1,4,8,11-Tetraazacyclotetradecane

• Catalog No.: A11516
• CAS Number: 295-37-4
• M. F.: C10H24N4
• M. W.: 200.32436
• Purity: 98+%

SYNONYMS

• Title: 1,4,8,11-四氮环十四烷
• IUPAC name: 1,4,8,11-tetraazacyclotetradecane
• IUPAC Traditional name: cyclam
• Synonyms: Cyclam

DATABASE IDS

• MDL Number: MFCD00005105
• CAS Number: 295-37-4
• EC Number: 206-039-1
• Beilstein Number: 111811

PROPERTIES

• Purity: 98+%
• Melting Point: 184-188°C
• GHS Hazard statements: H315-H319-H335
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Risk Statements: 36/37/38
• RTECS: XA5254800
• Safety Statements: 26-37
• Storage Warning: Air Sensitive
• TSCA Listed: 否

REFERENCES

• 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.