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Bis(2-dimethylaminoethyl) ether, also known as Bis((dimethylamino)ethyl) ether, is a colorless or yellow liquid with a boiling point of 188°C. It is soluble in water and easily soluble in alcohol and benzene. Bis(2-dimethylaminoethyl) ether is characterized by high catalytic activity, smooth foaming, large tolerance to tin, and ease of formulation adjustment.

3033-62-3

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3033-62-3 Usage

Uses

Used in Polyurethane Foam Production:
Bis(2-dimethylaminoethyl) ether is used as an efficient tertiary amine catalyst for the production of flexible polyurethane foams, particularly for high resilience and RIM products. Its use results in better physical and chemical properties of the products, such as resilience and elongation, compared to other products.
Used in Flexible Foam Products:
Bis(2-dimethylaminoethyl) ether is suitable for the production of almost all foam products, mainly for flexible foam products. Its high catalytic activity and smooth foaming properties make it an ideal choice for creating high-quality foam products.
Used in Manufacturing of Flexible Polyurethane Foams:
Bis(2-dimethylaminoethyl) Ether (Potassium Clavulanate EP Impurity M) is specifically used in the manufacturing of flexible polyurethane foams, contributing to the production of resilient and high-quality foam materials.
Safety Note:
Bis(2-dimethylaminoethyl) ether is toxic by inhalation, skin absorption, ingestion, and eye contact, so proper safety measures should be taken during its handling and use.

Preparation

The main methods for the synthesis of Bis(2-dimethylaminoethyl) ether are:(1) reaction of sodium dimethylaminoethanol and SO3 or chlorosulfonic acid;(2) Reaction of trimethylamine with dichloroethyl ether or dimethylaminoethoxyethyl ether;(3) One-step synthesis of dimethylamine and monoethyleneglycol under solid catalyst.

Reactivity Profile

Bis (2-(dimethylamino)ethyl)ether reacts as a base. Reacts exothermically with acids. May form explosive peroxides upon exposure to the air.

Safety Profile

Poison by skin contact.Moderately toxic by ingestion. Experimental reproductiveeffects. A severe skin and eye irritant.

Check Digit Verification of cas no

The CAS Registry Mumber 3033-62-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,0,3 and 3 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 3033-62:
(6*3)+(5*0)+(4*3)+(3*3)+(2*6)+(1*2)=53
53 % 10 = 3
So 3033-62-3 is a valid CAS Registry Number.

3033-62-3 Well-known Company Product Price

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  • TCI America

  • (B1291)  Bis(2-dimethylaminoethyl) Ether  >98.0%(GC)

  • 3033-62-3

  • 25mL

  • 250.00CNY

  • Detail
  • TCI America

  • (B1291)  Bis(2-dimethylaminoethyl) Ether  >98.0%(GC)

  • 3033-62-3

  • 500mL

  • 1,890.00CNY

  • Detail
  • Alfa Aesar

  • (L09884)  Bis(2-dimethylaminoethyl) ether, 98%   

  • 3033-62-3

  • 10g

  • 542.0CNY

  • Detail
  • Alfa Aesar

  • (L09884)  Bis(2-dimethylaminoethyl) ether, 98%   

  • 3033-62-3

  • 50g

  • 2145.0CNY

  • Detail
  • Aldrich

  • (667609)  Bis[2-(N,N-dimethylamino)ethyl]ether  97%

  • 3033-62-3

  • 667609-100ML

  • 504.27CNY

  • Detail
  • Aldrich

  • (667609)  Bis[2-(N,N-dimethylamino)ethyl]ether  97%

  • 3033-62-3

  • 667609-500ML

  • 2,024.10CNY

  • Detail

3033-62-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name Bis(2-dimethylaminoethyl) ether

1.2 Other means of identification

Product number -
Other names Bis(2-diMethylaMinoethyl) Ether

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Intermediates,Processing aids, not otherwise listed
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:3033-62-3 SDS

