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CS-W001157 4
Total: USD 88.00

1,3-Dichloro-5-methylbenzene

  • CAS No. 25186-47-4

  • Cat. No. CS-0030596
  • Purity≥98%
  • MDL No.MFCD00035819

*For research and further manufacturing use only, not for direct human use.

1,3-Dichloro-5-methylbenzene|CS-0030596

Structure of 25186-47-4

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General Information

  • CAS No. 25186-47-4
  • Cat. No. CS-0030596
  • Purity ≥98%
  • MDL No. MFCD00035819
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆Cl₂
  • Molecular Weight 161.03
  • Synonym(s) 3,5-Dichlorotoluene
  • SMILES CC1=CC(Cl)=CC(Cl)=C1

Description

1,3-Dichloro-5-methylbenzene features a symmetric aromatic core with two chlorine substituents flanking a methyl group, conferring enhanced stability and selective reactivity. This electron-deficient scaffold integrates readily into cross-coupling reactions and serves as a robust building block for functionalized arenes in medicinal chemistry and materials synthesis.

Application

1,3-Dichloro-5-methylbenzene serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling efficient construction of substituted aromatic scaffolds. Its orthogonal halogenation pattern facilitates selective cross-coupling reactions, while the methyl group provides a handle for further functionalization. The compound exhibits excellent bench stability and compatibility with standard Pd-catalyzed transformations, simplifying purification and process development.

Synthesis

  • Route1
    • 2,6-Dichloro-4-methyl-benzoic acid|CS-0195207
      99520-05-5
    • ~94%
    • In-stock
      1,3-Dichloro-5-methylbenzene|CS-0030596
      25186-47-4

    References

    • Sun, Xiuyun; Shan, Gang; Sun, Yonghui; Rao, Yu Angewandte Chemie - International Edition, 2013 , vol. 52, # 16 p. 4440 - 4444 Angew. Chem., 2013 , vol. 125, # 16 p. 4536 - 4540,5
  • Route2
    • null|null
      69380-94-5
    • null|null
      100-52-7
    • ~0%
    • In-stock
      1,3-Dichloro-5-methylbenzene|CS-0030596
      25186-47-4
    • null|null
      82106-06-7

    References

    • Ricci, Alfredo; Degl'Innocenti, Alessandro; Fiorenza, Mariella; Taddei, Maurizio; Spartera, Maria A.; Walton, David R.M. Tetrahedron Letters, 1982 , vol. 23, # 5 p. 577 - 578
  • Route3
    • null|null
      69380-94-5
    • null|null
      100-39-0
    • ~0%
    • In-stock
      1,3-Dichloro-5-methylbenzene|CS-0030596
      25186-47-4
    • null|null
      82106-07-8

    References

    • Ricci, Alfredo; Degl'Innocenti, Alessandro; Fiorenza, Mariella; Taddei, Maurizio; Spartera, Maria A.; Walton, David R.M. Tetrahedron Letters, 1982 , vol. 23, # 5 p. 577 - 578

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H312-H315-H319-H332-H335
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   0
  • LogP   3.30182
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   0

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