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CS-W001157 4
Total: USD 88.00

3-(1,3-Dioxolan-2-yl)aniline

  • CAS No. 6398-87-4

  • Cat. No. CS-0156893
  • Purity≥95%
  • MDL No.MFCD00272236

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

3-(1,3-Dioxolan-2-yl)aniline|CS-0156893

Structure of 6398-87-4

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General Information

  • CAS No. 6398-87-4
  • Cat. No. CS-0156893
  • Purity ≥95%
  • MDL No. MFCD00272236
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁NO₂
  • Molecular Weight 165.19
  • Synonym(s) M-AMINOBENZALDEHYDE ETHYLENE GLYCOL ACETAL
  • SMILES C1=CC(=CC(=C1)N)C2OCCO2

Description

3-(1,3-Dioxolan-2-yl)aniline features a protected hydroxyl-bearing dioxolane ring tethered to an aromatic amine, enabling stable storage and controlled release under acidic conditions. This masked phenol derivative integrates seamlessly into synthetic sequences requiring orthogonal functionality, offering enhanced handling without compromising reactivity in cross-coupling or cyclization workflows.

Application

3-(1,3-Dioxolan-2-yl)aniline serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized aromatic scaffolds. The 1,3-dioxolan-2-yl group acts as a stable, bench-compatible protecting group for aldehydes, readily cleaved under mild acidic conditions to reveal the corresponding aldehyde functionality. This enables downstream transformations such as reductive amination, coupling reactions, and heterocycle formation. Its compatibility with diverse reaction conditions and ease of purification make it particularly valuable in medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • US2009/291984 A1, ; Page/Page column 20 ;
  • Route2

    References

    • Huang; Buchwald Organic letters, 2001 , vol. 3, # 21 p. 3417 - 3419
  • Route3
    • null|null
      1257310-86-3
    • ~87%
    • In-stock
      3-(1,3-Dioxolan-2-yl)aniline|CS-0156893
      6398-87-4

    References

    • Mullick, Dibakar; Anjanappa, Prakash; Selvakumar, Kumaravel; Ruckmani, Kandasamy; Sivakumar, Manickam Tetrahedron Letters, 2010 , vol. 51, # 46 p. 5984 - 5987

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-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   44.48
  • LogP   1.3142
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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