4,4,5,5-tetrachloro-1,3-dioxolan-2-one
C3Cl4O3
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Identification
- CAS Number
- 22432-68-4
- EC Number
- 404-060-2
- UN Number
- 2927
- Index Number
- 602-075-00-0
- PubChem CID
- 2724978
Physical-chemical properties
- Molecular Formula
- C3Cl4O3
- Molar Mass
- 225.80 g/mol
- IUPAC Name
- 4,4,5,5-tetrachloro-1,3-dioxolan-2-one
Chemical Identifiers
- InChI
- InChI=1S/C3Cl4O3/c4-2(5)3(6,7)10-1(8)9-2
- InChI Key
- TXQPIYKVIOKFAB-UHFFFAOYSA-N
Overview
4,4,5,5-tetrachloro-1,3-dioxolan-2-one (CAS 22432-68-4) is a highly chlorinated cyclic carbonate derivative with significant industrial reactivity and corrosive properties. This specialized chemical compound features a five-membered dioxolanone ring structure with four chlorine substituents, resulting in a molecular formula of C3Cl4O3 and molecular weight of 225.8 g/mol. The extensive chlorination pattern confers unique chemical properties that make it valuable for specific industrial synthesis applications, though it also presents significant safety considerations due to its corrosive nature and acute toxicity profile. The compound exhibits high reactivity characteristics typical of chlorinated carbonate derivatives, with the electron-withdrawing chlorine atoms significantly affecting its chemical behavior. Its classification under GHS pictograms GHS06 and GHS05 reflects both its acute toxicity (categories 2 and 4) and severe skin corrosion properties (category 1B), requiring careful handling protocols and appropriate safety equipment. The ADR classification of 6.1 indicates its status as a toxic substance for transportation purposes. Primary industrial applications include its use as an intermediate in pharmaceutical synthesis, where its reactive carbonate functionality enables the formation of complex molecular frameworks. It also serves as a specialized reagent in agrochemical manufacturing and as a building block for advanced materials synthesis. The compound's reactivity profile makes it particularly useful in applications requiring selective chlorination or carbonate incorporation, distinguishing it from simpler chlorinated compounds like chloromethylbenzene. Due to its specialized nature and stringent safety requirements, 4,4,5,5-tetrachloro-1,3-dioxolan-2-one requires expert handling and is available through OYSI's technical chemical distribution network with comprehensive safety documentation and regulatory compliance support.
Safety & Classification
Acute Tox. 2 *; Acute Tox. 4 *; Skin Corr. 1B
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
Inhalation
Measures if vapours or dust are inhaled
First Aid Actions
- +P304IF INHALED:
- +P340Remove person to fresh air and keep comfortable for breathing.
- +P311Call a POISON CENTER/doctor.
Related hazard statements:
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:
Ingestion
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 Number | 2927 |
| ADR Class | 6.1 |
| Packing Group | II |
| Tunnel Code | D/E |
| Proper Shipping Name | 4,4,5,5-Tetrachlor-1,3-dioxolan-2-on |
| Marine Pollutant | No |
Frequently Asked Questions
What is 4,4,5,5-tetrachloro-1,3-dioxolan-2-one?
4,4,5,5-tetrachloro-1,3-dioxolan-2-one is a chlorinated organic compound with the molecular formula C3Cl4O3 and CAS number 22432-68-4. This chemical features a five-membered dioxolane ring structure with four chlorine atoms attached to carbons 4 and 5, and a carbonyl group at position 2. With a molecular weight of 225.8 g/mol, it belongs to the class of halogenated cyclic compounds and is classified as highly toxic and corrosive.
What are the physicochemical properties of 4,4,5,5-tetrachloro-1,3-dioxolan-2-one?
4,4,5,5-tetrachloro-1,3-dioxolan-2-one is a dense organic liquid at room temperature due to its high chlorine content. The compound exhibits typical characteristics of chlorinated organics, including limited water solubility and good solubility in organic solvents. Its molecular structure, containing both electron-withdrawing chlorine atoms and a cyclic carbonate moiety, contributes to its chemical reactivity and physical properties. The high degree of chlorination results in increased density and boiling point compared to non-halogenated analogs.
What is 4,4,5,5-tetrachloro-1,3-dioxolan-2-one used for?
