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CS-W001157 4
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5-(tert-Butyl)-2-methoxybenzaldehyde

  • CAS No. 85943-26-6

  • Cat. No. CS-0105465
  • Molecule weight192.25
  • Purity≥97%
  • MDL No.MFCD06246086

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

5-(tert-Butyl)-2-methoxybenzaldehyde|CS-0105465

Structure of 85943-26-6

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General Information

  • CAS No. 85943-26-6
  • Cat. No. CS-0105465
  • Purity ≥97%
  • MDL No. MFCD06246086
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₆O₂
  • Molecular Weight 192.25
  • Synonym(s) 5-Tert-butyl-2-methoxybenzaldehyde
  • SMILES O=CC1=CC(C(C)(C)C)=CC=C1OC

Description

5-(tert-Butyl)-2-methoxybenzaldehyde features a sterically hindered tert-butyl group and a methoxy substituent positioned ortho to the aldehyde, enhancing electron density at the carbonyl. This combination imparts excellent stability under standard bench conditions while enabling selective coupling reactions in complex synthesis. The molecule integrates readily into multi-step pathways requiring controlled reactivity and resistance to oxidation.

Application

5-(tert-Butyl)-2-methoxybenzaldehyde serves as a versatile building block in medicinal chemistry and agrochemical synthesis, offering enhanced lipophilicity and steric bulk via the tert-butyl group. The aldehyde functionality enables efficient transformations including reductive amination, Grignard additions, and Wittig reactions. Its methoxy substituent provides moderate electron donation, while the ortho-methoxy and para-tert-butyl arrangement ensures excellent bench stability and ease of purification.

Synthesis

  • Route1
    • In-stock
      5-(tert-Butyl)-2-hydroxybenzaldehyde|CS-W017321
      2725-53-3
    • null|null
      74-88-4
    • ~96%
    • In-stock
      5-(tert-Butyl)-2-methoxybenzaldehyde|CS-0105465
      85943-26-6

    References

    • Journal of the American Chemical Society, , vol. 131, # 32 p. 11509 - 11518
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 112, # 13 p. 5212 - 5219
  • Route3
    • null|null
      100-97-0
    • In-stock
      4-tert-Butylanisole|CS-0071956
      5396-38-3
    • ~71%
    • In-stock
      5-(tert-Butyl)-2-methoxybenzaldehyde|CS-0105465
      85943-26-6

    References

    • Synthesis, , # 7 p. 1029 - 1032

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-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   26.3
  • LogP   2.8052
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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