Benzyl carbonochloridate

C8H7ClO2

benzyl carbonochloridate

CAS501-53-1
GHS05 Gefahrensymbol: Ätzend – Ätzwirkung
GHS09 Gefahrensymbol: Umweltgefährlich – Umwelt
Danger

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Identification

CAS Number
501-53-1
EC Number
207-925-0
UN Number
1739
Index Number
607-064-00-4
PubChem CID
10387

Physical-chemical properties

Molecular Formula
C8H7ClO2
Molar Mass
170.59 g/mol
IUPAC Name
benzyl carbonochloridate

Chemical Identifiers

InChI
InChI=1S/C8H7ClO2/c9-8(10)11-6-7-4-2-1-3-5-7/h1-5H,6H2
InChI Key
HSDAJNMJOMSNEV-UHFFFAOYSA-N

Overview

Benzyl carbonochloridate (CAS 501-53-1) is an organic carbonyl chloride compound with highly reactive acyl chloride functionality and corrosive properties. This specialized chemical intermediate, also known by its IUPAC name benzyl carbonochloridate, serves as a crucial reagent in organic synthesis and pharmaceutical manufacturing. With the molecular formula C8H7ClO2 and a molecular weight of 170.59 g/mol, this compound features a benzyl group attached to a chloroformate moiety, making it particularly valuable for carbonylation reactions and the formation of carbamate linkages. The compound exhibits significant safety considerations due to its corrosive nature, classified as Skin Corr. 1B under GHS regulations. It requires careful handling protocols as indicated by the Danger signal word and GHS05 corrosion pictogram. Additionally, its environmental impact classification as Aquatic Acute 1 and Aquatic Chronic 1, represented by the GHS09 pictogram, necessitates proper containment and disposal procedures. The ADR Class 8 designation confirms its corrosive transport requirements. Benzyl carbonochloridate finds primary application in pharmaceutical synthesis as a protecting group reagent for amino functionalities, enabling selective chemical transformations. It also serves in the production of specialty polymers and advanced materials where controlled carbonylation is essential. In research and development laboratories, this compound facilitates the synthesis of complex organic molecules, particularly in medicinal chemistry applications. Unlike simpler compounds such as N-cyclohexylcyclohexanamine, benzyl carbonochloridate offers unique reactivity patterns that make it indispensable for specific synthetic pathways. OYSI maintains reliable supplies of benzyl carbonochloridate to support European industrial and research applications, ensuring consistent availability for customers requiring this specialized chemical intermediate.

Safety & Classification

Danger
Classification:

Skin Corr. 1B; Aquatic Acute 1; Aquatic Chronic 1

HHazard Statements (H-Statements)

Describe the nature and severity of the hazard

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:

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 Number1739
ADR Class8
Packing GroupI
Tunnel CodeE
Proper Shipping NameBenzylchlorformiat
Marine PollutantNo

Frequently Asked Questions

What is benzyl carbonochloridate?

Benzyl carbonochloridate is an organic chemical compound with the molecular formula C8H7ClO2 and CAS number 501-53-1. It belongs to the chloroformate family and has a molecular weight of 170.59 g/mol. This substance is classified as highly corrosive and environmentally hazardous, requiring careful handling and storage. It appears as a colorless to pale yellow liquid and is primarily used as a reactive intermediate in organic synthesis and pharmaceutical manufacturing.

What are the physicochemical properties of benzyl carbonochloridate?

Benzyl carbonochloridate is a colorless to pale yellow liquid at room temperature with a pungent, irritating odor. It has a molecular weight of 170.59 g/mol and is highly reactive with water, leading to hydrolysis and formation of hydrochloric acid. The substance is soluble in organic solvents but reacts violently with water and alcohols. It has a relatively low boiling point and can decompose upon heating, releasing toxic chlorine-containing gases.

What is benzyl carbonochloridate used for?

Benzyl carbonochloridate is primarily used as a protecting group reagent in organic synthesis, particularly for amino acids and peptides in pharmaceutical research. It serves as an intermediate in the production of pharmaceuticals, agrochemicals, and fine chemicals. The compound is commonly employed in the synthesis of carbobenzoxy-protected amino acids and in peptide chemistry. It also finds applications in the manufacture of specialty polymers and as a derivatizing agent in analytical chemistry.

How to handle benzyl carbonochloridate safely?

Benzyl carbonochloridate must be handled with extreme caution due to its corrosive nature (Skin Corr. 1B classification). Essential personal protective equipment includes chemical-resistant gloves, safety goggles, face shield, and protective clothing. Work must be conducted in a well-ventilated area or under a fume hood to prevent inhalation exposure. Avoid contact with water, alcohols, and bases as violent reactions may occur. Emergency eyewash and safety shower facilities should be readily accessible during handling operations.

How to store benzyl carbonochloridate correctly?

Benzyl carbonochloridate must be stored in tightly sealed, corrosion-resistant containers in a cool, dry, well-ventilated area away from heat sources and ignition. Keep the substance separated from water, alcohols, amines, and bases to prevent dangerous reactions. Storage areas should be equipped with appropriate containment measures and emergency response equipment. The container should be kept in secondary containment to prevent environmental release. Temperature should be maintained below 25°C to ensure stability.

What to do in case of contact with benzyl carbonochloridate?

Benzyl carbonochloridate contact requires immediate action due to its corrosive properties. For skin contact, immediately remove contaminated clothing and flush the affected area with copious amounts of water for at least 15 minutes. In case of eye contact, rinse immediately with water for at least 15 minutes while holding eyelids open. If inhaled, move the person to fresh air immediately. Seek immediate medical attention for all exposure routes. Do not induce vomiting if ingested.

How to dispose of benzyl carbonochloridate appropriately?

Benzyl carbonochloridate disposal must comply with local and national hazardous waste regulations due to its corrosive and environmentally hazardous properties. The substance should be collected in appropriate containers and disposed of through licensed hazardous waste disposal facilities. Small quantities can be carefully hydrolyzed under controlled conditions by qualified personnel, but this should only be done with proper safety measures. Never dispose of this substance down drains or in regular waste streams due to its aquatic toxicity classification.

How to transport benzyl carbonochloridate?

Benzyl carbonochloridate is classified as ADR Class 8 (corrosive substances), Packing Group I, indicating high danger during transport. It must be packaged in UN-approved containers suitable for corrosive liquids and labeled with appropriate hazard placards including GHS05 and GHS09 pictograms. Transport vehicles must carry emergency response information and appropriate spill control materials. Only trained personnel should handle the transportation, and all ADR/IMDG regulations must be strictly followed for road, rail, or sea transport.

Is benzyl carbonochloridate subject to specific regulations?

Benzyl carbonochloridate is subject to REACH regulation in Europe and must comply with CLP classification requirements. While not currently listed as a SVHC (Substance of Very High Concern), its corrosive properties and environmental hazard classifications require strict compliance with occupational health and safety regulations. Users must maintain safety data sheets, implement appropriate risk management measures, and may need to register usage depending on quantities. Local environmental permits may be required for industrial use due to its aquatic toxicity.

Where to buy benzyl carbonochloridate in Europe?

Benzyl carbonochloridate is available through OYSI, a specialized European distributor of technical chemicals. OYSI provides this corrosive substance with full regulatory compliance, including proper documentation, safety data sheets, and appropriate packaging for safe transport. As an established chemical distributor, OYSI ensures that all products meet European quality standards and regulatory requirements. Contact OYSI directly to discuss your specific requirements, quantities needed, and to obtain current pricing and delivery information for benzyl carbonochloridate.

Data Sources

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