3033-62-3Synthetic route

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

2-(N,N-dimethylamino)ethanol

dimethyl amine
124-40-3

dimethyl amine

acetylene
74-86-2

acetylene

Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

Conditions
ConditionsYield
With potassium hydroxide In dibutyl ether at 100℃; for 5h;90.4%
2-(N,N-dimethylamino)ethanol
108-01-0

2-(N,N-dimethylamino)ethanol

Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

Conditions
ConditionsYield
In water at 175 - 180℃; for 3h; Temperature; Time;78.5%
With 4-methyl-morpholine; ammonium tungstate at 145 - 155℃; for 15h; Reagent/catalyst; Autoclave; Inert atmosphere; Sealed tube;73.6%
With sulfuric acid at 190℃; for 12h; Temperature; Reagent/catalyst;65%
2-(N,N-dimethylamino)ethanol
108-01-0

2-(N,N-dimethylamino)ethanol

N-Methyldiethanolamine
105-59-9

N-Methyldiethanolamine

A

2-((2-(2-(dimethylamino)ethoxy)ethyl)methyl-amino)-ethanol

2-((2-(2-(dimethylamino)ethoxy)ethyl)methyl-amino)-ethanol

B

Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

Conditions
ConditionsYield
With 4-methyl-morpholine; silica-alumina at 145 - 155℃; for 15h; Catalytic behavior; Reagent/catalyst; Time; Concentration; Temperature; Autoclave; Inert atmosphere; Sealed tube; Overall yield = 95.6 %;A 76.4%
B 75 g
1-O-Dimethylaminoethyl-ethylenglykol
1704-62-7

1-O-Dimethylaminoethyl-ethylenglykol

dimethyl amine
124-40-3

dimethyl amine

Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

Conditions
ConditionsYield
With hydrogen at 220℃; under 15001.5 - 142514 Torr; for 8h; Temperature; Pressure;74.63%
With hydrogen at 200℃; under 5931.67 Torr; Product distribution / selectivity;47 %Chromat.
2-(N,N-dimethylamino)ethanol
108-01-0

2-(N,N-dimethylamino)ethanol

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

2-(dimethylamino)ethyl chloride

Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

Conditions
ConditionsYield
With sodium hydroxide; adogen 464 In tetrahydrofuran for 6h; Heating;35%
dimethyl amine
124-40-3

dimethyl amine

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

benzene
71-43-2

benzene

A

4-methyl-morpholine
109-02-4

4-methyl-morpholine

B

Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

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

dimethyl amine

3-oxa-1,5-dichloropentane
111-44-4

3-oxa-1,5-dichloropentane

Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

Conditions
ConditionsYield
With ethanol at 120℃;
With benzene at 140℃;
sodium N,N-dimethylethanolamine
37616-36-7

sodium N,N-dimethylethanolamine

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

2-(dimethylamino)ethyl chloride

Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

Conditions
ConditionsYield
With toluene
2-(dimethylamino)ethyl chloride
107-99-3

2-(dimethylamino)ethyl chloride

benzene
71-43-2

benzene

sodium-compound of acetamide

sodium-compound of acetamide

A

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

2-(N,N-dimethylamino)ethanol

B

Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

C

2-(dimethylamino)ethyl acetate
1421-89-2

2-(dimethylamino)ethyl acetate

D

N-<2-(dimethylamino)ethyl>acetamide
3197-11-3

N-<2-(dimethylamino)ethyl>acetamide

Conditions
ConditionsYield
Produkt5: 1,2-Bis-dimethylamino-aethan;
1-O-Dimethylaminoethyl-ethylenglykol
1704-62-7

