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CS-W001157 4
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2-Chloro-3-methoxybenzaldehyde

  • CAS No. 54881-49-1

  • Cat. No. CS-W010780
  • Purity≥98%
  • MDL No.MFCD07369787

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

2-Chloro-3-methoxybenzaldehyde|CS-W010780

Structure of 54881-49-1

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General Information

  • CAS No. 54881-49-1
  • Cat. No. CS-W010780
  • Purity ≥98%
  • MDL No. MFCD07369787
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇ClO₂
  • Molecular Weight 170.59
  • Synonym(s) 2-Chloro-m-anisaldehyde
  • SMILES O=CC1=CC=CC(OC)=C1Cl

Description

2-Chloro-3-methoxybenzaldehyde features a chlorine atom at the ortho position and a methoxy group at the meta position relative to the aldehyde, delivering enhanced electronic modulation and solubility. This electron-deficient aromatic aldehyde integrates readily into cross-coupling reactions and serves as a key building block in pharmaceutical synthesis and functional material design under standard conditions.

Application

2-Chloro-3-methoxybenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, offering a well-defined ortho-chloro and meta-methoxy substitution pattern on the aromatic ring. Its aldehyde functionality enables straightforward incorporation into Ullmann, Suzuki-Miyaura, or reductive amination workflows. The compound exhibits good bench stability and facilitates efficient purification via flash chromatography or recrystallization, making it suitable for multi-step synthesis and scale-up applications.

Synthesis

  • Route1
    • In-stock
      2-Chloro-3-hydroxybenzaldehyde|CS-B0145
      56962-10-8
    • null|null
      74-88-4
    • ~94%
    • In-stock
      2-Chloro-3-methoxybenzaldehyde|CS-W010780
      54881-49-1

    References

    • NEUROCRINE BIOSCIENCES, INC. Patent: WO2005/7633 A1, 2005 ; Location in patent: Page 33 ; WO 2005/007633 A1
  • Route2

    References

    • WO2006/21402 A1, ; Page/Page column 41-42 ; WO 2006/021402 A1
  • Route3
    • In-stock
      2-Chloro-3-hydroxybenzaldehyde|CS-B0145
      56962-10-8
    • null|null
      77-78-1
    • ~87%
    • In-stock
      2-Chloro-3-methoxybenzaldehyde|CS-W010780
      54881-49-1

    References

    • Giles, Robin G. F.; Green, Ivan R.; Li, Shuk-Hui Australian Journal of Chemistry, 2005 , vol. 58, # 8 p. 565 - 571

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS09
Signal Word : Warning
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H315-H319-H335-H400
Precautionary Statements : P261-P264-P270-P271-P273-P280-P302+P352-P304+P340-P330-P362+P364-P391-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   26.3
  • LogP   2.1611
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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