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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/REAXYS Number:
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.

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Danger

Hazard Classifications

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

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

136.4 °F - closed cup

flash_point_c

58 °C - closed cup

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
STBK5482
STBK2657
STBJ9521
WXBC8423V
WXBC5654V

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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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