Product Name

  • Name

    N,N,N',N'-Tetramethylethylenediamine

  • EINECS 203-744-6
  • CAS No. 110-18-9
  • Article Data83
  • CAS DataBase
  • Density 0.817 g/cm3
  • Solubility miscible with water
  • Melting Point -55 °C(lit.)
  • Formula C6H16N2
  • Boiling Point 121 °C at 760 mmHg
  • Molecular Weight 116.206
  • Flash Point 10 °C
  • Transport Information UN 2372 3/PG 2
  • Appearance Colorless to slightly yellow liquid
  • Safety 16-26-36/37/39-45
  • Risk Codes 11-20/22-34-20/21/22
  • Molecular Structure Molecular Structure of 110-18-9 (N,N,N',N'-Tetramethylethylenediamine)
  • Hazard Symbols FlammableF,CorrosiveC
  • Synonyms 1,2-Ethanediamine,N,N,N',N'-tetramethyl- (9CI);Ethylenediamine, N,N,N',N'-tetramethyl-(6CI,8CI);(2-(Dimethylamino)ethyl)dimethylamine;1,2-Bis(dimethylamino)ethane;2,5-Dimethyl-2,5-diazahexane;Dabco TMEDA;Dimethyl[2-(dimethylamino)ethyl]amine;Kaolizer 11;MR;MR (amine);N,N,N',N'-Tetramethyl-1,2-diaminoethane;N,N,N',N'-Tetramethyl-1,2-ethanediamine;N,N,N',N'-Tetramethyl-1,2-ethylenediamine;Propamine D;TEMED;TMED;TMEDA;Tetrameen;Toyocat TE;
  • PSA 6.48000
  • LogP 0.10960

Synthetic route

dimethyl amine
124-40-3

dimethyl amine

ethylene dibromide
106-93-4

ethylene dibromide

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; for 24h;100%
In chloroform at 20℃; for 24h;100%
dimethyl amine
124-40-3

dimethyl amine

acetylene
74-86-2

acetylene

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

Conditions
ConditionsYield
With 1-ethyl-2-pyrrolidinone; sodium stannate(IV) trihydrate; alumina; calcium hydroxide at 45 - 80℃; for 6h; Reagent/catalyst; Temperature; Autoclave; Inert atmosphere;98.6%
formaldehyd
50-00-0

formaldehyd

ethylenediamine
107-15-3

ethylenediamine

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

Conditions
ConditionsYield
With oxalic acid at 100 - 120℃; Eschweiler-Clarke methylation;96%
With hydrogen In methanol at 130℃; under 15001.5 Torr; for 4.5h; Autoclave;89%
With formic acid for 11h; Eschweiler-Clarke reaction; Reflux;80%
at 130 - 160℃;
With water at 130 - 160℃; im Autoklaven;
methanol
67-56-1

methanol

ethylenediamine
107-15-3

ethylenediamine

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

Conditions
ConditionsYield
With hydrogen at 180℃; under 7500.75 Torr;91.6%
With hydrogen at 180℃; under 7500.75 Torr;91.6%
Li(1+)*((H3C)2NCH2)2*(C5H5)V(C3H5)2(1-)=(Li((H3C)2NCH2)2)((C5H5)V(C3H5)2)
89184-58-7

Li(1+)*((H3C)2NCH2)2*(C5H5)V(C3H5)2(1-)=(Li((H3C)2NCH2)2)((C5H5)V(C3H5)2)

carbon monoxide
201230-82-2

carbon monoxide

A

tetracarbonyl(η(5)-cyclopentadienyl)vanadium(I)

tetracarbonyl(η(5)-cyclopentadienyl)vanadium(I)

B

1,5-Hexadien
592-42-7

1,5-Hexadien

C

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

D

dilithium (η-cyclopentadienyl)tri(carbonyl)vanadate

dilithium (η-cyclopentadienyl)tri(carbonyl)vanadate

Conditions
ConditionsYield
In tetrahydrofuran reaction of CO with (LiTMEDA)(CpV(C3H5)2) in THF (Ar); formation of 1,5-hexadiene in the reaction soln., extn. of the residue with toluene, filtering off the solid and drying to give Li2(CpV(CO)3), evapn. of the filtrate to dryness and subliming the residue in a high vacuum at 80°C to give CpV(CO)4;A 91%
B 46%
C n/a
D n/a
[2,2]bipyridinyl
366-18-7

