1,4,7,10-tetrazacyclododecane

C8H20N4

CAS294-90-6
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
GHS05 Gefahrensymbol: Ätzend – Ätzwirkung
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
294-90-6
EC Number
425-450-9
UN Number
3259
Index Number
612-225-00-7
PubChem CID
64963

Physical-chemical properties

Molecular Formula
C8H20N4
Molar Mass
172.27 g/mol
IUPAC Name
1,4,7,10-tetrazacyclododecane

Chemical Identifiers

InChI
InChI=1S/C8H20N4/c1-2-10-5-6-12-8-7-11-4-3-9-1/h9-12H,1-8H2
InChI Key
QBPPRVHXOZRESW-UHFFFAOYSA-N

Overview

1,4,7,10-tetrazacyclododecane (CAS 294-90-6) is a macrocyclic polyamine compound with strong chelating properties and notable biological activity. This tetrazacyclododecane compound, also known as cyclen, represents an important class of macrocyclic ligands widely utilized in coordination chemistry and pharmaceutical applications. The molecule features a twelve-membered ring structure containing four nitrogen atoms positioned symmetrically around the cycle, creating a highly organized chelating framework capable of forming stable complexes with various metal ions. The compound exhibits significant safety considerations due to its corrosive nature and acute toxicity profile. Classified under ADR Class 8 with GHS pictograms indicating corrosive (GHS05), health hazard (GHS07), and environmental hazard (GHS09) properties, it requires careful handling protocols. The substance demonstrates skin corrosive properties (Skin Corr. 1B) and acute toxicity concerns (Acute Tox. 4), along with substantial aquatic toxicity for both acute and chronic exposure scenarios. Primary industrial applications include its use as a chelating agent in metal extraction processes, as an intermediate in pharmaceutical synthesis, and in specialized analytical chemistry procedures. The compound's exceptional ability to coordinate with lanthanide and transition metals makes it particularly valuable in contrast agent development and catalytic applications. Unlike simpler amine compounds such as N-cyclohexylcyclohexanamine, tetrazacyclododecane offers superior selectivity and stability in metal complexation reactions. The molecular weight of 172.27 g/mol and its unique structural properties make it an essential building block for advanced chemical synthesis, particularly in applications requiring precise metal coordination geometry. OYSI maintains reliable supply chains for 1,4,7,10-tetrazacyclododecane to support European industrial and research applications.

Safety & Classification

Danger
Classification:

Acute Tox. 4 *; Acute Tox. 4 *; Skin Corr. 1B; Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H312

Harmful in contact with skin.

H302

Harmful if swallowed.

H314

Causes severe skin burns and eye damage.

H400

Very toxic to aquatic life.

H410

Very toxic to aquatic life with long lasting effects.

Classification according to CLP Regulation (EC) No 1272/2008. The complete list of hazard and precautionary statements can be found in the Safety Data Sheet (SDS).

First Aid Measures

Skin Contact

Harmful

Measures if substance contacts the skin

First Aid Actions

  • +P302IF ON SKIN:
  • +P352Wash with plenty of water.
  • +P361Take off immediately all contaminated clothing.
  • +P313Get medical advice/attention.

Related hazard statements:

Eye Contact

Harmful

Measures if substance gets into the eyes

First Aid Actions

  • +P305IF IN EYES:
  • +P351Rinse cautiously with water for several minutes.
  • +P338Remove contact lenses, if present and easy to do. Continue rinsing.
  • +P313Get medical advice/attention.

Related hazard statements:

Ingestion

Harmful

Measures if substance is accidentally swallowed

First Aid Actions

  • +P301IF SWALLOWED:
  • +P330Rinse mouth.
  • +P331Do NOT induce vomiting.
  • +P310Immediately call a POISON CENTER/doctor.

Related hazard statements:

General Measures

Emergency 112 | Poison Control: +49 30 19240 (DE), +33 1 45 42 59 59 (FR), +31 30 274 88 88 (NL)

First aid measures are based on CLP classification and associated P-statements. They do not replace the Safety Data Sheet (SDS). In case of emergency, always consult the full SDS and a physician.

Transport (ADR)

UN Number3259
ADR Class8
Packing GroupII
Tunnel CodeE
Proper Shipping Name1,4,7,10-Tetraazacyclododecan
Marine PollutantNo

Frequently Asked Questions

What is 1,4,7,10-tetrazacyclododecane?

1,4,7,10-tetrazacyclododecane is a cyclic organic compound with the molecular formula C8H20N4 and CAS number 294-90-6. This tetrazacyclic molecule features a twelve-membered ring containing four nitrogen atoms positioned at the 1, 4, 7, and 10 positions. With a molecular weight of 172.27 g/mol, it belongs to the family of macrocyclic ligands and is classified as a hazardous substance requiring careful handling due to its corrosive and toxic properties.

