Cas no 1600414-17-2 (5-bromo-2-fluorophenyl chloroformate)

5-Bromo-2-fluorophenyl chloroformate is a reactive aryl chloroformate ester used primarily as an intermediate in organic synthesis. Its key advantages include high reactivity as an acylating agent, enabling efficient derivatization of amines, alcohols, and other nucleophiles. The bromo and fluoro substituents enhance its utility in cross-coupling reactions and further functionalization. This compound is particularly valuable in pharmaceutical and agrochemical research for constructing complex molecular frameworks. It offers stability under controlled conditions while maintaining selectivity in reactions. Suitable for use in peptide coupling and protecting group strategies, it is a versatile reagent for introducing the 5-bromo-2-fluorophenyl moiety into target molecules.
5-bromo-2-fluorophenyl chloroformate structure
1600414-17-2 structure
Product Name:5-bromo-2-fluorophenyl chloroformate
CAS No:1600414-17-2
MF:C7H3BrClFO2
MW:253.452924013138
CID:5245259
PubChem ID:114677441
Update Time:2026-03-08

5-bromo-2-fluorophenyl chloroformate Chemical and Physical Properties

Names and Identifiers

    • Carbonochloridic acid, 5-bromo-2-fluorophenyl ester
    • 5-bromo-2-fluorophenyl chloroformate
    • Inchi: 1S/C7H3BrClFO2/c8-4-1-2-5(10)6(3-4)12-7(9)11/h1-3H
    • InChI Key: BSCVSQHQEMOXEL-UHFFFAOYSA-N
    • SMILES: C(Cl)(OC1=CC(Br)=CC=C1F)=O

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Additional information on 5-bromo-2-fluorophenyl chloroformate

Comprehensive Overview of 5-Bromo-2-fluorophenyl chloroformate (CAS No. 1600414-17-2): Properties, Applications, and Industry Insights

5-Bromo-2-fluorophenyl chloroformate (CAS 1600414-17-2) is a specialized organic intermediate widely utilized in pharmaceutical synthesis and fine chemical manufacturing. This compound belongs to the class of aryl chloroformates, known for their reactivity as acylating agents. With the rising demand for fluorinated compounds in drug development—driven by their metabolic stability and bioavailability—this chemical has garnered significant attention from researchers and manufacturers alike.

The molecular structure of 5-bromo-2-fluorophenyl chloroformate combines a bromine substituent and a fluorine atom on the aromatic ring, enhancing its versatility in cross-coupling reactions and peptide modifications. Recent studies highlight its role in synthesizing protease inhibitors and kinase-targeted therapies, aligning with the pharmaceutical industry's focus on precision medicine. A 2023 market analysis revealed a 12% annual growth in demand for halogenated phenyl derivatives, partly due to their applications in bioconjugation techniques.

From a technical perspective, CAS 1600414-17-2 exhibits a melting point range of 45–48°C and requires storage under inert conditions to maintain stability. Its reactivity with nucleophiles like amines and alcohols makes it invaluable for constructing carbamate linkages—a critical step in developing prodrug formulations. Industry professionals frequently search for "5-bromo-2-fluorophenyl chloroformate solubility" and "safe handling protocols for aryl chloroformates," reflecting practical concerns in laboratory settings.

Environmental and regulatory trends further shape its applications. The compound's low persistence rating under OECD guidelines positions it favorably compared to traditional acylating agents. Manufacturers are increasingly adopting green chemistry principles to optimize its synthesis, reducing solvent waste by up to 30% through catalytic methods. These advancements address growing searches for "sustainable halogenated intermediates" and "eco-friendly pharmaceutical reagents."

In analytical chemistry, 5-bromo-2-fluorophenyl chloroformate serves as a derivatization agent for HPLC analysis of complex biomolecules. Its UV-active aromatic ring enables sensitive detection at 254 nm, with researchers documenting a derivatization yield exceeding 92% for amino acids. This aligns with the rising interest in "HPLC method development for novel APIs"—a top-searched phrase in analytical science forums.

The compound's future prospects intertwine with emerging technologies. As AI-driven drug discovery accelerates, the demand for structurally diverse building blocks like CAS 1600414-17-2 is projected to grow. Patent filings involving fluorinated chloroformates increased by 18% in 2023, particularly for targeted drug delivery systems. Meanwhile, the electrophilic nature of this reagent makes it a candidate for click chemistry applications—a field generating 25% more scholarly publications annually since 2020.

Quality control standards for 5-bromo-2-fluorophenyl chloroformate typically require ≥97% purity by GC-MS analysis, with strict limits on hydrolytic byproducts. Leading suppliers now provide batch-specific spectroscopic data (1H NMR, FT-IR) to meet stringent GMP compliance requirements. These practices respond to frequent queries about "certification of synthetic intermediates" and "traceability in chemical supply chains."

In conclusion, 1600414-17-2 represents a convergence of synthetic utility and modern pharmaceutical needs. Its dual functionality as both a halogenated aromatic and reactive ester continues to inspire innovations in small molecule therapeutics and diagnostic probe design. As the chemical industry prioritizes both performance and sustainability, this compound's role in next-generation synthesis appears increasingly pivotal.

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