[2,2]bipyridinyl

[(N,N,N′,N′-tetramethylethylenediamine)Ni{CH2C(CH3)C(CH3)CH2COO}]

[(N,N,N′,N′-tetramethylethylenediamine)Ni{CH2C(CH3)C(CH3)CH2COO}]

A

(CH2C(CH3)C(CH3)CH2COO)Ni((C5H4N)2)

(CH2C(CH3)C(CH3)CH2COO)Ni((C5H4N)2)

B

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

Conditions
ConditionsYield
In diethyl ether vigorously stirring a suspension of (3,4,5-η3)-3,4-dimethyl-3-pentenylato-N,N,N',N'-tetramethylethylenediaminenickel(II) in ether with 2,2'-bipyridine (CO2 or Ar); filtn. of the formed brown yellow ppt. after 24 h, shaking with THF fora few hours, filtn. and washing the residue with ether, drying in vacuo, elem. anal.;A 90%
B n/a
Roussin's red salt dianion

Roussin's red salt dianion

C6H16N2*2HNO(1-)*Fe(2+)

C6H16N2*2HNO(1-)*Fe(2+)

A

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

B

Fe4H2N8O8S2(2-)

Fe4H2N8O8S2(2-)

Conditions
ConditionsYield
In acetonitrile at 20℃; for 0.333333h; Inert atmosphere; Schlenk technique;A n/a
B 86%
Glycolaldehyde
141-46-8

Glycolaldehyde

dimethyl amine
124-40-3

dimethyl amine

A

2-(N,N-dimethylamino)ethanol
108-01-0

2-(N,N-dimethylamino)ethanol

B

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

Conditions
ConditionsYield
With platinum on carbon; hydrogen In ethanol at 25℃; under 30003 Torr; for 12h; Solvent; Pressure; Reagent/catalyst; Autoclave;A 84%
B 8%
With 5%-palladium/activated carbon; hydrogen In ethanol at 25 - 80℃; under 30003 Torr; for 3h; Autoclave;A 35%
B 40%
[4-Et(C6H4)C(NSiMe3)2]Li(TMEDA)
1020084-83-6

[4-Et(C6H4)C(NSiMe3)2]Li(TMEDA)

zirconium(IV) chloride
10026-11-6

zirconium(IV) chloride

A

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

cis-[4-Et(C6H4)C(NSiMe3)2]2ZrCl2

cis-[4-Et(C6H4)C(NSiMe3)2]2ZrCl2

C

lithium chloride

lithium chloride

Conditions
ConditionsYield
In toluene at 0℃; for 3h; Cooling; Schlenk technique;A n/a
B 83%
C n/a
[2-OMe(C6H4)C(NSiMe3)2]Li(TMEDA)
1020084-88-1

[2-OMe(C6H4)C(NSiMe3)2]Li(TMEDA)

zirconium(IV) chloride
10026-11-6

zirconium(IV) chloride

A

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

cis-[2-OMe(C6H4)C(NSiMe3)2]2ZrCl2

cis-[2-OMe(C6H4)C(NSiMe3)2]2ZrCl2

C

lithium chloride

lithium chloride

Conditions
ConditionsYield
In toluene at 0℃; for 3h; Cooling; Schlenk technique;A n/a
B 82%
C n/a
[3-OMe(C6H4)C(NSiMe3)2]Li(TMEDA)

[3-OMe(C6H4)C(NSiMe3)2]Li(TMEDA)

zirconium(IV) chloride
10026-11-6

zirconium(IV) chloride

A

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

cis-[3-OMe(C6H4)C(NSiMe3)2]2ZrCl2

cis-[3-OMe(C6H4)C(NSiMe3)2]2ZrCl2

C

lithium chloride

lithium chloride

Conditions
ConditionsYield
In toluene at 0℃; for 3h; Cooling; Schlenk technique;A n/a
B 79%
C n/a
[4-OMe(C6H4)C(NSiMe3)2]Li(TMEDA)
1020084-86-9

[4-OMe(C6H4)C(NSiMe3)2]Li(TMEDA)

zirconium(IV) chloride
10026-11-6

zirconium(IV) chloride

A

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

cis-[4-OMe(C6H4)C(NSiMe3)2]2ZrCl2

cis-[4-OMe(C6H4)C(NSiMe3)2]2ZrCl2

C

lithium chloride

lithium chloride

Conditions
ConditionsYield
In toluene at 0℃; for 3h; Cooling; Schlenk technique;A n/a
B 78%
C n/a
[4-n-Bu(C6H4)C(NSiMe3)2]Li(TMEDA)
1020084-84-7

