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Merck
CN

667609

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

97%

Synonym(s):

2,2′-Oxybis(N,N-dimethylethylamine), 2-(Dimethylamino)ethyl ether

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About This Item

Linear Formula:
((CH3)2N(CH2CH2))2O
CAS Number:
Molecular Weight:
160.26
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
221-220-5
MDL number:
Assay:
97%
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Quality Level

assay

97%

refractive index

n20/D 1.430

bp

189 °C/760 mmHg

density

0.841 g/mL at 25 °C

functional group

amine, ether

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

General description

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


pictograms

Skull and crossbonesCorrosion

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

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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Articles

Substantial progress has been made in magnesium–halogen exchange reactions used for the preparation of functionalized Grignard reagents containing sensitive moieties such as ester or cyano groups.


Bis[2-(dimethylamino)ethyl]ether(CH3)2NCH2CH2OCH2CH2N(CH3)2.
B Ballantyne
Journal of applied toxicology : JAT, 25(3), 260-269 (2005-04-28)
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)



Global Trade Item Number

SKUGTIN
667609-100ML04061832734651
667609-500ML04061832734668