1-O-Dimethylaminoethyl-ethylenglykol

methylamine
74-89-5

methylamine

A

4-methyl-morpholine
109-02-4

4-methyl-morpholine

B

N,N,N'-trimethylbis(aminoethyl)ether
93240-93-8

N,N,N'-trimethylbis(aminoethyl)ether

C

Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

Conditions
ConditionsYield
With hydrogen at 195℃; under 11879 Torr; for 23.3h; Product distribution / selectivity; Compressed gas(es);A 3.1 %Chromat.
B 44.3 %Chromat.
C 1.6 %Chromat.
With hydrogen; potassium nitrate at 200℃; under 4395.7 Torr; Product distribution / selectivity;
With hydrogen at 200℃; under 4369.84 Torr; Product distribution / selectivity;
dimethyl amine
124-40-3

dimethyl amine

diethylene glycol
111-46-6

diethylene glycol

A

1-O-Dimethylaminoethyl-ethylenglykol
1704-62-7

1-O-Dimethylaminoethyl-ethylenglykol

B

Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

Conditions
ConditionsYield
With hydrogen; γ-Al2O3 (45 weight %), CuO (55 weight %), hydrogenated at 190℃; under 15001.5 Torr; Product distribution / selectivity;
Stage #1: diethylene glycol With C39H57ClNP2Rh In 5,5-dimethyl-1,3-cyclohexadiene; ethanol at -78℃; for 0.5h; Autoclave; Inert atmosphere;
Stage #2: dimethyl amine In 5,5-dimethyl-1,3-cyclohexadiene; ethanol at 150℃; under 112511 Torr; for 120h; Solvent; Reagent/catalyst; Pressure; Autoclave; Inert atmosphere;
1-O-Dimethylaminoethyl-ethylenglykol
1704-62-7

1-O-Dimethylaminoethyl-ethylenglykol

A

morpholine
110-91-8

morpholine

B

4-methyl-morpholine
109-02-4

4-methyl-morpholine

C

N,N,N'-trimethylbis(aminoethyl)ether
93240-93-8

N,N,N'-trimethylbis(aminoethyl)ether

D

2-(2-aminoethoxy)-N,N-dimethylethanamine
85322-63-0

2-(2-aminoethoxy)-N,N-dimethylethanamine

E

Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

F

bis-(2-(N,N-dimethylamino)ethoxyethyl)methylamine
65286-55-7

bis-(2-(N,N-dimethylamino)ethoxyethyl)methylamine

G

[2-(2-amino-ethoxy)-ethyl]-[2-(2-dimethylamino-ethoxy)-ethyl]-methyl-amine
1257084-24-4

[2-(2-amino-ethoxy)-ethyl]-[2-(2-dimethylamino-ethoxy)-ethyl]-methyl-amine

H

bis-(2-(N,N-dimethylamino)ethoxyethyl)amine
1257084-22-2

bis-(2-(N,N-dimethylamino)ethoxyethyl)amine

I

[2-(2-dimethylamino-ethoxy)-ethyl]-[2-(2-methylamino-ethoxy)-ethyl]-amine
1257084-23-3

[2-(2-dimethylamino-ethoxy)-ethyl]-[2-(2-methylamino-ethoxy)-ethyl]-amine

Conditions
ConditionsYield
With ammonia; copper chromite at 200℃; under 52505.3 Torr; Product distribution / selectivity; Industry scale;
dimethyl amine
124-40-3

dimethyl amine

diethylene glycol
111-46-6

diethylene glycol

Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

Conditions
ConditionsYield
With hydrogen; shaped bodies of reduced CuO/γ-Al2O3 (55 wt%/45 wt%) at 210℃; under 15001.5 Torr; Product distribution / selectivity;
1-O-Dimethylaminoethyl-ethylenglykol
1704-62-7

1-O-Dimethylaminoethyl-ethylenglykol

methylamine
74-89-5

methylamine

A

N,N,N'-trimethylbis(aminoethyl)ether
93240-93-8

N,N,N'-trimethylbis(aminoethyl)ether

B

Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

Conditions
ConditionsYield
With copper chromite at 166℃; under 7500.75 Torr; for 513h;A 26.81 %Chromat.
B 19.37 %Chromat.
1-O-Dimethylaminoethyl-ethylenglykol
1704-62-7