[4-n-Bu(C6H4)C(NSiMe3)2]Li(TMEDA)

zirconium(IV) chloride
10026-11-6

zirconium(IV) chloride

A

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

cis-[4-n-Bu(C6H4)C(NSiMe3)2]2ZrCl2

cis-[4-n-Bu(C6H4)C(NSiMe3)2]2ZrCl2

C

lithium chloride

lithium chloride

Conditions
ConditionsYield
In toluene at 0℃; for 3h; Cooling; Schlenk technique;A n/a
B 70%
C n/a
[(3-C4H3O)C(NSiMe3)2]Li(TMEDA)
1206534-47-5

[(3-C4H3O)C(NSiMe3)2]Li(TMEDA)

zirconium(IV) chloride
10026-11-6

zirconium(IV) chloride

A

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

B

cis-[(3-C4H3O)C(NSiMe3)2]2ZrCl2

cis-[(3-C4H3O)C(NSiMe3)2]2ZrCl2

C

lithium chloride

lithium chloride

Conditions
ConditionsYield
In toluene at 0℃; for 3h; Cooling; Schlenk technique;A n/a
B 68%
C n/a
(tetramethylethylenediamine)lithium trihydro(2,4,6-tri-tert-butylphenyl)borate
112506-19-1

(tetramethylethylenediamine)lithium trihydro(2,4,6-tri-tert-butylphenyl)borate

A

5,7-di-tert-butylhydroxy-3,3-dimethyl-1-boraindane
112506-16-8

5,7-di-tert-butylhydroxy-3,3-dimethyl-1-boraindane

B

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

Conditions
ConditionsYield
With hydrogenchloride; water In diethyl ether; water byproducts: H2, LiCl; addn. of HCl to ether soln. of borate (0°C), stirring (room temp., 1 h), aq. HCl addn.; drying of etheral phase (Na2SO4), solvent removal (vacuum), repptn. (pentane); elem. anal.;A 53%
B n/a
(tetramethylethylenediamine)lithium trihydro(2,4,6-tri-tert-butylphenyl)borate
112506-19-1

(tetramethylethylenediamine)lithium trihydro(2,4,6-tri-tert-butylphenyl)borate

A

hydroxy(2,4,6-tri-tert-butylphenyl)borane
112506-15-7

hydroxy(2,4,6-tri-tert-butylphenyl)borane

B

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

Conditions
ConditionsYield
With water In tert-butyl alcohol byproducts: H2, LiOH; stirring (0°C, 6h, room temp., 12 h); solvent removal (vacuum), addn. of ether/water, drying of ether phase (Na2SO4), solvent removal (vacuum), recrystn. (pentane); elem. anal.;A 36%
B n/a
(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

Conditions
ConditionsYield
With methanol; nickel at 175 - 200℃; under 40452.9 Torr; Hydrogenation;
formaldehyd
50-00-0

formaldehyd

ethylenediammonium sulfate
22029-36-3

ethylenediammonium sulfate

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

Conditions
ConditionsYield
at 130 - 140℃; Destillation des Reaktionsprodukts mit Kalilauge;
sodium methylate
124-41-4

