1,14-diamino-3,6,9,12-tetraoxatetradecane Chemical Properties

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 Information

RIDADR 

UN 2735 8/PG III

HazardClass 

8

PackingGroup 

III

HS Code 

2942000090

1,14-diamino-3,6,9,12-tetraoxatetradecane Usage And Synthesis

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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