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Home > Encyclopedia > N,N,N′,N′-Tetramethyl-p-phenylenediamine

N,N,N′,N′-Tetramethyl-p-phenylenediamine

N,N,N′,N′-Tetramethyl-p-phenylenediamine structure

N,N,N′,N′-Tetramethyl-p-phenylenediamine 

structure
  • CAS No:

    100-22-1

  • Formula:

    C10H16N2

  • Chemical Name:

    N,N,N′,N′-Tetramethyl-p-phenylenediamine

  • Synonyms:

    1,4-Benzenediamine,N1,N1,N4,N4-tetramethyl-;p-Phenylenediamine,N,N,N′,N′-tetramethyl-;1,4-Benzenediamine,N,N,N′,N′-tetramethyl-;N1,N1,N4,N4-Tetramethyl-1,4-benzenediamine;1,4-Bis(dimethylamino)benzene;TMPD;p-Bis(dimethylamino)benzene;Tetramethyl-p-phenylenediamine;N,N,N′,N′-Tetramethyl-1,4-phenylenediamine;TMPD (amine);N,N-Dimethyl-p-(dimethylamino)aniline;N,N,N′,N′-Tetramethyl-p-benzenediamine;TMPDA;N,N,N′,N′-Tetramethyl-1,4-diaminobenzene;Wurster's reagent;4-(Dimethylamino)-N,N-dimethylaniline;N,N,N′,N′-Tetramethyl-p-phenylenediamine;p-(Dimethylamino)-N,N-dimethylaniline;TMPPD;N,N,N′,N′-Tetramethyl-1,4-benzenediamine;Reagents,Wurster's;1-N,1-N,4-N,4-N-Tetramethylbenzene-1,4-diamine

  • Categories:

    Chemical Reagents  >  Organic Reagents

Description

purple to brown crystalline powderLeaflets or a drab green solid.


Leaflets or a drab green solid. (NTP, 1992)


Leaflets or a drab green solid. (NTP, 1992)

N,N,N′,N′-Tetramethyl-p-phenylenediamine Basic Attributes

164.25

164.25

1564025

202-831-6

P4P3AC32ZB

DTXSID5026124

29215190

Characteristics

6.5

2.6

off-white to gray powder

0.9743 (rough estimate)

51 °C

260 °C

>230 °F

1.5700 (estimate)

slightly in cold, more in hot water

Refrigerator (+4°C)

0.0121mmHg at 25°C

Oral-rat LDL0: 500 mg/kg; Oral-Wild Bird LD50: 23.7 mg/kg

Flammable; burning produces toxic nitrogen oxide fumes

This compound may be sensitive to air and heat. (NTP, 1992). Insoluble in water.

Amines, Phosphines, and Pyridines

N,N,N',N'-TETRAMETHYL-P-PHENYLENEDIAMINE can burn in air to give toxic NOx gases (NTP, 1992). 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(a)

UN 2811 6.1/PG 3

1

20/21/22-40-36/37/38

28-28A-36-26-22

ST4200000

Xn

Treasury is ventilated, low temperature and dry; stored separately from food materials

Stable, but may be air or light sensitive. Combustible. Incompatible with acids, acid chlorides, acid anhydrides, oxidizing agents.

P280

H302-H312-H332

This chemical is probably combustible. (NTP, 1992)

|Warning|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, and P501|H302 (97.96%): Harmful if swallowed [Warning Acute toxicity, oral]|Aggregated GHS information provided by 49 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should keep this material in a tightly closed container under an inert atmosphere, and store it at refrigerated temperatures. STORE AWAY FROM SOURCES OF IGNITION. (NTP, 1992)

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Toxicity

highly toxic

Drug Information

ACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes. It is an irritant. (NTP, 1992)

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)

N,N,N′,N′-Tetramethyl-p-phenylenediamine Use and Manufacturing

Uses

In the form of the hydrochloride as a reagent in analytical chemistry.

1,4-Benzenediamine, N1,N1,N4,N4-tetramethyl-: ACTIVE

Computed Properties

Molecular Weight:164.25
XLogP3:2.6
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:164.131348519
Monoisotopic Mass:164.131348519
Topological Polar Surface Area:6.5
Heavy Atom Count:12
Complexity:108
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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