1-O-Dimethylaminoethyl-ethylenglykol

trimethylamine
75-50-3

trimethylamine

Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

Conditions
ConditionsYield
Stage #1: 1-O-Dimethylaminoethyl-ethylenglykol With thionyl chloride In toluene for 1.5h; Reflux;
Stage #2: trimethylamine at 50 - 80℃; for 3h;
Stage #3: With ethylenediamine at 100 - 170℃; for 3h; Temperature; Autoclave;
132 g
1-O-Dimethylaminoethyl-ethylenglykol
1704-62-7

1-O-Dimethylaminoethyl-ethylenglykol

dimethyl amine
124-40-3

dimethyl amine

A

4-methyl-morpholine
109-02-4

4-methyl-morpholine

B

Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

Conditions
ConditionsYield
With hydrogen at 230℃; under 11400.8 Torr; Temperature; Pressure; Reagent/catalyst;
2,2'-diiodoethyl ether
34270-90-1

2,2'-diiodoethyl ether

Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

N,N,N',N'-tetramethyl-1,7-diaza-4,10-dioxacyclododecane di-iodide

N,N,N',N'-tetramethyl-1,7-diaza-4,10-dioxacyclododecane di-iodide

Conditions
ConditionsYield
In acetonitrile under 7500600 Torr; for 48h; Mechanism; Quantum yield; Ambient temperature; further substrates and reactants;99%
In acetonitrile under 7500600 Torr; for 48h; Ambient temperature;99%
In acetonitrile at 25℃; under 8250660 Torr; for 20h;99%
Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

1,2-bis-(2-iodoethoxy)benzene
110431-62-4

1,2-bis-(2-iodoethoxy)benzene

N,N,N',N'-tetramethyl-5,6-benzo-1,10-diaza-4,7,13-trioxacyclopentadecane di-iodide

N,N,N',N'-tetramethyl-5,6-benzo-1,10-diaza-4,7,13-trioxacyclopentadecane di-iodide

Conditions
ConditionsYield
In acetonitrile under 7500600 Torr; for 48h; Ambient temperature;96%
In acetonitrile at 25℃; under 8250660 Torr; for 20h;96%
Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

1,2-bis-(2-iodoethoxy)ethane
36839-55-1

1,2-bis-(2-iodoethoxy)ethane

N,N,N',N'-tetramethyl-1,10-diaza-4,7,13-trioxacyclopentadecane di-iodide

N,N,N',N'-tetramethyl-1,10-diaza-4,7,13-trioxacyclopentadecane di-iodide

Conditions
ConditionsYield
In acetonitrile under 7500600 Torr; for 48h; Ambient temperature;95%
In acetonitrile at 25℃; under 8250660 Torr; for 20h;95%
Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

1-dodecylbromide
143-15-7

1-dodecylbromide

2,2'-bis(dodecyldimethylammonium)diethyl ether dibromide

2,2'-bis(dodecyldimethylammonium)diethyl ether dibromide

Conditions
ConditionsYield
In water; acetonitrile at 80℃; for 55h; Solvent;95%
Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

1-(bromomethyl)-4-(dodecyloxy)benzene
123436-89-5

1-(bromomethyl)-4-(dodecyloxy)benzene

bis{2-N,N-dimethyl-N-[p-(n-dodecyloxybenzyl)]ammonium} bromide ethyl ether

bis{2-N,N-dimethyl-N-[p-(n-dodecyloxybenzyl)]ammonium} bromide ethyl ether

Conditions
ConditionsYield
In acetonitrile for 1h; Reflux;94%
2-Bromoethyl ethyl ether
592-55-2

2-Bromoethyl ethyl ether

Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

2,2'-oxybis(N-(2-ethoxyethyl)-N,N-dimethylethanammonium) bromide

2,2'-oxybis(N-(2-ethoxyethyl)-N,N-dimethylethanammonium) bromide

Conditions
ConditionsYield
In acetone for 24h; Cooling with ice; Reflux;88%
1-bromo dodecane
112-29-8