sodium methylate

4,5-epoxy-3,6-dimethoxy-17,17-dimethyl-morphina-6,8-dienium; iodide
19826-49-4

4,5-epoxy-3,6-dimethoxy-17,17-dimethyl-morphina-6,8-dienium; iodide

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

4,5-epoxy-6-hydroxy-3-methoxy-17,17-dimethyl-1-sulfo-morphinanium betaine

4,5-epoxy-6-hydroxy-3-methoxy-17,17-dimethyl-1-sulfo-morphinanium betaine

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

Conditions
ConditionsYield
at 140℃; unter Druck;
dimethyl amine
124-40-3

dimethyl amine

2-(dimethylamino)ethyl chloride
107-99-3

2-(dimethylamino)ethyl chloride

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

Conditions
ConditionsYield
With xylene
formaldehyd
50-00-0

formaldehyd

formic acid
64-18-6

formic acid

ethylenediamine
107-15-3

ethylenediamine

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

2-(dimethylamino)ethyl chloride
107-99-3

2-(dimethylamino)ethyl chloride

A

2-(N,N-dimethylamino)ethanol
108-01-0

2-(N,N-dimethylamino)ethanol

B

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

Conditions
ConditionsYield
With alkalies
ethene
74-85-1

ethene

dimethyl amine
124-40-3

dimethyl amine

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

Conditions
ConditionsYield
Multistep reaction;
aminoethylpiperazine
140-31-8

aminoethylpiperazine

formaldehyd
50-00-0

formaldehyd

formic acid
64-18-6

formic acid

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

A

N,N'-dimethylpiperazine
106-58-1

N,N'-dimethylpiperazine

B

1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

C

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

D

1-<2-(diethylamino)ethyl>-4-methylpiperazine

1-<2-(diethylamino)ethyl>-4-methylpiperazine

E

N,N'-dimethyl-N,N'-bis<2-(4-methyl-1-piperazinyl)ethyl>ethylenediamine

N,N'-dimethyl-N,N'-bis<2-(4-methyl-1-piperazinyl)ethyl>ethylenediamine

Conditions
ConditionsYield
Mechanism;
aminoethylpiperazine
140-31-8

aminoethylpiperazine

formaldehyd
50-00-0

formaldehyd

formic acid
64-18-6

formic acid

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

A

1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

B

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

C

1-<2-(diethylamino)ethyl>-4-methylpiperazine

1-<2-(diethylamino)ethyl>-4-methylpiperazine

D

N,N'-dimethyl-N,N'-bis<2-(4-methyl-1-piperazinyl)ethyl>ethylenediamine

N,N'-dimethyl-N,N'-bis<2-(4-methyl-1-piperazinyl)ethyl>ethylenediamine

Conditions
ConditionsYield
Multistep reaction. Further byproducts given;
1,4,8,11-tetramethyl-1,4,8,11-tetra-azacyclotetradecane
41203-22-9

1,4,8,11-tetramethyl-1,4,8,11-tetra-azacyclotetradecane

9-(n-propyl)fluorenyllithium tetramethylenediamine complex

9-(n-propyl)fluorenyllithium tetramethylenediamine complex

A

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

B

9-(n-propyl)fluorenyllithium hexamethyltetraazacyclotetradecane complex

9-(n-propyl)fluorenyllithium hexamethyltetraazacyclotetradecane complex

Conditions
ConditionsYield
In toluene at 25℃; Rate constant;
(1-ethyl-propenyl)-dimethyl-amine
32317-47-8

(1-ethyl-propenyl)-dimethyl-amine

N,N,N',N'-tetramethyl-1,2-diaminoethane-H+
71889-99-1

N,N,N',N'-tetramethyl-1,2-diaminoethane-H+

A

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

B

C7H15N*H(1+)

C7H15N*H(1+)

Conditions
ConditionsYield
ICR double resonance, proton affinity;
N,N-Dimethylisobutenylamin
20916-47-6

N,N-Dimethylisobutenylamin

N,N,N',N'-tetramethyl-1,2-diaminoethane-H+
71889-99-1

N,N,N',N'-tetramethyl-1,2-diaminoethane-H+

A

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

B

C6H13N*H(1+)

C6H13N*H(1+)

Conditions
ConditionsYield
ICR double resonance, proton affinity;
ethylene glycol
107-21-1

ethylene glycol

dimethyl amine
124-40-3

dimethyl amine

A

2-(N,N-dimethylamino)ethanol
108-01-0

2-(N,N-dimethylamino)ethanol

B

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

Conditions
ConditionsYield
With tris(triphenylphosphine)ruthenium(II) chloride at 120℃; for 3h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With ruthenium trichloride at 120℃; for 2.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

allylmagnesium bromide
2622-05-1

allylmagnesium bromide

Bis(allylmagnesiumchlorid-TMEDA)

Bis(allylmagnesiumchlorid-TMEDA)

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 12h;100%
N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

C5H7BrMg*2C4H8O

C5H7BrMg*2C4H8O

C6H16N2*C5H7BrMg

C6H16N2*C5H7BrMg

Conditions
ConditionsYield
In tetrahydrofuran; pentane for 2h; Ambient temperature;100%
tetrahydrofuran
109-99-9

tetrahydrofuran

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

diphenylphosphane
829-85-6

diphenylphosphane

4C12H10PTe2(1-)*C6H16N2*14C4H8O*4Li(1+)

4C12H10PTe2(1-)*C6H16N2*14C4H8O*4Li(1+)

