Ethynylcyclopropane
C5H6
ethynylcyclopropane
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Identification
- CAS Number
- 6746-94-7
- EC Number
- 425-430-1
- UN Number
- 3295
- Index Number
- 601-076-00-3
- PubChem CID
- 138823
Physical-chemical properties
- Molecular Formula
- C5H6
- Molar Mass
- 66.10 g/mol
- IUPAC Name
- ethynylcyclopropane
Chemical Identifiers
- InChI
- InChI=1S/C5H6/c1-2-5-3-4-5/h1,5H,3-4H2
- InChI Key
- NPTDXPDGUHAFKC-UHFFFAOYSA-N
Overview
Ethynylcyclopropane (CAS 6746-94-7) is a highly reactive cyclic alkyne compound characterized by extreme flammability and significant safety hazards. This specialized organic compound combines a three-membered cyclopropane ring with a terminal alkyne functional group, creating a molecule with exceptional ring strain and reactivity. The compound's molecular formula C5H6 and relatively low molecular weight of 66.1 g/mol reflect its compact yet energetically unstable structure. The presence of both cyclopropane and alkyne functionalities makes ethynylcyclopropane particularly valuable in synthetic organic chemistry, where it serves as a versatile building block for more complex molecular architectures. Safety considerations are paramount when handling ethynylcyclopropane, as evidenced by its classification as a Category 2 flammable liquid and its assignment to ADR transport class 3. The compound poses significant risks including severe eye damage, skin irritation, and chronic aquatic toxicity. These hazard classifications, indicated by GHS pictograms GHS02 and GHS05 along with the "Danger" signal word, necessitate specialized storage conditions and careful handling procedures in laboratory and industrial environments. In industrial applications, ethynylcyclopropane finds primary use in specialty chemical synthesis, particularly in pharmaceutical intermediate production and advanced materials research. Its unique reactivity profile makes it valuable for cycloaddition reactions and ring-opening transformations. The compound shares certain reactivity patterns with other strained ring systems, though it exhibits distinct behavior compared to related compounds such as prop-2-enenitrile in synthetic applications. OYSI maintains strategic inventory of ethynylcyclopropane to serve European customers requiring this specialized reagent for research and production applications.
Safety & Classification
Flam. Liq. 2; Skin Irrit. 2; Eye Dam. 1; Aquatic Chronic 3
GHS Pictograms
HHazard Statements (H-Statements)
Describe the nature and severity of the hazard
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
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
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:
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 Number | 3295 |
| ADR Class | 3 |
| Packing Group | II |
| Tunnel Code | D/E |
| Proper Shipping Name | Ethinylcyclopropan |
| Marine Pollutant | No |
Frequently Asked Questions
What is ethynylcyclopropane?
Ethynylcyclopropane is an organic compound with the molecular formula C5H6 and CAS number 6746-94-7. It features a cyclopropane ring attached to an ethynyl group (triple bond), making it a highly strained cyclic alkyne. With a molecular weight of 66.1 g/mol, this compound is classified as a flammable liquid with irritant properties and requires careful handling due to its hazardous nature.
What are the physicochemical properties of ethynylcyclopropane?
Ethynylcyclopropane is a flammable liquid at room temperature due to its classification as Flam. Liq. 2. The compound contains both a three-membered ring and a triple bond, contributing to its high reactivity and instability. Its low molecular weight of 66.1 g/mol suggests high volatility. The presence of the strained cyclopropane ring combined with the ethynyl group makes it particularly reactive and potentially unstable under certain conditions.
What is ethynylcyclopropane used for?
Ethynylcyclopropane is primarily used as a specialized reagent in organic synthesis and research applications. Its unique structure, combining a strained cyclopropane ring with an alkyne functionality, makes it valuable for studying ring-opening reactions and cycloaddition processes. It serves as a building block in pharmaceutical intermediates and fine chemical synthesis, particularly where the introduction of both cyclopropyl and ethynyl functionalities is required in molecular structures.
How to handle ethynylcyclopropane safely?
Ethynylcyclopropane requires careful handling due to its flammable and irritant properties. Always wear appropriate PPE including safety goggles, chemical-resistant gloves, and protective clothing. Work in well-ventilated areas or under fume hoods to prevent vapor accumulation. Eliminate all ignition sources as it poses fire hazards. Avoid skin and eye contact due to its irritant classification. Use proper grounding procedures when transferring to prevent static discharge.
How to store ethynylcyclopropane correctly?
Ethynylcyclopropane must be stored in a cool, dry, well-ventilated area away from heat sources, sparks, and open flames. Keep containers tightly sealed and use appropriate flammable liquid storage cabinets. Store away from oxidizing agents and incompatible materials. Maintain storage temperatures below recommended limits and ensure proper labeling with GHS02 and GHS05 pictograms. Regular inspection of containers for leaks or damage is essential due to its volatile nature.
What to do in case of contact with ethynylcyclopropane?
In case of skin contact with ethynylcyclopropane, immediately remove contaminated clothing and wash the affected area thoroughly with soap and water for at least 15 minutes. For eye contact, flush immediately with clean water for at least 15 minutes and seek medical attention promptly due to its Eye Dam. 1 classification. If inhaled, move to fresh air immediately. Remove from exposure source and seek medical attention if symptoms persist or worsen.
How to dispose of ethynylcyclopropane properly?
Ethynylcyclopropane disposal must comply with local and national hazardous waste regulations. It cannot be disposed of in regular waste streams due to its flammable and irritant properties. Contact licensed hazardous waste disposal companies for proper treatment and disposal. Small quantities may be incinerated in approved facilities with appropriate emission controls. Always consult local environmental authorities for specific disposal requirements and maintain proper documentation of waste disposal activities.
How to transport ethynylcyclopropane?
Ethynylcyclopropane is classified under ADR Class 3 (flammable liquids), Packing Group II, indicating moderate danger during transport. Shipments must use UN-approved packaging and proper labeling with hazard diamonds. Transport vehicles require appropriate placarding and documentation. Drivers must hold ADR certification for dangerous goods transport. Ensure proper segregation from incompatible materials and follow specific loading and unloading procedures for flammable liquids during transportation.
Is ethynylcyclopropane subject to specific regulations?
Ethynylcyclopropane is subject to CLP regulation classification as Flam. Liq. 2, Skin Irrit. 2, Eye Dam. 1, and Aquatic Chronic 3, requiring appropriate labeling and safety data sheets. It falls under REACH regulation for chemical registration and evaluation in the EU. While not classified as SVHC, it requires compliance with occupational exposure limits and worker protection measures. Transport is regulated under ADR/RID for dangerous goods movement across Europe.
Where to buy ethynylcyclopropane in Europe?
Ethynylcyclopropane is available through OYSI, a specialized European distributor of technical chemicals and laboratory reagents. As a professional chemical supplier, OYSI ensures proper handling, packaging, and documentation compliance with European regulations including REACH and CLP requirements. Contact OYSI directly for availability, technical specifications, and pricing information. All shipments include proper hazard labeling and safety documentation required for this flammable and irritant substance.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.