| Identification | Back Directory | [Name]
1-AMINO-3,6,9-TRIOXAUNDECANYL-11-OL | [CAS]
86770-74-3 | [Synonyms]
t4egma
NH2-PEG4
NH2-PEG4-OH
H2N-PEG4-OH
H2N-dPEG4)-OH
Amino-PEG4-alcohol
Tetraethylene Glycol MonoaMine
11-Amino-3,6,9-trioxaundecanol
1-AMINO-3,6,9-TRIOXAUNDECANYL-11-OL
2-[2-AMINOETHOXY]-ETHOXY-ETHOXY-ETHANOL
2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)-ethano
2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethanol
2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]-ethano
2-(2-(2-(2-Hydroxyethoxy)ethoxy)ethoxy)ethylamine | [Molecular Formula]
C8H19NO4 | [MDL Number]
MFCD01752874 | [MOL File]
86770-74-3.mol | [Molecular Weight]
193.24 |
| Chemical Properties | Back Directory | [Appearance]
Pale Yellow Oil | [Boiling point ]
301.6±27.0 °C(Predicted) | [density ]
1.068±0.06 g/cm3(Predicted) | [storage temp. ]
Hygroscopic, Refrigerator, Under Inert Atmosphere | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
solid or viscous liquid | [pka]
14.36±0.10(Predicted) | [color ]
Colourless to Dark Brown | [Water Solubility ]
Water: 50 mg/mL (258.75 mM) | [InChI]
InChI=1S/C8H19NO4/c9-1-3-11-5-7-13-8-6-12-4-2-10/h10H,1-9H2 | [InChIKey]
ANOJXMUSDYSKET-UHFFFAOYSA-N | [SMILES]
C(O)COCCOCCOCCN | [CAS DataBase Reference]
86770-74-3 | [EPA Substance Registry System]
Ethanol, 2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]- (86770-74-3) |
| Hazard Information | Back Directory | [Chemical Properties]
Pale Yellow Oil | [Description]
Amino-PEG4-alcohol is a very popular PEG reagent containing an amino group (NH2) with a hydroxyl group (OH). The amino group is reactive with carboxylic acids, activated NHS esters, carbonyls (ketone, aldehyde) etc. The hydroxyl group enables further derivatization or replacement with other reactive functional groups. | [Uses]
1-Amino-3,6,9-trioxaundecanyl-11-ol can be used in a test kit to detect progesterone. | [reaction suitability]
reagent type: cross-linking reagent
reactivity: carboxyl reactive | [Synthesis]
General procedure for the synthesis of 1-amino-3,6,9-trioxa-11-undecanol from 11-azido-3,6,9-trioxa-11-undecanol: the azide was mixed with Pd/C catalyst (150 mg) in methanol (7.0 mL) and the reaction was stirred for 12 h under hydrogen atmosphere (1 atm). Upon completion of the reaction, the catalyst was removed by diatomaceous earth filtration and the filtrate was concentrated to afford the target product 1-amino-3,6,9-trioxa-11-undecanol in quantitative yield (0.520 g, 2.7 mmol). Ref: Xie, H. Z.; Braha, O.; Gu, L. Q.; Cheley, S.; Bayley, H. Chem. Biol. 2005, 12, 109-120. | [IC 50]
PEGs; Non-cleavable Linker | [References]
[1] Helvetica Chimica Acta, 1991, vol. 74, # 8, p. 1697 - 1706
[2] Organic Letters, 2009, vol. 11, # 1, p. 193 - 196
[3] Angewandte Chemie - International Edition, 2015, vol. 54, # 35, p. 10327 - 10330
[4] Angew. Chem., 2015, vol. 35, # 37, p. 10467 - 10471,5
[5] Chemistry - A European Journal, 2018, vol. 24, # 4, p. 813 - 817 |
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