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CS-W001157 4
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1-(2-Chloroethyl)-1H-pyrrole

  • CAS No. 77200-24-9

  • Cat. No. CS-0312950
  • Purity≥98%
  • MDL No.MFCD00191330

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

1-(2-Chloroethyl)-1H-pyrrole|CS-0312950

Structure of 77200-24-9

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General Information

  • CAS No. 77200-24-9
  • Cat. No. CS-0312950
  • Purity ≥98%
  • MDL No. MFCD00191330
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈ClN
  • Molecular Weight 129.59
  • Synonym(s) 1-(2-Chloroethyl)pyrrole
  • SMILES C1=CN(C=C1)CCCl

Description

1-(2-Chloroethyl)-1H-pyrrole is a reactive electrophilic building block featuring a chloroethyl tether on the pyrrole nitrogen. This moiety enables site-specific conjugation in synthetic and bioconjugation workflows. The molecule exhibits enhanced stability under standard conditions while maintaining high reactivity toward nucleophiles, facilitating efficient incorporation into complex molecular architectures.

Application

1-(2-Chloroethyl)-1H-pyrrole serves as a versatile electrophilic building block in synthetic organic chemistry, enabling efficient alkylation of nucleophiles under mild conditions. The chloroethyl side chain facilitates facile displacement reactions with amines, thiols, and other soft nucleophiles, making it valuable for constructing nitrogen- and sulfur-containing heterocycles. Its bench-stable nature and compatibility with diverse functional groups support reliable use in medicinal chemistry and process-scale synthesis.

Synthesis

  • Route1
    • null|null
      696-59-3
    • 2-Chloroethanamine hydrochloride Ifosfamide  Impurity|CS-0229451
      870-24-6
    • ~70%
    • In-stock
      1-(2-Chloroethyl)-1H-pyrrole|CS-0312950
      77200-24-9

    References

    • VERTEX PHARMACEUTICALS INCORPORATED; LITTLER, Benjamin, Joseph; KESHAVARZ-SHOKRI, Ali; ZHANG, Beili; HUGHES, Robert, Michael Patent: WO2014/22639 A1, 2014 ; Location in patent: Paragraph 00177-00178 ;
  • Route2
    • null|null
      109-97-7
    • null|null
      107-06-2
    • ~38%
    • In-stock
      1-(2-Chloroethyl)-1H-pyrrole|CS-0312950
      77200-24-9

    References

    • Bogdal, Dariusz; Jaskot, Krzysztof Synthetic Communications, 2000 , vol. 30, # 18 p. 3341 - 3352
  • Route3
    • In-stock
      2-Chloroethyl 4-methylbenzenesulfonate|CS-0130585
      80-41-1
    • null|null
      16199-06-7
    • ~%
    • In-stock
      1-(2-Chloroethyl)-1H-pyrrole|CS-0312950
      77200-24-9

    References

    • Journal of the Chemical Society, , p. 49,54

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
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   4.93
  • LogP   1.7269
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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