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Home > Encyclopedia > N,N-Dimethyl-4-nitrosoaniline

N,N-Dimethyl-4-nitrosoaniline

N,N-Dimethyl-4-nitrosoaniline structure

N,N-Dimethyl-4-nitrosoaniline 

structure
  • CAS No:

    138-89-6

  • Formula:

    C8H10N2O

  • Chemical Name:

    N,N-Dimethyl-4-nitrosoaniline

  • Synonyms:

    Benzenamine,N,N-dimethyl-4-nitroso-;Aniline,N,N-dimethyl-p-nitroso-;N,N-Dimethyl-4-nitrosobenzenamine;Accelerine;NDMA;p-Nitroso-N,N-dimethylaniline;Ultra Brilliant Blue P;N,N-Dimethyl-4-nitrosoaniline;p-(Dimethylamino)nitrosobenzene;4-Nitroso-N,N-dimethylaniline;4-(Dimethylamino)nitrosobenzene;p-(N,N-Dimethylamino)nitrosobenzene;1-(Dimethylamino)-4-nitrosobenzene;N,N-Dimethyl-p-nitrosoaniline;p-NDMA;4-Nitroso-N,N-dimethylaminobenzene;NSC 2775

Description

green crystalline powderChEBI: The 4-nitroso derivative of N,N-dimethylaniline.A dark green crystalline solid. Insoluble in water. Harmful if ingested.


P-nitrosodimethylaniline appears as a dark green crystalline solid. Insoluble in water. Harmful if ingested.


P-nitrosodimethylaniline appears as a dark green crystalline solid. Insoluble in water. Harmful if ingested.|N,N-dimethyl-4-nitrosoaniline is a member of the class of dimethylanilines that is N,N-dimethylaniline having a nitroso group at the 4-position. It is a nitroso compound, a dimethylaniline and a tertiary amino compound.

N,N-Dimethyl-4-nitrosoaniline Basic Attributes

150.18

150.18

205-343-1

726V2ETM9E

2775

1369

DTXSID7025138

GREEN PLATES OR LEAFLETS|GREENISH-YELLOW SOLID

2921 42 00

Characteristics

32.67000

2.02

P-nitrosodimethylaniline appears as a dark green crystalline solid. Insoluble in water. Harmful if ingested.

1.145 g/cm3 @ Temp: 20 °C

92.5-93.5 °C

271.72°C (rough estimate)

110.3±22.6 °C

1.6180 (estimate)

Susceptible to spontaneous combustion upon exposure to air. Insoluble in water.

...KEEP ALL FLAMMABLES AWAY FROM AREA WHERE OXIDIZING AGENTS ARE STORED. STORAGE AREA SHOULD BE KEPT COOL & VENTILATED, & SHOULD BE FIREPROOF.

0.0135mmHg at 25°C

LD50 orally in Rabbit: 65 mg/kg

Susceptible to spontaneous combustion upon exposure to air. Insoluble in water.

Nitro, Nitroso, Nitrate, and Nitrite Compounds, Organic

Pyrophoric

P-NITROSODIMETHYLANILINE has a delayed violent reaction with acetic anhydride. (NTP, 1992)

Safety Information

II

4.2

UN 1369 4.2/PG 2

3

R23/24/25;R33;R8

16-26-36/37-45

BX7175000

F,T

Stable. Incompatible with strong oxidizing agents, strong reducing agents, strong acids, acetic acid, acetic anhydride. Highly flammable (')

P235 + P410-P261-P280-P301 + P310-P305 + P351 + P338

H251-H301-H315-H317-H319-H335

Excerpt from ERG Guide 135 [Substances - Spontaneously Combustible]: Flammable/combustible material. May ignite on contact with moist air or moisture. May burn rapidly with flare-burning effect. Some react vigorously or explosively on contact with water. Some may decompose explosively when heated or involved in a fire. May re-ignite after fire is extinguished. Runoff may create fire or explosion hazard. Containers may explode when heated. (ERG, 2016)|Reactive - 1st degree

|Danger|H251 (100%): Self-heating; may catch fire [Danger Self-heating substances and mixtures]|P235+P410, P261, P264, P270, P271, P272, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P333+P313, P337+P313, P362, P363, P403+P233, P405, P407, P413, P420, and P501|Aggregated GHS information provided by 44 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H251: Self-heating; may catch fire [Danger Self-heating substances and mixtures]|P201, P202, P235+P410, P264, P280, P281, P302+P352, P308+P313, P321, P332+P313, P362, P405, P407, P413, P420, and P501

Excerpt from ERG Guide 135 [Substances - Spontaneously Combustible]: DO NOT USE WATER, CO2 OR FOAM ON MATERIAL ITSELF. Some of these materials may react violently with water. EXCEPTION: For Xanthates, UN3342 and for Dithionite (Hydrosulfite/Hydrosulphite) UN1384, UN1923 and UN1929, USE FLOODING AMOUNTS OF WATER for SMALL AND LARGE fires to stop the reaction. Smothering will not work for these materials, they do not need air to burn. SMALL FIRE: Dry chemical, soda ash, lime or DRY sand, EXCEPT for UN1384, UN1923, UN1929 and UN3342. LARGE FIRE: DRY sand, dry chemical, soda ash or lime EXCEPT for UN1384, UN1923, UN1929 and UN3342, or withdraw from area and let fire burn. CAUTION: UN3342 when flooded with water will continue to evolve flammable Carbon disulfide/Carbon disulphide vapors. Move containers from fire area if you can do it without risk. 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 or in contact with substance. 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 135 [Substances - Spontaneously 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 135 [Substances - Spontaneously Combustible]: Fully encapsulating, vapor-protective clothing should be worn for spills and leaks with no fire. ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). Do not touch or walk through spilled material. Stop leak if you can do it without risk. SMALL SPILL: EXCEPTION: For spills of Xanthates, UN3342 and for Dithionite (Hydrosulfite/Hydrosulphite), UN1384, UN1923 and UN1929, dissolve in 5 parts water and collect for proper disposal. CAUTION: UN3342 when flooded with water will continue to evolve flammable Carbon disulfide/Carbon disulphide vapors. Cover with DRY earth, DRY sand or other non-combustible material followed with plastic sheet to minimize spreading or contact with rain. Use clean, non-sparking tools to collect material and place it into loosely covered plastic containers for later disposal. Prevent entry into waterways, sewers, basements or confined areas. (ERG, 2016)

