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CS-W001157 4
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3a,4,7,7a-Tetrahydro-1H-isoindole-1,3(2H)-dione

  • CAS No. 85-40-5

  • Cat. No. CS-0077658
  • Molecule weight151.16
  • Purity≥98%
  • MDL No.MFCD00042782

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

3a,4,7,7a-Tetrahydro-1H-isoindole-1,3(2H)-dione|CS-0077658

Structure of 85-40-5

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General Information

  • CAS No. 85-40-5
  • Cat. No. CS-0077658
  • Purity ≥98%
  • MDL No. MFCD00042782
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉NO₂
  • Molecular Weight 151.16
  • Synonym(s) 1,2,3,6-Tetrahydrophthalimide
  • SMILES O=C1NC(C2C1CC=CC2)=O

Description

This tetrahydroisoindole-1,3-dione scaffold delivers a rigid, electron-deficient core ideal for heterocyclic synthesis. Its fused bicyclic structure enhances stability and enables direct functionalization at the 4- and 7-positions, facilitating efficient integration into pharmaceutical intermediates and advanced materials through coupling reactions.

Application

3a,4,7,7a-Tetrahydro-1H-isoindole-1,3(2H)-dione serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through standard functional group manipulations. Its rigid, partially saturated core offers excellent stability and compatibility with diverse reaction conditions, facilitating efficient derivatization for drug discovery applications.

Synthesis

  • Route1

    References

    • Tetrahedron Letters, , vol. 28, # 49 p. 6187 - 6190
  • Route2
    • null|null
      42027-93-0
    • ~%
    • In-stock
      3a,4,7,7a-Tetrahydro-1H-isoindole-1,3(2H)-dione|CS-0077658
      85-40-5

    References

    • Russian Journal of Organic Chemistry, , vol. 35, # 9 p. 1313 - 1317

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-H317
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   46.17
  • LogP   0.2252
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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