1,7-DIAZA-12-CROWN-4 Chemical Properties

Melting point:

86 °C

Boiling point:

305.23°C (rough estimate)

Density 

1.0752 (rough estimate)

refractive index 

1.4540 (estimate)

storage temp. 

Inert atmosphere,2-8°C

pka

9.09±0.20(Predicted)

form 

powder to crystal

color 

White to Light yellow

BRN 

606115

InChI

InChI=1S/C8H18N2O2/c1-5-11-7-3-10-4-8-12-6-2-9-1/h9-10H,1-8H2

InChIKey

PWJHXHMUGFXPSN-UHFFFAOYSA-N

SMILES

O1CCNCCOCCNCC1

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26

WGK Germany 

3

HS Code 

2934.99.9001

Storage Class

11 - Combustible Solids

Hazard Classifications

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

1,7-DIAZA-12-CROWN-4 Usage And Synthesis

Chemical Properties

white to slightly yellow needle like

Uses

1,7-Diaza-12-crown-4 can be used to prepare:

• A ligand named N,N′-bis[(6-carboxy-2-pyridyl)methyl]-1,7-diaza-12-crown-4, which is used to synthesize lanthanide metal complexes applicable as MRI contrast agents.
• A novel chiral receptor that can be used in the separation of enantiomers using capillary electrophoresis.
• A fluorescent anthracene based diazacrown ether, which can be used as a photoinduced electron transfer (PET) fluorescent sensor for guest cations.

Synthesis

Preparation of azacrown ether: the bromine salt of compound 1,7-dioxa-4,10-tetraaza (2.6 g, 5.39 mmol) and phenol (3.04 g, 32.32 mmol) were added to 150 mL of 33% hydrogen bromide acetic acid solution. The reaction was warmed up to reflux at 80 ??C and stirred for 60 h. After the reaction was cooled down, the reaction solution was directly evaporated to 15 mL under reduced pressure, to which 120 mL of acetone was added, and a large amount of gray solid was precipitated immediately, and then filtered under reduced pressure, washed with acetone (3??30 mL), and dried in vacuum to obtain 1.1 g of the gray solid compound which was the azacrown ether.

1,7-DIAZA-12-CROWN-4(294-92-8)Related Product Information

• 12-Crown-4
• 18-Crown-6
• 15-Crown-5
• BENZO-12-CROWN-4
• 2-(HYDROXYMETHYL)-12-CROWN 4-ETHER
• 1,4,7-TRIOXA-10-AZACYCLODODECANE
• N,N'-BIS(METHOXYMETHYL)DIAZA-12-CROWN-4, 90,N,N'-BIS (METHOXYMETHYL) DIAZA-12-CROWN-4 90%
• KRYPTOFIX 111
• N,N'-BIS(METHOXYMETHYL)DIAZA-12-CROWN-4
• 1,7-DIAZA-12-CROWN-4
• KRYPTOFIX(R) 211