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Bis(2-dimethylaminoethyl) ether
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Name

Bis(2-dimethylaminoethyl) ether

 EINECS 221-220-5
CAS No. 3033-62-3 Density 0.883 g/cm3
PSA 15.71000 LogP 0.12620
Solubility Soluble Melting Point N/A
Formula C8H20N2O Boiling Point 194.8 °C at 760 mmHg
Molecular Weight 160.26 Flash Point 46.2 °C
Transport Information UN 2927 6.1/PG 2 Appearance A clear or yellow liquid
Safety 26-36/37/39-45 Risk Codes 20-22-24-34
Molecular Structure Molecular Structure of 3033-62-3 (Bis(2-dimethylaminoethyl) ether) Hazard Symbols ToxicT
Synonyms

Ethylamine,2,2'-oxybis[N,N-dimethyl- (6CI,7CI,8CI);1,5-Bis(dimethylamino)-3-oxapentane;2,2'-Oxybis[N,N-dimethylethanamine];2,2'-Oxybis[N,N-dimethylethylamine];A133;A 99 (amine);BL 19;Bis(dimethylaminoethyl) ether;Bis[2-(dimethylamino)ethyl] ether;Dabco BL 11;Dabco BL 19;Dabco BL 19I;ET33B;Jeffcat ZF 20;Jeffcat ZM 20;Kaolizer 12P;MinicoTMDA;N,N,N',N'-Tetramethyl-2,2'-oxybis[ethylamine];N,N,N',N'-Tetramethyl-3-oxapentane-1,5-diamine;N,N,N',N'-Tetramethylbisaminoethyl ether;NP 99;NSC 109887;Niax A 1;Niax A99;PC CAT NP 90;Texacat ZF 20;Toyocat ETS;ZF 20;Ethanamine,2,2'-oxybis[N,N-dimethyl-;

Article Data 28

Bis(2-dimethylaminoethyl) ether Synthetic route

108-01-0

2-(N,N-dimethylamino)ethanol

124-40-3

dimethyl amine

74-86-2

acetylene

3033-62-3

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

Conditions
ConditionsYield
With potassium hydroxide In dibutyl ether at 100℃; for 5h;90.4%
108-01-0

2-(N,N-dimethylamino)ethanol

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%
108-01-0

2-(N,N-dimethylamino)ethanol

105-59-9

N-Methyldiethanolamine

A

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

B

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
1704-62-7

1-O-Dimethylaminoethyl-ethylenglykol

124-40-3

dimethyl amine

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.
108-01-0

2-(N,N-dimethylamino)ethanol

107-99-3

2-(dimethylamino)ethyl chloride

3033-62-3

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

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

dimethyl amine

111-44-4

3-oxa-1,5-dichloropentane

71-43-2

benzene

A

109-02-4

4-methyl-morpholine

B

3033-62-3

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

Conditions
ConditionsYield
at 140℃;
124-40-3

dimethyl amine

111-44-4

3-oxa-1,5-dichloropentane

3033-62-3

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

Conditions
ConditionsYield
With ethanol at 120℃;
With benzene at 140℃;
37616-36-7

sodium N,N-dimethylethanolamine

107-99-3

2-(dimethylamino)ethyl chloride

3033-62-3

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

Conditions
ConditionsYield
With toluene
107-99-3

2-(dimethylamino)ethyl chloride

71-43-2

benzene

sodium-compound of acetamide

sodium-compound of acetamide

A

108-01-0

2-(N,N-dimethylamino)ethanol

B

3033-62-3

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

C

1421-89-2

2-(dimethylamino)ethyl acetate

D

3197-11-3

N-<2-(dimethylamino)ethyl>acetamide

Conditions
ConditionsYield
Produkt5: 1,2-Bis-dimethylamino-aethan;
...Expand
1704-62-7

1-O-Dimethylaminoethyl-ethylenglykol

74-89-5

methylamine

A

109-02-4

4-methyl-morpholine

B

93240-93-8

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

C

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;

