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CS-W001157 4
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Methyl 4-cyano-3-methylbenzoate

  • CAS No. 25978-68-1

  • Cat. No. CS-W022852
  • Purity≥98%
  • MDL No.None

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

Methyl 4-cyano-3-methylbenzoate|CS-W022852

Structure of 25978-68-1

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General Information

  • CAS No. 25978-68-1
  • Cat. No. CS-W022852
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO₂
  • Molecular Weight 175.18
  • Synonym(s) Benzoic acid, 4-cyano-3-methyl-, methyl ester
  • SMILES O=C(OC)C1=CC=C(C#N)C(C)=C1

Description

Methyl 4-cyano-3-methylbenzoate features a conjugated nitrile group flanked by a methyl substituent, delivering enhanced electron-withdrawing character. This bench-stable ester integrates readily into synthetic sequences requiring polar, electron-deficient aromatic building blocks.

Application

Methyl 4-cyano-3-methylbenzoate serves as a versatile building block in synthetic organic chemistry, enabling efficient access to functionalized aromatic scaffolds. Its compatibility with standard coupling reactions, combined with the orthogonal reactivity of the cyano and ester groups, facilitates downstream transformations such as amidation, hydrolysis, and nucleophilic substitution. The methyl substituent enhances solubility and aids in purification, while the compound exhibits excellent bench stability and handles well under routine laboratory conditions.

Synthesis

  • Route1
    • null|null
      557-21-1
    • In-stock
      Methyl 4-bromo-3-methylbenzoate|CS-W008076
      148547-19-7
    • ~39%
    • In-stock
      Methyl 4-cyano-3-methylbenzoate|CS-W022852
      25978-68-1

    References

    • Pfizer Inc Patent: US2007/270438 A1, 2007 ; Location in patent: Page/Page column 42 ; US 20070270438 A1
  • Route2

    References

    • US5607944 A1, ;
  • Route3
    • In-stock
      Methyl 4-iodo-3-methylbenzoate|CS-W008413
      5471-81-8
    • null|null
      75-05-8
    • ~68%
    • In-stock
      Methyl 4-cyano-3-methylbenzoate|CS-W022852
      25978-68-1

    References

    • Song, Ren-Jie; Wu, Ji-Cheng; Liu, Yu; Deng, Guo-Bo; Wu, Cui-Yan; Wei, Wen-Ting; Li, Jin-Heng Synlett, 2012 , vol. 23, # 17 p. 2491 - 2496,6

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   50.09
  • LogP   1.6533
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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