1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane

C6H12N4

CAS100-97-0
GHS02 Gefahrensymbol: Entzündbar – Flamme
GHS07 Gefahrensymbol: Gesundheitsschädlich/Reizend – Ausrufezeichen
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Identification

CAS Number
100-97-0
EC Number
202-905-8
UN Number
1328
Index Number
612-101-00-2
PubChem CID
4101

Physical-chemical properties

Molecular Formula
C6H12N4
Molar Mass
140.19 g/mol
IUPAC Name
1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane

Chemical Identifiers

InChI
InChI=1S/C6H12N4/c1-7-2-9-4-8(1)5-10(3-7)6-9/h1-6H2
InChI Key
VKYKSIONXSXAKP-UHFFFAOYSA-N

Overview

1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane (CAS 100-97-0) is a nitrogen-containing polycyclic compound with cage-like structure and energetic properties. This specialized tetrazatricyclic compound, commonly known as hexamethylenetetramine or urotropine, features a distinctive adamantane-like cage structure where four nitrogen atoms are incorporated into the tricyclic framework. With the molecular formula C6H12N4 and a molecular weight of 140.19 g/mol, this crystalline substance exhibits unique chemical properties that make it valuable for various industrial applications. The compound is classified as a flammable solid (Flam. Sol. 2) and skin sensitizer (Skin Sens. 1) under GHS regulations, requiring careful handling with appropriate safety measures. The ADR classification 4.1 indicates its flammable solid nature for transport purposes. The cage-like nitrogen-rich structure provides thermal stability while maintaining reactivity under specific conditions, distinguishing it from simpler nitrogen compounds. Key industrial applications include its use as a curing agent for phenolic resins, where it acts as a formaldehyde source during the crosslinking process. It serves as an important intermediate in pharmaceutical synthesis and finds application in the production of specialty polymers. The compound is also utilized in analytical chemistry and as a precursor for energetic materials. Unlike structurally different compounds such as 2,2-dimethylpropan-1-ol, this tetrazatricyclic compound offers unique nitrogen functionality that enables specific chemical transformations. The rigid polycyclic structure and controlled release of formaldehyde under thermal conditions make it particularly valuable in thermoset resin formulations. Its applications contrast with organophosphorus compounds like 3,5,7-trithia-1,2,4,6-tetraphosphatricyclo[2.2.1.02,6]heptane, highlighting the versatility of cage-structured molecules in industrial chemistry. OYSI supplies high-quality 1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane to meet European industrial chemical requirements.

Safety & Classification

Warning
Classification:

Flam. Sol. 2; Skin Sens. 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

H228

Flammable solid.

H317

May cause an allergic skin reaction.

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

Irritant

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:

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 Number1328
ADR Class4.1
Packing GroupIII
Tunnel CodeE
Proper Shipping NameHexamethylentetramin
Marine PollutantNo

Frequently Asked Questions

What is 1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane?

1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane is an organic chemical compound with the molecular formula C6H12N4 and CAS number 100-97-0. This tetracyclic compound contains four nitrogen atoms integrated into its rigid cage-like structure, giving it a molecular weight of 140.19 g/mol. It is classified as a flammable solid with skin sensitizing properties, requiring appropriate safety precautions during handling and storage.

What are the physicochemical properties of 1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane?

1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane is a solid crystalline compound at room temperature with a distinctive cage-like molecular structure. The compound has a molecular weight of 140.19 g/mol and contains four nitrogen atoms within its tricyclic framework. Its physical appearance is typically white to off-white crystalline powder, and it demonstrates stability under normal conditions while being classified as a flammable solid.

What is 1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane used for?

1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane is primarily used as a specialty chemical intermediate in pharmaceutical and chemical synthesis applications. Its unique tetracyclic structure makes it valuable in organic synthesis reactions and as a building block for more complex molecular compounds. The compound finds applications in research and development within the pharmaceutical industry and specialty chemical manufacturing sectors.

How to handle 1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane safely?

1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane requires careful handling due to its flammable solid classification and skin sensitizing properties. Always wear appropriate personal protective equipment including gloves, safety glasses, and protective clothing. Work in well-ventilated areas away from ignition sources, and avoid direct skin contact. Use proper grounding procedures when transferring the material to prevent static electricity buildup.

How to store 1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane correctly?

1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane should be stored in a cool, dry, well-ventilated area away from heat sources and ignition points due to its flammable solid classification. Keep containers tightly closed and store separately from strong oxidizing agents and incompatible materials. Maintain storage temperatures below recommended limits and ensure proper labeling with appropriate GHS pictograms (GHS02, GHS07) and warning signals.

What to do in case of contact with 1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane?

Immediate action is required if contact occurs with 1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane due to its skin sensitizing properties. For skin contact, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. If irritation persists or allergic reactions develop, seek medical attention. For eye contact, flush immediately with clean water and consult a physician.

How to dispose of 1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane properly?

1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane must be disposed of in accordance with local, national, and international waste regulations as a flammable solid waste. Contact licensed waste disposal companies specialized in handling flammable chemical materials. Never dispose of this substance in regular trash or pour down drains. Ensure proper documentation and tracking of waste disposal activities as required by environmental regulations.

How to transport 1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane?

1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane is classified under ADR Class 4.1 (Flammable Solids) Packing Group III for transportation. This classification requires appropriate packaging, labeling, and documentation according to dangerous goods regulations. Shipments must include proper ADR documentation, use approved packaging materials, and display required hazard labels. Transport vehicles must comply with flammable solids transportation requirements and emergency procedures.

Is 1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane subject to specific regulations?

1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane is subject to standard European chemical regulations including REACH registration requirements and CLP classification as a flammable solid with skin sensitizing properties. The substance is not currently listed as a Substance of Very High Concern (SVHC). Compliance with safety data sheet requirements, proper labeling with GHS pictograms, and adherence to workplace exposure limits are mandatory.

Where to buy 1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane in Europe?

1,3,5,7-tetrazatricyclo[3.3.1.13,7]decane is available through OYSI, a specialized European distributor of technical chemicals and pharmaceutical intermediates. OYSI provides this specialty chemical compound with full regulatory compliance, proper documentation, and adherence to European chemical distribution standards. Contact OYSI directly for availability, technical specifications, and delivery options across European markets.

Data Sources

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