What are the physicochemical properties of 1,4,7,10-tetrazacyclododecane?

1,4,7,10-tetrazacyclododecane is a solid crystalline compound at room temperature with high solubility in water due to its nitrogen-containing structure. The molecule exhibits basic properties owing to the presence of four nitrogen atoms capable of protonation. Its cyclic structure provides conformational flexibility, and the compound shows good stability under normal conditions. The presence of multiple nitrogen atoms makes it an excellent chelating agent for various metal ions.

What is 1,4,7,10-tetrazacyclododecane used for?

1,4,7,10-tetrazacyclododecane is primarily used as a chelating agent and ligand in coordination chemistry applications. It serves as a precursor for synthesizing metal complexes used in catalysis, medical imaging agents, and pharmaceutical research. The compound finds applications in analytical chemistry for metal ion extraction and separation processes. Additionally, it is utilized in research laboratories for developing new materials and studying coordination compounds with potential therapeutic applications.

How to handle 1,4,7,10-tetrazacyclododecane safely?

1,4,7,10-tetrazacyclododecane requires careful handling due to its Skin Corr. 1B and Acute Tox. 4 classifications. Essential personal protective equipment includes chemical-resistant gloves, safety goggles, and protective clothing. Work should be conducted in well-ventilated areas or under fume hoods to prevent inhalation exposure. Avoid direct skin and eye contact, and ensure emergency washing facilities are readily available. Handle only the minimum quantities necessary and follow established laboratory safety protocols.

How to store 1,4,7,10-tetrazacyclododecane correctly?

1,4,7,10-tetrazacyclododecane should be stored in tightly sealed, corrosion-resistant containers in a cool, dry, and well-ventilated area. Keep away from incompatible materials such as strong acids and oxidizing agents. Storage areas must be equipped with appropriate spill containment measures and be accessible only to trained personnel. Maintain storage temperatures within recommended ranges and regularly inspect containers for signs of deterioration. Ensure proper labeling and inventory management according to local regulations.

What to do in case of contact with 1,4,7,10-tetrazacyclododecane?

Immediate action is required due to the compound's corrosive nature. For skin contact, immediately remove contaminated clothing and flush the affected area with copious amounts of water for at least 15 minutes. In case of eye contact, rinse immediately with water for at least 15 minutes while holding eyelids open. If inhaled, move the person to fresh air immediately. For ingestion, do not induce vomiting and seek immediate medical attention. Always consult a physician after any exposure incident.

How to dispose of 1,4,7,10-tetrazacyclododecane properly?

1,4,7,10-tetrazacyclododecane must be disposed of as hazardous waste through licensed waste management companies due to its corrosive and toxic properties. Never dispose of this compound through regular waste streams or pour it down drains. Collect waste in appropriate, labeled containers and maintain detailed waste records. Disposal methods must comply with local, national, and EU waste regulations. Consider neutralization or treatment options where applicable before final disposal to minimize environmental impact.

How to transport 1,4,7,10-tetrazacyclododecane?

1,4,7,10-tetrazacyclododecane is classified as ADR Class 8 (corrosive substances), Packing Group II, requiring specialized transport procedures. Use UN-approved packaging suitable for corrosive materials and ensure proper labeling with hazard diamonds and transport documentation. Vehicles must carry appropriate emergency equipment and drivers need ADR certification. Transport should follow designated routes where possible, and emergency response information must be readily available during transit. Comply with all applicable transport regulations.

Is 1,4,7,10-tetrazacyclododecane subject to specific regulations?

1,4,7,10-tetrazacyclododecane is subject to EU REACH regulation requiring registration for import/manufacture above certain tonnages, though it is not currently listed as a Substance of Very High Concern (SVHC). The compound falls under CLP regulation for classification and labeling requirements. Users must comply with occupational exposure limits, waste disposal regulations, and transport ADR requirements. Regular safety data sheet updates and risk assessments are mandatory for commercial use within the European Union.

Where to buy 1,4,7,10-tetrazacyclododecane in Europe?

1,4,7,10-tetrazacyclododecane is available through OYSI, a specialized European distributor of technical chemicals serving industrial and research customers. OYSI provides this compound with complete documentation including safety data sheets, certificates of analysis, and regulatory compliance information. As a professional chemical supplier, OYSI ensures proper packaging, labeling, and transport in accordance with European regulations. Contact OYSI directly for availability, specifications, and technical support for your specific application requirements.

Data Sources

Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.