1,4,8,11-Tetraazacyclotetradecane
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1,4,8,11-Tetraazacyclotetradecane
structure -
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CAS No:
295-37-4
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Formula:
C10H24N4
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Chemical Name:
1,4,8,11-Tetraazacyclotetradecane
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Synonyms:
1,4,8,11-Tetraazacyclotetradecane;Cyclam;JM 1498;NSC 180811
- Categories:
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CAS No:
Description
white fluffy needle-like crystalline powder
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.
1,4,8,11-Tetraazacyclotetradecane Basic Attributes
200.32
200.32
111811
206-039-1
180811
DTXSID30183698
29339900
Characteristics
48.1
-1.6
White Fluffy Needle-Like Crystalline Powder
0.9±0.1 g/cm3
173 °C
321.1°C at 760 mmHg
153.0±14.1 °C
1.426
soluble in water.
Store below +30°C.
0.000305mmHg at 25°C
LD50 intraperitoneal in mouse: 371mg/kg
Safety Information
NONH for all modes of transport
3
36/37/38
26-36
XA5254800
Xi
P261-P305 + P351 + P338
H315-H319-H335
1,4,8,11-Tetraazacyclotetradecane Use and Manufacturing
1, 4, 8, 11-Tetra-p-tosyl-1, 4, 8, 11-tetraazacyclotetradecane (13 mmol) was dissolved in 90percent concentrated sulfuric acid, allowed to react with stir at 100°C for 48 hours, and cooled to 0°C. To the resultant was dropwise added anhydrous ethanol (120 ml) and anhydrous ethyl ether (100 ml) successively. A solid was precipitated and filtrated. The filter cake was washed with a small amount of anhydrous ethanol and anhydrous ethyl ether, dried in vacuum. The resultant off white solid was dissolved with NaOH aqueous solution (90 ml, 1 mol/L), and extracted with chloroform (3x100 ml). The chloroform layer was dried over anhydrous sodium sulfate over night, reduced pressure distilled off chloroform, dried in vacuum to give a white solid product, recrystallized with toluene to obtain 2.2 g of 1, 4, 8, 11-tetraazacyclotetradecane, yield 85percent, MS[M]+=200.3 m/e,
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.
Computed Properties
Molecular Weight:200.32
XLogP3:-1.6
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:4
Exact Mass:200.20009678
Monoisotopic Mass:200.20009678
Topological Polar Surface Area:48.1
Heavy Atom Count:14
Complexity:92.7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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1,4,8,11-Tetraazacyclotetradecane
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