1-bromo dodecane

Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

bis(N-decyl-N,N-dimethylethylammonium)ether dibromide

bis(N-decyl-N,N-dimethylethylammonium)ether dibromide

Conditions
ConditionsYield
In acetonitrile at 80℃; for 55h;83%
Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

potassium hexamethylsilazane
40949-94-8

potassium hexamethylsilazane

C40H112K4N8O2Si8

C40H112K4N8O2Si8

Conditions
ConditionsYield
In hexane Inert atmosphere; Schlenk technique;66%
Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

potassium hexamethylsilazane
40949-94-8

potassium hexamethylsilazane

C22H58KN5O2Si2

C22H58KN5O2Si2

Conditions
ConditionsYield
In hexane Inert atmosphere; Schlenk technique;62%
Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

2-tert-butyl-4,5-di-(1,1-dimethylpropyl) imidazole
1279010-11-5

2-tert-butyl-4,5-di-(1,1-dimethylpropyl) imidazole

bis(tetrahydrofuran)strontium di(bis(trimethylsilyl)amide)
133766-06-0

bis(tetrahydrofuran)strontium di(bis(trimethylsilyl)amide)

bis(2-tert-butyl-4,5-di-tert-amylimidazolyl)(2,2'-oxybis(N,N-dimethylethylamine))strontium
1279016-87-3

bis(2-tert-butyl-4,5-di-tert-amylimidazolyl)(2,2'-oxybis(N,N-dimethylethylamine))strontium

Conditions
ConditionsYield
In hexane at 20℃; Inert atmosphere;43%
2,2,6,6-tetramethyl-piperidine
768-66-1

2,2,6,6-tetramethyl-piperidine

n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

diisobutylaluminum chloride
1779-25-5

diisobutylaluminum chloride

[Li(μ-2,2,6,6-tetramethylpiperidide)(μ-bis[2-(N,N-dimethylamino)ethyl]ether)Al(isobutyl)2]

[Li(μ-2,2,6,6-tetramethylpiperidide)(μ-bis[2-(N,N-dimethylamino)ethyl]ether)Al(isobutyl)2]

Conditions
ConditionsYield
Stage #1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium In hexane at 20℃; for 0.166667h; Inert atmosphere; Schlenk technique;
Stage #2: diisobutylaluminum chloride In hexane for 1h; Inert atmosphere; Schlenk technique;
Stage #3: Bis<2-(N,N-dimethylamino)aethyl>aether In hexane Inert atmosphere; Schlenk technique;
42%
Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

epichlorohydrin
106-89-8

epichlorohydrin

N,N′-(oxybis(ethane-2,1-diyl))bis(3-chloro-2-hydroxy-N,N-dimethylpropan-1-aminium) chloride

N,N′-(oxybis(ethane-2,1-diyl))bis(3-chloro-2-hydroxy-N,N-dimethylpropan-1-aminium) chloride

Conditions
ConditionsYield
With hydrogenchloride In water at 25 - 70℃; for 6h; pH=< 2 - 8.5;39.4%
di(pyridin-2-yl)amine
1202-34-2

di(pyridin-2-yl)amine

Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

[(N,N,N′,N′-tetramethyldiaminoethylether)Na(2,2′-dipyridylamide)]2

[(N,N,N′,N′-tetramethyldiaminoethylether)Na(2,2′-dipyridylamide)]2

Conditions
ConditionsYield
Stage #1: di(pyridin-2-yl)amine With butylsodium In hexane for 1h; Inert atmosphere; Schlenk technique;
Stage #2: Bis<2-(N,N-dimethylamino)aethyl>aether In hexane at -30℃; for 48h; Inert atmosphere; Schlenk technique;
37%
Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

butylsodium
3525-44-8

butylsodium

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

sodium iodide
7681-82-5

sodium iodide

C30H90IN5Na5Si10(1-)*C16H40N4NaO2(1+)

C30H90IN5Na5Si10(1-)*C16H40N4NaO2(1+)