Bis(2-dimethylaminoethyl) ether Chemical Properties

The Molecular Structure of Bis(2-dimethylaminoethyl) ether (CAS NO.3033-62-3):

Empirical Formula: C8H20N2O
Molecular Weight: 160.2572 
Appearance: A clear or yellow liquid 
Nominal Mass: 160 Da
Average Mass: 160.2572 Da
Monoisotopic Mass: 160.157563 Da 
Index of Refraction: 1.445
Molar Refractivity: 48.29 cm3
Molar Volume: 181.4 cm3
Surface Tension: 29.1 dyne/cm
Density: 0.883 g/cm3
Flash Point: 46.2 °C
Enthalpy of Vaporization: 43.1 kJ/mol
Boiling Point: 194.8 °C at 760 mmHg
Vapour Pressure: 0.433 mmHg at 25°C 
Classification Code: Reproductive Effect; Skin / Eye Irritant; TWA (0.05 ppm); STEL (0.15 ppm); Skin / Eye Irritant; TWA (0.05 ppm); STEL (0.15 ppm); Skin
IUPAC: 2-(2-dimethylaminoethyloxy)-N,N-dimethylethanamine   
Synonyms: Lupragen(r) n 205 ; Lupragen(r) n 206 ; Di-[2-(n,n-dimethylaminoethyl)]ether ; Dabco(r) 2039 ; Dabco(r) dc4000 ; Dabco(r) dc5582 ; Dabco(r) dc5598 ; Dabco(r) dc5599   

Bis(2-dimethylaminoethyl) ether Toxicity Data With Reference

1.    

skn-rbt 500 mg open SEV

     UCDS**    Union Carbide Data Sheet. (Industrial Medicine and Toxicology Dept., Union Carbide Corp., 270 Park Ave., New York, NY 10017) 12/27/71 .
2.    

skn-rbt 100 mg/24H SEV

     JTOTDO    Journal of Toxicology, Cutaneous and Ocular Toxicology. 5 (1986),3.
3.    

eye-rbt 1 mg SEV

     UCDS**    Union Carbide Data Sheet. (Industrial Medicine and Toxicology Dept., Union Carbide Corp., 270 Park Ave., New York, NY 10017) 12/27/71 .
4.    

eye-rbt 250 µg/24H SEV

     85JCAE    Prehled Prumyslove Toxikologie; Organicke Latky Marhold, J.,Prague, Czechoslovakia.: Avicenum,1986721.
5.    

orl-rat LD50:1070 mg/kg

     JTOTDO    Journal of Toxicology, Cutaneous and Ocular Toxicology. 5 (1986),3.
6.    

skn-rbt LD50:280 µL/kg

     AIHAAP    American Industrial Hygiene Association Journal. 30 (1969),470.

Bis(2-dimethylaminoethyl) ether Consensus Reports

 Bis(2-dimethylaminoethyl) ether (CAS NO.3033-62-3) was reported in EPA TSCA Inventory.

Bis(2-dimethylaminoethyl) ether Safety Profile

Poison by skin contact. Moderately toxic by ingestion. Experimental reproductive effects. A severe skin and eye irritant. See also ETHERS. When Bis(2-dimethylaminoethyl) ether was heated to decomposition, it emits toxic fumes of NOx.
Hazard Codes: ToxicT
Risk Statements: 20-22-24-34 
R20: Harmful by inhalation
R22: Harmful if swallowed
R24: Toxic in contact with skin
R34: Causes burns
Safety Statements: 26-36/37/39-45 
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.)
RIDADR: UN 2927 6.1/PG 2
WGK Germany: 2
RTECS: KR9460000
HazardClass: 3
PackingGroup: III

Bis(2-dimethylaminoethyl) ether Standards and Recommendations

ACGIH TLV: TWA 0.05 ppm; STEL 0.15 ppm (skin))

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