2-Bromofluorobenzene-d4 | CAS: 50592-35-3

OVERVIEW
2-Bromofluorobenzene-d₄ is an isotopically labelled aromatic compound in which four hydrogen atoms on the benzene ring are replaced by deuterium. This substitution results in a +4 Da molecular mass increase compared to the non-deuterated analogue, while preserving the compound’s structural and chemical integrity. The deuterium incorporation provides distinctive isotopic characteristics without altering reactivity, volatility, or stability, making it ideal for analytical, synthetic, and mechanistic research applications.

As a halogenated aromatic derivative, 2-Bromofluorobenzene-d₄ combines the reactive versatility of the bromine substituent with the electronegativity of fluorine, allowing it to serve as both a synthetic precursor and an analytical reference material. Its isotopic labelling supports precise quantitative analyses, isotope effect studies, and tracer experiments.

ResolveMass Laboratories Inc. synthesizes 2-Bromofluorobenzene-d₄ using high-purity deuterated precursors and controlled halogenation conditions, ensuring exceptional isotopic enrichment, purity, and batch-to-batch reproducibility suitable for demanding scientific research and analytical requirements.

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CHEMICAL INFORMATION

• Name: 2-Bromofluorobenzene-d₄

• Molecular Formula: C₆D₄BrF

• Molecular Weight: 179.02 g/mol

• CAS Number: 50592-35-3

• Isotopic Enrichment: ≥ 98 atom % D

• Stability: Stable under normal laboratory conditions; incompatible with strong bases and reactive metals

The molecular structure features ortho-substituted bromine and fluorine atoms on a deuterated benzene ring, offering distinct reactivity and regioselectivity. The deuterium incorporation alters the vibrational frequencies without changing the molecule’s electronic properties, making it a powerful isotopic analogue for comparative chemical studies.

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APPLICATIONS  OF  

1. Analytical Standard in Mass Spectrometry (MS):
2-Bromofluorobenzene-d₄ serves as an internal standard in GC-MS and LC-MS analysis for quantifying 2-bromofluorobenzene and related halogenated aromatics. Its +4 Da mass difference ensures clear distinction from the analyte while maintaining identical chromatographic retention and ionization efficiency, ensuring accuracy in quantitative and trace-level analysis.

2. NMR Spectroscopy and Isotopic Studies:
The compound’s deuterated aromatic ring minimizes proton background signals, enabling use as a reference or calibration compound in ^1H, ^2H, ^13C, and ^19F NMR spectroscopy. Deuterium labelling provides insight into isotope effects, aiding the study of electronic distribution, aromatic substitution, and molecular vibration frequencies.

3. Synthetic Intermediate for Cross-Coupling Reactions:
The bromine substituent allows 2-Bromofluorobenzene-d₄ to undergo palladium-catalyzed reactions such as Suzuki–Miyaura, Negishi, Sonogashira, and Heck coupling. It is widely used for the preparation of deuterium-labelled biaryl compounds, fluorinated aromatic intermediates, and pharmaceuticals with isotopic signatures for tracing or metabolic stability studies.

4. Environmental and Forensic Tracer Applications:
Due to its isotopic distinctiveness and chemical stability, 2-Bromofluorobenzene-d₄ is suitable as a tracer compound for monitoring the distribution, transformation, and degradation of halogenated aromatics in environmental samples. It enables precise tracking in air, water, and soil systems using isotope-dilution methods.

5. Mechanistic and Kinetic Isotope Effect (KIE) Investigations:
Deuterium substitution alters bond vibrational frequencies and reaction rates, making 2-Bromofluorobenzene-d₄ valuable for determining kinetic isotope effects in electrophilic aromatic substitution and cross-coupling reactions. It helps identify rate-determining steps and elucidate mechanistic pathways in organometallic and catalytic chemistry.

6. Materials and Surface Chemistry:
This compound’s halogenated, deuterated aromatic framework finds use in materials science, particularly in the fabrication of deuterium-labelled polymers and surface coatings. Its isotopic signature aids in neutron scattering and vibrational spectroscopy studies of polymer dynamics and thin-film organization.

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ADVANTAGES

• High Isotopic Enrichment (≥98 atom % D): Provides reliable isotopic precision and differentiation.

• Chemically and Physically Equivalent to Non-Deuterated Analogue: Enables direct comparative and analytical use.

• Distinct +4 Da Mass Shift: Facilitates clear identification in mass spectrometric analysis.

• Dual Functional Substitution (Br and F): Increases reactivity and compatibility for synthetic derivatization.

• Stable and Volatile: Suitable for GC-based analytical applications.

• Versatile Utility: Applicable in NMR, MS, isotopic tracing, and environmental chemistry.

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HANDLING
2-Bromofluorobenzene-d₄ should be handled in accordance with standard laboratory safety protocols for halogenated aromatic compounds. While it is relatively stable, it can irritate the skin, eyes, and respiratory tract upon prolonged exposure.

• Operate within a fume hood or well-ventilated workspace.

• Avoid inhalation of vapors and prevent skin or eye contact.

• Use suitable protective gloves, goggles, and lab coats.

• Keep away from strong oxidizing and reducing agents.

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QUALITY & DOCUMENTATION
Each batch of 2-Bromofluorobenzene-d₄ from ResolveMass Laboratories Inc. is verified through advanced analytical techniques to confirm isotopic enrichment, chemical purity, and structural integrity. Typical analytical tests include:

• Mass Spectrometry (MS): Confirms molecular weight and deuterium incorporation.

• NMR Spectroscopy (^1H, ^2H, ^13C, ^19F): Validates structural configuration and isotopic substitution.

• Infrared (IR) Spectroscopy: Ensures functional group integrity and absence of contaminants.

All shipments are accompanied by:

• Certificate of Analysis (COA): Detailing isotopic enrichment and purity specifications.

• Safety Data Sheet (SDS): Providing handling, hazard, and regulatory information.

• Batch Traceability Documentation: Guaranteeing analytical consistency and reproducibility.

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SUMMARY
2-Bromofluorobenzene-d₄ (CAS 50592-35-3) is a high-purity, isotopically labelled halogenated aromatic compound ideal for analytical, synthetic, and environmental research. Combining deuterium labelling with halogen reactivity, it provides exceptional versatility for GC-MS, NMR, and isotopic tracer applications.

ResolveMass Laboratories Inc. ensures superior isotopic enrichment, rigorous analytical validation, and consistent quality, making 2-Bromofluorobenzene-d₄ a trusted standard for researchers conducting precise isotopic and mechanistic studies.

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PubChem CID: 57606209