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N,N,N',N'-Tetramethylethylendiamin

N,N,N',N'-Tetramethylethylenediamine Struktur
110-18-9
CAS-Nr.
110-18-9
Bezeichnung:
N,N,N',N'-Tetramethylethylendiamin
Englisch Name:
N,N,N',N'-Tetramethylethylenediamine
Synonyma:
TMEDA;TEMED;TETRAMETHYLETHYLENEDIAMINE;N1,N1,N2,N2-tetraMethylethane-1,2-diaMine;TMED;1,4-DIAMINOBUTANE;TD;1,2-BIS(DIMETHYLAMINO)ETHANE;2,5-DiMethyl-2,5-diazahexane;N,N,N',N'-TETRAMETHYLENEDIAMINE
CBNumber:
CB2446761
Summenformel:
C6H16N2
Molgewicht:
116.2
MOL-Datei:
110-18-9.mol
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N,N,N',N'-Tetramethylethylendiamin Eigenschaften

Schmelzpunkt:
−55 °C(lit.)
Siedepunkt:
120-122 °C(lit.)
Dichte
0.775 g/mL at 20 °C(lit.)
Dampfdichte
4 (vs air)
Dampfdruck
21 hPa (20 °C)
Brechungsindex
n20/D 1.4179(lit.)
Flammpunkt:
50 °F
storage temp. 
Store below +30°C.
Löslichkeit
H2O: 10 mg/mL at 20 °C, clear, colorless
Aggregatzustand
Liquid
pka
10.40, 8.26(at 25℃)
Wichte
0.777 (20/4℃)
Farbe
Clear colorless to slightly yellow
Geruch (Odor)
Amine like
PH
8.0-8.5 (0.1g/l, H2O, 20℃)
Explosionsgrenze
1-9%(V)
Wasserlöslichkeit
miscible
Sensitive 
Hygroscopic
Merck 
14,9134
BRN 
1732991
Stabilität:
Stable. Highly flammable. Incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides, copper, mercury.
InChIKey
DMQSHEKGGUOYJS-UHFFFAOYSA-N
LogP
-0.13 at 20.2℃
CAS Datenbank
110-18-9(CAS DataBase Reference)
NIST chemische Informationen
1,2-Ethanediamine, N,N,N',N'-tetramethyl-(110-18-9)
EPA chemische Informationen
Tetramethylethylenediamine (110-18-9)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher F,C,Xi
R-Sätze: 11-20/22-34-20/21/22
S-Sätze: 16-26-36/37/39-45
RIDADR  UN 2372 3/PG 2
WGK Germany  1
RTECS-Nr. KV7175000
F  3-8-10-34
Selbstentzündungstemperatur 145 °C
Hazard Note  Irritant
TSCA  Yes
HazardClass  3
PackingGroup  II
HS Code  29212900
Giftige Stoffe Daten 110-18-9(Hazardous Substances Data)
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H225 Flüssigkeit und Dampf leicht entzündbar. Entzündbare Flüssigkeiten Kategorie 2 Achtung GHS hazard pictogramssrc="/GHS02.jpg" width="20" height="20" /> P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H314 Verursacht schwere Verätzungen der Haut und schwere Augenschäden. Ätzwirkung auf die Haut Kategorie 1B Achtung GHS hazard pictogramssrc="/GHS05.jpg" width="20" height="20" /> P260,P264, P280, P301+P330+ P331,P303+P361+P353, P363, P304+P340,P310, P321, P305+ P351+P338, P405,P501
Sicherheit
P210 Von Hitze, heißen Oberflächen, Funken, offenen Flammen und anderen Zündquellenarten fernhalten. Nicht rauchen.
P233 Behälter dicht verschlossen halten.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P303+P361+P353 BEI BERÜHRUNG MIT DER HAUT (oder dem Haar): Alle kontaminierten Kleidungsstücke sofort ausziehen. Haut mit Wasser abwaschen oder duschen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.

N,N,N',N'-Tetramethylethylendiamin Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R11:Leichtentzündlich.
R20/22:Gesundheitsschädlich beim Einatmen und Verschlucken.
R34:Verursacht Verätzungen.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.

S-Sätze Betriebsanweisung:

S16:Von Zündquellen fernhalten - Nicht rauchen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).

Chemische Eigenschaften

Colorless to slightly yellow liquid

Verwenden

N,N,N',N'-Tetramethylethylenediamine is used as polymerization accelerator in gel electrophoresis, solvent and oxidizing reagent. It is also used for the separation of proteins or nucleic acids. Further, it is employed as a ligand for metal ions like zinc and copper. It is actively involved in the formation of anionic organometallic complex.

