1,4,8,11-TETRAAZACYCLOTETRADECANE Chemical Properties

Melting point:

184-186 °C (lit.)

Boiling point:

328.07°C (rough estimate)

Density 

1.0203 (rough estimate)

refractive index 

1.5200 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Dichloromethane, Methanol

pka

10.90±0.20(Predicted)

form 

Fluffy Needle-Like Crystalline Powder

color 

White

Water Solubility 

Soluble in water.

Sensitive 

Air Sensitive

BRN 

111811

InChIKey

MDAXKAUIABOHTD-UHFFFAOYSA-N

CAS DataBase Reference

295-37-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

XA5254800

F 

3-9-34

HS Code 

29339900

Toxicity

LD50 intraperitoneal in mouse: 371mg/kg

MSDS

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

1,4,8,11-TETRAAZACYCLOTETRADECANE Usage And Synthesis

Chemical Properties

white fluffy needle-like crystalline powder

Uses

Reagent used in the preparation of Plerixafor derivatives.

Uses

1,4,8,11-Tetraazacyclotetradecane is macrocyclic ligand that is used as an antioxidant in rubber and has been shown to suppress oxidation catalyzed by some metal ions.

Uses

1,4,8,11-Tetraazacyclotetradecane is used in the synthesis of molecules with electroactive cavities. It acts as a nitrogen crown ether analogue and as an antioxidant in rubber. It is also used in the preparation of plerixafor derivatives.

Definition

ChEBI: 1,4,8,11-tetraazacyclotetradecane is a saturated organic heteromonocyclic parent, a crown amine and an azacycloalkane. It derives from a hydride of a cyclotetradecane.

General Description

1,4,8,11-Tetraazacyclotetradecane is an azamacrocycle that forms more stable metal complexes as compared to open chain ligands.

Purification Methods

Purify cyclam by recrystallisation from dioxane (white needles), and it sublimes above 120o. It has been distilled, b 132-140o/4-8mm. It forms complexes with metals and gives a sparingly soluble nitrate salt, m 205o(dec), which crystallises from H2O and is dried at 150o. [UV: Bosnich et al. Inorg Chem 4 1102 1963, van Alphen Recl Trav Chim Pays-Bas 56 343 1937, Beilstein 26 III/IV 1647.]

1,4,8,11-TETRAAZACYCLOTETRADECANE(295-37-4)Related Product Information

• Plerixafor 8HCl (AMD3100 8HCl)
• 1,4,8-Tri-Boc-1,4,8,11-tetraazacyclotetradecane
• 1,4,8,11-Tetrakis(dimethylaminocarbonylmethyl)-1,4,8,11-tetraazacyclotetradecane
• 1,4,8,11-Tetrakis(aminocarbonylmethyl)-1,4,8,11-tetraazacyclotetradecane,1,4,8,11-Tetraazacyclotetradecane-N,N',N'',N'''-tetraacetamide, min. 98%
• 1,4,8,11-Tetrakis(diethylaminocarbonylmethyl)-1,4,8,11-tetraazacyclotetradecane
• 1,8-Dibenzyl-1,4,8,11-tetraazacyclotetradecane
• 1-Benzyl-1,4,8,11-tetraazacyclotetradecane,N-Benzyl-1,4,8,11-tetraazacyclotetradecane, min. 98%
• 1,4,8,11-Tetramethyl-1,4,8,11-tetraazacyclotetradecane,98%,1,4,8,11-TETRAMETHYL-1,4,8,11-TETRAAZACYCLOTETRADECANE
• 1,4,8,11-TETRAAZACYCLOTETRADECANE
• CIS-1,4,8,11-PERHYDROTETRAAZAPYRENE
• 1,4,8-Tris(aminocarbonylmethyl)-1,4,8,11-tetraazacyclotetradecane monohydriodide
• 1,4,8,11-Tetrakis(ethoxycarbonylmethyl)-1,4,8,11-tetraazacyclotetradecane
• Tetradecane
• 1,4,8,11-TETRAAZA-CYCLOTETRADECANE-5,12-DIONE
• 1,4,8,11-TETRAAZACYCLOTETRADECANE-5,7-DIONE
• 1,4,8,11-TETRAAZACYCLOTETRADECANE-1,4,8,11-TETRAACETIC ACID TETRAHYDROCHLORIDE HYDRATE
• 1 8-DIMETHYL-1 4 8 11-TETRAAZACYLCO-
• 1,1'-[1,3-PHENYLENEBIS-(METHYLENE)]-BIS-(1,4,8,11-TETRAAZACYCLOTETRADECANE) OCTAHYDROCHLORIDE