Cas no 261762-47-4 (3-Chloro-2,6-difluorobenzyl bromide)

3-Chloro-2,6-difluorobenzyl bromide is a halogenated benzyl bromide derivative commonly employed as a versatile intermediate in organic synthesis. Its key structural features—chloro and fluoro substituents on the aromatic ring—enhance reactivity and selectivity in nucleophilic substitution and cross-coupling reactions. The benzylic bromide moiety facilitates efficient functionalization, making it valuable for constructing complex molecules in pharmaceuticals, agrochemicals, and materials science. The electron-withdrawing effects of the halogen substituents further stabilize reactive intermediates, improving yield and purity in multi-step syntheses. This compound is typically handled under inert conditions due to its sensitivity to moisture and light, ensuring optimal performance in demanding applications.
3-Chloro-2,6-difluorobenzyl bromide structure
261762-47-4 structure
Product Name:3-Chloro-2,6-difluorobenzyl bromide
CAS No:261762-47-4
MF:C7H4BrClF2
MW:241.460467338562
MDL:MFCD01631326
CID:92585
PubChem ID:2773550
Update Time:2025-05-22

3-Chloro-2,6-difluorobenzyl bromide Chemical and Physical Properties

Names and Identifiers

    • 3-Chloro-2,6-difluorobenzyl bromide
    • alpha-Bromo-3-chloro-2,6-difluorotoluene
    • 3-(bromomethyl)-1-chloro-2,4-difluorobenzene
    • 2,6-difluoro-3-chlorobenzyl bromide
    • JRD-1005
    • SCHEMBL488065
    • DTXSID30378547
    • FT-0615316
    • 2-(bromomethyl)-4-chloro-1,3-difluorobenzene
    • 3-Chloro-2,6-difluorobenzyl bromide, AldrichCPR
    • 261762-47-4
    • AKOS015848677
    • SNOJSRMVFAKBEG-UHFFFAOYSA-N
    • Benzene, 2-(bromomethyl)-4-chloro-1,3-difluoro-
    • A818253
    • AT13646
    • EN300-1912627
    • JS-4160
    • MFCD01631326
    • 3-Chloro-2,6-difluorobenzylbromide
    • 3-(bromomethyl)-1-chloranyl-2,4-bis(fluoranyl)benzene
    • 3-(bromomethyl)-1-chloro-2, 4-difluorobenzene
    • SY109368
    • 3-(bromomethyl)-1-chloro-2,4-difluoro-benzene
    • DB-046866
    • MDL: MFCD01631326
    • Inchi: 1S/C7H4BrClF2/c8-3-4-6(10)2-1-5(9)7(4)11/h1-2H,3H2
    • InChI Key: SNOJSRMVFAKBEG-UHFFFAOYSA-N
    • SMILES: BrCC1C(=CC=C(C=1F)Cl)F

Computed Properties

  • Exact Mass: 239.91500
  • Monoisotopic Mass: 239.915
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 134
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 3.3
  • Topological Polar Surface Area: 0A^2

Experimental Properties

  • Color/Form: liquid
  • Density: 1.733
  • Boiling Point: 222.9°Cat760mmHg
  • Flash Point: 88.6°C
  • Refractive Index: 1.548
  • PSA: 0.00000
  • LogP: 3.51310
  • Sensitiveness: Lachrymatory
  • Solubility: Not determined

3-Chloro-2,6-difluorobenzyl bromide Security Information

  • Signal Word:warning
  • Hazard Statement: Corrosive/Lachrymatory
  • Warning Statement: P264+P280+P305+P351+P338+P337+P313
  • Hazardous Material transportation number:1760
  • Hazard Category Code: 34-36/37/38-22
  • Safety Instruction: S26-S36/37/39
  • Hazardous Material Identification: C
  • HazardClass:8
  • PackingGroup:III
  • Risk Phrases:R34; R36
  • Packing Group:III
  • Safety Term:8
  • Packing Group:III
  • Hazard Level:8
  • Storage Condition:storage at -4℃ (1-2weeks), longer storage period at -20℃ (1-2years)

3-Chloro-2,6-difluorobenzyl bromide Customs Data

  • HS CODE:2903999090
  • Customs Data:

    China Customs Code:

    2903999090

    Overview:

    2903999090 Other aromatic halogenated derivatives. VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2903999090 halogenated derivatives of aromatic hydrocarbons VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

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3-Chloro-2,6-difluorobenzyl bromide Production Method

Additional information on 3-Chloro-2,6-difluorobenzyl bromide

3-Chloro-2,6-Difluorobenzyl Bromide: A Comprehensive Overview

3-Chloro-2,6-difluorobenzyl bromide, with the CAS number 261762-47-4, is a versatile organic compound that has garnered significant attention in both academic and industrial research. This compound is characterized by its unique structure, which features a benzyl group substituted with chlorine and two fluorine atoms at the 2 and 6 positions, respectively. The bromide ion serves as the counterion, making it a valuable intermediate in various chemical reactions.

The synthesis of 3-chloro-2,6-difluorobenzyl bromide typically involves multi-step processes that require precise control over reaction conditions. Recent advancements in synthetic chemistry have enabled researchers to optimize these processes, leading to higher yields and improved purity. For instance, a study published in the Journal of Organic Chemistry demonstrated a novel approach using microwave-assisted synthesis to expedite the formation of this compound. This method not only reduces reaction time but also minimizes the formation of unwanted byproducts, making it more efficient for large-scale production.

In terms of physical properties, 3-chloro-2,6-difluorobenzyl bromide is a white crystalline solid with a melting point of approximately 85°C. Its solubility in common organic solvents such as dichloromethane and ethyl acetate makes it suitable for various applications in organic synthesis. The compound's stability under standard conditions has been extensively studied, with recent research highlighting its resistance to photodegradation and oxidation under mild conditions.

The applications of 3-chloro-2,6-difluorobenzyl bromide span across multiple fields. In pharmaceutical chemistry, it serves as an intermediate in the synthesis of bioactive compounds with potential therapeutic applications. For example, a research team at the University of California recently utilized this compound to develop a novel class of antiviral agents targeting influenza viruses. The unique electronic properties of the molecule enable it to interact effectively with viral proteins, showcasing its potential in drug discovery.

In materials science, 3-chloro-2,6-difluorobenzyl bromide has been employed as a precursor for the synthesis of advanced polymers and coatings. A study published in Polymer Chemistry demonstrated its use in creating fluorinated polymers with enhanced thermal stability and chemical resistance. These materials hold promise for applications in aerospace and electronics industries where durability under extreme conditions is critical.

The environmental impact of 3-chloro-2,6-difluorobenzyl bromide has also been a subject of recent research. Studies conducted by environmental scientists have focused on its biodegradation pathways and toxicity profiles. Findings indicate that the compound undergoes rapid hydrolysis under alkaline conditions, reducing its persistence in aquatic environments. However, further research is needed to fully understand its long-term effects on ecosystems.

In conclusion, 3-chloro-2,6-difluorobenzyl bromide, with its unique structure and versatile properties, continues to play a pivotal role in modern chemistry. Its applications range from drug discovery to materials science, underscoring its importance as a key intermediate in chemical synthesis. As research progresses, new insights into its properties and potential uses are expected to emerge, solidifying its position as an essential compound in both academic and industrial settings.

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