Conditions
ConditionsYield
Stage #1: tetrahydrofuran; N,N,N,N,-tetramethylethylenediamine; diphenylphosphane With n-butyllithium In tetrahydrofuran; hexane
Stage #2: With tellurium In tetrahydrofuran; hexane at -78 - 20℃;
100%
N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

triphenyltin chloride
639-58-7

triphenyltin chloride

Ph3SnZnCl * N,N,N',N'-tetramethylethylenediamine

Ph3SnZnCl * N,N,N',N'-tetramethylethylenediamine

Conditions
ConditionsYield
In acetonitrile; benzene Electrolysis; absence of oxygen and moisture; W-cathode, Zn suspended on Pt-anode, 30 V, 25 mA, 3.0 h, Et4NClO4 electrolyte; sepn. of pptd. product (further crop on addn. of petroleum ether), washing (petroleum ether), drying (vac.); elem. anal.;100%
bis(η3-allyl-μ-chloropalladium(II))

bis(η3-allyl-μ-chloropalladium(II))

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

[η**3-2-propenyl](N,N,N',N'-tetramethylethylenediamine)palladium(II) dichloro(η**3-2-propenyl)palladate(II)
80533-23-9

[η**3-2-propenyl](N,N,N',N'-tetramethylethylenediamine)palladium(II) dichloro(η**3-2-propenyl)palladate(II)

Conditions
ConditionsYield
In acetone TMEDA added to -50°C soln.; stirred 1 h at -50°C; solvent vac. removed; recrystd. from acetone/toluene at -20°C; elem. anal.;100%
(bicyclo[2.2.1]hepta-2,5-diene)tetracarbonylmolybdenum(0)
12146-37-1, 124717-04-0

(bicyclo[2.2.1]hepta-2,5-diene)tetracarbonylmolybdenum(0)

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

A

(N,N,N',N'-tetramethylethylenediamine)tetracarbonylmolybdenum(0)
23301-98-6

(N,N,N',N'-tetramethylethylenediamine)tetracarbonylmolybdenum(0)

B

bicyclo[2.2.1]hepta-2,5-diene
121-46-0

bicyclo[2.2.1]hepta-2,5-diene

Conditions
ConditionsYield
In tetrahydrofuran reaction in a calorimeter under argon;A 100%
B n/a
{Li(μ-OB(CH(SiMe3)2)2}2

{Li(μ-OB(CH(SiMe3)2)2}2

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

LiOB(CH(SiMe3)2)2((Me2NCH2)2)
127161-53-9

LiOB(CH(SiMe3)2)2((Me2NCH2)2)

Conditions
ConditionsYield
In hexane react. at 25°C; filtering, filtrate at -20°C;100%
N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

titanium tetrachloride
7550-45-0

titanium tetrachloride

tetrachloro(N,N,N',N'-tetramethylethane-1,2-diamine)titanium(IV)
19033-22-8

tetrachloro(N,N,N',N'-tetramethylethane-1,2-diamine)titanium(IV)

Conditions
ConditionsYield
In hexane at 0℃; for 1h; Inert atmosphere;100%
In benzene solns. mixed at 10-20°C; filtered, washed (benzene), dried (vac.); elem. anal.;>99
In pentane solns. mixed at 10-20°C; filtered, washed (pentane), dried (vac.); elem. anal.;>99
aluminium hydride

aluminium hydride

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

N,N,N',N',-tetramethylethylenediamine*2AlH3
72049-53-7

N,N,N',N',-tetramethylethylenediamine*2AlH3

Conditions
ConditionsYield
In diethyl ether at 25°C; ppt. collected by centrifugation, washed with Et2O, dried, elem. anal.;100%
(cyclooctadienyl)(cyclopentadienyl)ruthenium chloride

(cyclooctadienyl)(cyclopentadienyl)ruthenium chloride

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

[(η5-C5H5)RuCl(N,N,N',N'-tetramethylethylenediamine)]
260066-12-4

[(η5-C5H5)RuCl(N,N,N',N'-tetramethylethylenediamine)]

Conditions
ConditionsYield
In acetone soln. of Ru-complex and ligand in acetone was stirred at room temp. for 2 h under Ar; solvent was removed under vac., washed with pentane;100%
p-nitrobenzene iodide
636-98-6

p-nitrobenzene iodide

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

bis(dibenzylideneacetone)-palladium(0)
32005-36-0

bis(dibenzylideneacetone)-palladium(0)

PdI(4-NO2C6H4)(N,N,N',N'-tetramethylethylenediamine)
191667-18-2

PdI(4-NO2C6H4)(N,N,N',N'-tetramethylethylenediamine)

