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CS-W001157 4
Total: USD 88.00

4-(2-Chloroacetyl)morpholine

  • CAS No. 1440-61-5

  • Cat. No. CS-W021985
  • Purity≥97%
  • MDL No.MFCD00721939

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

4-(2-Chloroacetyl)morpholine|CS-W021985

Structure of 1440-61-5

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General Information

  • CAS No. 1440-61-5
  • Cat. No. CS-W021985
  • Purity ≥97%
  • MDL No. MFCD00721939
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₀ClNO₂
  • Molecular Weight 163.60
  • Synonym(s) 4-(Chloroacetyl)morpholine; 4-(2-Chloroacetyl)morpholine
  • SMILES O=C(N1CCOCC1)CCl

Description

4-(2-Chloroacetyl)morpholine features a morpholine ring bearing a chloroacetyl substituent, delivering a reactive acylating handle for conjugation chemistry. This bench-stable derivative enables efficient incorporation into peptide and small-molecule scaffolds under mild conditions, leveraging the electrophilic carbonyl for nucleophilic attack.

Application

4-(2-Chloroacetyl)morpholine serves as a versatile building block in medicinal chemistry, enabling efficient access to morpholine-containing scaffolds via nucleophilic substitution or condensation reactions. The chloroacetyl group exhibits high reactivity toward amines and hydrazides, facilitating the construction of diverse heterocyclic systems. Its bench-stable nature and compatibility with standard purification methods make it well-suited for multi-step synthesis and scale-up applications.

Synthesis

  • Route1
    • null|null
      110-91-8
    • null|null
      79-04-9
    • ~99%
    • In-stock
      4-(2-Chloroacetyl)morpholine|CS-W021985
      1440-61-5

    References

    • CHANG, Zee-Fen; HU, Chun-Mei; FANG, Jim-Min; YEH, Ming-Tyng Patent: WO2012/72019 A1, 2012 ; Location in patent: Page/Page column 71-72 ; WO 2012/072019 A1
  • Route2
    • null|null
      110-91-8
    • ~%
    • In-stock
      4-(2-Chloroacetyl)morpholine|CS-W021985
      1440-61-5

    References

    • US2003/130235 A1, ;
  • Route3
    • null|null
      110-91-8
    • null|null
      79-01-6
    • ~16%
    • In-stock
      4-(2-Chloroacetyl)morpholine|CS-W021985
      1440-61-5

    References

    • Pielichowski, Jan; Popielarz, Roman Tetrahedron, 1984 , vol. 40, # 14 p. 2671 - 2676

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H315-H318-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.54
  • LogP   0.084
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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