Cas no 210113-71-6 (1,1'-Biphenyl, 4'-(bromomethyl)-2-chloro-)

1,1'-Biphenyl, 4'-(bromomethyl)-2-chloro-, is a halogenated biphenyl derivative featuring both bromomethyl and chloro functional groups. This compound serves as a versatile intermediate in organic synthesis, particularly in cross-coupling reactions and the preparation of complex aromatic systems. The bromomethyl group offers reactivity for nucleophilic substitution, while the chloro substituent enhances its utility in further functionalization. Its well-defined structure and stability make it suitable for applications in pharmaceuticals, agrochemicals, and materials science. The compound is typically handled under controlled conditions due to its reactivity, ensuring precise incorporation into target molecules. Its dual functionality allows for efficient derivatization in multi-step synthetic routes.
1,1'-Biphenyl, 4'-(bromomethyl)-2-chloro- structure
210113-71-6 structure
Product Name:1,1'-Biphenyl, 4'-(bromomethyl)-2-chloro-
CAS No:210113-71-6
MF:C13H10BrCl
MW:281.575501918793
MDL:MFCD15146809
CID:3905390
PubChem ID:22246832
Update Time:2025-08-02

1,1'-Biphenyl, 4'-(bromomethyl)-2-chloro- Chemical and Physical Properties

Names and Identifiers

    • 1,1'-Biphenyl, 4'-(bromomethyl)-2-chloro-
    • 4'-(Bromomethyl)-2-chloro-1,1'-biphenyl
    • 4'-(Bromomethyl)-2-chlorobiphenyl
    • AKKKBAAKKXGEQY-UHFFFAOYSA-N
    • AKOS030239399
    • AS-8750
    • E74569
    • SCHEMBL1249994
    • 210113-71-6
    • MFCD15146809
    • 4'-BROMOMETHYL-2-CHLORO-BIPHENYL
    • 1-(bromomethyl)-4-(2-chlorophenyl)benzene
    • 975-826-6
    • MDL: MFCD15146809
    • Inchi: 1S/C13H10BrCl/c14-9-10-5-7-11(8-6-10)12-3-1-2-4-13(12)15/h1-8H,9H2
    • InChI Key: AKKKBAAKKXGEQY-UHFFFAOYSA-N
    • SMILES: BrCC1C=CC(=CC=1)C1C=CC=CC=1Cl

Computed Properties

  • Exact Mass: 279.965
  • Monoisotopic Mass: 279.965
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 187
  • 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: 5.1
  • Topological Polar Surface Area: 0A^2

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Additional information on 1,1'-Biphenyl, 4'-(bromomethyl)-2-chloro-

1,1'-Biphenyl, 4'-(bromomethyl)-2-chloro- (CAS No. 210113-71-6): A Comprehensive Overview

1,1'-Biphenyl, 4'-(bromomethyl)-2-chloro- (CAS No. 210113-71-6) is a versatile compound with significant applications in the fields of organic synthesis, medicinal chemistry, and materials science. This compound, characterized by its unique molecular structure, has garnered attention for its potential in various research and industrial settings. In this comprehensive overview, we will delve into the chemical properties, synthesis methods, and recent advancements in the utilization of this compound.

The molecular formula of 1,1'-Biphenyl, 4'-(bromomethyl)-2-chloro- is C13H9BrCl. The presence of a bromomethyl group and a chloro substituent on the biphenyl backbone imparts distinct reactivity and functional versatility to this compound. These functional groups can be readily manipulated through various chemical transformations, making it an attractive starting material for the synthesis of more complex molecules.

In terms of physical properties, 1,1'-Biphenyl, 4'-(bromomethyl)-2-chloro- is a solid at room temperature with a melting point ranging from 75°C to 78°C. Its solubility in common organic solvents such as dichloromethane, acetone, and dimethylformamide (DMF) facilitates its use in a wide range of synthetic protocols. The compound's stability under standard laboratory conditions also contributes to its utility in both academic and industrial research.

The synthesis of 1,1'-Biphenyl, 4'-(bromomethyl)-2-chloro- can be achieved through several well-documented methods. One common approach involves the bromination of 4-methyl-2-chlorobiphenyl followed by the introduction of the bromomethyl group via a suitable electrophilic substitution reaction. Recent advancements in green chemistry have led to the development of more environmentally friendly synthetic routes that minimize waste and reduce the use of hazardous reagents.

In the realm of medicinal chemistry, 1,1'-Biphenyl, 4'-(bromomethyl)-2-chloro- has shown promise as a building block for the development of novel pharmaceuticals. Its ability to form stable intermediates in multi-step syntheses makes it particularly useful in the design and synthesis of small molecules with therapeutic potential. For instance, researchers have utilized this compound as a precursor in the synthesis of inhibitors targeting specific enzymes involved in disease pathways.

A notable example is its application in the development of inhibitors for kinases, which are key enzymes implicated in various cancers and inflammatory diseases. By modifying the bromomethyl and chloro substituents through strategic chemical transformations, scientists have been able to fine-tune the pharmacological properties of these inhibitors to achieve enhanced selectivity and potency.

Beyond medicinal chemistry, 1,1'-Biphenyl, 4'-(bromomethyl)-2-chloro- has found applications in materials science. Its unique electronic properties make it a valuable component in the fabrication of organic semiconductors and photovoltaic materials. Recent studies have explored its use in conjugated polymers for organic light-emitting diodes (OLEDs) and solar cells. The ability to tailor its electronic structure through functionalization offers exciting opportunities for improving device performance and efficiency.

In conclusion, 1,1'-Biphenyl, 4'-(bromomethyl)-2-chloro- (CAS No. 210113-71-6) is a multifaceted compound with a wide range of applications across various scientific disciplines. Its unique chemical structure and reactivity make it an invaluable tool for researchers engaged in organic synthesis, medicinal chemistry, and materials science. As ongoing research continues to uncover new possibilities for its use, this compound is poised to play an increasingly important role in advancing scientific knowledge and technological innovation.

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