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Home > Encyclopedia > N,N,N′,N′-Tetramethylethylenediamine

N,N,N′,N′-Tetramethylethylenediamine

N,N,N′,N′-Tetramethylethylenediamine structure

N,N,N′,N′-Tetramethylethylenediamine 

structure
  • CAS No:

    110-18-9

  • Formula:

    C6H16N2

  • Chemical Name:

    N,N,N′,N′-Tetramethylethylenediamine

  • Synonyms:

    1,2-Ethanediamine,N1,N1,N2,N2-tetramethyl-;Ethylenediamine,N,N,N′,N′-tetramethyl-;1,2-Ethanediamine,N,N,N′,N′-tetramethyl-;N1,N1,N2,N2-Tetramethyl-1,2-ethanediamine;N,N,N′,N′-Tetramethyl-1,2-diaminoethane;N,N,N′,N′-Tetramethyldiaminoethane;N,N,N′,N′-Tetramethylethylenediamine;1,2-Bis(dimethylamino)ethane;Dimethyl[2-(dimethylamino)ethyl]amine;TEMED;Propamine D;Tetrameen;2,5-Dimethyl-2,5-diazahexane;TMEDA;TMED;Toyocat TE;Kaolizer 11;MR;MR (amine);N,N,N′,N′-Tetramethyl-1,2-ethanediamine;(2-(Dimethylamino)ethyl)dimethylamine;Dabco TMEDA;N,N,N′,N′-Tetramethyl-1,2-ethylenediamine;PC CAT TMEDA;Addocat 6090;Tetramethyl ethylene diamine;1258795-32-2

  • Categories:

    Organic Chemistry  >  Amides

Description

Colorless to slightly yellow liquidChEBI: An ethylenediamine derivative in which each nitrogen carries two methyl substituents. It is widely employed both as a ligand for metal ions and as a catalyst in organic polymerisation.A water-white colored liquid with a fishlike odor. Flash point 68°F. Less dense than water. Vapors heavier than air. Used to make other chemicals.


1,2-di-(dimethylamino)ethane appears as a water-white colored liquid with a fishlike odor. Flash point 68°F. Less dense than water. Vapors heavier than air. Used to make other chemicals.|Liquid


1,2-di-(dimethylamino)ethane appears as a water-white colored liquid with a fishlike odor. Flash point 68°F. Less dense than water. Vapors heavier than air. Used to make other chemicals.|N,N,N',N'-tetramethylethylenediamine is an ethylenediamine derivative in which each nitrogen carries two methyl substituents. It is widely employed both as a ligand for metal ions and as a catalyst in organic polymerisation. It has a role as a chelator and a catalyst.

N,N,N′,N′-Tetramethylethylenediamine Basic Attributes

116.20500

116.20

203-744-6

K90JUB7941

2372

DTXSID5026122

Colorless liquid

2921219000

Characteristics

6.48000

0.10960

1,2-di-(dimethylamino)ethane appears as a water-white colored liquid with a fishlike odor. Flash point 68°F. Less dense than water. Vapors heavier than air. Used to make other chemicals.

0.7765 g/cm3 @ Temp: 20 °C

-55 °C

121 °C

21ºC

1.4169-1.4189

Micible with water.Sol in water and most organic solvents

Store at RT.

14.9mmHg at 25°C

4 (vs air)

1-9%(V)

Slight ammoniacal odor

Freezing pt: -55.1 °C; combustible

Highly flammable. Slightly soluble in water. Sensitive to heat and may be sensitive to air (NTP, 1992).

Amines, Phosphines, and Pyridines

Highly Flammable

1,2-DI-(DIMETHYLAMINO)ETHANE 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

3

UN 2924/2372

1

R11; R20/22; R34

S16-S26-S36/37/39-S45

KV7175000

C

Stable. Highly flammable. Incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides, copper, mercury.

P210-P280-P305 + P351 + P338-P310

H225-H302-H314-H332

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 129 [Flammable Liquids (Water-Miscible / Noxious)]: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. (ERG, 2016)|Flammable - 3rd degree

|Danger|H225: Highly Flammable liquid and vapor [Danger Flammable liquids]|P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P330, P363, P370+P378, P403+P235, P405, and P501|H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]|Aggregated GHS information provided by 561 companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P307+P311, P310, P311, P312, P321, P322, P330, P363, P370+P378, P403+P233, P403+P235, P405, and P501

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]: CAUTION: All these products have a very low flash point: Use of water spray when fighting fire may be inefficient. SMALL FIRE: Dry chemical, CO2, water spray or alcohol-resistant foam. Do not use dry chemical extinguishers to control fires involving nitromethane (UN1261) or nitroethane (UN2842). LARGE FIRE: Water spray, fog or alcohol-resistant foam. Do not use straight streams. 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. 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. For massive fire, use unmanned hose holders or monitor nozzles; if this is impossible, withdraw from area and let fire burn. (ERG, 2016)

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]: As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. LARGE SPILL: Consider initial downwind evacuation for at least 300 meters (1000 feet). 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 129 [Flammable Liquids (Water-Miscible / Noxious)]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). All equipment used when handling the product must be grounded. Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. A vapor-suppressing foam may be used to reduce vapors. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. Use clean, non-sparking tools to collect absorbed material. LARGE SPILL: Dike far ahead of liquid spill for later disposal. Water spray may reduce vapor, but may not prevent ignition in closed spaces. (ERG, 2016)

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection. (ERG, 2016)

Flammable when exposed to heat or flame ...

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

A skin and severe eye irritant.

Toxicity

LD50 Rat oral 1580 mg/kg|LD50 Rabbit skin 5390 mg/kg

Drug Information

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]: May cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water 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. 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-1,2-diaminoethane

N,N,N′,N′-Tetramethylethylenediamine Use and Manufacturing

Methods of Manufacturing

Production: ethylenediamine (methylation)

Uses

1. N,N,N',N'-Tetramethylethylenediamine is used as polymerization accelerator in gel electrophoresis, solvent and oxidizing reagent.
2. Anti-hyperlipidemic, plant growth stimulator, pathogen growth inhibitor, confers plant disease resistance


Functional fluids (closed systems)


Water treatment products

Production

1,000,000 - 10,000,000 lb

Grade: Anhydrous (100%),; Aqueous (65%)

All other basic organic chemical manufacturing|1,2-Ethanediamine, N1,N1,N2,N2-tetramethyl-: ACTIVE

Fire Hazards -> Flammable - 3rd degree

Computed Properties

Molecular Weight:116.20
XLogP3:0.3
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:116.131348519
Monoisotopic Mass:116.131348519
Topological Polar Surface Area:6.5
Heavy Atom Count:8
Complexity:42.5
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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