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CS-W001157 4
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2,2-Dimethylbenzo[d][1,3]dioxole-5-carbaldehyde

  • CAS No. 63124-55-0

  • Cat. No. CS-0541733
  • Molecule weight178.18
  • Purity≥98%
  • MDL No.MFCD20488897

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

2,2-Dimethylbenzo[d][1,3]dioxole-5-carbaldehyde|CS-0541733

Structure of 63124-55-0

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General Information

  • CAS No. 63124-55-0
  • Cat. No. CS-0541733
  • Purity ≥98%
  • MDL No. MFCD20488897
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀O₃
  • Molecular Weight 178.18
  • Synonym(s) 2,2-Dimethyl-benzo[1,3]dioxole-5-carbaldehyde
  • SMILES O=CC1=CC=C2OC(C)(C)OC2=C1

Description

This bench-stable aldehyde features a rigid, electron-rich dioxole ring fused to a benzene core, enabling efficient coupling reactions. The para-carbaldehyde group provides a reactive handle for diverse synthetic transformations, while the 2,2-dimethyl substitution enhances steric protection and solubility in organic media.

Application

2,2-Dimethylbenzo[d][1,3]dioxole-5-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient access to bioactive heterocyclic scaffolds. Its aldehyde functionality facilitates reductive amination, Wittig reactions, and coupling with nucleophiles under mild conditions. The dimethyl-substituted benzene ring enhances metabolic stability and provides steric shielding, improving bench stability and simplifying purification. This compound functions effectively in the synthesis of complex pharmaceutical intermediates and natural product analogs.

Synthesis

  • Route1
    • null|null
      67-64-1
    • In-stock
      Protocatechualdehyde|CS-W009195
      139-85-5
    • ~10%
    • In-stock
      2,2-Dimethylbenzo[d][1,3]dioxole-5-carbaldehyde|CS-0541733
      63124-55-0

    References

    • LEK PHARMACEUTICAL D.D. Patent: WO2008/43733 A1, 2008 ; Location in patent: Page/Page column 15 ;
  • Route2
    • null|null
      88517-56-0
    • ~%
    • In-stock
      2,2-Dimethylbenzo[d][1,3]dioxole-5-carbaldehyde|CS-0541733
      63124-55-0

    References

    • Kita, Yasuyuki; Arisawa, Mitsuhiro; Gyoten, Michiyo; Nakajima, Makiko; Hamada, Ryuji; Tohma, Hirofumi; Takada, Takeshi Journal of Organic Chemistry, 1998 , vol. 63, # 19 p. 6625 - 6633
  • Route3
    • 3,4-Dihydroxybenzoic acid Erlotinib Impurity|CS-0167073
      99-50-3
    • ~%
    • In-stock
      2,2-Dimethylbenzo[d][1,3]dioxole-5-carbaldehyde|CS-0541733
      63124-55-0

    References

    • Kita, Yasuyuki; Arisawa, Mitsuhiro; Gyoten, Michiyo; Nakajima, Makiko; Hamada, Ryuji; Tohma, Hirofumi; Takada, Takeshi Journal of Organic Chemistry, 1998 , vol. 63, # 19 p. 6625 - 6633

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P501

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Computational Chemistry Data

  • TPSA   35.53
  • LogP   2.0064
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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