Conditions
ConditionsYield
In not given byproducts: dibenzylideneacetone; N2-atmosphere; according to Markies, A. J. et al.: J. Organomet. Chem. 482 (1994) 191; elem. anal.;100%
N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

4-Iodoacetophenone
13329-40-3

4-Iodoacetophenone

bis(dibenzylideneacetone)-palladium(0)
32005-36-0

bis(dibenzylideneacetone)-palladium(0)

PdI(4-MeCOC6H4)(N,N,N',N'-tetramethylethylenediamine)
191667-17-1

PdI(4-MeCOC6H4)(N,N,N',N'-tetramethylethylenediamine)

Conditions
ConditionsYield
In not given byproducts: dibenzylideneacetone; N2-atmosphere; according to Markies, A. J. et al.: J. Organomet. Chem. 482 (1994) 191; elem. anal.;100%
N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

di-μ-chloro-bis[η**3-2-butenyl]dipalladium

di-μ-chloro-bis[η**3-2-butenyl]dipalladium

[(η**3-2-butenyl)(N,N,N',N'-tetramethylethylenediamine)palladium(II)] dichloro(η**3-2-butenyl)palladate

[(η**3-2-butenyl)(N,N,N',N'-tetramethylethylenediamine)palladium(II)] dichloro(η**3-2-butenyl)palladate

Conditions
ConditionsYield
In acetone TMEDA added dropwise at -50°C, stirred 1 h at -50°C; solvent vac. evapd.; trituration with ether, dried in vac.; elem. anal.;100%
silver tetrafluoroborate
14104-20-2

silver tetrafluoroborate

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

di-μ-chloro-bis[η**3-2-butenyl]dipalladium

di-μ-chloro-bis[η**3-2-butenyl]dipalladium

[η**3-2-butenyl](N,N,N',N'-tetramethylethylenediamine)palladium(II) tetrafluoroborate

[η**3-2-butenyl](N,N,N',N'-tetramethylethylenediamine)palladium(II) tetrafluoroborate

Conditions
ConditionsYield
In tetrahydrofuran byproducts: AgCl; π-2-butenylpalladium chloride dimer dissolved in THF; AgBF4 added; stirred 10 min; AgCl removed and washed with THF; TMEDA added dropwise toTHF extracts, stirred 10 min; solvent vac. removed; elem. anal.;100%
N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

di-μ-chloro-bis[η**3-3-phenyl-2-propenyl]dipalladium

di-μ-chloro-bis[η**3-3-phenyl-2-propenyl]dipalladium

[η**3-3-phenyl-2-propenyl](N,N,N',N'-tetramethylethylenediamine)palladium(II) dichloro(η**3-3-phenyl-2-propenyl)palladate(II)

[η**3-3-phenyl-2-propenyl](N,N,N',N'-tetramethylethylenediamine)palladium(II) dichloro(η**3-3-phenyl-2-propenyl)palladate(II)

Conditions
ConditionsYield
In acetone TMEDA added dropwise to -50°C soln.; stirred 1 h at -50°C; solvent vac. removed; elem. anal.;100%
N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

3,5-bis(3,5-dimethoxybenzocarboxymethyl)benzyl bromide
176650-93-4

3,5-bis(3,5-dimethoxybenzocarboxymethyl)benzyl bromide

N,N'-ethane-1,2-diyl N,N'-[3,5-bis(3,5-dimethoxybenzyloxy)benzyloxy] N,N,N',N'-tetramethylammonium dibromide

N,N'-ethane-1,2-diyl N,N'-[3,5-bis(3,5-dimethoxybenzyloxy)benzyloxy] N,N,N',N'-tetramethylammonium dibromide

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 70℃; Inert atmosphere;100%
In N,N-dimethyl-formamide at 70℃; for 15h; Inert atmosphere;100%
N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

ThCl4(dimethoxyethane)2

ThCl4(dimethoxyethane)2

ThCl4(N,N-tetramethylethylenediamine)2

ThCl4(N,N-tetramethylethylenediamine)2

Conditions
ConditionsYield
In tetrahydrofuran excess N,N-tetramethylethylenediamine;100%
N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

[ThCl4(1,2-dimethoxyethane)2]
639084-65-4

[ThCl4(1,2-dimethoxyethane)2]

ThCl4(Me2NCH2CH2NMe2)2
159472-32-9

ThCl4(Me2NCH2CH2NMe2)2

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 0.5h;100%
N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

[Zr(C5H4NC(CH3)(CH2NSitBuMe2)2)(NNPh2)(Li(py))(phenylacetylene(-1H))]

