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B48207

Sigma-Aldrich

Bis(2-methoxyethyl)amine

98%

Synonym(s):

2,2′-Dimethoxydiethylamine, 2-Methoxy-N-(2-methoxyethyl)ethanamine, Di(2-methoxyethyl)amine, N,N-Bis(2-methoxyethyl)amine

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About This Item

Linear Formula:
(CH3OCH2CH2)2NH
CAS Number:
111-95-5
Molecular Weight:
133.19
Beilstein:
1736313
EC Number:
203-923-9
MDL number:
MFCD00025906
UNSPSC Code:
12352100
PubChem Substance ID:
24891705
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.419 (lit.)

bp

170-172 °C (lit.)

density

0.902 g/mL at 25 °C (lit.)

SMILES string

COCCNCCOC

InChI

1S/C6H15NO2/c1-8-5-3-7-4-6-9-2/h7H,3-6H2,1-2H3

InChI key

IBZKBSXREAQDTO-UHFFFAOYSA-N

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Application

Bis(2-methoxyethyl)amine can be used as a reactant:
  • In the Pd-catalyzed Buchwald-Hartwig amination reaction to synthesize aryl amines by reacting with aryl and heteroaryl halides.
  • To synthesize α-ketoamides via metal-free oxidative coupling reaction with methyl ketones in the presence of tert-butyl hydroperoxide as an oxidant and iodine as a catalyst.
  • To synthesize N, N-dialkyl perfluoroalkanesulfonamides by reacting with perfluoroalkanesulfonyl halides.
  • To synthesize N-(alkoxy)succinamide ester by reacting with succinyl chloride, which can be used as an intermediate to prepare diol monomer for biodegradable polyester synthesis.

Signal Word

Danger

Hazard Statements

H226,H312,H314

Hazard Classifications

Acute Tox. 4 Dermal - Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

136.4 °F - closed cup

Flash Point(C)

58 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Guo Fan Jin et al.
Molecules (Basel, Switzerland), 23(9) (2018-09-12)
Morpholine- and bis(2-methoxyethyl)amine-substituted 1,3,5-triazine derivatives containing an alkoxy-o-carborane in the 6-position of the triazine ring were successfully synthesized. The molecular structures of the methoxy- and ethoxy-o-carboranyl-1,3,5-triazines were established by X-ray crystallography. In vitro studies showed that the methylene bridged morpholine-

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