| Identification | Back Directory | [Name]
2-(2-Methoxyethoxy)ethanamine | [CAS]
31576-51-9 | [Synonyms]
m-PEG2-amine
NH2-PEG2-OME
MeO-PEG2-NH2
MeO-EG(2)-NH2
Methyl-PEG2-amine
2-(2-Methoxyethoxy)ethanamine
2-(2-Methoxyethoxy)ethylamine
mPEG2-NH2
EthanaMine, 2-(2-Methoxyethoxy)-
2-(2-Methoxyethoxy)ethoxy]ethenamine
Di(ethylene glycol) methyl ether amine | [Molecular Formula]
C5H13NO2 | [MDL Number]
MFCD09032941 | [MOL File]
31576-51-9.mol | [Molecular Weight]
119.16 |
| Chemical Properties | Back Directory | [Boiling point ]
163.7±15.0 °C(Predicted) | [density ]
0.934±0.06 g/cm3(Predicted) | [refractive index ]
n/D 1.429 | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
8.75±0.10(Predicted) | [color ]
Colourless to Off-White | [Stability:]
Hygroscopic | [InChI]
InChI=1S/C5H13NO2/c1-7-4-5-8-3-2-6/h2-6H2,1H3 | [InChIKey]
QWCGXANSAOXRFE-UHFFFAOYSA-N | [SMILES]
C(N)COCCOC |
| Hazard Information | Back Directory | [Description]
m-PEG2-amine is a PEG linker containing an amino group. The amino group is reactive with carboxylic acids, activated NHS esters, carbonyls (ketone, aldehyde) etc. The hydrophilic PEG spacer increases solubility in aqueous media. | [Uses]
2-(2-Methoxyethoxy)ethanamine is a reactant in the preparation of cyclopeptoids, a phase-transfer catalyst. | [Synthesis]
2.2.1.3 Synthesis of 2-(2-methoxyethoxy)ethylamine (2d)
A mixture of N-[2-(2-methoxyethoxy)ethyl]phthalimide (2c) (27 mmol) and hydrazine monohydrate (43 mmol) in ethanol (30 mL) was refluxed for 3 hours at 100 °C. Upon completion of the reaction, the mixture was cooled to room temperature, filtered, and the filtrate was evaporated. Acetone (50 mL) was added to the residue and the precipitate was filtered. Subsequently, the filtrate was concentrated under reduced pressure to give an orange colored oil 2d in 62% yield.
1H NMR (500 MHz, CDCl3): δ 1.83 (s, 1H), 2.00 (s, 1H), 2.15 (s, 1H), 2.87 (t, J = 5.3 Hz, 1H), 3.35-3.39 (m, 2H), 3.41 (t, J = 6.4 Hz, 1H), 3.50 (t, J = 5.3 Hz, 1H) 3.52-3.55 (m, 2H), 3.60 (dd, J = 5.7, 3.3 Hz, 1H), 3.64 (dd, J = 5.6, 3.8 Hz, 1H), 3.73 (t, J = 6.5 Hz, 1H) ppm; HR ESI-MS (in MeOH): m/z [M + H]+ calcd. 120.0973, found 120.1047. found 120.1047. | [IC 50]
Cleavable Linker; PEGs | [References]
[1] Journal of Organic Chemistry, 2011, vol. 76, # 6, p. 1683 - 1691
[2] Journal of Organic Chemistry, 2010, vol. 75, # 3, p. 598 - 610
[3] Inorganica Chimica Acta, 2016, vol. 452, p. 159 - 169
[4] Patent: WO2009/109035, 2009, A1. Location in patent: Page/Page column 57-58 |
|
|