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Product FOB Price Min.Order Supply Ability Supplier
N,N,N',N'-Tetramethylethylenediamine,TMEDA
Cas No: 110-18-9
No Data 25 Kilogram 200 Metric Ton/Month Zibo Kunran Enterprises Co. LTD Contact Supplier
N,N,N',N'-Tetramethylethylenediamine suppliers in China
Cas No: 110-18-9
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
Top purity N,N,N',N'-Tetramethylethylenediamine with high quality cas:110-18-9
Cas No: 110-18-9
USD $ 6.0-20.0 / Kilogram 1 Kilogram 99999 Metric Ton/Year Hangzhou Dingyan Chem Co., Ltd Contact Supplier
High quality 1,2-Di(dimethylamino)ethane(TMEDA) supplier in China
Cas No: 110-18-9
No Data 1 Kilogram 30 Metric Ton/Month Simagchem Corporation Contact Supplier
N,N,N',N'-tetramethylethylenediamine
Cas No: 110-18-9
No Data 160 Kilogram 3000 Metric Ton/Year Hefei TNJ chemical industry co.,ltd Contact Supplier
N,N,N',N'-Tetramethylethylenediamine
Cas No: 110-18-9
USD $ 2.0-3.0 / Kilogram 1 Kilogram 50 Metric Ton/Day EAST CHEMSOURCES LIMITED Contact Supplier
Amadis Chemical offer CAS#110-18-9;CAT#A802159
Cas No: 110-18-9
No Data 10 Milligram Amadis Chemical Co., Ltd. Contact Supplier
1,2-Bis-(dimethylamino)-ethane
Cas No: 110-18-9
No Data No Data No Data Chemwill Asia Co., Ltd. Contact Supplier
N,N,N',N'-Tetramethylethylenediamine
Cas No: 110-18-9
USD $ 6.0-6.0 / Kilogram 1 Kilogram 1000 Kilogram/Month Enke Pharma-tech Co.,Ltd. (Cangzhou, China ) Contact Supplier
N,N,N',N'-Tetramethylethylenediamine 110-18-9
Cas No: 110-18-9
USD $ 1.0-2.0 / Metric Ton 5 Metric Ton 2500 Metric Ton/Year Henan Sinotech Import&Export Corporation Contact Supplier

110-18-9 Usage

Uses

N,N,N',N'-Tetramethylethylenediamine is used as polymerization accelerator in gel electrophoresis, solvent and oxidizing reagent.

Air & Water Reactions

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

Fire Hazard

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.

Chemical Properties

Colorless to slightly yellow liquid

Uses

anti-hyperlipidemic, plant growth stimulator, pathogen growth inhibitor, confers plant disease resistance

Purification Methods

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.]

Reactivity Profile

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.

General Description

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.

Definition

ChEBI: 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.

Uses

Polymerization accelerator in gel electrophoresis, solvent and oxidizing reagent.

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.

110-18-9 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Aldrich (411019)  N,N,N′,N′-Tetramethylethylenediamine  ≥99.5%, purified by redistillation 110-18-9 411019-2L 8,693.10CNY Detail
Aldrich (411019)  N,N,N′,N′-Tetramethylethylenediamine  ≥99.5%, purified by redistillation 110-18-9 411019-1L 5,136.30CNY Detail
Aldrich (411019)  N,N,N′,N′-Tetramethylethylenediamine  ≥99.5%, purified by redistillation 110-18-9 411019-100ML 872.82CNY Detail
Alfa Aesar (A12536)  N,N,N',N'-Tetramethylethylenediamine, 99%    110-18-9 2500ml 3072.0CNY Detail
Alfa Aesar (A12536)  N,N,N',N'-Tetramethylethylenediamine, 99%    110-18-9 500ml 722.0CNY Detail
Alfa Aesar (A12536)  N,N,N',N'-Tetramethylethylenediamine, 99%    110-18-9 100ml 227.0CNY Detail
TCI America (T0147)  N,N,N',N'-Tetramethylethylenediamine  >98.0%(GC)(T) 110-18-9 500mL 380.00CNY Detail
TCI America (T0147)  N,N,N',N'-Tetramethylethylenediamine  >98.0%(GC)(T) 110-18-9 100mL 165.00CNY Detail
TCI America (T0147)  N,N,N',N'-Tetramethylethylenediamine  >98.0%(GC)(T) 110-18-9 25mL 80.00CNY Detail

110-18-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name N,N,N',N'-tetramethylethylenediamine

1.2 Other means of identification

Product number -
Other names Tetrameen

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Functional fluids (open systems),Intermediates
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:110-18-9 SDS

110-18-9Synthetic 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%

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