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 cyclic tetraamine compound with strong metal chelating properties and applications in coordination chemistry. This macrocyclic ligand, also known by its molecular formula C8H20N4, represents a significant class of nitrogen-containing heterocycles characterized by four nitrogen atoms arranged in a twelve-membered ring structure. With a molecular weight of 172.27 g/mol, this compound exhibits exceptional coordination capabilities, making it valuable in various industrial and research applications where selective metal binding is required. The compound's safety profile requires careful handling due to its corrosive properties, classified as Skin Corr. 1B under GHS regulations. It carries acute toxicity warnings (Acute Tox. 4) and poses environmental concerns with Aquatic Acute 1 and Aquatic Chronic 1 classifications. The presence of GHS pictograms 07, 05, and 09 indicates health hazards, corrosive effects, and environmental dangers respectively. Transportation falls under ADR Class 8, reflecting its corrosive nature. Industrial applications primarily focus on its role as a chelating agent in metal extraction processes, coordination polymer synthesis, and as a building block for more complex macrocyclic structures. The pharmaceutical industry utilizes this compound in drug development, particularly for metal-based therapeutic agents. Additionally, it serves in analytical chemistry for metal ion detection and separation processes. Unlike simpler amine compounds such as N-cyclohexylcyclohexanamine, 1,4,7,10-tetrazacyclododecane offers superior selectivity and stability in metal coordination due to its rigid cyclic structure and multiple coordination sites. OYSI maintains reliable supply chains for 1,4,7,10-tetrazacyclododecane, ensuring consistent availability for European industrial customers requiring this specialized coordination compound.

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 macrocyclic organic compound with the molecular formula C8H20N4 and CAS number 294-90-6. This cyclen derivative features a twelve-membered ring containing four nitrogen atoms positioned at regular intervals. With a molecular weight of 172.27 g/mol, it belongs to the family of tetraazamacrocycles and serves as an important building block in coordination chemistry and pharmaceutical applications.

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

1,4,7,10-tetrazacyclododecane is typically a white to off-white crystalline solid at room temperature. The compound exhibits good solubility in polar solvents such as water and alcohols due to its multiple nitrogen atoms capable of hydrogen bonding. It has a relatively high melting point characteristic of cyclic amines and demonstrates stability under normal storage conditions, though it requires careful handling due to its corrosive properties.

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

1,4,7,10-tetrazacyclododecane is primarily used as a chelating ligand in coordination chemistry and as a precursor for contrast agents in medical imaging. It serves as a key intermediate in pharmaceutical synthesis, particularly for MRI contrast media production. The compound is also employed in research applications for metal ion complexation studies and as a building block for specialized chemical synthesis in academic and industrial laboratories.

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

1,4,7,10-tetrazacyclododecane requires careful handling due to its corrosive nature (Skin Corr. 1B) and acute toxicity (Acute Tox. 4). Essential personal protective equipment includes chemical-resistant gloves, safety goggles, and protective clothing. Work in well-ventilated areas or under fume hoods to prevent inhalation. Avoid direct skin and eye contact, and ensure emergency shower and eyewash stations are readily accessible during handling operations.

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

1,4,7,10-tetrazacyclododecane should be stored in tightly sealed containers in a cool, dry, well-ventilated area away from heat sources and incompatible materials. Keep containers upright and properly labeled with hazard information. Store separately from acids, oxidizing agents, and other reactive chemicals. Maintain storage temperatures within recommended ranges and ensure containers are made of compatible materials to prevent degradation or dangerous reactions.

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

Immediate action is required due to the corrosive nature of 1,4,7,10-tetrazacyclododecane. For skin contact, immediately flush with copious amounts of water for at least 15 minutes and remove contaminated clothing. For eye contact, rinse immediately with water for at least 15 minutes and seek medical attention. If inhaled, move to fresh air and monitor breathing. Seek immediate medical attention for all exposure incidents and provide safety data sheet information to medical personnel.

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

1,4,7,10-tetrazacyclododecane must be disposed of as hazardous chemical waste in accordance with local, national, and EU regulations. Contact licensed waste disposal companies specializing in chemical waste management. Never dispose of through regular drainage systems due to its aquatic toxicity classification. Ensure proper waste categorization, documentation, and chain of custody procedures. Small laboratory quantities may require neutralization before disposal, following institutional waste management protocols.

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. Packages must bear appropriate hazard labels including corrosive substance markings and proper shipping names. Use UN-approved packaging designed for corrosive materials. Transport vehicles must carry appropriate emergency equipment and documentation. Only trained personnel should handle transportation, and shipments must comply with ADR regulations for dangerous goods transport.

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

1,4,7,10-tetrazacyclododecane is subject to CLP regulation for classification and labeling as a corrosive and toxic substance. It falls under REACH registration requirements for chemical substances in the EU. While not currently listed as an SVHC (Substance of Very High Concern), its aquatic toxicity classification requires compliance with environmental protection regulations. Users must maintain safety data sheets and implement appropriate risk management measures according to EU chemical legislation.

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. OYSI provides this compound to research institutions, pharmaceutical companies, and industrial customers across Europe with full regulatory compliance and proper documentation. As a professional chemical distributor, OYSI ensures product quality, appropriate packaging, and adherence to transport regulations for safe delivery to customers throughout the European market.

Data Sources

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