Excerpt from ERG Guide 135 [Substances - Spontaneously 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 will only provide limited protection. (ERG, 2016)

MODERATE, WHEN EXPOSED TO HEAT OR FLAME

...CARE MUST ALWAYS BE TAKEN TO PREVENT ESCAPE OF VAPOR OR PARTICLES INTO ATMOSPHERE & TO PREVENT CONTAMINATION OF SKIN OR CLOTHING OF OPERATOR BY DIRECT CONTACT WITH CHEMICAL. /AROMATIC AMINES/

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 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.

Drug Information

MOST AROMATIC AMINES ARE LIPID-SOL TO VARIABLE EXTENT & ARE READILY ABSORBED THROUGH SKIN. /AROMATIC AMINES/

THE NITROSOARENES STUDIED REACTED WITH THE THIOLS IN A 2ND-ORDER REACTION. THE REACTION VELOCITIES WITH GLUTATHIONE INCREASED WITH INCREASING HAMMET CONSTANT OF THE SUBSTITUENT. THIOLYTIC CLEAVAGE OF THE LABILE INTERMEDIATE WAS FAVORED BY INCREASING THE THIOL CONCENTRATION AT THE EXPENSE OF SULFINAMIDE ISOMERIZATION. LOWERING THE PH FAVORED SULFINAMIDE ISOMERIZATION AND DECREASED PHENYLHYDROXYLAMINE FORMATION. THE GLUTATHIONE CONCENTRATION IN THE RED BLOOD CELLS RESULTED IN THE ALTERATION OF FERRIHEMOGLOBINEMIA AND COVALENT BINDING OF NITROSOARENES WITH NEGATIVE HAMMET CONSTANTS. THE EFFLUX OF GLUTATHIONE DISULFIDE INCREASED MARKEDLY IN THE BILE AND VENOUS EFFUSATE.|PARTIALLY PURIFIED, UNTREATED RAT LIVER CYTOSOL CONTAINS AT LEAST 2 ENZYMES WHICH RAPIDLY REDUCE THE C-NITROSO CARCINOGEN P-NITROSO-N,N-DIMETHYLANILINE (I) IN THE PRESENCE OF NADPH OR NADH AT PH 6-7. TWO MOLES OF NADPH ARE REQUIRED FOR EACH MOLE OF I, CORRESPONDING TO THE REDUCTION OF THE NITROSO GROUP TO THE AMINE. I WAS NOT REDUCED BY RAT KIDNEY OR BRAIN CYTOSOL, PLASMA, OR HEMOGLOBIN.

Excerpt from ERG Guide 135 [Substances - Spontaneously Combustible]: Fire will produce irritating, corrosive and/or toxic gases. Inhalation of decomposition products may cause severe injury or death. Contact with substance may cause severe burns to skin and eyes. Runoff from fire control may cause pollution. (ERG, 2016)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. 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: 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. Generally, the induction of vomiting is NOT recommended outside of a physician's care due to the risk of aspirating the chemical into the victim's lungs. However, if the victim is conscious and not convulsing and if medical help is not readily available, consider the risk of inducing vomiting because of the high toxicity of the chemical ingested. Ipecac syrup or salt water may be used in such an emergency. IMMEDIATELY transport the victim to a hospital. 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)

...APPARENTLY NOT METHEMOGLOBIN FORMER, BUT IS HIGHLY IRRITATING TO SKIN BOTH AS PRIMARY IRRITANT & SENSITIZING AGENT.

4-nitrosodimethylaniline

N,N-Dimethyl-4-nitrosoaniline Use and Manufacturing

Methods of Manufacturing

REACTION OF NITROUS ACID WITH DIMETHYLANILINE|PREPD IN COLD FROM NANO2 & SOLN OF DIMETHYLANILINE IN HCL.

Uses

manufacture of organic Compounds; accelerator in vulcanizing; in printing fabrics.

Production

(1972) PROBABLY GREATER THAN 4.54X10+5 G|(1975) PROBABLY GREATER THAN 4.54X10+5 G

Benzenamine, N,N-dimethyl-4-nitroso-: ACTIVE|P-NITROSODIMETHYLANILINE (I) IS A SEED-DRESSING FUNGICIDE. THUS, TREATMENT OF WHEAT SEEDS WITH 5% (I) COMPLETELY CONTROLLED TILLETIA CARIES.

SATISFACTORY THIN-LAYER CHROMATOGRAPHY RESOLUTION WAS ACHIEVED.|N,N-DIMETHYL-4-NITROSOANILINE WAS DETERMINED BY POLAROGRAPHY ON A DROPPING MERCURY ELECTRODE IN BRITTON-ROBINSON BUFFERS AND IN A NITROGEN ATMOSPHERE.

Fire Hazards -> Reactive - 1st degree

Computed Properties

Molecular Weight:150.18
XLogP3:1.8
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:150.079312947
Monoisotopic Mass:150.079312947
Topological Polar Surface Area:32.7
Heavy Atom Count:11
Complexity:128
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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