dimethylaniline are potent methemoglobin-inducers with toxicity similar to aniline. [ILO Encyclo, Aromatic Amino Compounds] Listed in a table of Industrial Chemicals for Which Methemoglobin Formation is the Principal Cause of Toxicity; [ACGIH] A skin and eye irritant that can induce methemoglobinemia; Inhalation of high concentrations can cause CNS depression; [ICSC]

DOT ID and Guide

2253 153

2253 153

Reactive Group

Amines, Phosphines, and Pyridines

EC Classification

Symbol: T, N; R: 23/24/25-40-51/53; S: (1/2)-28-36/37-45-61

UN Classification

UN Hazard Class: 6.1; UN Pack Group: II

Special Reports

DHHS/NTP; Toxicology & Carcinogenesis Studies of N,N-Dimethylaniline in F344/N Rats and B6C3F1 Mice (Gavage Studies) Technical Report Series No. 360 (1989) NIH Publication No. 90-2815

SAFETY

安全与防护

来源:PubChem
Fire Fighting

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. If it can be done safely, move undamaged containers away from the area around the fire. Dike runoff from fire control for later disposal.;FIRE INVOLVING TANKS, RAIL TANK CARS OR HIGHWAY TANKS: Fight fire from maximum distance or use unmanned master stream devices 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 in direct contact with flames. (ERG, 2024)

Use water spray, powder, foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water. Combat fire from a sheltered position.

First Aid Measures

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

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

Rinse mouth. Give a slurry of activated charcoal in water to drink. Rest. Refer for medical attention .

Accidental Release Measures

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.;· Keep unauthorized personnel away.;· Stay upwind, uphill and/or upstream.;· Ventilate closed spaces before entering, but only if properly trained and equipped.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from 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.

First Aid

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. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. IMMEDIATELY call a physician and be prepared to transport the victim to a hospital even if no symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop. 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.;OTHER: Since this chemical is a known or suspected carcinogen you should contact a physician for advice regarding the possible long term health effects and potential recommendation for medical monitoring. Recommendations from the physician will depend upon the specific compound, its chemical, physical and toxicity properties, the exposure level, length of exposure, and the route of exposure. (NTP, 1992)

General First Aid:;· Call 911 or emergency medical service.;· Ensure that medical personnel are aware of the material(s) involved, take precautions to protect themselves and avoid contamination.;· Move victim to fresh air if it can be done safely.;· Administer oxygen if breathing is difficult.;· If victim is not breathing:;-- DO NOT perform mouth-to-mouth resuscitation; the victim may have ingested or inhaled the substance.;-- If equipped and pulse detected, wash face and mouth, then give artificial respiration using a proper respiratory medical device (bag-valve mask, pocket mask equipped with a one-way valve or other device).;-- If no pulse detected or no respiratory medical device available, provide continuous compressions. Conduct a pulse check every two minutes or monitor for any signs of spontaneous respirations.;· Remove and isolate contaminated clothing and shoes.;· For minor skin contact, avoid spreading material on unaffected skin.;· In case of contact with substance, remove immediately by flushing skin or eyes with running water for at least 20 minutes.;· For severe burns, immediate medical attention is required.;· Effects of exposure (inhalation, ingestion, or skin contact) to substance may be delayed.;· Keep victim calm and warm.;· Keep victim under observation.;· For further assistance, contact your local Poison Control Center.;· Note: Basic Life Support (BLS) and Advanced Life Support (ALS) should be done by trained professionals.;Specific First Aid:;· For corrosives, in case of contact, immediately flush skin or eyes with running water for at least 30 minutes. Additional flushing may be required.

(General first aid procedures);Eye: Irrigate immediately - If this chemical contacts the eyes, immediately wash (irrigate) the eyes with large amounts of water, occasionally lifting the lower and upper lids. Get medical attention immediately.;Skin: Soap wash immediately - If this chemical contacts the skin, immediately wash the contaminated skin with soap and water. If this chemical penetrates the clothing, immediately remove the clothing, wash the skin with soap and water, and get medical attention promptly.;Breathing: Respiratory support;Swallow: Medical attention immediately - If this chemical has been swallowed, get medical attention immediately.

Safe Storage

Separated from strong oxidants and food and feedstuffs. Ventilation along the floor.

Exposure Control and Personal Protection

· Wear positive pressure self-contained breathing apparatus (SCBA).;· Wear chemical protective clothing that is specifically recommended by the manufacturer when there is NO RISK OF FIRE.;· Structural firefighters' protective clothing provides thermal protection but only limited chemical protection.

Biological Exposure Indices (BEI) [ACGIH] - Methemoglobin in blood = 1.5% of hemoglobin during or at end of shift. [ACGIH]

5.0 [ppm]

Fire Fighting Procedures

Special protective equipment for firefighters: Wear self contained breathing apparatus for fire fighting if necessary.