[Zr(C5H4NC(CH3)(CH2NSitBuMe2)2)(NNPh2)(Li(py))(phenylacetylene(-1H))]

[Zr(C5H4NC(CH3)(CH2NSitBuMe2)2)(NNPh2)(Li(tetramethylethylenediamine))(phenylacetylene(-1H))]

[Zr(C5H4NC(CH3)(CH2NSitBuMe2)2)(NNPh2)(Li(tetramethylethylenediamine))(phenylacetylene(-1H))]

Conditions
ConditionsYield
In toluene at 20℃;100%
iodotrifluoromethane
2314-97-8

iodotrifluoromethane

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

2CF3I*C6H16N2

2CF3I*C6H16N2

Conditions
ConditionsYield
at -78℃; for 0.333333h; Schlenk technique; Inert atmosphere; Reflux;100%
at -78℃; for 0.333333h; Inert atmosphere; Reflux;100%
N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

2-bromo-N-hexylethanamide
5439-32-7

2-bromo-N-hexylethanamide

C22H48N4O2(2+)*2Br(1-)

C22H48N4O2(2+)*2Br(1-)

Conditions
ConditionsYield
In chloroform at 85℃; for 24h;100%
N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

2-Bromo-N-(n-octyl)acetamide
5326-97-6

2-Bromo-N-(n-octyl)acetamide

C26H56N4O2(2+)*2Br(1-)

C26H56N4O2(2+)*2Br(1-)

Conditions
ConditionsYield
In chloroform at 85℃; for 24h;100%
N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

2-bromo-N-decyl-acetamide
5345-68-6

2-bromo-N-decyl-acetamide

C30H64N4O2(2+)*2Br(1-)

C30H64N4O2(2+)*2Br(1-)

Conditions
ConditionsYield
In chloroform at 85℃; for 24h;100%
In acetonitrile for 1h; Reflux;44%
N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

[(tris(tert-butoxy)siloxy)2chromium(II)]2

[(tris(tert-butoxy)siloxy)2chromium(II)]2

[chromium(II)(tris(tert-butoxy)siloxy)2(N,N,N′,N′-tetramethylethylenediamine)]

[chromium(II)(tris(tert-butoxy)siloxy)2(N,N,N′,N′-tetramethylethylenediamine)]

Conditions
ConditionsYield
In hexane at 25℃; Inert atmosphere; Glovebox;100%
N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

C38H68Li2N6O2

C38H68Li2N6O2

C21H40LiN5

C21H40LiN5

Conditions
ConditionsYield
In diethyl ether for 1h;100%
2-ethylhexyl bromide
18908-66-2

2-ethylhexyl bromide

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

N-(2-(dimethylamino)ethyl)-2-ethyl-N,N-dimethylhexan-1-aminium bromide

N-(2-(dimethylamino)ethyl)-2-ethyl-N,N-dimethylhexan-1-aminium bromide

Conditions
ConditionsYield
for 12h; Reflux;100%
1,3,5-tris(1-imidazolyl)benzene

1,3,5-tris(1-imidazolyl)benzene

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

2H2NO3(1-)*(x)H2O*Pd(2+)

2H2NO3(1-)*(x)H2O*Pd(2+)

C96H144N36Pd6

C96H144N36Pd6

Conditions
ConditionsYield
Stage #1: N,N,N,N,-tetramethylethylenediamine; 2H2NO3(1-)*(x)H2O*Pd(2+) In dimethyl sulfoxide at 80℃; for 0.166667h;
Stage #2: 1,3,5-tris(1-imidazolyl)benzene In dimethyl sulfoxide at 80℃; for 2h;
100%
N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

4-(bromomethyl)benzophenone
32752-54-8

4-(bromomethyl)benzophenone

ethylenebis(4-benzoylbenzyldimethylammonium) dibromide

ethylenebis(4-benzoylbenzyldimethylammonium) dibromide

Conditions
ConditionsYield
In chloroform at 20℃; for 72h;99.7%
In chloroform at 20℃; for 72h;99.7%
In chloroform
nido-NB10H13

nido-NB10H13

N,N,N,N,-tetramethylethylenediamine
110-18-9

N,N,N,N,-tetramethylethylenediamine

lithium triethylborohydride
22560-16-3

lithium triethylborohydride

Li(1+)*2(CH3)2N(CH2)2N(CH3)2*{NB10H12}(1-)={Li((CH3)2N(CH2)2N(CH3)2)2}{NB10H12}

Li(1+)*2(CH3)2N(CH2)2N(CH3)2*{NB10H12}(1-)={Li((CH3)2N(CH2)2N(CH3)2)2}{NB10H12}

Conditions
ConditionsYield
In tetrahydrofuran byproducts: B(C2H5)3, H2; addn. of Li(BHEt3) in THF to soln. of the borane at -78°C, stirred for 5 min at room temp., volatiles removed in vac., addn. of THF, addn. of tmeda;; concentrated, washed three times with pentane, dried;;99%

