Cas no 1187966-48-8 (1-(Benzyloxy)-3-bromo-5-chlorobenzene)

1-(Benzyloxy)-3-bromo-5-chlorobenzene is a halogenated aromatic compound featuring both bromo and chloro substituents on a benzene ring, further functionalized with a benzyloxy group. This structure makes it a versatile intermediate in organic synthesis, particularly in cross-coupling reactions such as Suzuki or Buchwald-Hartwig aminations. The presence of multiple halogen atoms allows for selective further derivatization, while the benzyloxy group offers additional reactivity for deprotection or functional group interconversion. Its stability under standard conditions ensures reliable handling and storage. This compound is well-suited for applications in pharmaceuticals, agrochemicals, and materials science, where precise aromatic substitution patterns are required.
1-(Benzyloxy)-3-bromo-5-chlorobenzene structure
1187966-48-8 structure
Product Name:1-(Benzyloxy)-3-bromo-5-chlorobenzene
CAS No:1187966-48-8
MF:C13H10BrClO
MW:297.574902057648
CID:1039051
PubChem ID:53217008
Update Time:2025-05-23

1-(Benzyloxy)-3-bromo-5-chlorobenzene Chemical and Physical Properties

Names and Identifiers

    • 1-(Benzyloxy)-3-bromo-5-chlorobenzene
    • 1-benzyloxy-3-bromo-5-chloro-benzene
    • BS-25412
    • AKOS015839426
    • PKROBCVIFMCNTC-UHFFFAOYSA-N
    • E91218
    • MFCD16660296
    • 1-bromo-3-chloro-5-phenylmethoxybenzene
    • DTXSID70682115
    • 1187966-48-8
    • DB-362954
    • CS-0193279
    • SCHEMBL347904
    • MDL: MFCD16660296
    • Inchi: 1S/C13H10BrClO/c14-11-6-12(15)8-13(7-11)16-9-10-4-2-1-3-5-10/h1-8H,9H2
    • InChI Key: PKROBCVIFMCNTC-UHFFFAOYSA-N
    • SMILES: BrC1=CC(=CC(=C1)OCC1C=CC=CC=1)Cl

Computed Properties

  • Exact Mass: 295.96000
  • Monoisotopic Mass: 295.96036g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 206
  • 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
  • XLogP3: 4.7
  • Topological Polar Surface Area: 9.2?2

Experimental Properties

  • Density: 1.5±0.1 g/cm3
  • Boiling Point: 362.1±27.0 °C at 760 mmHg
  • Flash Point: 172.8±23.7 °C
  • PSA: 9.23000
  • LogP: 4.68150
  • Vapor Pressure: 0.0±0.8 mmHg at 25°C

1-(Benzyloxy)-3-bromo-5-chlorobenzene Security Information

1-(Benzyloxy)-3-bromo-5-chlorobenzene Customs Data

  • HS CODE:2909309090
  • Customs Data:

    China Customs Code:

    2909309090

    Overview:

    2909309090 Other aromatic ethers and their halogenated derivatives\sulfonation\Nitrated derivative(Including nitrosative derivatives).Regulatory conditions:nothing.VAT:17.0%.Tax refund rate:9.0%.MFN tariff:5.5%.general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2909309090 other aromatic ethers and their halogenated, sulphonated, nitrated or nitrosated derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

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1-(Benzyloxy)-3-bromo-5-chlorobenzene Production Method

Additional information on 1-(Benzyloxy)-3-bromo-5-chlorobenzene

1-(Benzyloxy)-3-bromo-5-chlorobenzene: A Comprehensive Overview

1-(Benzyloxy)-3-bromo-5-chlorobenzene is a complex aromatic compound with the CAS number 1187966-48-8. This compound is characterized by its unique structure, which includes a benzyloxy group attached to the benzene ring at position 1, along with bromine and chlorine substituents at positions 3 and 5, respectively. The presence of these halogen substituents and the benzyloxy group makes this compound highly versatile in various chemical reactions and applications.

The synthesis of 1-(Benzyloxy)-3-bromo-5-chlorobenzene typically involves multi-step organic synthesis processes. Recent studies have highlighted the use of electrophilic substitution reactions, where the benzene ring undergoes sequential substitution to introduce the bromine, chlorine, and benzyloxy groups. The choice of catalysts and reaction conditions plays a critical role in achieving high yields and purity. Researchers have also explored green chemistry approaches to minimize environmental impact during the synthesis process.

One of the most significant applications of 1-(Benzyloxy)-3-bromo-5-chlorobenzene is in the field of pharmaceutical chemistry. The compound serves as an intermediate in the synthesis of various bioactive molecules, including antiviral and anticancer agents. For instance, recent studies have demonstrated its potential as a precursor for developing inhibitors targeting specific protein kinases involved in cancer progression. The bromine and chlorine substituents contribute to the compound's reactivity, making it an ideal building block for medicinal chemists.

In addition to pharmaceutical applications, 1-(Benzyloxy)-3-bromo-5-chlorobenzene has found utility in agrochemicals. Its ability to undergo nucleophilic aromatic substitution reactions makes it valuable in the development of pesticides and herbicides. Recent advancements in this area have focused on enhancing the selectivity and bioavailability of derivatives derived from this compound, ensuring minimal environmental impact while maintaining efficacy.

The electronic properties of 1-(Benzyloxy)-3-bromo-5-chlorobenzene are another area of active research. Computational studies have revealed that the substituents on the benzene ring significantly influence the compound's electron distribution, which is crucial for its reactivity in various chemical transformations. These insights have been instrumental in designing more efficient synthetic routes and optimizing reaction conditions.

From an environmental perspective, understanding the fate and behavior of 1-(Benzyloxy)-3-bromo-5-chlorobenzene in natural systems is essential. Recent studies have investigated its biodegradation pathways under aerobic and anaerobic conditions, providing valuable information for risk assessment and waste management strategies. The compound's stability under various environmental conditions has also been a focus of research, particularly in relation to its potential persistence in soil and water systems.

In conclusion, 1-(Benzyloxy)-3-bromo-5-chlorobenzene is a multifaceted compound with diverse applications across multiple disciplines. Its unique structure, reactivity, and versatility make it a valuable tool in organic synthesis, pharmaceutical development, and agrochemicals. As research continues to uncover new insights into its properties and potential uses, this compound is poised to play an even greater role in advancing chemical science.

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