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2-(2-(Dimethylamino)ethoxy)ethanol

Chemical compound From Wikipedia, the free encyclopedia

2-[2-(Dimethylamino)ethoxy]ethanol is an organic compound with the molecular formula C6H15NO2 and is a liquid at room temperature. Dimethylaminoethoxyethanol is polyfunctional, having a tertiary amine, ether and hydroxyl functionality. Like other organic amines, it acts as a weak base.

Quick facts Names, Identifiers ...
2-(2-(Dimethylamino)ethoxy)ethanol
Names
IUPAC name
2-[2-(dimethylamino)ethoxy]ethanol
Other names
    • N,N-Dimethyldiglycolamine
    • (N,N-Dimethylaminoethoxy)ethanol
    • 2-(2-N,N-Dimethylaminoethoxy)ethanol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.015.400 Edit this at Wikidata
EC Number
  • 216-940-1
UNII
  • InChI=1S/C6H15NO2/c1-7(2)3-5-9-6-4-8/h8H,3-6H2,1-2H3
    Key: YSAANLSYLSUVHB-UHFFFAOYSA-N
  • CN(C)CCOCCO
Properties
C6H15NO2
Molar mass 133.191 g·mol−1
Boiling point 95 °C (203 °F; 368 K)
1.442
Hazards
GHS labelling:[1]
GHS05: CorrosiveGHS07: Exclamation mark
Danger
H312, H314
P260, P264, P264+P265, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P362+P364, P363, P405, P501
Flash point 93 °C (199 °F; 366 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Manufacture

Dimethylaminoethoxyethanol is manufactured by reacting dimethylamine and ethylene oxide.[2] Other methods are also available producing streams rich in the substance which then need to be further purified.[3]

Uses

As dimethylaminoethoxyethanol is weakly basic,[4] it has been studied as a method of absorbing Greenhouse gases and in particular carbon dioxide.[5][6][7][8]

Dimethylaminoethoxyethanol is used extensively in surfactants which have also been evaluated as corrosion inhibitors.[9] Surfactants prepared are usually cationic and may also be used as a biocide.[10] This is particularly important for oilfield applications against Sulfate-reducing microorganisms.

The material has other uses which include:

  • General such as clays, intermediates, plasticizers and adhesives.[11]
  • As a catalyst and especially for polyurethanes.[12][13]
  • Process regulators
  • Propellants and blowing agents

Toxicity

The toxicity of dimethylaminoethoxyethanol has been extensively studied.[14]


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