Conditions
ConditionsYield
Stage #1: butylsodium; 1,1,1,3,3,3-hexamethyl-disilazane In hexane for 2h; Inert atmosphere; Schlenk technique;
Stage #2: sodium iodide In hexane for 24h; Inert atmosphere; Schlenk technique;
Stage #3: Bis<2-(N,N-dimethylamino)aethyl>aether In hexane for 15h; Inert atmosphere; Schlenk technique;
36%
Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

1-lithio-2-tert-butyl-1,2-dihydropyridine

1-lithio-2-tert-butyl-1,2-dihydropyridine

C17H34LiN3O

C17H34LiN3O

Conditions
ConditionsYield
In tetrahydrofuran; hexane at -30℃; for 168h; Inert atmosphere;32%
ethyl bromide
74-96-4

ethyl bromide

Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

N,N'-diethyl-N,N,N',N'-tetramethyl-N,N'-(3-oxa-pentanediyl)-di-ammonium; dibromide
64049-67-8

N,N'-diethyl-N,N,N',N'-tetramethyl-N,N'-(3-oxa-pentanediyl)-di-ammonium; dibromide

Conditions
ConditionsYield
With acetone
Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

benzyl chloride
100-44-7

benzyl chloride

N,N'-dibenzyl-N,N,N',N'-tetramethyl-N,N'-(3-oxa-pentanediyl)-di-ammonium; dichloride
63722-05-4

N,N'-dibenzyl-N,N,N',N'-tetramethyl-N,N'-(3-oxa-pentanediyl)-di-ammonium; dichloride

Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

ethyl iodide
75-03-6

ethyl iodide

N,N'-diethyl-N,N,N',N'-tetramethyl-N,N'-(3-oxa-pentanediyl)-di-ammonium; diiodide

N,N'-diethyl-N,N,N',N'-tetramethyl-N,N'-(3-oxa-pentanediyl)-di-ammonium; diiodide

Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

chloroacetic acid ethyl ester
105-39-5

chloroacetic acid ethyl ester

N,N'-bis-ethoxycarbonylmethyl-N,N,N',N'-tetramethyl-N,N'-(3-oxa-pentanediyl)-di-ammonium; dichloride

N,N'-bis-ethoxycarbonylmethyl-N,N,N',N'-tetramethyl-N,N'-(3-oxa-pentanediyl)-di-ammonium; dichloride

Conditions
ConditionsYield
With acetone
In isopropyl alcohol for 8h; Reflux;
Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

methyl iodide
74-88-4

methyl iodide

hexa-N-methyl-N,N'-(3-oxa-pentanediyl)-di-ammonium; diiodide
2576-43-4

hexa-N-methyl-N,N'-(3-oxa-pentanediyl)-di-ammonium; diiodide

Conditions
ConditionsYield
With ethanol
Bis<2-(N,N-dimethylamino)aethyl>aether
3033-62-3

Bis<2-(N,N-dimethylamino)aethyl>aether

F-bis[2-(N,N-dimethylamino)ethyl] ether

F-bis[2-(N,N-dimethylamino)ethyl] ether

Conditions
ConditionsYield
With hydrogen fluoride In water electrochemical fluorination; Yield given;

3033-62-3Relevant articles and documents

Selective Synthesis of Bisdimethylamine Derivatives from Diols and an Aqueous Solution of Dimethylamine through Iridium-Catalyzed Borrowing Hydrogen Pathway

Fujita, Ken-ichi,Jeong, Jaeyoung

, (2021/12/13)

Bisdimethylamine derivatives are an important class of compounds in the polymer and pharmaceutical industries. However, existing methods for the synthesis of these compounds have several drawbacks such as low selectivity, use of toxic reagents, and generation of waste. In this study, a new system was developed for the selective synthesis of bisdimethylamine derivatives using a diol and dimethylamine as starting materials and an iridium complex bearing an N-heterocyclic carbene ligand as catalyst. The starting materials were easily available, less toxic, inexpensive, and easy to handle. The reaction proceeded efficiently through a borrowing hydrogen pathway under aqueous conditions, without any additional organic solvent, to afford various bisdimethylamine derivatives in good to excellent yields.