To fight fire, use foam, carbon dioxide, dry chemical.

Use water spray to cool unopened containers.

Storage Conditions

Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage.

Cleanup Methods

Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Methods and materials for containment and cleaning up: Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and place in container for disposal according to local regulations... Keep in suitable, closed containers for disposal.

Nonfire Spill Response

Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:;ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from 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, 2024)

Disposal Methods

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.

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.

Dimethylaniline may be disposed of: 1) by absorbing it in vermiculite, dry sand, earth or a similar material ... 2) by atomizing in a suitable combustion chamber equipped with an appropriate effluent gas cleaning device.

The following wastewater treatment technologies have been investigated for N,N-dimethylaniline: Concentration process: Activated carbon.

Product: This combustible material may be burned in a chemical incinerator equipped with an afterburner and scrubber. Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material. Contaminated packaging: Dispose of as unused product.

Spillage Disposal

Personal protection: chemical protection suit. Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Collect leaking and spilled liquid in sealable metal or glass containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.

TOXICITY

毒理信息

来源:PubChem
Target Organs

Hematologic;Immune

Blood, kidneys, liver, cardiovascular system

Ecotoxicity Values

EC50; Species: Chlorella pyrenoidosa (Green Algae) 2x10+6 cells/mL; Conditions: freshwater, static, 22 °C, pH 7.4; Concentration: 22000 ug/L for 72 hr (95% confidence interval: 19000-27000 ug/L); Effect: decreased population growth rate /99% purity/

EC50; Species: Daphnia sp. (Water flea); Conditions: freshwater, static; Concentration: 16500 ug/L for 24 hr; Effect: intoxication, immobilization /99% purity/

EC50; Species: Daphnia magna (Water flea) age 24 hr; Conditions: freshwater, static, 18-20 °C, pH 8.0-8.3, dissolved oxygen 8.1-9.7 mg/L; Concentration: 29700 ug/L for 24 hr (95% confidence interval: 22000-48500 ug/L); Effect: intoxication, immobilization /99% purity/

EC50; Species: Daphnia magna (Water flea) age 24 hr; Conditions: freshwater, static, 18-20 °C, pH 8.0-8.3, dissolved oxygen 8.1-9.7 mg/L; Concentration: 13700 ug/L for 48 hr (95% confidence interval: 11200-16800 ug/L); Effect: intoxication, immobilization /99% purity/

For more Ecotoxicity Values (Complete) data for N,N-DIMETHYLANILINE (17 total), please visit the HSDB record page.

Environmental Fate

TERRESTRIAL FATE: Based on a classification scheme(1), a Koc value of 182(2), indicates that N,N-dimethylaniline is expected to have moderate mobility in soil(SRC). The pKa of N,N-dimethylaniline is 5.15(3), indicating that this compound will exist partially in the cation form in the environment and cations generally adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(4). Volatilization of N,N-dimethylaniline from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 5.7X10-5 atm-cu m/mole(SRC), based upon its vapor pressure, 0.76 mm Hg(5), and water solubility, 1,450 mg/L(6). N,N-Dimethylaniline is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(5). Utilizing the Japanese MITI test, 1.9% of the Theoretical BOD was reached in 2 weeks(7) indicating that biodegradation is not an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), a Koc value of 182(2), indicates that N,N-dimethylaniline 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 5.7X10-5 atm-cu m/mole(SRC), derived from its vapor pressure, 0.7 mm Hg(4), and water solubility, 1,450 mg/L(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives of the neutral species for a model river and model lake are 20 hrs and 10 days, respectively(SRC). N,N-Dimethylaniline is degraded in aqueous environments by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in water is estimated to be 34 days(SRC), calculated from its rate constant of 1.4X10+10 cu cm/molecule-sec(6). According to a classification scheme(7), a measured BCF of 5.4(8) suggests the potential for bioconcentration in aquatic organisms is low(SRC). Utilizing the Japanese MITI test, 1.9% of the Theoretical BOD was reached in 2 weeks(8) indicating that biodegradation is not an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), N,N-dimethylaniline, which has a vapor pressure of 0.7 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase N,N-dimethylaniline 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 hrs(SRC), calculated from its rate constant of 1.48X10-10 cu cm/molecule-sec at 25 °C(3). Vapor-phase N,N-dimethylaniline is degraded in the atmosphere by reaction with photochemically-produced ozone radicals(SRC); the half-life for this reaction in air is estimated to be 29 hrs(SRC), calculated from the rate constant of 9.1X10-18 cu cm/molecule-sec at 25 °C(4). Night-time reaction with nitrate radicals may also contribute to the atmospheric transformation of N,N-dimethylaniline(4). A dilute aqueous solution of N,N-dimethylaniline exposed to fluorescent lamps having a continuous spectrum from 300-400 nm resulted in a 50% degradation in approximately 14 min(5); therefore, N,N-dimethylaniline may be susceptible to direct photolysis by sunlight(SRC).

