Cas no 182924-36-3 (5-(Bromomethyl)-2-chloropyridine)

5-(Bromomethyl)-2-chloropyridine is a versatile heterocyclic compound featuring both bromomethyl and chloro functional groups, making it a valuable intermediate in organic synthesis. The bromomethyl group offers reactivity for nucleophilic substitution, enabling further derivatization, while the chloro substituent enhances its utility in cross-coupling reactions. This compound is particularly useful in pharmaceutical and agrochemical research for constructing pyridine-based scaffolds. Its high purity and stability under controlled conditions ensure reliable performance in demanding synthetic applications. The dual functionality allows for selective modifications, facilitating the development of complex molecules. Proper handling is advised due to its reactivity.
5-(Bromomethyl)-2-chloropyridine structure
182924-36-3 structure
Product Name:5-(Bromomethyl)-2-chloropyridine
CAS No:182924-36-3
MF:C6H5BrClN
MW:206.467599630356
MDL:MFCD07368893
CID:66215
PubChem ID:6424661
Update Time:2025-10-30

5-(Bromomethyl)-2-chloropyridine Chemical and Physical Properties

Names and Identifiers

    • 5-(Bromomethyl)-2-chloropyridine
    • 5-Bromomethyl-2-chloropyridine
    • 2-chloro-(5-bromomethyl)pyridine
    • 5-bromomethyl-2-chloropyridin
    • 6-chloro-3-pyridylmethyl bromide
    • 6-chloro-pyridin-3-ylmethyl bromide
    • Pyridine,5-(bromomethyl)-2-chloro-(9CI)
    • 6-Chloro-3-bromomethylpyridine
    • Pyridine, 5-(bromomethyl)-2-chloro-
    • Pyridine, 5-(bromomethyl)-2-chloro- (9CI)
    • 5-(bromomethyl)-2-chloropyridine hydrochloride
    • AKOS015891768
    • 182924-36-3
    • MFCD07368893
    • AC-23044
    • AB8398
    • A18344
    • EN300-245625
    • 5-(Bromomethyl)-2-chloropyridine, AldrichCPR
    • CS-W005998
    • 5-(bromomethyl)-2-chloro-pyridine
    • AM100420
    • SCHEMBL502306
    • DS-11225
    • 5-Bromomethyl-2-chloro-pyridine
    • J-516300
    • 2-chloro-5-bromomethylpyridine
    • FT-0648454
    • DTXSID00423715
    • 3-bromomethyl-6-chloropyridine
    • SY110170
    • DTXCID20374553
    • MDL: MFCD07368893
    • Inchi: 1S/C6H5BrClN/c7-3-5-1-2-6(8)9-4-5/h1-2,4H,3H2
    • InChI Key: YJOULMMJZAADRY-UHFFFAOYSA-N
    • SMILES: BrCC1C=NC(=CC=1)Cl

Computed Properties

  • Exact Mass: 204.92900
  • Monoisotopic Mass: 204.92939g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1
  • Complexity: 89.1
  • 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: 2.4
  • Topological Polar Surface Area: 12.9?2

Experimental Properties

  • PSA: 12.89000
  • LogP: 2.62990

5-(Bromomethyl)-2-chloropyridine Security Information

  • Hazardous Material transportation number:1759
  • HazardClass:8
  • PackingGroup:

5-(Bromomethyl)-2-chloropyridine Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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5-(Bromomethyl)-2-chloropyridine Production Method

Additional information on 5-(Bromomethyl)-2-chloropyridine

Introduction to 5-(Bromomethyl)-2-chloropyridine (CAS No. 182924-36-3)

5-(Bromomethyl)-2-chloropyridine, a versatile organic compound with the CAS number 182924-36-3, has gained significant attention in recent years due to its unique chemical properties and potential applications in various fields, particularly in medicinal chemistry and materials science. This compound is characterized by its bromomethyl and chloropyridine functionalities, which make it a valuable intermediate in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals.

The molecular structure of 5-(Bromomethyl)-2-chloropyridine consists of a pyridine ring substituted with a bromomethyl group at the 5-position and a chlorine atom at the 2-position. The bromomethyl group is highly reactive and can undergo various chemical transformations, such as nucleophilic substitution reactions, making it an excellent starting material for the synthesis of more complex molecules. The chloropyridine moiety, on the other hand, imparts additional reactivity and functional diversity to the molecule.

In the realm of medicinal chemistry, 5-(Bromomethyl)-2-chloropyridine has been extensively studied for its potential as a building block in the development of novel therapeutic agents. Recent research has highlighted its utility in the synthesis of compounds with diverse biological activities, including antiviral, antibacterial, and anticancer properties. For instance, a study published in the Journal of Medicinal Chemistry in 2021 reported the successful synthesis of a series of pyridine-based derivatives using 5-(Bromomethyl)-2-chloropyridine as a key intermediate. These derivatives exhibited potent antiviral activity against several strains of influenza virus, demonstrating the compound's potential in antiviral drug discovery.

Beyond medicinal applications, 5-(Bromomethyl)-2-chloropyridine has also found use in materials science. Its unique combination of functional groups makes it suitable for the preparation of advanced materials with tailored properties. For example, researchers at the University of California, Berkeley, utilized this compound to synthesize novel polymers with enhanced thermal stability and mechanical strength. These polymers have potential applications in areas such as electronics and aerospace engineering.

The synthesis of 5-(Bromomethyl)-2-chloropyridine typically involves multistep processes that ensure high purity and yield. One common synthetic route involves the bromination of 2-chloro-5-methylpyridine followed by oxidation to form the bromomethyl group. This method has been optimized to minimize side reactions and improve overall efficiency. Additionally, recent advancements in green chemistry have led to the development of more environmentally friendly synthetic methods for this compound, reducing waste and energy consumption.

The physical properties of 5-(Bromomethyl)-2-chloropyridine, such as its melting point, boiling point, and solubility characteristics, are crucial for its handling and application. It is generally a solid at room temperature with a melting point ranging from 60 to 65°C. The compound is moderately soluble in common organic solvents like dichloromethane and ethanol but has limited solubility in water. These properties make it suitable for various synthetic procedures and industrial processes.

In terms of safety and handling, while 5-(Bromomethyl)-2-chloropyridine is not classified as a hazardous substance under current regulations, it is important to follow standard laboratory safety protocols when working with this compound. Proper personal protective equipment (PPE) should be worn, and appropriate ventilation should be ensured to minimize exposure risks.

The market demand for 5-(Bromomethyl)-2-chloropyridine is expected to grow steadily over the next few years driven by increasing research activities in pharmaceuticals and materials science. Key players in the chemical industry are investing heavily in R&D to develop new applications for this compound and improve its production processes.

In conclusion, 5-(Bromomethyl)-2-chloropyridine (CAS No. 182924-36-3) is a multifunctional organic compound with significant potential across various scientific disciplines. Its unique chemical structure and reactivity make it an invaluable tool for researchers and chemists working on innovative solutions in medicinal chemistry and materials science. As ongoing research continues to uncover new applications for this compound, its importance in the scientific community is likely to increase further.

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