Cyclic preparation method of dimethylamino ethyl ether

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Paragraph 0030; 0035-0055, (2020/12/30)

The invention provides a cyclic preparation method of dimethylamino ethyl ether, which comprises the following steps: taking N,N-dimethyl ethanol amine as a raw material, reacting under the catalyticaction of loaded amorphous carbon and composite acid to generate dimethylamino ethyl ether and a byproduct namely water. Compared with the conventional method, the method has the advantages of low reaction temperature, high selectivity, and cyclic utilization of the catalyst and composite acid, the environment is protected, and a great economic value is created.

Production method of BDMAEE

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Paragraph 0065-0068; 0077-0111, (2019/08/01)

The invention discloses a production method of BDMAEE. The production method comprises the following steps: adding sulfuric acid, DMEA and super-strong solid acid taken as a catalyst in a reaction vessel to perform an etherification reaction; adding an extractant to obtained etherification liquid, and introducing ammonia to an extraction system to neutralize while stirring, and stopping introducing ammonia to neutralize until pH is 11-13; filtering an obtained product to achieve solid-liquid separation; washing and drying a solid obtained by filtering to obtain ammonium sulfate; and carrying out distillation on filtrate obtained by filtering to obtain BDMAEE. BDMAEE prepared by the method disclosed by the invention is high in efficiency and product yield, high in purity and less in wastewater, and can realize resource utilization of by-products.

Method for homogeneously catalyzing alcohol amination

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Paragraph 0068-0074, (2019/02/21)

The invention relates to a method for homogeneously catalyzing alcohol amination. The method comprises the following steps: mixing diethylene glycol or 1,6-hexanediol, dimethylamine, a ruthenium metalcatalyst and a non-polar solvent and carrying out homogeneous catalysis reaction; separating. According to the method provided by the invention, under the catalysis of a noble metal (rhodium, ruthenium and iridium) metallic catalyst, the diethylene glycol which has a cheap price and is easy to obtain or the 1,6-hexanediol is directly subjected to the amination by utilizing the dimethylamine through a one-step method; bis(2-dialkylaminoethyl)ether or N,N,N,N-tetramethylhexanediamine is prepared in a high-conversion-rate and high-selectivity manner.

Synthesis of bis(2-dimethylaminoethyl) ether

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Paragraph 0013, (2017/11/04)

A bis(2-dimethylaminoethyl) ether product is prepared by chlorinating 2-(2-(dimethylamino)ethoxy)ethanol, which is taken as a raw material, by using thionyl chloride to obtain a corresponding chloride; preparing the chloride and trimethylamine into quaternary ammonium salt; drying the obtained quaternary ammonium salt, then using ethylene diamine to enable one methyl of the quaternary ammonium salt to be transferred onto the ethylene diamine at high temperature, and rectifying.

Bis(2-dimethylaminoethyl)ether synthesis method

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Paragraph 0042-0047; 0056; 0059; 0062, (2017/06/10)

The invention belongs to the technical field of organic macromolecular compounds and relates to a bis(2-dimethylaminoethyl)ether synthesis method. The method includes subjecting dimethylamine and ethylene oxide to reaction in a high-pressure reactor, wherein a mole ratio is 1:2-2.2, a reaction temperature is 60-100 DEG C, reaction time is 2-5 hours, and curing time is 0.5-1 hour; adding a catalyst Cu-Ni/gamma-Al2O3, adopting hydrogen for adjusting an internal pressure of the reactor to 1.5-2.5 MPa, controlling the temperature at 190-220 DEG C, controlling a reaction pressure to be 10-25 MPa, and reacting for 6-13h; after the pressure drops to 1.0 MPa, feeding to the middle of an amine/hydrogen removal tower to discharge the dimethylamine and the hydrogen in the mixture from the top of the amine/hydrogen removal tower, and subjecting a crude product of bis(2-dimethylaminoethyl)ether at the bottom of the amine/hydrogen removal tower to reduced pressure distillation and separation. The bis(2-dimethylaminoethyl)ether synthesis method is applied to polyether preparation and has advantages of high equipment utilization rate, high preparation efficiency and the like.

