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CS-W001157 4
Total: USD 88.00

2-(2-Chloroethyl)isoindoline-1,3-dione

  • CAS No. 6270-06-0

  • Cat. No. CS-W015140
  • Purity≥97%
  • MDL No.MFCD00129356

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

2-(2-Chloroethyl)isoindoline-1,3-dione|CS-W015140

Structure of 6270-06-0

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General Information

  • CAS No. 6270-06-0
  • Cat. No. CS-W015140
  • Purity ≥97%
  • MDL No. MFCD00129356
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈ClNO₂
  • Molecular Weight 209.63
  • Synonym(s) N-(2-Chloroethyl)phthalimide
  • SMILES O=C1N(CCCl)C(C2=C1C=CC=C2)=O

Description

2-(2-Chloroethyl)isoindoline-1,3-dione features a reactive chloroethyl handle that enables site-specific conjugation in bioconjugation workflows. The isoindoline-1,3-dione core provides enhanced stability and solubility in aqueous and organic media. This compound integrates readily into peptide and protein modification protocols under mild conditions.

Application

2-(2-Chloroethyl)isoindoline-1,3-dione serves as a versatile bifunctional building block in synthetic organic chemistry, combining a reactive chloroalkyl handle with a stable phthalimide scaffold. It facilitates efficient nucleophilic substitution reactions, enabling the introduction of diverse amine- and thiol-containing functionalities. The compound exhibits excellent bench stability and ease of purification, making it well-suited for iterative synthesis, peptide conjugation, and the construction of heterocyclic scaffolds in medicinal chemistry workflows.

Synthesis

  • Route1

    References

    • Gerpe, Alejandra; Bollini, Mariela; Gonzalez, Mercedes; Cerecetto, Hugo Synthetic Communications, 2009 , vol. 39, # 1 p. 29 - 47
  • Route2
    • null|null
      85-44-9
    • ~%
    • In-stock
      2-(2-Chloroethyl)isoindoline-1,3-dione|CS-W015140
      6270-06-0

    References

    • Journal of the American Chemical Society, , vol. 59, p. 422
  • Route3
    • null|null
      85-44-9
    • null|null
      689-98-5
    • ~74%
    • In-stock
      2-(2-Chloroethyl)isoindoline-1,3-dione|CS-W015140
      6270-06-0

    References

    • Khadilkar, Bhushan M.; Madyar, Virendra R. Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002 , vol. 41, # 5 p. 1083 - 1085

Safety Information

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

Quality Control

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Computational Chemistry Data

  • TPSA   37.38
  • LogP   1.5214
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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