| Identification | Back Directory | [Name]
1,14-diamino-3,6,9,12-tetraoxatetradecane | [CAS]
68960-97-4 | [Synonyms]
NH2-PEG4-NH2
mino-PEG4-Amine
Amino-PEG4-Amine
Amino-dPEG4-Amino
Amino-PEG4-Amine,NH2-PEG4-NH2
1,14-diamino-3,6,9,12-tetraoxatetradecane
3,6,9,12-Tetraoxatetradecane-1,14-diaMine
Triethylene Glycol Bis(2-aminoethyl) Ether
2-[2-[2-[2-(2-aminoethoxy)ethoxy]ethoxy]ethoxy]ethanamine | [EINECS(EC#)]
811-125-2 | [Molecular Formula]
C10H24N2O4 | [MDL Number]
MFCD01365938 | [MOL File]
68960-97-4.mol | [Molecular Weight]
236.309 |
| Chemical Properties | Back Directory | [Boiling point ]
139°C/0.2mmHg(lit.) | [density ]
1.043±0.06 g/cm3(Predicted) | [refractive index ]
1.4650 to 1.4690 | [storage temp. ]
-20°C | [solubility ]
Soluble in Water, DMSO, DCM, DMF | [form ]
clear liquid | [pka]
9.04±0.10(Predicted) | [color ]
Colorless to Light yellow | [InChI]
InChI=1S/C10H24N2O4/c11-1-3-13-5-7-15-9-10-16-8-6-14-4-2-12/h1-12H2 | [InChIKey]
IFZOPNLVYZYSMQ-UHFFFAOYSA-N | [SMILES]
C(N)COCCOCCOCCOCCN |
| Safety Data | Back Directory | [RIDADR ]
UN 2735 8/PG III | [WGK Germany ]
WGK 3 | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
2942000090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2 |
| Hazard Information | Back Directory | [Description]
Amino-PEG4-Amine is a very useful crosslinker containing two amino groups. The amino groups are reactive with carboxylic acids, activated NHS esters, carbonyls (ketone, aldehyde) etc. | [Uses]
Applications may include: bioconjugation, drug delivery, PEG hydrogel, crosslinker, and surface functionalization | [Synthesis]
The general procedure for the synthesis of 3,6,9,12-tetraoxatetradecane-1,14-diamine from the compound (CAS:109789-39-1) is as follows: 9.1 mmol of methanesulfonyloxy-diethyleneglycol-methanesulfonate (MsO-PEG2-OMs) was dissolved in an appropriate amount of dichloromethane. To this solution, excess ammonia and 2 mmol of tetrabutylammonium bromide were added as a phase transfer catalyst, followed by stirring the reaction at 45 °C for 12 hours. Upon completion of the reaction, the solvent was removed by rotary evaporator and then purified by distillation under reduced pressure to afford the target product 3,6,9,12-tetraoxatetradecane-1,14-diamine (NH2-PEG4-NH2) in a yield of 7.64 mmol and 84%. | [IC 50]
PEGs | [References]
[1] Patent: CN107840817, 2018, A. Location in patent: Paragraph 0050; 0052
[2] Inorganic Chemistry, 2015, vol. 54, # 14, p. 6807 - 6820
[3] Journal of Polymer Science, Part A: Polymer Chemistry, 2016, vol. 54, # 20, p. 3294 - 3302 |
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