N,N,N',N'-Tetramethylethylenediamine Chemical Properties

Molecular formula: C6H16N2
Molar mass: 116.24 g/mol 
EINECS: 203-744-6 
Index of Refraction: 1.437
Density: 0.817 g/cm3
Flash Point: 10 °C
Sensitive: Hygroscopic
Melting point: -55 °C(lit.)
Storage tempreture: Store at RT.
Water solubility: Miscible
Enthalpy of Vaporization: 35.91 kJ/mol
Boiling Point: 121 °C at 760 mmHg
Vapour Pressure: 14.9 mmHg at 25 °C
Solubility: H2O: 10 mg/mL at 20 °C, clear, colorless
Appearance: Colorless to slightly yellow liquid
Structure of N,N,N',N'-Tetramethylethylenediamine (CAS NO.110-18-9):
                      
Product Category of N,N,N',N'-Tetramethylethylenediamine (CAS NO.110-18-9): Biochemistry;Reagents for Electrophoresis

N,N,N',N'-Tetramethylethylenediamine Uses

 N,N,N',N'-Tetramethylethylenediamine (CAS NO.110-18-9) is widely used as a ligand for metal ions. It is used with ammonium persulfate to catalyze the polymerization of acrylamide when making polyacrylamide gels, and can be used in gel electrophoresis for the separation of proteins or nucleic acids.

N,N,N',N'-Tetramethylethylenediamine Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 630mg/kg (630mg/kg)   Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 28(6), Pg. 55, 1984.
quail LD50 oral > 316mg/kg (316mg/kg)   Ecotoxicology and Environmental Safety. Vol. 6, Pg. 149, 1982.
rabbit LD50 skin 5390mg/kg (5390mg/kg)   American Industrial Hygiene Association Journal. Vol. 30, Pg. 470, 1969.
rabbit LD50 subcutaneous 1230mg/kg (1230mg/kg)   Toxicologist. Vol. 15, Pg. 19, 1995.
rat LC50 inhalation 1318ppm/4H (1318ppm) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE
BEHAVIORAL: ATAXIA
BEHAVIORAL: IRRITABILITY
Toxicologist. Vol. 8, Pg. 249, 1988.
rat LD50 oral 268mg/kg (268mg/kg) BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES
SPINAL CORD: OTHER DEGENERATIVE CHANGES
Toxicologist. Vol. 15, Pg. 19, 1995.

N,N,N',N'-Tetramethylethylenediamine Consensus Reports

Reported in EPA TSCA Inventory.

N,N,N',N'-Tetramethylethylenediamine Safety Profile

Moderately toxic by ingestion. Mildly toxic by skin 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 AMINES.
Hazard Codes: FlammableF,CorrosiveC,IrritantXi
Risk Statements: 11-20/22-34-20/21/22 
R11:Highly flammable. 
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed. 
R20/22:Harmful by inhalation and if swallowed. 
R34:Causes burns.
Safety Statements: 16-26-36/37/39-45 
S16:Keep away from sources of ignition. 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

N,N,N',N'-Tetramethylethylenediamine Standards and Recommendations

DOT Classification:  3; Label: Flammable Liquid

N,N,N',N'-Tetramethylethylenediamine Specification

 N,N,N',N'-Tetramethylethylenediamine , its cas register number is 110-18-9. It also can be called 1,2-Di(dimethylamino)ethane ; TMEDA ; and TEMED . It is hazardous, so the first aid measures and others should be known. Such as: When on the skin: first, should flush skin with plenty of water immediately for at least 15 minutes while removing contaminated clothing. Secondly, get medical aid. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Then get medical aid soon. While, it's inhaled: Remove from exposure and move to fresh air immediately. Give artificial respiration while not breathing. When breathing is difficult, give oxygen. And as soon as to get medical aid. Then you have the ingesting of the product: Do not induce vomiting. If victim is conscious and alert, give 2-4 cupfuls of milk or water. Get medical aid immediately.

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View