Cyclen

Bezeichnung:Cyclen

CAS-Nr294-90-6

Englisch Name:Cyclen

CBNumberCB5158782

SummenformelC8H20N4

Molgewicht172.27

MOL-Datei294-90-6.mol

Cyclen physikalisch-chemischer Eigenschaften

Schmelzpunkt	110-113 °C (lit.)
Siedepunkt	292.61°C (rough estimate)
Dichte	1.0415 (rough estimate)
Dampfdruck	0.004Pa at 20℃
Brechungsindex	1.5872 (estimate)
storage temp.	Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit	Chloroform (Slightly), Methanol (Slightly)
pka	10.53±0.20(Predicted)
Aggregatzustand	Crystalline Powder
Farbe	Almost white to slightly yellow
Wasserlöslichkeit	almost transparency
BRN	606114
Stabilität	hygroscopic
InChIKey	QBPPRVHXOZRESW-UHFFFAOYSA-N
LogP	-0.63 at 20℃
CAS Datenbank	294-90-6(CAS DataBase Reference)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/38-36/37/38
S-Sätze:	26-36
RIDADR	1759
WGK Germany	3
RTECS-Nr.	XA5253000
F	3-9-34
Hazard Note	Irritant
HazardClass	8
PackingGroup	II
HS Code	29339900

Gefahreninformationscode (GHS)

Cyclen Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/38:Reizt die Augen und die Haut.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
almost white to slightly yellow crystalline powder, soluble in methanol, ethanol, dmso and other organic solvents, derived from stephania cepharantha.
Verwenden
Cyclen is an azamocrocycle, which can be used in the development of fluorescent nanosensors for the detection of metal ions.
Application
Cyclen (1,4,7,10-tetraazacyclododecane) is a macrocyclic aza analogue of the crown ether 12-crown-4. Cyclen compounds are capable of selectively binding cations and are used as a ligand with chemicals used in MRI contrast (as well ass other imaging) agents.
Definition
ChEBI: 1,4,7,10-tetraazacyclododecane is an azacycloalkane that is cyclododecane in which the carbon atoms at positions 1, 4, 7 and 10 are replaced by nitrogen atoms. It is a saturated organic heteromonocyclic parent, a crown amine and an azacycloalkane.
Synthesis Reference(s)
Journal of the American Chemical Society, 96, p. 2268, 1974 DOI: 10.1021/ja00814a056
Allgemeine Beschreibung
Cyclen is a microcyclic tetramine that can be used as a ligand that forms a co-ordination linkage with the surface metal cations. It can be used as a synthetic precursor. It can be prepared by S-alkylation of dithiooxamide with an excess amount of bromoethane.
Flammability and Explosibility
Not classified
Synthese
Some syntheses exploit the Thorpe-Ingold effect to facilitate ring-formation. Illustrative is the reaction of the deprotonated tosylamides with ditosylates:
TsN(CH2CH2NTsNa)2 + TsN(CH2CH2OTs)2 → (TsNCH2CH2)4
The resulting macrocycle can be deprotected with strong acid. Base gives the tetramine.
High dilution conditions result in a low reaction rate penalty and this disadvantage is removed in an alternative procedure starting from triethylenetetraamine and dithiooxamide to a bisamidine – also a bis(imidazoline) – followed by reduction and ring expansion with DIBAL.

In one study cyclen is covalently bonded through a propylene molecular spacer to adenine and chelated with zinc diperchlorate. This complex is able to selectively bind uracil and uridine in a 1:2 ratio both through the adenine part and cyclen part of the molecule as evidenced by mass spectrometry.
wiki/Cyclen

Cyclen Upstream-Materialien And Downstream Produkte

Cyclen Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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