Application

N,N,N',N'-Tetramethylethylenediamine (TMEDA) is a highly efficient catalyst for the Baylis-Hillman reaction, outperforming the most widely used catalyst DABCO. TMEDA can catalyze the Baylis-Hillman reaction of aromatic aldehydes with various active olefins.[1]

Definition

ChEBI: 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.

Allgemeine Beschreibung

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.

Air & Water Reaktionen

Highly flammable. Slightly soluble in water. Sensitive to heat and may be sensitive to air .

Reaktivität anzeigen

N,N,N',N'-Tetramethylethylenediamine 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.

Health Hazard

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.

Brandgefahr

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. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.

Sicherheitsprofil

Moderately toxic by ingestion. Mddly toxic by slun contact. A skin and severe eye irritant. Flammable when exposed to heat or flame; can react with oxidizing materials. When heated to decomposition it emits toxic fumes of NOx. See also MINES.

läuterung methode

Dry TMEDA partially with molecular sieves (Linde type 4A), then distil it in a vacuum from butyl lithium. This treatment removes all traces of primary and secondary amines and water. [Hay et al. J Chem Soc, Faraday Trans 1 68 1 1972.] Or dry it with KOH pellets, reflux for 2hours with one-sixth its weight of n-butyric anhydride (to remove primary and secondary amines) and fractionally distil it. Reflux it with fresh KOH, and distil it under nitrogen. [Cram & Wilson J Am Chem Soc 85 1245 1963.] It was also distilled from Na. Store it sealed under N2. The dipicrate has m 263o(dec). [Beilstein 4 H 250, 4 I 415, 4 II 690, 4 III 512, 4 IV 1172.]

N,N,N',N'-Tetramethylethylendiamin Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Oxalic acid dihydrate 1,2-Diaminoethan Formaldehyd Ameisensure Paraformaldehyde

Downstream Produkte

4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene 2,3-DIHYDROBENZOFURAN-7-CARBOXYLIC ACID 1,1'-Bis (di-t-butylphosphino)ferrocene palladium dichloride, 2-(TRIFLUOROMETHOXY)BENZAMIDE 1,1'-FERROCENEDICARBOXALDEHYDE 1 1'-BIS(DIPHENYLPHOSPHINO)FERROCENE 5-Ethyl-2-furaldehyd 5-AMINO-2-METHOXY-ISONICOTINIC ACID 3-methylbenzo[b]thiophen 1,1'-Bis(diphenylphosphino)ferrocene 5-[(TERT-BUTOXYCARBONYL)AMINO]-2-CHLOROISONICOTINIC ACID (OXYDI-2,1-PHENYLENE)BIS(DIPHENYLPHOSPHINE) 1,1'-Bis(di-tert-butylphosphino)ferrocene 2-ACETYL-3-METHYLBENZO[B]THIOPHENE 2-MORPHOLINO-5-(TRIFLUOROMETHYL)BENZALDEHYDE N-(4-FORMYL-PYRIDIN-3-YL)-2,2-DIMETHYL-PROPIONAMIDE 5-ACETYL-2-THIOPHENECARBALDEHYDE 2,3-Dimethoxyphenylboronic acid 1,1'-Dimethylferrocen 1-DIPHENYLPHOSPHINO-1'-(DI-TERT-BUTYLPH& 5-AMINO-2-CHLOROPYRIDINE-4-CARBOXYLIC ACID 1,1'-Bis(diisopropylphosphino)ferrocene 4,6-Dimethyldibenzothiophen 5-(METHYLTHIO)THIOPHENE-2-CARBOXYLIC ACID 3-METHYLBENZO[B]THIOPHENE-2-CARBOXALDEHYDE 5-AMINO-2-FLUORO-ISONICOTINIC ACID

N,N,N',N'-Tetramethylethylendiamin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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110-18-9(N,N,N',N'-Tetramethylethylendiamin)Verwandte Suche:

