1,8-Diamino-3,6-dioxaoctane Chemical Properties

Boiling point:

105-109 °C6 mm Hg(lit.)

Density 

1.015 g/mL at 25 °C(lit.)

vapor pressure 

71Pa at 20℃

refractive index 

n20/D 1.461(lit.)

Flash point:

>230 °F

storage temp. 

Store below +30°C.

solubility 

soluble in Dimethylformamide, Methanol

form 

Liquid

pka

9.04±0.10(Predicted)

color 

Colorless to Almost colorless

Water Solubility 

Soluble in 0.4 parts water.

Sensitive 

Hygroscopic

BRN 

1739187

Cosmetics Ingredients Functions

NOT REPORTED

InChI

1S/C6H16N2O2/c7-1-3-9-5-6-10-4-2-8/h1-8H2

InChIKey

IWBOPFCKHIJFMS-UHFFFAOYSA-N

SMILES

NCCOCCOCCN

CAS DataBase Reference

929-59-9(CAS DataBase Reference)

EPA Substance Registry System

Ethanamine, 2,2'-[1,2-ethanediylbis(oxy)]bis- (929-59-9)

Safety Information

Hazard Codes 

C

Risk Statements 

22-34-42/43-37

Safety Statements 

23-26-36/37/39-45

RIDADR 

UN 2735 8/PG 2

WGK Germany 

3

F 

34

TSCA 

TSCA listed

HazardClass 

8

PackingGroup 

III

HS Code 

29221990

Storage Class

8A - Combustible corrosive hazardous materials

Hazard Classifications

Acute Tox. 4 Oral
Eye Dam. 1
Resp. Sens. 1
Skin Corr. 1B
Skin Sens. 1

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

1,8-Diamino-3,6-dioxaoctane Usage And Synthesis

Description

Amino-PEG2-Amine is a crosslinker containing two amino groups. The hydrophilic PEG spacer increases solubility in aqueous media. The amino groups are reactive with carboxylic acids, activated NHS esters, carbonyls (ketone, aldehyde) etc.

Chemical Properties

CLEAR COLOURLESS LIQUID

Uses

2,2'-(Ethylenedioxy)bis(ethylamine) is used to linker to form conjugates of manganese-doped zinc sulfide nanoparticles with folic acid.

Application

1,8-Diamino-3,6-dioxaoctane is a chelating agent that has been shown to have antibacterial efficacy against gram-positive bacteria. It has been demonstrated to bind to a variety of functionalities such as amines, low energy metals, and hydroxy groups. It has been studied in the synthesis of coordination complexes with a range of geometric structures. The synthesis methods for this compound include solid-phase synthesis and hydrolysis of ethylenediamine. This compound has also been used as an electron donor in fluorescence techniques and morphology studies.

Definition

ChEBI: Ethylene glycol bis(2-aminoethyl) ether is an ether.

Flammability and Explosibility

Not classified

Synthesis

Step 1, Synthesis of 1,6-dicyano-2,5-dioxohexane

Sodium hydride (88 g, 2.2 mol) and tetrahydrofuran were added to a 5L three-necked flask, and cooled to 0 ??C in an ice bath. A tetrahydrofuran solution of ethylene glycol (62.07 g, 1 mol) was added dropwise. Then the reaction was naturally raised to room temperature for 4h, then the ice bath was cooled down to 0??C and a tetrahydrofuran solution of bromoacetonitrile (239.9g, 2.0 mol) was added dropwise to the reaction solution, which was naturally raised to room temperature after dropping, and the reaction was continued for 18h (overnight), and the reaction was stopped when mono-substituted impurities were monitored to be almost consumed by TLC. The reaction solution was cooled down and quenched with methanol, and a small amount of silica gel and diatomaceous earth was spread in a Brinell's funnel to filter the reaction solution, which was concentrated to obtain 113.5 g of 111,6-dicyano-2,5-dioxahexane in 81% yield.

Step 2, Synthesis of 1,8-diamino-3,6-dioxaoctane

1,6-dicyano-2,5-dioxohexane (100 g, 0.71 mol), 1 L of methanol, and Pd/C (25 g, 25%) were placed in a 2 L three-neck flask. Then hydrogen was passed into the reaction solution until the end of the reaction, and then the hydrogen was stopped. After filtration and concentration, crude 1,8-diamino-3,6-dioxaoctane was obtained, and 79.3 g of pure 1,8-diamino-3,6-dioxaoctane was obtained after distillation under reduced pressure in 75% yield.

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