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Sigma-Aldrich

Bis[2-(N,N-dimethylamino)ethyl] ether

97%

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Synonym(s):
2,2′-Oxybis(N,N-dimethylethylamine), 2-(Dimethylamino)ethyl ether
Linear Formula:
((CH3)2N(CH2CH2))2O
CAS Number:
Molecular Weight:
160.26
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

refractive index

n20/D 1.430

bp

189 °C/760 mmHg

density

0.841 g/mL at 25 °C

SMILES string

CN(C)CCOCCN(C)C

InChI

1S/C8H20N2O/c1-9(2)5-7-11-8-6-10(3)4/h5-8H2,1-4H3

InChI key

GTEXIOINCJRBIO-UHFFFAOYSA-N

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Show Differences

1 of 4

This Item
176095226289291145
vibrant-m

226289

N,N-Dimethyltrimethylsilylamine

vibrant-m

291145

N-Ethylmethylamine

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

bp

189 °C/760 mmHg

bp

-

bp

84 °C (lit.)

bp

36-37 °C (lit.)

density

0.841 g/mL at 25 °C

density

-

density

0.732 g/mL at 25 °C (lit.)

density

0.688 g/mL at 25 °C (lit.)

refractive index

n20/D 1.430

refractive index

-

refractive index

n20/D 1.397 (lit.)

refractive index

n20/D 1.374 (lit.)

General description

2-(Dimethylamino)ethyl ether is a tridentate ligand. It assists in the formation and stabilization of intermediates during the exchange reactions.

pictograms

CorrosionSkull and crossbones

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class

6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 1

flash_point_f

151.0 °F

flash_point_c

66.11 °C

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter


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B Ballantyne
Veterinary and human toxicology, 39(5), 290-295 (1997-10-06)
Bis[2-(dimethylamino)ethyl]ether (DMAEE; CAS No 3033-62-3) is an industrial liquid chemical used principally as an amine catalyst. It was investigated for potential acute hazards. DMAEE is of moderate acute peroral toxicity with LD50 values in the rat of 1045 ml/kg and
Chao-Shan Da et al.
Organic letters, 11(24), 5578-5581 (2009-11-17)
Generally used and highly reactive RMgBr reagents were effectively deactivated by bis[2-(N,N-dimethylamino)ethyl] ether and then were employed in the highly enantioselective addition of Grignard reagents to aldehydes. The reaction was catalyzed by the complex of commercially available (S)-BINOL and Ti(O(i-)Pr)(4)
Mild Iodine- Magnesium Exchange of Iodoaromatics Bearing a Pyrimidine Ring with Isopropylmagnesium Chloride
Wang XJ, et al.
Organic Letters, 8, 3141-3144 (2006)
Bis[2-(dimethylamino)ethyl]ether(CH3)2NCH2CH2OCH2CH2N(CH3)2.
B Ballantyne
Journal of applied toxicology : JAT, 25(3), 260-269 (2005-04-28)
Se-Ra Shin et al.
Molecules (Basel, Switzerland), 24(7) (2019-04-10)
Isosorbide (ISB), a nontoxic bio-based bicyclic diol composed from two fuzed furans, was incorporated into the preparation of flexible polyurethane foams (FPUFs) for use as a cell opener and to impart antioxidant properties to the resulting foam. A novel method

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