1-Chloroethyl chloroformate CAS 50893-53-3

Chemical Name: 1-Chloroethyl chloroformate
CAS No.: 50893-53-3
Molecular Formula: C3H4Cl2O2
Molecular Weight: 142.97
Appearance: Colorless Liquid

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1-Chloroethyl Chloroformate (CAS 50893-53-3): Comprehensive Guide

Table of Contents

1. Product Overview & Specifications

1-Chloroethyl chloroformate (CAS 50893-53-3) is a highly reactive organochlorine compound widely used in organic synthesis. Below are key specifications:

Parameter Value
CAS Number 50893-53-3
Molecular Formula C3H4Cl2O2
Molecular Weight 158.97 g/mol
Appearance Colorless to pale yellow liquid
Boiling Point ~115-118°C
Density 1.33 g/cm³
Solubility Reacts with water; soluble in organic solvents

Comparison with Similar Chloroformates

Compound Reactivity Stability Typical Use
1-Chloroethyl Chloroformate High Moisture-sensitive Peptide coupling, acylations
Ethyl Chloroformate Moderate Moderate Esterifications
Methyl Chloroformate Low Stable Carbamate synthesis

2. Applications & Detailed Uses

Primary Applications:

  • Acylating Agent: Introduces acyl groups into amines, alcohols, or thiols.
  • Protecting Groups: Temporarily blocks reactive sites (e.g., -NH2) during multi-step syntheses.
  • Pharmaceutical Intermediates: Synthesizes APIs like antihypertensives or antivirals.
  • Agrochemicals: Key in producing herbicides and fungicides.

Reaction Mechanisms:

  • Forms mixed carbonates with alcohols.
  • Generates carbamates with amines.
  • Participates in Curtius-type rearrangements.

3. Usage Guidelines & Case Studies

Case Study 1: Peptide Synthesis

Scenario: A research lab synthesized a tripeptide using 1-chloroethyl chloroformate to activate carboxyl groups. The reaction achieved 92% yield under inert conditions (0°C, DCM solvent).

Case Study 2: Drug Intermediate Production

Scenario: A pharmaceutical company utilized the compound to prepare a key intermediate for an anticoagulant drug, reducing reaction steps from 5 to 3.

4. Client Success Stories

Client A: European Pharma Manufacturer

  • Challenge: Low yield in API synthesis due to side reactions.
  • Solution: Switched to 1-chloroethyl chloroformate for selective acylation.
  • Result: Yield increased by 35%, purity >99%.

Client B: Agrochemical Company (USA)

  • Challenge: Needed a stable protecting group for amine functionalization.
  • Solution: Applied the compound under controlled pH conditions.
  • Result: Achieved 98% deprotection efficiency.

5. Inquiry & Contact

Optimize your synthesis with high-purity 1-chloroethyl chloroformate. Our team provides:

  • Custom bulk quantities
  • Technical support
  • Regulatory documentation (CoA, MSDS)

Contact us for quotes or technical consultations:

Request a Quote | Download MSDS

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