1,1',1'',1'''-Ethylendinitrilotetrapropan-2-ol N,N-Dimethyl-1,3-diaminopropan 2,2,6,6-Tetramethyl-4-piperidylamin 2-Aminoethyldimethylamin Ethan N-2-Aminoethyl-1-naphthylamindihydrochlorid 2-(2-Aminoethylamino)ethanol Pinakol 2-Aminoethyl(ethyl)amin 2-Aminoethylmethylamin Perfluorethan Tetramethylammoniumbromid Tetrabutylammoniumhydrogensulfat Tetrabutylammoniumbromid 2,2,6,6-Tetramethylpiperidin-4-ol N,N,N',N'-Tetramethylhexamethylen-diamin Actinomycin D 1,2-Diaminoethan
  • N,N,N',N'-Tetramethylethane-1,2-diamine, electrophoresis grade
  • Four MethylEthylenediaMine
  • N,N,N',N'-TetraMethylethylenediaMine >=99.5%, purified by redistillation
  • N,N,N',N'-TetraMethylethylenediaMine ReagentPlus(R), 99%
  • (CH3)2NCH2CH2N(CH3)2
  • 1,2-Diaminoethane, N,N,N',N'-tetramethyl-
  • 1,2-Ethanediamine,N,N,N’,N’-tetramethyl-
  • 2-Ethanediamine,N,N,N’,N’-tetramethyl-1
  • dimethyl(2-(dimethylamino)ethyl)amine
  • Dimethyl[2-(dimethylamino)ethyl]amine
  • Ethylenediamine, N,N,N',N'-tetramethyl-
  • N,N,N',N'-Tetramethyl-1,2-ethanediamine
  • N,N,N',N'-Tetramethylethanediamine
  • N,N,N',N'-Tetramethylethenediamine
  • N,N,N’,N’-Tetramethyl-1,2-ethanediamine
  • n,n,n’,n’-tetramethyl-2-ethanediamine
  • N,N,N’,N’-Tetramethyl-ethane-1,2-diamine
  • 1,2-Bis(dimethylamino)ethane~TEMED~TMEDA
  • N,N,N,N-TetramethylAV12537
  • NNNN-Tetramethyl-ethylenediamine 99+ % (GLC)
  • temed electrophoresis
  • TEMED, Molecular Biology Grade N,N,N,N-Tetramethylethylenediamine, Molecular Biology Grade
  • CN,N,N',N'-Tetramethylethylenediamine
  • N,N,N',N'-TETRAMETHYLETHYLENEDIAMINE, AB SOLUTE
  • N,N,N',N'-TETRAMETHYLETHYLENEDIAMINE, RE DISTILLED, 99.5+%
  • TEMED MOLECULAR BIOLOGY REAGENT
  • N,N,N',N'-TETRAMETHYLETHYLENEDIAMINE, FO R MOL. BIOLOGY
  • N,N,N',N'-TETRAMETHYLETHYLENEDIAMINE, FO R ELECTROPHORESIS
  • TEMED ELECTROPHORESIS REAGENT
  • N,N,N',N'-TETRAMETHYLETHYLENEDIAMINE, REAGENTPLUS, 99%
  • N N N' N'-TETRAMETHYLETHYLENEDIAMINE R&
  • N,N,N',N'-Tetramethylethylenediamine>99%
  • 1,2-did(dimethylamino)ethane
  • N,N,N',N'-Tetramethylethylenediamine, extra pure, 99%
  • N,N,N',N'-Tetramethylethylenediamine, For electrophoresis, for biochemistry, 99%
  • N,N,N',N'-Tetramethylethylenediamine,99%TMEDA
  • TEMED (N,N,N'',N''-TETRAMETHYLETHYLENDIAMINE)
  • N,N,N′,N′-Tetramethylethylendiamin
  • N,N,N',N'-TETRAMETHYL ETHYLENEDIAMINE pure
  • N,N,N',N'-Tetramethylethylenediamine, 99%, extra pure
  • Temed(N,N,NTetramethylethyleneDiamene)
  • N,N,N',N'-Tetramethylethylenediamine,99%,forbiochemistry,For electrophoresis
  • N,N,N',N'-Tetramethylethylenediamine Vetec(TM) reagent grade, >=99%
  • AZINPHOS METHYL NEAT
  • N,N,N′,N′-Tetramethylethylenediamine(TEMED、TMEDA)
  • N,N,N'',N''-TETRAMETHYLETHYLENEDIAMI
  • N,N,N1,N1-Tetramethylethylenediamine
  • n,n,ni,ni-tetramethylethylenediamine
  • Propamine D
  • propamined
  • Tetrameen
  • Tetramethyldiaminoethane
  • BIS(DIMETHYLAMINO)ETHANE
  • 1,2-DI(DIMETHYLAMINO)ETHANE
  • ,N,N',N'-Tetramethylethylenediamine
  • N,N,N'N'-TETRAMETHYETHYLENEDIAMINE
  • NNN'N'-TETRAMETHYL-1,2-DIAMINOETHANE
  • NNN'N-TETRAMETHYL-1,2-DIAMINOETHANE
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