Adverse Effects

Methemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as primary toxic effect.;ACGIH Carcinogen - Not Classifiable.

Exposure Routes

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

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

Toxicity Summary

IDENTIFICATION AND USE: N,N-Dimethylaniline is a pale-yellow, oily liquid with amine-like odor that solidifies below 36 degrees F. It is used as a solvent; an intermediate in the manufacture of vanilin, methyl violet, other dyes, and Michler's ketone; as a reagent; as a catalytic hardener in certain fiberglass resins; and as an acid scavenger or acceptor in the manufacture of semisynthetic penicillins and cephalosporins. HUMAN EXPOSURE AND TOXICITY: N,N-Dimethylaniline has been reported to be quantitatively less toxic than aniline but produces a very similar effect notably, methemoglobinemia. The human lethal oral dose is 50 mg/kg. Short-term exposure: contact may irritate or burn the eyes, and may irritate the nose and throat. It can be absorbed through the skin, thereby increasing exposure. Swallowing the liquid may cause aspiration into the lungs with the risk of chemical pneumonia. The chemical may affect the blood, resulting in formation of methemoglobin. Symptoms of anoxia, cyanosis, weakness, dizziness, ataxia. Symptoms may be delayed. Long term exposure: repeated or prolonged contact with skin may cause dermatitis. While this chemical has not been identified as a reproductive hazard, there are some evidence that women working with aniline, a related compound, have a higher incidence of reproductive cycle disorders and abortions. There are case reports of two workers who showed symptoms very similar to aniline poisoning. One of the workers, who was exposed for only a few minutes to hot vapors from a vat containing dimethylaniline and phenol, collapsed immediately, was unconscious for 8 hours, and complained of visual disturbances, noise in the ears, and intense abdominal pain. The other worker was less severely poisoned after 7 hours of baling dimethylaniline from one container to another. The compound was not irritating when approximately 0.1 g of petrolatum containing 0.6% N,N-Dimethylaniline was applied to the backs of human subjects for 24 hours. There is

Plant Concentrations

N,N-Dimethylaniline was detected, not quantified, in cold-pressed orange oil from the peel of fresh Florida oranges(1).

Signs and Symptoms

Abdominal pain. Blue lips, fingernails and skin. Confusion. Convulsions. Dizziness. Headache. Laboured breathing. Nausea. Unconsciousness. Vomiting. Ringing in the ears. Visual disturbances.

MAY BE ABSORBED! Redness.

Redness. Pain.

See Inhalation.

Anoxia symptoms: cyanosis, lassitude (weakness, exhaustion), dizziness, ataxia; methemoglobinemia

Ongoing Test Status

EPA has released the first beta version (version 0.5) of the Interactive Chemical Safety for Sustainability (iCSS) Dashboard. The beta version of the iCSS Dashboard provides an interactive tool to explore rapid, automated (or in vitro high-throughput) chemical screening data generated by the Toxicity Forecaster (ToxCast) project and the federal Toxicity Testing in the 21st century (Tox21) collaboration. /The title compound was tested by ToxCast and/or Tox21 assays; See the data in Chemical Explorer/[USEPA; ICSS Dashboard Application; Available from, as of June 27, 2014: http://actor.epa.gov/dashboard/]

The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical.[Available from, as of June 30, 2014: http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=121-69-7]

Effluent Concentrations

N,N-Dimethylaniline was detected at an average concentration of 223 ug/kg in sludge from the Muskegon County Wastewater Management Treatment System in Michigan(1).

ICSC Environmental Data

The substance is harmful to aquatic organisms.

EPA IRIS Information

N-N-Dimethylaniline

Hematologic;Immune

2 x 10 ^-3 mg/kg-day

REGULATORY

法规信息

来源:PubChem
Regulatory Information

Chemical: Benzenamine, N,N-dimethyl-

Benzenamine, N,N-dimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenamine, N,N-dimethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.

Status: Active Update: 11-08-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/5396;Status: Cease Manufacture Update: 26-03-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23245

Status: Active Update: 07-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/24634

Benzenamine, N,N-dimethyl-, oxidized, molybdatetungstatephosphates: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

TSCA Requirements

Section 8(a) of TSCA requires manufacturers of this chemical substance to report preliminary assessment information concerned with production, exposure, and use to EPA as cited in the preamble in 51 FR 41329. Effective date: 8/4/95; Reporting date: 10/3/95.

Pursuant to section 8(d) of TSCA, EPA promulgated a model Health and Safety Data Reporting Rule. The section 8(d) model rule requires manufacturers, importers, and processors of listed chemical substances and mixtures to submit to EPA copies and lists of unpublished health and safety studies. Dimethylaniline is included on this list. Effective date: 8/4/95; Sunset date: 6/30/98.

