Methyl carbonochloridate
C2H3ClO2
methyl carbonochloridate
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Identification
- CAS Number
- 79-22-1
- EC Number
- 201-187-3
- UN Number
- 1238
- Index Number
- 607-019-00-9
- PubChem CID
- 6586
Physical-chemical properties
- Molecular Formula
- C2H3ClO2
- Molar Mass
- 94.50 g/mol
- IUPAC Name
- methyl carbonochloridate
Chemical Identifiers
- InChI
- InChI=1S/C2H3ClO2/c1-5-2(3)4/h1H3
- InChI Key
- XMJHPCRAQCTCFT-UHFFFAOYSA-N
Overview
Methyl carbonochloridate (CAS 79-22-1) is a highly reactive chloroformate ester with significant industrial applications and notable safety hazards. This colorless to pale yellow liquid serves as a crucial intermediate in organic synthesis and chemical manufacturing processes. With the molecular formula C2H3ClO2 and a molecular weight of 94.5 g/mol, methyl carbonochloridate belongs to the chloroformate family, characterized by their exceptional reactivity toward nucleophiles. The compound's highly electrophilic carbonyl carbon makes it an invaluable reagent for introducing protective groups and forming various chemical bonds in synthetic chemistry. The substance presents significant safety considerations due to its classification as Acute Tox. 2 and Skin Corr. 1B under GHS regulations. Its corrosive nature requires careful handling with appropriate personal protective equipment, as it can cause severe skin burns and eye damage upon contact. Additionally, its flammable properties (Flam. Liq. 2) necessitate proper storage conditions away from ignition sources. The compound's ADR classification as Class 6.1 reflects its toxic nature during transport and handling. Methyl carbonochloridate finds primary applications in pharmaceutical intermediate synthesis, where it serves as a protecting group reagent for amino acids and alcohols. The chemical industry also utilizes it in the production of carbamate pesticides and specialty polymers. Its reactivity profile differs notably from related compounds such as 2-(chloromethyl)oxirane, which functions primarily as an epoxide rather than a chloroformate. OYSI maintains reliable supply chains for methyl carbonochloridate, ensuring consistent availability for European industrial customers requiring this specialized chemical intermediate.
Safety & Classification
Flam. Liq. 2; Acute Tox. 2 *; Acute Tox. 4 *; 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
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 | 1238 |
| ADR Class | 6.1 |
| Packing Group | I |
| Tunnel Code | C/D |
| Proper Shipping Name | Methylchlorformiat |
| Marine Pollutant | No |
Frequently Asked Questions
What is methyl carbonochloridate?
Methyl carbonochloridate is an organochlorine chemical compound with the molecular formula C2H3ClO2 and CAS number 79-22-1. This highly reactive chemical intermediate has a molecular weight of 94.5 g/mol and belongs to the chloroformate family. It is classified as extremely hazardous due to its flammable, toxic, and corrosive properties, requiring specialized handling and safety measures in industrial applications.
What are the physicochemical properties of methyl carbonochloridate?
Methyl carbonochloridate is a colorless to pale yellow liquid at room temperature with a pungent, irritating odor. The compound is highly reactive with water, undergoing hydrolysis to form methanol, carbon dioxide, and hydrogen chloride. It has high vapor pressure and is soluble in organic solvents but reacts violently with water and alcohols, making it moisture-sensitive and requiring anhydrous storage conditions.
What is methyl carbonochloridate used for?
Methyl carbonochloridate serves as a key chemical intermediate in pharmaceutical synthesis, particularly for introducing methoxycarbonyl protecting groups in organic chemistry. It is used in the production of carbamates, pharmaceuticals, and agrochemicals. The compound also functions as an acylating agent in various chemical reactions and is employed in the synthesis of specialized polymers and fine chemicals in controlled industrial environments.
How to handle methyl carbonochloridate safely?
Methyl carbonochloridate requires strict safety protocols including full personal protective equipment: chemical-resistant gloves, safety goggles, face shield, and acid-resistant clothing. Work must be conducted in well-ventilated areas or under fume hoods due to toxic vapor release. Avoid contact with skin, eyes, and respiratory system. Keep away from heat sources, sparks, and open flames as it is highly flammable (Flam. Liq. 2).
How to store methyl carbonochloridate correctly?
Methyl carbonochloridate must be stored in tightly sealed, chemically compatible containers in a cool, dry, well-ventilated area away from heat sources and ignition points. Keep strictly away from water, alcohols, and bases as these cause violent reactions. Storage areas should be equipped with appropriate spill containment and emergency equipment. The product should be kept in original containers with proper labeling and restricted access.
What to do in case of contact with methyl carbonochloridate?
Immediate action is critical due to the corrosive nature (Skin Corr. 1B) of methyl carbonochloridate. For skin contact, remove contaminated clothing and flush with copious amounts of water for at least 15 minutes. For eye contact, rinse immediately with water for 15-20 minutes. If inhaled, move to fresh air immediately. Seek immediate medical attention in all cases and provide safety data sheet to medical personnel.
How to dispose of methyl carbonochloridate properly?
Methyl carbonochloridate disposal must comply with local and national hazardous waste regulations as it is classified as toxic and corrosive waste. Small quantities can be carefully hydrolyzed under controlled conditions by trained personnel, while larger amounts require disposal through licensed hazardous waste contractors. Never dispose of down drains or in regular waste. Consult local environmental authorities for specific disposal requirements and approved facilities.
How to transport methyl carbonochloridate?
Methyl carbonochloridate is classified under ADR Class 6.1 (toxic substances), Packing Group I, indicating maximum danger level during transport. Transportation requires specialized hazardous goods packaging, proper labeling with GHS pictograms (GHS02, GHS06, GHS05), and compliance with dangerous goods regulations. Only certified carriers with appropriate permits and emergency response capabilities should handle transportation. Shipping documentation must include proper shipping names and hazard declarations.
Is methyl carbonochloridate subject to specific regulations?
Methyl carbonochloridate is subject to comprehensive chemical regulations including REACH registration requirements in Europe and CLP classification showing 'Danger' signal word. The compound requires safety data sheets, proper labeling with multiple hazard pictograms, and compliance with occupational exposure limits. While not currently listed as SVHC, its high toxicity classification (Acute Tox. 2) subjects it to strict handling and reporting requirements under various national chemical safety legislations.
Where to buy methyl carbonochloridate in Europe?
Methyl carbonochloridate is available through OYSI, a specialized European distributor of technical chemicals with expertise in hazardous materials. As a regulated substance requiring professional handling, it is typically supplied to qualified industrial users with appropriate safety infrastructure and permits. OYSI provides comprehensive technical support, proper documentation, and ensures compliance with European chemical regulations for professional customers across Europe.
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Data Sources
Classification per CLP Regulation (EC) No 1272/2008. Data from ECHA and PubChem.