Cas no 55676-89-6 (1-Chloro-3-(chloromethyl)-2-methyl-benzene)

1-Chloro-3-(chloromethyl)-2-methyl-benzene is a chlorinated aromatic compound featuring both chloro and chloromethyl functional groups on a methyl-substituted benzene ring. This structure imparts reactivity suitable for use as an intermediate in organic synthesis, particularly in the production of agrochemicals, pharmaceuticals, and specialty chemicals. The presence of two electrophilic sites (chloro and chloromethyl) enhances its utility in nucleophilic substitution reactions, enabling selective functionalization. Its stability under standard conditions ensures ease of handling and storage. The compound’s defined molecular architecture allows for precise modifications, making it valuable in constructing complex molecular frameworks. Purity and consistency are critical for reproducibility in synthetic applications.
1-Chloro-3-(chloromethyl)-2-methyl-benzene structure
55676-89-6 structure
Product Name:1-Chloro-3-(chloromethyl)-2-methyl-benzene
CAS No:55676-89-6
MF:C8H8Cl2
MW:175.05512046814
MDL:MFCD12025001
CID:1594896
PubChem ID:14599763
Update Time:2025-06-07

1-Chloro-3-(chloromethyl)-2-methyl-benzene Chemical and Physical Properties

Names and Identifiers

    • Benzene, 1-chloro-3-(chloromethyl)-2-methyl-
    • 1-chloro-3-(chloromethyl)-2-methylbenzene
    • BS-52745
    • 55676-89-6
    • 2-Methyl-3-chlorobenzyl chloride
    • HXTMQWIYPHKZSY-UHFFFAOYSA-N
    • EN300-2008198
    • DB-390940
    • 3-chloro-2-methylbenzyl chloride
    • E75300
    • SCHEMBL3119523
    • 1-Chloro-3-(chloromethyl)-2-methyl-benzene
    • MDL: MFCD12025001
    • Inchi: 1S/C8H8Cl2/c1-6-7(5-9)3-2-4-8(6)10/h2-4H,5H2,1H3
    • InChI Key: HXTMQWIYPHKZSY-UHFFFAOYSA-N
    • SMILES: ClC1=CC=CC(CCl)=C1C

Computed Properties

  • Exact Mass: 174.00044
  • Monoisotopic Mass: 174.0003056g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 103
  • 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: 3.3
  • Topological Polar Surface Area: 0?2

Experimental Properties

  • PSA: 0

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Additional information on 1-Chloro-3-(chloromethyl)-2-methyl-benzene

Benzene, 1-chloro-3-(chloromethyl)-2-methyl-

Benzene, 1-chloro-3-(chloromethyl)-2-methyl-, also known by its CAS number 55676-89-6, is a substituted aromatic compound that has garnered significant attention in the field of organic chemistry and pharmaceutical research. This compound features a benzene ring with specific substituents: a chlorine atom at the 1-position, a chloromethyl group at the 3-position, and a methyl group at the 2-position. The unique arrangement of these substituents renders the molecule highly reactive and versatile in various chemical transformations.

Recent studies have highlighted the potential of Benzene, 1-chloro-3-(chloromethyl)-2-methyl- in drug discovery and medicinal chemistry. Its structure provides a scaffold for the development of bioactive compounds, particularly in the areas of anticancer and anti-inflammatory agents. For instance, researchers have explored its role as an intermediate in the synthesis of complex natural products and pharmaceuticals.

The chloromethyl group at the 3-position is particularly significant due to its reactivity in nucleophilic substitution reactions. This makes the compound a valuable precursor for the introduction of various functional groups, enabling chemists to tailor the molecule for specific therapeutic applications. The presence of two chlorine atoms (one directly attached to the benzene ring and one within the chloromethyl group) adds another layer of reactivity, further enhancing its utility in synthetic pathways.

One of the most promising developments involving Benzene, 1-chloro-3-(chloromethyl)-2-methyl- is its application in targeted drug delivery systems. By leveraging its structural features, scientists have successfully incorporated this compound into molecules that can selectively bind to cancer cells, thereby minimizing off-target effects and improving therapeutic outcomes.

Moreover, the methyl group at the 2-position contributes to the molecule's steric and electronic properties, influencing both reactivity and bioavailability. This makes Benzene, 1-chloro-3-(chloromethyl)-2-methyl- a highly customizable building block for designing drugs with enhanced efficacy and reduced toxicity.

In summary, Benzene, 1-chloro-3-(chloromethyl)-2-methyl-, CAS number 55676-89-6, stands out as a critical compound in modern organic synthesis and pharmaceutical research. Its unique substituents and reactivity make it an invaluable tool for developing innovative therapies across various disease areas.

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