Benzyl chloroformate
Benzyl chloroformate (CAS: 501-53-1), with the linear formula ClCO₂CH₂C₆H₅ and a molecular weight of 170.59 g/mol, is a key reagent in organic synthesis. It is primarily utilised for amine protection, particularly in peptide chemistry and the synthesis of complex organic molecules. Its reactivity makes it an effective derivatizing agent in various chemical transformations, contributing to its widespread use in research and development.
- IUPAC
- Carbobenzoxy chloride,Z-Chloride
- Synonyms
- Carbobenzoxy chlorideZ-Chloride
Amine Protection Reagent
Benzyl chloroformate is extensively employed for the N-protection of amines, forming stable carbamate linkages. This protection strategy is crucial in multi-step syntheses, allowing selective modification of other functional groups within a molecule.
Peptide Synthesis
In peptide chemistry, it serves as a reagent for introducing the carbobenzyloxy (Cbz or Z) protecting group onto amino acids. This is fundamental for controlled peptide chain elongation.
Synthesis of Heterocycles
This compound is used in the synthesis of heterocyclic structures, such as 1,2,4-oxadiazoles. Its reactivity facilitates the formation of new ring systems in organic chemistry.
Derivatization Agent
Benzyl chloroformate acts as a derivatizing agent, enabling the preparation of various functionalised organic compounds. It has been used in the preparation of Cbz-protected anilines from carboxylic acids and sodium azide.
| Molecular weight | 170.59 |
|---|---|
| Linear formula | ClCO2CH2C6H5 |
| Assay | ≥98% |
| Boiling point | 103 °C/20 mmHg(lit.) |
| Density | 1.195 g/mL at 25 °C(lit.) |
| Refractive index | n20/D 1.519(lit.) |
| Vapour pressure | 1.39 psi (20 °C) |
| Vapour density | 1 (vs air) |
| Storage temperature | 2-8°C |
| Application | Cbz-protected anilines were prepared directly from aromatic carboxylic acids, sodium azide and Cbz-Cl.1 Also used in a recently reported 3-step synthesis of 1,2,4-oxadiazoles.2 |
Hazard statements
- H314Causes severe skin burns and eye damage
- H335May cause respiratory irritation
- H350May cause cancer
- H410Very toxic to aquatic life with long-lasting effects
Precautionary statements
- P201Obtain special instructions before use
- P261Avoid breathing dust, fume, gas or vapours
- P273Avoid release to the environment
- P280Wear protective gloves, clothing and eye/face protection
- P305IF IN EYES
- P310Immediately call a POISON CENTER or doctor
| Flash point | 92 °C / 197.6 °F |
|---|---|
| Transport (UN / ADR) | UN 1739 8 / PGI |
| Water hazard class (WGK, DE) | 3 |
| Hazard codes (EU) | T,N |
| Risk statements (R) | 45-34-37-50/53 |
| Safety statements (S) | 53-26-36/37/39-45-61 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is Benzyl chloroformate used for?
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Benzyl chloroformate is primarily used as a reagent for amine protection, especially in peptide synthesis, and as a derivatizing agent in organic synthesis for creating compounds like Cbz-protected anilines and heterocyclic structures.
What is the CAS number and formula for Benzyl chloroformate?
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The CAS number for Benzyl chloroformate is 501-53-1, and its linear formula is ClCO₂CH₂C₆H₅.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies Benzyl chloroformate with a purity of ≥98%. We do not represent this product as meeting USP, BP, EP, or other pharmacopoeia standards.
How should Benzyl chloroformate be handled safely?
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Benzyl chloroformate is a Danger material, causing severe skin burns and eye damage, and may cause respiratory irritation. It is also suspected of causing cancer and is very toxic to aquatic life with long-lasting effects. Handle with appropriate personal protective equipment in a well-ventilated area, and avoid release to the environment. Refer to the Safety Data Sheet for detailed handling procedures.
How is Benzyl chloroformate packed, shipped, and exported?
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Benzyl chloroformate is packaged according to safety regulations for hazardous materials. TSS exports this chemical globally, adhering to all international shipping and customs requirements for dangerous goods.
How can I request a sample or quote for Benzyl chloroformate?
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To request a sample or a quote for Benzyl chloroformate, please contact our sales team through the website or by phone. Our team will promptly assist you with your inquiry.
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