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CS-W001157 4
Total: USD 88.00

1-Chloro-3-ethylbenzene

  • CAS No. 620-16-6

  • Cat. No. CS-0168176
  • Purity≥98%
  • MDL No.MFCD02181081

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

1-Chloro-3-ethylbenzene|CS-0168176

Structure of 620-16-6

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General Information

  • CAS No. 620-16-6
  • Cat. No. CS-0168176
  • Purity ≥98%
  • MDL No. MFCD02181081
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉Cl
  • Molecular Weight 140.61
  • Synonym(s) Benzene, 1-chloro-3-ethyl-
  • SMILES CCC1=CC(Cl)=CC=C1

Description

1-Chloro-3-ethylbenzene is a para-substituted aromatic halide featuring an ethyl group flanking the chlorine atom. This configuration enhances its stability and facilitates selective functionalization in cross-coupling reactions. The molecule exhibits favorable solubility in organic solvents and maintains integrity under standard bench conditions, enabling reliable use in synthetic pathways requiring controlled electrophilic reactivity.

Application

1-Chloro-3-ethylbenzene serves as a versatile aryl halide building block in cross-coupling reactions, enabling efficient C–C bond formation under palladium catalysis. Its ortho-substituted ethyl group provides steric and electronic modulation, enhancing regioselectivity in Suzuki-Miyaura and Negishi couplings. The compound exhibits excellent bench stability, minimal side reactivity, and facilitates straightforward purification via distillation or column chromatography, making it well-suited for iterative synthesis of functionalized biaryls and complex aromatic scaffolds.

Synthesis

  • Route1
    • null|null
      2039-85-2
    • ~96%
    • In-stock
      1-Chloro-3-ethylbenzene|CS-0168176
      620-16-6

    References

    • Hudson, Reuben; Hamasaka, Go; Osako, Takao; Yamada, Yoichi M. A.; Li, Chao-Jun; Uozumi, Yasuhiro; Moores, Audrey Green Chemistry, 2013 , vol. 15, # 8 p. 2141 - 2148
  • Route2
    • null|null
      54509-73-8
    • null|null
      108-90-7
    • ~%
    • In-stock
      1-Chloro-3-ethylbenzene|CS-0168176
      620-16-6

    References

    • Journal of the American Chemical Society, , vol. 70, p. 1180
  • Route3
    • null|null
      100-41-4
    • ~%
    • In-stock
      1-Chloro-4-ethylbenzene|CS-0152511
      622-98-0
    • 1-Chloro-2-ethylbenzene|CS-0296709
      89-96-3
    • In-stock
      1-Chloro-3-ethylbenzene|CS-0168176
      620-16-6

    References

    • Journal of Organic Chemistry, , vol. 55, # 18 p. 5260 - 5269

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H227-H302-H315-H319-H335
Precautionary Statements : P210-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P370+P378-P403-P405-P501

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Computational Chemistry Data

  • TPSA   0
  • LogP   2.9024
  • H_Acceptors   0
  • H_Donors   0
  • Rotatable_Bonds   1

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