Cas no 3293-89-8 (1,4-dimethyl 2,5-dichlorobenzene-1,4-dicarboxylate)

1,4-Dimethyl 2,5-dichlorobenzene-1,4-dicarboxylate is a chlorinated aromatic diester with applications in organic synthesis and specialty chemical manufacturing. Its key advantages include high reactivity due to the presence of electron-withdrawing chlorine substituents, which facilitate further functionalization in nucleophilic substitution or coupling reactions. The compound's symmetrical structure and ester groups enhance its utility as a building block for polymers, agrochemicals, or pharmaceutical intermediates. It exhibits good thermal stability and solubility in common organic solvents, making it suitable for controlled reaction conditions. The dichloro substitution pattern also allows selective modification, offering versatility in synthetic pathways. Proper handling is recommended due to potential reactivity hazards.
1,4-dimethyl 2,5-dichlorobenzene-1,4-dicarboxylate structure
3293-89-8 structure
Product Name:1,4-dimethyl 2,5-dichlorobenzene-1,4-dicarboxylate
CAS No:3293-89-8
MF:C10H8Cl2O4
MW:263.07412147522
CID:317044
PubChem ID:76797
Update Time:2025-06-07

1,4-dimethyl 2,5-dichlorobenzene-1,4-dicarboxylate Chemical and Physical Properties

Names and Identifiers

    • 1,4-Benzenedicarboxylicacid, 2,5-dichloro-, 1,4-dimethyl ester
    • 2,5-dichloro-terephthalic acid dimethyl ester
    • 2,5-Dichlor-terephthalsaeure-dimethylester
    • AC1L2ROX
    • AC1Q5Z5F
    • CBDivE_013539
    • CTK4G9613
    • dimethyl 2,5-dichloro-terephthalate
    • Dimethyl 2,5-dichloroterephthalate
    • HMS1412J13
    • IFLab1_000211
    • SureCN70011
    • 1,4-dimethyl 2,5-dichlorobenzene-1,4-dicarboxylate
    • 1,4-Benzenedicarboxylic acid, 2,5-dichloro-, dimethyl ester
    • UNII-R29673M83F
    • 1,4-Benzenedicarboxylic acid, 2,5-dichloro-, 1,4-dimethyl ester
    • RDDWGNUSHLFXED-UHFFFAOYSA-N
    • SR-01000393255
    • NSC525127
    • SR-01000393255-1
    • EINECS 221-958-8
    • DTXSID10186581
    • R29673M83F
    • 1,4-Dimethyl 2,5-dichloro-1,4-benzenedicarboxylate
    • IDI1_008430
    • F0024-0038
    • MFCD00209580
    • WS-02407
    • dimethyl 2,5-dichlorobenzene-1,4-dicarboxylate
    • NSC-525127
    • InChI=1/C10H8Cl2O4/c1-15-9(13)5-3-8(12)6(4-7(5)11)10(14)16-2/h3-4H,1-2H
    • 3293-89-8
    • NS00029388
    • Dimethyl2,5-dichloroterephthalate
    • E10192
    • AKOS001593410
    • F0020-1790
    • NSC 525127
    • CS-0318090
    • SCHEMBL70011
    • DB-407243
    • Inchi: 1S/C10H8Cl2O4/c1-15-9(13)5-3-8(12)6(4-7(5)11)10(14)16-2/h3-4H,1-2H3
    • InChI Key: RDDWGNUSHLFXED-UHFFFAOYSA-N
    • SMILES: ClC1C=C(C(=O)OC)C(=CC=1C(=O)OC)Cl

Computed Properties

  • Exact Mass: 261.98004
  • Monoisotopic Mass: 261.98
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 4
  • Complexity: 254
  • 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
  • Topological Polar Surface Area: 52.6A^2
  • XLogP3: 2.9

Experimental Properties

  • Density: 1.391
  • Boiling Point: 353.3°Cat760mmHg
  • Flash Point: 148.4°C
  • Refractive Index: 1.542
  • PSA: 52.6

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1,4-dimethyl 2,5-dichlorobenzene-1,4-dicarboxylate Related Literature

Additional information on 1,4-dimethyl 2,5-dichlorobenzene-1,4-dicarboxylate

1,4-Dimethyl 2,5-dichlorobenzene-1,4-dicarboxylate (CAS No. 3293-89-8): An Overview

1,4-Dimethyl 2,5-dichlorobenzene-1,4-dicarboxylate (CAS No. 3293-89-8) is a versatile organic compound with a unique molecular structure that has garnered significant attention in the fields of chemistry and pharmaceutical research. This compound is characterized by its aromatic core, substituted with two methyl groups and two chlorine atoms, along with two carboxylate groups. The combination of these functional groups imparts distinct chemical properties and reactivity, making it a valuable intermediate in the synthesis of various pharmaceuticals and materials.

The molecular formula of 1,4-dimethyl 2,5-dichlorobenzene-1,4-dicarboxylate is C10H8Cl2O4, and its molecular weight is approximately 267.07 g/mol. The compound exists as a white crystalline solid at room temperature and is soluble in common organic solvents such as dichloromethane, ethyl acetate, and dimethylformamide. Its melting point ranges from 135 to 137°C, which is an important physical property for its handling and storage.

In recent years, the study of 1,4-dimethyl 2,5-dichlorobenzene-1,4-dicarboxylate has expanded beyond its use as a synthetic intermediate. Researchers have explored its potential applications in the development of new materials and pharmaceuticals. For instance, a study published in the Journal of Organic Chemistry in 2022 highlighted the compound's role in the synthesis of novel polymers with enhanced thermal stability and mechanical strength. These polymers have shown promise in applications such as coatings, adhesives, and electronic materials.

The reactivity of 1,4-dimethyl 2,5-dichlorobenzene-1,4-dicarboxylate has also been a subject of interest in pharmaceutical research. The presence of carboxylate groups allows for the formation of ester linkages with various alcohols, which can be used to create prodrugs with improved pharmacokinetic properties. A recent study in the Bioorganic & Medicinal Chemistry Letters demonstrated that derivatives of this compound exhibited enhanced solubility and bioavailability when compared to their parent compounds. This finding has significant implications for drug delivery systems and the development of more effective therapeutic agents.

Beyond its synthetic utility, 1,4-dimethyl 2,5-dichlorobenzene-1,4-dicarboxylate has been investigated for its potential biological activities. Preliminary studies have shown that certain derivatives exhibit antimicrobial properties against a range of bacterial strains. These findings suggest that further research could lead to the development of new antibiotics or antifungal agents. Additionally, the compound's ability to form stable complexes with metal ions has been explored for potential applications in catalysis and materials science.

The environmental impact of 1,4-dimethyl 2,5-dichlorobenzene-1,4-dicarboxylate is another area of ongoing research. While it is not classified as a hazardous substance under current regulations, understanding its behavior in environmental systems is crucial for ensuring its safe use and disposal. Studies have shown that the compound can be biodegraded under certain conditions, but more research is needed to fully understand its fate and effects in natural environments.

In conclusion, 1,4-dimethyl 2,5-dichlorobenzene-1,4-dicarboxylate (CAS No. 3293-89-8) is a multifaceted compound with a wide range of applications in chemistry and pharmaceutical research. Its unique molecular structure provides a foundation for the development of new materials and therapeutic agents. As research continues to uncover new properties and applications, this compound is likely to remain an important player in the scientific community.

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