Cas no 39232-02-5 (3,4-Dichlorophenethyl bromide)

3,4-Dichlorophenethyl bromide is a versatile synthetic intermediate. It offers high purity and excellent stability, making it ideal for various organic synthesis applications. Its bromo substituent facilitates nucleophilic substitution reactions, while the dichlorophenyl group enhances solubility and reactivity. This compound is well-suited for the preparation of pharmaceuticals and agrochemicals.
3,4-Dichlorophenethyl bromide structure
3,4-Dichlorophenethyl bromide structure
Product Name:3,4-Dichlorophenethyl bromide
CAS No:39232-02-5
MF:C8H7BrCl2
MW:253.951179742813
CID:297572
PubChem ID:15149389
Update Time:2025-06-20

3,4-Dichlorophenethyl bromide Chemical and Physical Properties

Names and Identifiers

    • Benzene,4-(2-bromoethyl)-1,2-dichloro-
    • 4-(2-bromoethyl)-1,2-dichloroBenzene
    • 2-(3,4-Dichlorophenyl)ethylbromide
    • 3,4-Dichlorophenethyl bromide
    • AG-F-38578
    • AGN-PC-003Y38
    • CTK4I1156
    • KB-237440
    • SureCN177296
    • AKOS011897940
    • NZPXCNCZFYELLC-UHFFFAOYSA-N
    • SCHEMBL177296
    • CS-0217161
    • FT-0723728
    • EN300-696358
    • DTXSID80569089
    • 2-(3,4-dichlorophenyl)ethyl bromide
    • 39232-02-5
    • 1-[5-(TERT-BUTYL)-3-CHLORO-2-THIENYL]ETHAN-1-ONE
    • C78192
    • Benzene, 4-(2-bromoethyl)-1,2-dichloro-
    • DA-06221
    • MDL: MFCD09745122
    • Inchi: 1S/C8H7BrCl2/c9-4-3-6-1-2-7(10)8(11)5-6/h1-2,5H,3-4H2
    • InChI Key: NZPXCNCZFYELLC-UHFFFAOYSA-N
    • SMILES: BrCCC1C=CC(=C(C=1)Cl)Cl

Computed Properties

  • Exact Mass: 251.91091
  • Monoisotopic Mass: 251.91082g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 119
  • 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: 0?2

Experimental Properties

  • PSA: 0

3,4-Dichlorophenethyl bromide Pricemore >>

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Additional information on 3,4-Dichlorophenethyl bromide

Professional Introduction to 3,4-Dichlorophenethyl Bromide (CAS No. 39232-02-5)

3,4-Dichlorophenethyl bromide (CAS No. 39232-02-5) is a significant compound in the field of organic synthesis and pharmaceutical research. This organobromine compound, characterized by its dichloro substitution on the phenethyl backbone, has garnered considerable attention due to its versatile applications in the development of bioactive molecules. The structural features of this compound make it a valuable intermediate in the synthesis of various pharmacologically relevant derivatives.

The utility of 3,4-dichlorophenethyl bromide stems from its reactivity, which allows for facile functionalization at both the aromatic and aliphatic positions. This property is particularly advantageous in medicinal chemistry, where precise structural modifications are often required to optimize biological activity. The presence of two chlorine atoms at the 3rd and 4th positions enhances its electrophilicity, making it a suitable precursor for nucleophilic substitution reactions. These reactions are pivotal in constructing complex molecular frameworks that mimic natural products or designed heterocycles.

In recent years, advancements in synthetic methodologies have further highlighted the importance of 3,4-dichlorophenethyl bromide in drug discovery. Researchers have leveraged its structural motif to develop novel therapeutic agents targeting various disease pathways. For instance, studies have demonstrated its role in synthesizing kinase inhibitors, which are critical in oncology research. The dichloro-substituted phenethyl group serves as a scaffold that can be readily modified to enhance binding affinity to biological targets.

One notable application of 3,4-dichlorophenethyl bromide is in the preparation of small-molecule modulators of G-protein coupled receptors (GPCRs). GPCRs are integral membrane proteins involved in signal transduction and are implicated in numerous physiological processes. By functionalizing the phenethyl bromide core with appropriate substituents, researchers can generate ligands that selectively interact with specific GPCRs. This approach has led to the discovery of potential therapeutic candidates for conditions such as hypertension, diabetes, and neurological disorders.

The synthesis of 3,4-dichlorophenethyl bromide itself is a testament to the ingenuity of modern organic chemistry. Traditional methods often involve halogenation reactions on pre-formed phenethyl precursors, but more recent strategies employ catalytic processes that improve yield and selectivity. For example, palladium-catalyzed cross-coupling reactions have been utilized to introduce chlorine atoms with high precision. These advances not only streamline the synthesis but also reduce waste, aligning with green chemistry principles.

The pharmacological profile of derivatives derived from 3,4-dichlorophenethyl bromide continues to be an area of active investigation. Computational modeling and high-throughput screening techniques have accelerated the identification of lead compounds with desirable properties. The dichlorophenethyl scaffold has proven particularly effective in generating molecules with anti-inflammatory and antimicrobial activities. Such findings underscore its potential as a building block for next-generation therapeutics.

In conclusion, 3,4-dichlorophenethyl bromide (CAS No. 39232-02-5) represents a cornerstone compound in synthetic and medicinal chemistry. Its unique structural features enable diverse functionalization strategies, making it indispensable for developing novel bioactive molecules. As research progresses, it is anticipated that new applications and derivatives will emerge, further solidifying its importance in pharmaceutical innovation.

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