Preparation method for series of polyurethane catalysts

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Paragraph 0059; 0060; 0065, (2016/10/10)

The invention discloses a preparation method for a series of polyurethane catalysts. The preparation method comprises the following steps: SioO2 and Al2O3 with different ratios are employed as carriers, soaked in an ammonium sulfate aqueous solution, dried and roasted, and a silicon-aluminum-loaded solid acid catalyst is prepared; then a mixture of N,N-dimethyl ethanolamine and N-methyl diethanolamine is employed as a raw material, the raw materials and the silicon-aluminum-loaded solid acid catalyst accounting for 1-10% of the total weight of the raw material are added in an autoclave and a reaction is carried out; the filtrate after the reaction is subjected to rectification separation and therefore N-methyl morpholine, 2-dimethylaminoethyl ether and N,N,N'-trimethyl-N'-hydroxyethyl-bis-amino ethyl ether are obtained respectively.

Method for synthesizing bis(dimethylaminoethyl)ether under catalysis of metal catalyst

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Paragraph 0037; 0038; 0039; 0040, (2018/02/04)

The invention discloses a method for synthesizing bis(dimethylaminoethyl)ether (BDMAEE) under the catalysis of a metal catalyst. The method comprises the following steps: preparing a metal oxide; then preparing the metal catalyst from the metal oxide; and with dimethylamine and dimethylaminoethoxyethanol as raw materials, preparing BDMAEE under the catalysis of the metal catalyst, wherein a main inorganic by-product is water, and produced organic by-products can be recycled through distillation and purification. The method provided by the invention has good economic benefits and overcomes the problem of environmental pollution of conventional BDMAEE production processes.

Method for Preparation of Bis (2-dialkyaminoethyl) Ether

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Paragraph 0037; 0038; 0039; 0040; 0041; 0042; 0043, (2015/11/17)

A bis (2-dialkylaminoethyl) ether synthesizing method is disclosed, which includes steps of: 1) synthesizing: wherein N,N-dialkylethanolamine, N,N-dialkylamine and ethyne are mixed at a mole ratio of 4:3:1-2:1:1 as a raw material; and the raw material, catalyst and solvent are added in a high-pressure clave for reaction in a sealed condition; a weight of catalyst accounts for 2.0%-10.5% of the total weight of the raw material; a reaction temperature is 50-120° C. and the reaction time is 3-7 hours; the clave is then opened after reaction and a filtrate is collected by filtering the reaction mixture; and 2) separating: wherein the filtrate obtained in the step 1) is rectified to obtain the bis (2-dialkylaminoethyl) ether as a product. The synthetic method of the bis (2-dialkylaminoethyl) ether in the present invention has many characteristics, such as simple process, high atomic economy, etc.

Method for separating N,N,N'-trimethylbisaminoethylether and/or N,N-dimethylbisaminoethylether from a mixture

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Paragraph 0138, (2015/05/05)

The present invention relates to a method for separating N,N,N'-trimethylbisaminoethylether and/or N,N-dimethylbisaminoethylether, from a mixture A comprising N,N,N'-trimethylbisaminoethylether, and N,N-dimethylbisaminoethylether, wherein said method comprises the steps of: (a) contacting said mixture A with an acylating agent, to form a mixture B comprising the amides of N,N,N'-trimethylbisaminoethylether and of N,N-dimethylbisaminoethylether, respectively; and (b1) separating the amide of N,N,N'-trimethylbisaminoethylether from mixture B; and (c1) recovering N,N,N'-trimethylbisaminoethylether from its amide by means of a transamidation reaction; and/or (b2) separating the amide of N,N-dimethylbisaminoethylether from mixture B; and (c2) recovering N,N-dimethylbisaminoethylether from its amide by means of a transamidation reaction.

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