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295-37-4 - 1,4,8,11-Tetraazacyclotetradecane, 98+% - Cyclam - A11516 - Alfa Aesar

A11516 1,4,8,11-Tetraazacyclotetradecane, 98+%

Codice CAS
295-37-4
Sinonimi
Cyclam

Dimensioni Prezzo ($) Quantità Disponibilità
1g 60,90
5g 217,00
25g 837,00
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1,4,8,11-Tetraazacyclotetradecane, 98+%

MDL
MFCD00005105
EINECS
206-039-1

Proprietà chimiche

Formula
C10H24N4
Peso formula
200.33
Punto di fusione
184-188°
Sensibilità
Air Sensitive
Solubilità
Soluble in water.

Applicazioni

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.

Note

Hygroscopic. Incompatible with oxidizing agents.

Letteratura

Nitrogen analogue of the crown ethers (see Appendix 2), forming stable complexes with metal ions: Inorg. Chem., 4,1102, 1109 (1965); Can. J. Chem., 48, 1481 (1970). For examples of use as a versatile ligand in coordination chemistry, see: Acc. Chem. Res., 11, 392 (1978); J. Chem. Soc., Chem. Commun., 1322 (1986); 1075 (1987); 156 (1988); Inorg. Chem., 26, 908 (1987); J. Am. Chem. Soc., 110, 3679 (1988).

Complex with iron(II) triflate is an effective epoxidation catalyst: J. Am. Chem. Soc., 113, 7052 (1991).

The Ni(II) complex catalyzes the novel electrochemical reaction of epoxides with carbon dioxide to give good yields of cyclic carbonates: J. Chem. Soc., Chem. Commun., 43 (1995). A similar system catalyzes the electrochemical intramolecular reductive cyclization of a series of o-halogenated aryl alkenes: Tetrahedron Lett., 36, 4429 (1995):

For use in synthesis of molecules with electroactive cavities, see (Ferrocenyl­methyl)­trimethyl­ammonium iodide, 39399.

/n

Misra, A. C.; Luker, K. E.; Durmaz, H.; Luker, G. D.; Lahann, J. CXCR4-Targeted Nanocarriers for Triple Negative Breast Cancers. Biomacromolecules 2015, 16 (8), 2412-2417.

Rischio GHS e dichiarazioni precauzionali

Dichiarazioni di rischio (UE): H315-H319-H335

Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Dichiarazioni precauzionali: P261-P280a-P305+P351+P338-P304+P340-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Altri riferimenti

Beilstein
111811
Codice tariffe armonizzato
2933.99
TSCA
No
RTECS
XA5254800

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