Atmospheric Standards

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, and 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 and environmental impact and energy requirements. N,N-Dimethylaniline is produced, as an intermediate or a final product, by process units covered under this subpart.

Listed as a hazardous air pollutant (HAP) generally known or suspected to cause serious health problems. The Clean Air Act, as amended in 1990, directs EPA to set standards requiring major sources to sharply reduce routine emissions of toxic pollutants. EPA is required to establish and phase in specific performance based standards for all air emission sources that emit one or more of the listed pollutants. N,N-Dimethylaniline is included on this list.

CERCLA Reportable Quantities

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 100 lb or 45.4 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV.D.3.b).

State Drinking Water Guidelines

(FL) FLORIDA 12,500 ug/L

PHARMACOLOGY

药理信息

来源:PubChem
Metabolism/Metabolites

... N,n-dimethylaniline ... has been shown to be demethylated by rat liver preparation.

N,N-dimethylaniline in rat and pig yields N,N-dimethylaniline-N-oxide. /From table/

Urinary metabolites of N,N-dimethylaniline produced in dogs were 4-aminophenol, 4-(methylamino)phenol, 4-(dimethylamino)phenol, 2-aminophenol, & N-methylaniline.

Carbon monoxide diminished max velocity of N-oxide formation from N,N-dimethylaniline in rabbit liver microsomes.

For more Metabolism/Metabolites (Complete) data for N,N-DIMETHYLANILINE (10 total), please visit the HSDB record page.

N,N-Dimethylaniline has known human metabolites that include N-Methylaniline.

Absorption, Distribution and Excretion

Dimethylaniline can be absorbed throurgh the skin, thereby increasing exposure.

... Readily absorbed ... by inhalation of vapors.

Tissue Locations

Intestine

Cellular Locations

Membrane

USES

用途与制造

来源:PubChem
Uses

N,N-Dimethylaniline is used as an intermediate in the manufacture of vanillin, Michler's ketone, methyl violet, and other dyes and also as a solvent, an alkylating agent, and a stabilizer.

Used in the synthesis of vanillin, methyl violet, and Michler's ketone; also used as a hardener for plastic resins and a acid scavenger in the manufacture of semisynthetic penicillins and cephalosporins; [ACGIH]

Plastic Composites Manufacturing [Category: Industry]

Sculpturing plastics [Category: Hobbies]

Unsaturated polyester resin curing accelerator; extraction solvent (sulphur dioxide refining); acylation reagent

Dimethylaniline is used as a solvent; an intermediate in the manufacture of vanillin, methyl violet, other dyes, and Michler's ketone; as a reagent for methanol, methyl furfural, hydrogen peroxide, nitrate, alcohol, and formaldehyde; as a catalytic hardener in certain fiberglass resins; and as an acid scavenger or acceptor in the manufacture of semisynthetic penicillins and cephalosporins.

U.S. Imports

(1976) 2.0X10+7 GRAMS (PRINCPL CUSTMS DISTS)

U.S. Production

2023: 317,462 lb;2022: 458,557 lb;2021: 388,010 lb;2020: 244,270 lb

(1972) 3.67X10+9 GRAMS (SALES)

(1975) 4.6X10+9 GRAMS

Benzenamine, N,N-dimethyl- is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Production volumes for non-confidential chemicals reported under the Inventory Update Rule.[Table#2961]

For more U.S. Production (Complete) data for N,N-DIMETHYLANILINE (6 total), please visit the HSDB record page.

Industry Uses

Surface modifier

Methods of Manufacturing

Dimethylaniline is produced from aniline and methanol under pressure in the presence of acidic catalysts or by passing dimethyl ether and aniline vapor over highly activated aluminum oxide at 230-295 °C.

Made by heating aniline, methyl alcohol, and H2SO4 under pressure, the sulfate formed being converted by NaOH to the free base.

By heating a mixture of aniline, aniline hydrochloride, and methyl alcohol (free from acetone) in an autoclave and distilling.

Formulations/Preparations

Grades: Technical, reagent, 99.9% pure.

General Manufacturing Information

All Other Chemical Product and Preparation Manufacturing

Benzenamine, N,N-dimethyl-: ACTIVE

ALIASES

名称与别名

113
N,N-dimethylaniline121-69-7DimethylanilineDimethylphenylamineN,N-DimethylbenzenamineN,N-DimethylphenylamineBenzenamine, N,N-dimethyl-(Dimethylamino)benzeneN,N-DimethylbenzeneamineDwumetyloanilinaAniline, N,N-dimethyl-Versneller NL 63/10NCI-C56428NL 63-10PDTXSID2020507NSC-7195DTXCID60507CHEBI:16269RefChem:6047DTXSID8027377

REACTIONS

参与反应

1,477