4,4,5,5-tetrachloro-1,3-dioxolan-2-one is primarily used as a specialized chemical intermediate in organic synthesis and pharmaceutical research. Its unique structure makes it valuable for creating complex molecules in fine chemical manufacturing. The compound may also serve as a reagent in specialized chemical reactions where both the cyclic carbonate functionality and chlorinated structure are required. Due to its high toxicity classification, its use is restricted to professional industrial applications with appropriate safety measures.
How to handle 4,4,5,5-tetrachloro-1,3-dioxolan-2-one safely?
4,4,5,5-tetrachloro-1,3-dioxolan-2-one requires extreme caution during handling due to its Acute Tox. 2 and Skin Corr. 1B classifications. Essential personal protective equipment includes chemical-resistant gloves, full face protection, and acid-resistant clothing. Work must be conducted in well-ventilated areas or under fume hoods to prevent inhalation exposure. Given its corrosive nature, avoid skin and eye contact completely. Only trained personnel should handle this substance, following strict safety protocols and emergency procedures.
How to store 4,4,5,5-tetrachloro-1,3-dioxolan-2-one correctly?
4,4,5,5-tetrachloro-1,3-dioxolan-2-one must be stored in tightly sealed, chemically compatible containers in a cool, dry, well-ventilated area away from heat sources and incompatible materials. Due to its corrosive properties, use containers made of suitable materials that resist chemical attack. Store separately from bases, metals, and oxidizing agents to prevent dangerous reactions. Access should be restricted to authorized personnel only, with appropriate warning labels and safety data sheets readily available.
What to do in case of contact with 4,4,5,5-tetrachloro-1,3-dioxolan-2-one?
Immediate action is critical due to the substance's high toxicity and corrosive nature. For skin contact, immediately remove contaminated clothing and flush affected areas with copious amounts of water for at least 15 minutes. If inhaled, move to fresh air immediately and seek medical attention. For eye contact, flush with water continuously and remove contact lenses if easily removable. In all cases of exposure, seek immediate medical attention and provide the safety data sheet to medical personnel.
How to dispose of 4,4,5,5-tetrachloro-1,3-dioxolan-2-one appropriately?
4,4,5,5-tetrachloro-1,3-dioxolan-2-one must be disposed of as hazardous waste through licensed waste management companies specializing in toxic chemical disposal. Due to its high toxicity classification and corrosive properties, it cannot be disposed of through normal waste streams. Treatment typically involves high-temperature incineration in specialized facilities equipped to handle chlorinated compounds. Disposal must comply with local, national, and European waste regulations, including proper documentation and tracking requirements.
How to transport 4,4,5,5-tetrachloro-1,3-dioxolan-2-one?
4,4,5,5-tetrachloro-1,3-dioxolan-2-one is classified as ADR Class 6.1 (toxic substances), Packing Group II, indicating significant transport restrictions. Shipments require proper dangerous goods packaging, labeling with GHS06 and GHS05 pictograms, and appropriate transport documentation. Only certified carriers trained in hazardous materials transport may handle shipments. Vehicles must carry emergency equipment and follow designated routes. International transport requires compliance with IMDG (sea) or IATA (air) dangerous goods regulations as applicable.
Is 4,4,5,5-tetrachloro-1,3-dioxolan-2-one subject to specific regulations?
4,4,5,5-tetrachloro-1,3-dioxolan-2-one is subject to multiple European regulations including REACH registration requirements, CLP classification as Acute Tox. 2, Acute Tox. 4, and Skin Corr. 1B. While not currently listed as an SVHC substance, its high toxicity classification means it requires safety data sheets, proper labeling with 'Danger' signal word, and compliance with occupational exposure limits. Users must follow strict workplace safety regulations and may need authorization depending on intended use and quantities.
Where to buy 4,4,5,5-tetrachloro-1,3-dioxolan-2-one in Europe?
4,4,5,5-tetrachloro-1,3-dioxolan-2-one is available through OYSI, a specialized European distributor of fine chemicals and intermediates. As a professional chemical supplier, OYSI ensures proper handling, documentation, and regulatory compliance for this highly toxic substance. Due to its hazardous classification, purchase is typically restricted to qualified industrial users with appropriate safety infrastructure and regulatory permissions. Contact OYSI directly for availability, technical specifications, and regulatory documentation required for your specific application.
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4,4,5,5-tetrachloro-1,3-dioxolan-2-one is a dangerous good. We support you with labeling, packaging, and transport documentation.
Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.