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CS-W001157 4
Total: USD 88.00

2-(Methylthio)benzaldehyde

  • CAS No. 7022-45-9

  • Cat. No. CS-0006413
  • Purity≥98%
  • MDL No.MFCD00196822

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

2-(Methylthio)benzaldehyde|CS-0006413

Structure of 7022-45-9

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General Information

  • CAS No. 7022-45-9
  • Cat. No. CS-0006413
  • Purity ≥98%
  • MDL No. MFCD00196822
  • Storage RT, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈OS
  • Molecular Weight None
  • Synonym(s) Benzaldehyde,2-(methylthio)-
  • SMILES CSC1=CC=CC=C1C=O

Description

2-(Methylthio)benzaldehyde features a strategically positioned methylthio group that enhances electron density at the aromatic ring, facilitating efficient electrophilic substitution. The aldehyde functionality enables direct coupling in cross-coupling and condensation reactions, while the sulfur moiety offers orthogonal reactivity for downstream modifications. This compound serves as a key intermediate in synthesizing bioactive heterocycles and functionalized pharmaceuticals.

Application

2-(Methylthio)benzaldehyde serves as a versatile building block in synthetic organic chemistry, enabling the construction of heterocyclic scaffolds and bioactive molecules. Its aldehyde functionality facilitates nucleophilic additions and condensation reactions, while the ortho-methylthio group provides moderate electron donation and compatibility with standard protecting group strategies. The compound exhibits good bench stability and is amenable to purification via distillation or column chromatography, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • [2-(Methylsulfanyl)phenyl]methanol|CS-0212963
      33384-77-9
    • ~92%
    • In-stock
      2-(Methylthio)benzaldehyde|CS-0006413
      7022-45-9

    References

    • Journal of the American Chemical Society, , vol. 105, # 19 p. 6096 - 6103
  • Route2
    • null|null
      74-93-1
    • In-stock
      2-Fluorobenzaldehyde|CS-W008891
      446-52-6
    • ~85%
    • In-stock
      2-(Methylthio)benzaldehyde|CS-0006413
      7022-45-9

    References

    • Journal of Organometallic Chemistry, , vol. 693, # 12 p. 2200 - 2203
  • Route3
    • null|null
      74-93-1
    • ~83%
    • In-stock
      2-(Methylthio)benzaldehyde|CS-0006413
      7022-45-9

    References

    • Chemistry - A European Journal, , vol. 16, # 29 p. 8726 - 8737

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: 3334
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H315-H319-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   17.07
  • LogP   2.221
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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